Chappaqua, N.Y.

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The name Chappaqua is derived from an Algonquin word which translates as “running water”. Lakes, ponds and streams are abundant among the rolling wooded hills of Chappaqua. A large portion of the land has been preserved as undeveloped, open space, which helps to create Chappaqua’s rural feeling. With faithful adherence to environmental and architectural review, the town has managed to retain a country feeling with a great deal of privacy for individual homes. Architectural styles range from antique colonials to exquisite contemporaries.

From the Chappaqua train station, New York City’s Grand Central Station is a 50-minute ride. White Plains is only ten minutes away and the Saw Mill River Parkway runs right by town. The great combination of privacy and accessibility makes Chappaqua very attractive for New York City commuters. In 1864, Horace Greeley took up residence in Chappaqua and more recently, former President Bill Clinton and Senator Hillary Clinton made Chappaqua their home. Residents place a high priority on education and the Chappaqua Central School District ranks consistently among New York State’s best schools with Scholastic Aptitude Test scores well exceeding the average.

ACTIVE LISTINGS:

A magnificent, move-in-ready modern classic that feels grand yet warm, welcoming and young. With Ritz-Carlton-caliber luxury details throughout, this newly-constructed Jeff Taylor-designed compound is sited on 7.29 private acres in the acclaimed Chappaqua school district. Its ideal location is minutes from Bedford, the Saw Mill River Parkway and MetroNorth to NYC. Each space is a sanctuary of serenity, taste and quality, epitomized by 10-foot coffered ceilings, paneled walls, mahogany doors and oak floors. The grandeur of the residence extends to five ensuite bedrooms and four additional half baths boasting Carrera marble and Dornbracht fixtures. The residence optimizes flexibility, offering multiple offices and family rooms, a Peloton workout space, billiards/games room, and even a lushly appointed garage-lounge for 3 cars. A culinary haven awaits in the Top Chef-worthy kitchen, adorned with luxe Leicht cabinetry and top-of-the-line Miele and Wolf appliances. Smart lighting, radiant heat, Sonos sound inside and out, and a full camera security system seamlessly integrate modern technology with the timeless charm of the home. French doors beckon to the stunning bluestone terrace, lush level lawns, and specimen plantings. A heated LED-lit swimming pool and Grand Effects fire bowls create an enchanting ambiance for resort-style entertaining day and night. A separate Greek Revival-style guesthouse/office is accessed by an elegant, sun-drenched breezeway: a lovely walk on a radiant heat. This Chappaqua masterpiece is a testament to modern luxe living that transcends time. An historic, walkable town, exceptional schools, multiple country and swim clubs, chic boutiques and renowned restaurants like the 200-year-old Crabtree's Kittle House, with its acclaimed farm-to-table cuisine. A truly unique opportunity.

$10,495,000 Active

577 Millwood Road Chappaqua, New York

5 Beds 9 Baths 7,055 SqFt 7.290 Acres

Stunning post modern design by Edward F. Knowles. The architect, whose work spanned six decades, began his career under the tutelage of Phillip Johnson. Knowles' designs include The Performing Arts Center at Wolf Trap and Boston City Hall. The site for the residence is almost 7 acres of elevated land-commanding long views to the the foothills of the Appalachian Mountains. Painstakingly conceived and constructed, the house encompasses over 8,000 square feet on three levels and includes an indoor 50-foot pool. The finely detailed interior seamlessly blends formal and informal entertaining spaces-all expertly designed to capture abundant natural light. Six bedrooms and eight bathrooms include a separate and private wing with living suite A native stone chimney complements the handsome slate roof. Extensive specimen plantings and curated gardens provide brilliant color and texture year round. A wonderful opportunity located in the Whippoorwill area of the Chappaqua School District.

$4,900,000 Active

71 Carolyn Place Chappaqua, New York

5 Beds 8 Baths 8,204 SqFt 6.780 Acres

BACK ON THE MARKET! Set on a sprawling 4.11-acre parcel in the esteemed Chappaqua enclave, 20 Bessel Lane offers an unparalleled blend of sophisticated living and natural tranquility. Every aspect of this residence and its grounds has been thoughtfully curated to fuse the home's refined design with the property's lush surroundings. The residence, boasting an expansive 7,978 sqft of living space, is designed with attention to detail and functionality. Expansive windows throughout the home frame views of the meticulously landscaped grounds, ensuring a continual connection to nature. Comprising 6 generously proportioned bedrooms and 5.5 bathrooms, this home meets both luxury and daily living needs with finesse. The dedicated home office and a bespoke home gym are significant additions, recognizing contemporary lifestyle requisites. Outdoors, the Shoreline pool is the centerpiece, designed to harmonize with the property's lush backdrop. Adjacent to the pool, a fully-equipped cabana with a kitchen is perfect for effortless entertaining. Tennis aficionados will find the private court, nestled among mature trees and rock formations, an exceptional addition. A unique feature of this estate is its dedicated orchard and vegetable garden area-a nod to sustainable living and a source of organic produce right in your backyard. Comprehensive amenities like a full irrigation system and thoughtful outdoor lighting ensure the grounds remain both functional and picturesque. Chappaqua's reputation for distinguished schools and a vibrant, tight-knit community make it a coveted location. Further enhancing this property's appeal is its proximity to New York City-just a 45-minute train journey, ensuring urban amenities are within easy reach.

$4,350,000 Active

20 Bessel Lane Chappaqua, New York

6 Beds 6 Baths 7,978 SqFt 4.110 Acres

Wonderful Westchester estate on almost 6 beautiful acres. Supremely private, the property is gated and accessed by a winding and circular drive. The homesite is elevated and open-a perfect blend of rolling lawn, curated gardens and towering trees. The house, comprising five bedrooms and five full baths, combines traditional colonial architecture with modern elements. Floor to ceiling Palladian windows flood the living and family rooms with natural light. Triple French doors access a handsome brick terrace, A large open kitchen centers on an island and is adjacent to a lovely screen porch. The tennis and pool complexes are separate from the house and include a newly renovated cabana and an oversized saltwater pool. Located one mile from town and train, the house and property offer all the amenities of a cherished vacation destination with the convenience of village life. A very special offering within The Chappaqua School District.

$3,150,000 Active

280 Douglas Road Chappaqua, New York

5 Beds 5 Baths 5,717 SqFt 5.800 Acres

Indulge in the ultimate luxury living experience in this exquisite dream home, nestled within a private 4-acre botanical garden. This exceptional property is designed for entertainment and outdoor living, featuring resort-like amenities including an inground gunite pool with a spa, a hard-court tennis/pickleball/basketball court, and a personal 140+ yard par 3 golf hole complete with bunkers and multiple tee boxes for various shot perspectives. A country club experience, without leaving home. Step into luxury as you enter the main residence, spanning over 6,000 square feet across three levels, with 5 bedrooms, 4 full bathrooms, and a powder room. The first floor sets the stage for indoor entertainment with a massive, sun-filled great room, a large formal dining room, and a den set off the eat-in, chef's kitchen. The massive deck running the full length of the house seamlessly blends indoor and outdoor living, connecting you from the first level to the pool area down below. The finished lower level features a nice recreation area, an au Pair Suite with a full bath & shower, and is highlighted by a 4500-bottle wine cellar. The property also boasts a remarkable 1362-square-foot freestanding office, perfect for those who desire a dedicated workspace separate from the main house. Additionally, a detached 3-car garage offers a 1350+ square foot Adirondack lodge-style great room/office/game room/guest suite with a summer kitchen and full bath, ideal for work, play, entertaining, or hosting guests. A whole house generator ensures uninterrupted power supply, and every corner of this sanctuary exudes thoughtful sophistication, from the manicured grounds to the breathtaking vistas. This unparalleled estate offers a harmonious blend of work and leisure, making it truly one of a kind. Approx. FULL square footage = 7,388 including Studio above the garage Main House = 6,026sf Studio above Garage = 1,362sf

$3,150,000 Active

724 King Street Chappaqua, New York

5 Beds 6 Baths 6,026 SqFt 4.290 Acres

Welcome to an architectural masterpiece on coveted Algonquin Drive. This custom home is perfect for the discerning buyer who wants sophisticated, luxury living. Walls of glass and French doors flood the home with light. Enjoy custom millwork, double-height foyer, 10' ceilings, and oak floors. The Deane kitchen is the home's heart, with a large island, brick fireplace, stainless appliances, and gracious eating area. A 20' high stone fireplace anchors the adjoining family room. Multiple mahogany decks and sunporch indulge indoor/outdoor living or entertaining. Flex rooms can be home offices, nanny room, or gym. Upstairs, the primary suite boasts soaring ceilings, deck, fireplace, and sitting area. Four more bedrooms have bespoke features, including vaulted ceilings and ensuite bathrooms. The upstairs hallway and bonus room can be used for study, work and play. Outside, enjoy privacy with flowering trees, flagstone patio, hot tub, a potential pool site. Elevator/Generator. Moments to town, train, schools.

$2,995,000 Active

55 Algonquin Drive Chappaqua, New York

5 Beds 7 Baths 6,824 SqFt 4.670 Acres

Nestled within 1.53 secluded acres, at the end of a cul-de-sac, lies this beautiful Center Hall Colonial home, meticulously built with the finest materials and utmost attention to detail. From the moment you arrive, you are welcomed by the sound of a waterfall into a koi pond, surrounded by perennial plantings. Step inside, you are greeted by the elegance of superior craftsmanship, evident in every corner of this magnificent residence. The main floor enjoys 9" ceilings and inlaid mahogany floors throughout, a gourmet kitchen open to a double-height family room with wood burning fireplace, formal living and dining rooms, a guest bedroom suite and a laundry room. The second floor features a luxurious primary suite with two walk-in closets and a renovated bathroom with heated floors. Two additional ensuite bedrooms, a 4th bedroom, hall bath and a bonus room (for a family/play room) complete this level. Venture to the third floor and you will find a charming office/reading nook and access to an expansive unfinished attic ripe with potential. The finished lower level, thoughtfully designed for playing, working and/or exercising, features lots of custom built-ins, a wet bar with full fridge/freezer, a full bath and plenty of storage. The entire back of the house leads to a bluestone terrace from where you can enjoy the beautiful perennial gardens, eat al fresco, or just lounge in total privacy savoring the beauty of the undisturbed woods that abut the property. Tucked away within these gardens is a screened-in gazebo, offering a peaceful retreat where to unwind without any distractions. Whether it's the gleaming mahogany floors with inlays, custom-built cabinetry, or designer fixtures, every element of this home exudes luxury and sophistication, great for entertaining both indoors and outdoors. With its prime location, exceptional quality, and unmatched privacy, this colonial masterpiece offers not just a residence, but a lifestyle of unparalleled comfort and refinement.

$2,850,000 Active

16 Marshall Lane Chappaqua, New York

5 Beds 8 Baths 6,609 SqFt 1.530 Acres

Sited on premier 2+ acre lot on sought-after Chappaqua private cul-de-sac estate road, this magnificent 7,764 sq ft, 2007 built, wood shingle 4/5+ bedroom, 5.5 bath Colonial, designed by renowned architect Richard Kotz, is sure to please the most discerning buyer! This masterpiece showcases impeccable craftsmanship on 3 finished levels w/timeless finishes & details including custom millwork/built-ins, wide plank/wood flooring throughout, high ceilings, 4 fireplaces (3 wood burning w/gas starters in family rm & home office and gas fireplace in primary bedroom suite), customized closet systems, an exceptionally large Chef's kitchen w/multiple prep spaces/2 large pantry closets/top-of-the-line professional stainless appliances and newly refinished floors, that flows seamlessly into the sun drenched family rm w/fireplace & French doors leading to an expansive deck for luxurious outdoor enjoyment. The home's entrance is marked by a striking entry hall/formal living rm w/fireplace & stunning built-ins, complemented by a formal dining rm, music alcove, & butler's pantry. A spacious main floor home office w/fireplace, a main floor guest rm w/full bath, large mudroom, & 4-car garage complete the 1st flr. The 2nd flr is comprised of an expansive primary bedroom suite w/gas fireplace/dual walk-in closets & en-suite spa bath plus 3 bedrooms, one w/ attached sitting rm/home office, 2 hall baths (one accessible through bedroom, & large laundry rm. Attributes including steel beam construction, whole house generator, natural gas & abundant storage, all contribute to the home's appeal. Set on park-like property that ensures privacy, with level play areas and side yard pool site, this setting is sure to wow. Assessment recently reduced 8.42%, taxes would be $61,296 based on last year's rate. A sophisticated offering that is not to be missed!

$2,799,000 Pending

63 Cowdin Lane Chappaqua, New York

4 Beds 6 Baths 7,764 SqFt 2.070 Acres

This fully turn-key colonial exudes style and sophistication. Situated on over 2 acres of picturesque property, this special home has been meticulously renovated, maintained and designed with custom millwork throughout. First floor features a double height entry foyer, gourmet kitchen by DEANE, light filled living room, den/playroom, formal dining room, home office/ guest room, mudroom with custom built-ins and renovated full and half bath. The expansive upstairs includes a private primary suite with spacious custom bathroom, 3 additional bedrooms with adjoining updated bathrooms, laundry room and a second office/play area. Walk-out lower level with game room/den, gym, additional full bath and tons of storage. Relax and unwind in an outdoor paradise! Shoot some hoops on the newly installed sport court and then take a dip in the heated saltwater pool with jacuzzi and waterfall. Additional amenities include a full house generator, electric vehicle charger and more.

$2,750,000 Pending

321 Whippoorwill Road Chappaqua, New York

5 Beds 6 Baths 5,195 SqFt 2.040 Acres

Set on nearly 4 acres of resort like property in a sought-after neighborhood of Chappaqua with many wonderful amenities, including a full sized gym, a heated pool, a screened porch, a playground area with gazebo and playset and an outdoor bar, this gorgeous Colonial provides total privacy and beautiful views from every room. Soaring two story foyer invites you to the impressive southern exposure family room with wood burning fireplace, picture windows overlooking the lush green and mature trees, and two French doors to deck. Host guests and dinner parties in the formal dining room, which is right off the gourmet kitchen that boasts top-of-the-line appliances (SubZero refrigerator, Wolf cooktop, Bosch dishwasher, Wolf double ovens), custom made cabinets, quartz countertops, 10' center island with sink and sun drenched breakfast area with sliding door to deck facing the pool and leveled yard. Home office soaks up warm afternoon sun with elegant wall moldings throughout. The first floor also includes a living room with oversized windows, two powder rooms, laundry room, and mudroom leads to three car garage. The second level has a huge primary ensuite with luxurious bathroom with double sinks, jetted tub, large shower, and two walk in closets. There are 2 additional bedrooms with ensuite bathrooms, 2 additional bedrooms with a Jack and Jill bathroom and abundant closets. Finished lower level holds 2,325 sq. ft. of incredible space for a second family room, office, recreation room, gym, with a full bath, storage and glass sliding door to stone patio. Special features include gleaming hardwood floors, radiant heat floors in bathroom, a whole house generator, built-in speaker system, pool changing room, and circular driveway. Home ideally located 10 minutes from the Metro North train station and 5 minutes to Whole Foods and Lifetime Fitness. You don't want to miss this home!

$2,600,000 Pending

6 Trails End Chappaqua, New York

5 Beds 7 Baths 7,624 SqFt 3.870 Acres

Welcome to 70 Cowdin Lane! Nestled at the end of a highly sought after private lane in the idyllic town of Chappaqua, this stunning 4-bedroom, 4-bath modern barn-style house is not to be missed! Situated on 2.3 beautiful acres, the residence offers a perfect blend of seclusion and convenience, mere moments from shopping, dining, the train station, and schools. Step through the double front doors into the two story foyer to discover a sun drenched sunken living room with a floor to ceiling stone fireplace along with a wall of french doors with transom windows and newly refinished wide plank white pine floors. The adjacent dining room has plenty of space to host holidays or enjoy long weekend brunches. Continue into the newly renovated chefs kitchen to find the heart of the home. The kitchen boasts all high end appliances including double Wolf ovens , Wolf refrigerator, microwave drawer and double Bosch dishwashers. The open concept kitchen flows seamlessly into the family room complete with a fireplace and vaulted ceilings. Off of the family room you will find a powder room, mudroom, pantry and access to the two car garage. Follow the stairs up into two rooms perfect for a home office, playroom, and/or gym. Step outside onto the beautiful screened-in sun porch made for warm summer nights or chilly fall days. On the second floor you will find the privately situated primary suite with a newly renovated bathroom with heated floors, large shower and a soaking jacuzzi tub. The second floor also has a library/den with a classic sliding barn door and two more bedrooms with extra large closets, one with a loft space perfect for a desk or extra play area. The newly renovated bathroom has a separate vanity. The laundry room is also on the second floor situated for convenience. The lower level recreation room has ample space for a home gym and plenty of space for entertaining. You will also find the state of the art 12 seat theater and a custom designed wine cellar. Beyond its exquisite design and premier location this home represents the epitome of contemporary country living, where every detail has been meticulously curated for the discerning homeowner. Reach out to schedule a private showing!

$2,499,999 Active

70 Cowdin Lane Chappaqua, New York

4 Beds 4 Baths 5,309 SqFt 2.300 Acres

Nestled atop Chappaqua's highest peak at 720 feet with magnificent views, this 8,000 sq ft, Chappaqua Cape Colonial, in a sought after, close to all, neighborhood, is a beacon of elegance and tranquility, awaiting its third owner. This completely renovated and distinguished legal 6 bedroom residence, set on a serene double cul-de-sac, marries the original design by George Minot with meticulous updates and expansions by the current owners, showcasing a seamless blend of tradition and modern sophistication. Located in the coveted Chappaqua school district, the home exudes warmth and intimacy, featuring six bedrooms (including two first floor bedrooms), a cherry-paneled den/library with a fireplace, formal sun-drenched living spaces with stunning views, and a modern light-filled Chef's kitchen with white custom cabinetry, Taj Mahal quarzite counters, and professional, top of the line stainless appliances. High end appointments include gleaming hardwood floors, custom millwork and built-ins, spiral staircase, three fireplaces, new light fixtures and more. Significant additions to the home include a luxurious primary bedroom suite expansion and a walkout lower level with amenities such as a private office, entertainment areas including a game room, media room with projection screen, 19th century wooden bar with adjacent thermostatically controlled wine room, large playroom, and a gym, all designed to maximize the breathtaking landscape views. Outdoors, the exceptional 3+ acre picturesque and professionally landscaped property boasts extensive bluestone patios, a landscaped yard for recreation, fenced garden, a fire pit, three car garage and more. Mechanical upgrades include a Taparsawn pressure treated wood shingle roof with copper flashing and cupola, Pella windows throughout, new buried electric lines, exterior lights on timers, electric car charger, 7 zone heat/ac, 13 zone indoor/outdoor sonos w/wall pad controls, NS 24kW automatic generator w/500 gal propane tank. This stunning residence represents the epitome of refined living, blending historical charm with contemporary features like an open kitchen, updated baths, and home offices, all within a wonderful neighborhood, making it an exceptional retreat for the MOST discerning buyers. *Floorplans attached to listing

$2,499,000 Pending

10 Nancy Lane Chappaqua, New York

6 Beds 6 Baths 8,000 SqFt 3.050 Acres

Immerse yourself in the luxury of this stunning, majestic 5-bedroom, 4 1/2 bath, 6,495 sq ft Colonial, located in the prestigious Hardscrabble Lake neighborhood within the renowned Chappaqua School District. PLEASE NOTE HOA is $600 YR NOT MONTH. This home is a masterpiece of design, featuring a spacious, sun drenched open floor plan accented by high ceilings, refined hardwood floors, walls of windows, and exquisite detailing throughout. As one enters, the expansive cathedral ceiling front foyer, they are introduced to the inviting spaces within this home. At the center of this elegant home is a substantial chef's kitchen, flooded with natural light, with breakfast area, top-of-the-line stainless steel appliances, an oversized center island, desk area, and custom white wood cabinetry. Easy access to a vast bluestone patio through the kitchen makes it perfect for seamless indoor-outdoor living and entertaining. This special home transitions seamlessly between formal and casual living spaces, ensuring comfort and luxury in every corner. The home offers a substantial 2,105 sq ft walkout finished lower-level, which includes a fitness room, billiard room, and additional entertainment areas, complemented by a full bath. The home's private backyard is an idyllic retreat featuring meticulous perennial gardens, intricate stonework, and level play areas with probable pool site, ideal for outdoor gatherings. Storage is plentiful throughout the home, from walk-in closets to designated spaces. The property boasts a 3-car garage w/built in cabinetry for ample parking, private laundry room, whole house generator, whole house surround sound system, high pressure booster water system, full exterior irrigation system, outdoor lighting, and more. This thoughtfully designed home seamlessly integrates luxurious living with practical design, creating a sanctuary for both relaxation and functionality in one of Chappaqua's most sought-after communities. A must see!!

$2,499,000 Active

11 Boulder Trail Chappaqua, New York

5 Beds 5 Baths 6,495 SqFt 0.930 Acres

Welcome to the epitome of luxury living at Hardscrabble Lake! This magnificent Colonial spans three full levels of unparalleled craftsmanship and extraordinary upgrades. Nestled on a premier double lot, this home is a truly special offering, boasting a fully fenced flat 2.45-acre property w/ the potential for a pool and surrounded by professional landscaping. As you enter, be captivated by the meticulous attention to detail, from the custom millwork to the gleaming hardwood floors that flow seamlessly throughout. The spacious interior features five bedrooms, each adorned w/ expansive custom-crafted closets, ensuring both style and functionality. Enjoy the warmth of the fireplace in the well-appointed living space, illuminated by recessed lighting, creating an inviting ambiance. Entertain with ease in the heart of the home, where a professional chef's kitchen awaits with top-of-the-line appliances and finishes. The expansive deck, stretching the entire length of the home, provides a perfect backdrop for al fresco gatherings, overlooking the sprawling grounds. The walkout lower level of this residence is a haven for entertainment, featuring a billiard room, a fully equipped bar, a guest room with a full bathroom, a home theater, and a versatile space for a playroom or gym. The large 3-car garage with a professional epoxy-coated floor, a mudroom with built-ins, and a private laundry room with high-end washer/dryer enhance the functionality of this exceptional property. The layout is ideal for both family life and elegant entertaining, ensuring that every comfort and amenity is at your fingertips.The professionally landscaped property is a true outdoor oasis, with a Belgium block-lined driveway adding to the curb appeal. The home is connected to gas and sewer, has a whole house Generac generator and features many new mechanical systems for added convenience and peace of mind. In every aspect, this sophisticated home is designed to exceed the expectations of even the most discerning buyer.

$2,399,000 Pending

134 Hardscrabble Lake Drive Chappaqua, New York

5 Beds 5 Baths 6,072 SqFt 2.450 Acres

Move right in to this stunning home offering luxurious and convenient living in the highly desirable Lawrence Farms East neighborhood. Perfectly located for an easy stroll to popular local establishments like The Kittle House, Chappaqua Crossing, the high school, and the Mount Kisco Country Club. As you approach the property you will be captivated by its impressive curb appeal. A sweeping driveway leads to the private and expansive 2+ acre park-like grounds. The outdoor space features a gorgeous gunite pool, beautifully landscaped perennial gardens, and a bluestone patio which creating a serene oasis for relaxation and entertaining. This stately 5-bedroom Colonial home has been meticulously renovated and offers a perfect blend of elegance, comfort, and modern amenities. With its incredible curb appeal, expansive private grounds, and convenient location, this property provides a truly exceptional living experience.

$2,300,000 Pending

16 Kittle Road Chappaqua, New York

5 Beds 6 Baths 4,249 SqFt 2.290 Acres

Welcome to this stunning Contemporary home in the desirable town of Chappaqua. As you enter, you'll be greeted by a grand foyer featuring a striking stairwell with glass railing, setting the tone for the modern elegance found throughout the home. The open and flexible floor plan allows for seamless flow and an abundance of natural light, accentuated by floor to ceiling windows that frame the picturesque surroundings. The interior boasts a renovated Bilotta kitchen, complete with top-of-the-line Sub Zero and Wolf appliances, which opens to the family room. The luxurious Primary Bath has also been thoughtfully updated to offer a serene retreat. Throughout the home, you'll find wood floors, three fireplaces, and the convenience of two powder rooms. Additionally, there is a versatile home office or guest room with a full bath, providing flexibility to suit your needs. Outside, the contemporary style is complemented by a flat property featuring a large in ground pool, a built-in grill and bar serving area, ideal for outdoor entertaining. The fully landscaped grounds create a private oasis, perfect for relaxation and enjoyment. Conveniently located, this home offers easy access to the town center, train station, and schools. Full house Generator. On Gas and Sewer - AO 2/12

$2,295,000 Pending

42 Neustadt Lane Chappaqua, New York

3 Beds 6 Baths 5,702 SqFt 2.050 Acres

Custom-built cedar and glass Contemporary, created by the prominent American architect Myron Goldfinger, combines drama with elegant lines, curves and understated details. The home's dynamic architectural design enchants and invites with its 40+ foot barrel foyer entry, floating staircase, walls of glass and artistic passageways both geometric and circular. The bright and airy open-flow floorplan on the first floor segues from the great room with dramatic two-story fireplace, full bar and dining room to the gourmet kitchen and breakfast room with greenhouse windows to the den or guest suite. The second level offers four bedrooms which include a luxurious private primary wing featuring a sauna and generous soaking tub. An elevator accesses all levels. Goldfinger's signature white interior walls afford attention to works of art on display. Multiple deck and terrace areas overlook 4+ splendid, landscaped acres with a Gunite pool, hot tub, flagstone patio, and Har Tru tennis court, creating this special spa-like retreat. First time on the market! Located in the coveted town of Chappaqua NY, just 50 minutes from NYC.

$2,295,000 Active

319 Millwood Road Chappaqua, New York

4 Beds 6 Baths 6,277 SqFt 4.370 Acres

Welcome to 36 Gray Rock Lane, a stunning Arts and Craft style home in Chappaqua, NY. With Geothermal heat and Solar panels, this home is as eco-friendly as it is beautiful. This spacious 5900+ sq. ft residence offers 4/5 bedrooms, 4 Full Bathrooms, 2 Powder Rooms and a flexible layout perfect for modern living. The large open Kitchen and Family Room provides a welcoming space for gatherings. In addition, there is also a gracious Dining Room, Den/Man Cave, Home Office space, first floor Au Pair suite, Mudroom and a Playroom in the walk out Lower Level. The outdoor space is equally lovely and includes a large wrap around deck off the rear of the house. Situated on a generous 1.2 acre lot, this home built in 2006 is just a sidewalk stroll away from downtown and train. Just a 50 minute commute to NYC. Don't miss out on this exceptional opportunity to live in style and comfort.

$2,150,000 Pending

36 Gray Rock Lane Chappaqua, New York

4 Beds 6 Baths 5,920 SqFt 1.200 Acres

Multiple offers requesting Highest and Best Weds April 24 at 5:00PM. Welcome home to this gorgeous Chappaqua 5 bedroom colonial! This stunning 5570 square ft residence sits gracefully and set back on a sprawling 1.16-acre professionally landscaped site with blooming ornamental trees, a belgian block lined circular drive, flagstone patio, stone walls and a 3 car garage outfitted with Tesla electric car charger. This home offers a perfect blend of luxury, tranquility, easy living and convenience. Every aspect of this home was re-designed in 2014 with meticulous attention to detail, custom built-ins, crown molding and millwork throughout offer a harmonious and thoughtful flow for every day living and entertaining family and friends. The heart of the home is the custom open gourmet kitchen, featuring top-of-the-line appliances including Viking, Meile and Thermador, built in coffee maker, endless counter space, and exquisite finishes. The first floor includes a large living room with a custom built-in wall unit and a cozy bay window seat, formal dining room with custom millwork, family room boasts a stacked stone fireplace which is open to the huge gourmet chefs eat-in kitchen, french doors lead out to a flag stone patio offering the perfect layout for entertaining. Office, mudroom, powder room and back staircase complete the 1st floor. On the second level you will find a luxurious primary suite which has cathedral ceilings, walk in closet, large bath with free standing soaking tub and steam shower an additional 4 large bedrooms one with a full ensuite bath and another full hall bath plus bonus storage space. The lower level has a large recreation room, bath and gym with doors out to the yard. Tons of storage and mechanicals. Conveniently located and just 5 minutes away from all vibrant downtown Chappaqua has to offer... dining, shopping, schools, playgrounds, library, recreation fields, Saturday morning farmers market and easy commute to NYC via Metro North train. Don't miss the opportunity to make this Chappaqua gem your own. Schedule a tour today and experience easy living in a truly idyllic setting.

$2,095,000 Active

95 Valley Lane Chappaqua, New York

5 Beds 5 Baths 5,570 SqFt 1.160 Acres

AO, contracts out . This 5 bedroom colonial is beautifully set within the Lawrence Farms South very desirable neighborhood here in Chappaqua. Elegant homes and manicured lawns create this picturesque area close to town, train and schools. Large windows allow natural light to flood this space, a stunning kitchen designed for both functionality and style seamlessly connects the kitchen to dining and living areas creating the perfect flow throughout this home. Plenty of bedrooms to accommodate a large family or guests. This stunning home is perfectly set on over a flat acre. Come tour this gorgeous home that represents comfort, luxury and style.

$2,049,000 Pending

28 North Way Chappaqua, New York

5 Beds 5 Baths 3,775 SqFt 1.180 Acres

This stunning sun-drenched contemporary home offers the perfect blend of style, comfort and seamless connection to the outdoors. Situated on one of Chappaqua's most sought-after streets, this 4-bed 4-bath home boasts unique design elements and a host of impressive features. The primary bedroom is an oasis with sliders to the outside, a balcony overlooking the yard, a separate changing area, 2 walk-in closets and large bathroom with copper soaking tub. Two spacious home offices provide a perfect environment for hybrid work. Enjoy large south-facing picture windows and high ceilings in this entertainer's delight featuring two fireplaces, 9-zone Sonos sound system, open concept and easy flow inside and out. The recently updated gunite pool is surrounded by impressive stonework, beautiful plantings and built-in propane grill. Multiple balconies and patios overlook this picturesque, level fenced-in yard filled with specimen trees and perennials, complete with swingset and playhouse.

$1,989,000 Active

15 Kerry Lane Chappaqua, New York

4 Beds 4 Baths 5,534 SqFt 2 Acres

$1,950,000 Active

1111 Hardscrabble Road Chappaqua, New York

3 Beds 4 Baths 3,202 SqFt 0.680 Acres

Complete renovation with exciting new additions, create a unique opportunity in one of Chappaqua's most desirable in-town locales. Constructed by Steven Tavolacci of Tavo Development, collaborating with highly regarded architect Teo Siguenza, resulting in a state-of-the-art offering. This exciting home delivers open concept living with highlights that include a pass-through fireplace between the Living Room and Family Room, an office/library with access to the screened porch and large gourmet Kitchen with Dining Area. The second floor provides a private spacious primary suite with a sitting room, dressing room and a large bath. Two additional ensuite bedrooms, laundry and bonus room complete this level. A mezzanine offers additional space for an office or TV Room. The home is sited on .75 acres and is minutes to Chappaqua, highways and a 50-minute drive to NYC. A rare opportunity to walk to town and train. Projected completion date is Aug-Sept 2024. Be in for the new school year!

$1,950,000 Active

256 Quaker Road Chappaqua, New York

3 Beds 4 Baths 3,882 SqFt 0.750 Acres

NOTED ARCHITECT DAVID HENKEN DESIGNED THIS HOME in 1957 EMBRACING THE UNION OF LANDSCAPE & ARCHITECTURE. Nested atop a private zen-like oasis you immediately understand Henken's genius of using the natural topography while conceptualizing the modernist lifestyle. Architectural design inclusive of cantilevered rooms, mitered corner glass, and indoor-outdoor flow all take advantage of the surrounding lush landscape of boulder outcroppings, views and a very special organic pool setting. This treasured home, meticulously updated by the current owners, kept exciting original elements including the loft like open space, entertaining areas and even a workshop-office. Mahogany finishes, along with exceptional masonry work add warmth while walls of glass enrich the soul. Bonus property across Laurel Lane gains access to the Laurel Lane pond. WELCOME HOME.

$1,950,000 Active

11 Laurel Lane Chappaqua, New York

5 Beds 3 Baths 5,121 SqFt 1.960 Acres

Inviting, light filled Colonial w/perfect flow for easy living on nearly two acres of private property in Chappaqua's sought after Lawrence Farms Crossway neighborhood. Hardwood floors, custom millwork, high ceilings, three fireplaces, walls of windows, eat-in kitchen w/center island & door to patio, 2 story family rm w/floor to ceiling raised hearth stone fireplace, gracious living and dining rooms, 1st fl bedroom w/full bath, 4 lrg 2nd fl bedrooms (2 w/en-suite baths & 2 w/a shared bath), a 2nd fl bonus room & an expansive 2,000 sq ft lower level (included in sq ft) are among this home's special spaces. Exquisite bucolic property w/stone patio & stone walls allow for outside entertaining. NEW whole house generator, NEW roof, security system, 3-car garage, 2 above ground oil tanks, many newer appliances & mechanicals including hot water heater, boiler, dishwasher & oven. Great location close to Chappaqua Crossing shopping enclave, schools & parkway. A spectacular offering!

$1,949,000 Pending

58 Lawrence Farms Crossway Chappaqua, New York

5 Beds 5 Baths 7,000 SqFt 1.960 Acres

Quintessential center hall colonial set on 4+ lush professionally landscaped acres w pond/pool/stone walls & expansive patio. Modern amenities combined w old world charm & detail. Wideboard antique wd flrs, dentil moldings, 3 FPL's, 4+ bedrms, 3 finished levels. Gracious oversized Formal Living Rm/Fpl & Dining Rm, sep windowed Sunrm, Library/blt-ins, Family Rm/FPL/walls of glass off expansive EIK w cathedral ceilings/center island, gourmet top-of-line ss appliances/lg Breakfast Rm & adjacent Sitting Rm, walk-in pantry; Mud Rm, Home Office w dr out. 2nd fl features wood flrs, generous Primary Suite w separate Sitting Rm/Wic/Deck/Carrera marble en-suite Primary Bath, 2 addt'l Hall Baths, 3 addt'l Bedrms & Bonus Rm. Lower level features lg Playrm/FPL, Gym, Laundry rm, Nanny/au-pair & full bath. Private setting w sweeping approach yet near town/train/shops/schools. The perfect combination of classic form & updated style. 5668 sq ft of living space. Move-in condition.

$1,925,000 Pending

345 Roaring Brook Road Chappaqua, New York

4 Beds 5 Baths 5,668 SqFt 4.870 Acres

Stunning light filled contemporary home on premier Chappaqua road , lives like 5/6 bedroom with dual home office spaces & flexible floorplan. Renovated sparkling white oversized kitchen/center island/breakfast room windowed on 3 sides opens to family room w fireplace, high ceilings, 3 exposures, sliders to deck & patio. Playroom/billiard room 1/2 flight down with glass doors out. All main fl rooms open to expansive deck, patio & park-like back yard. Sweeping driveway privately set. Recent expansion of 2nd fl offers gracious King size primary suite/high ceilings/built-ins/dual WIC, & new en-suite spa style primary bath. Addt'l 3 bedrooms plus guest/nursery, large home office & large playroom/gym plus 3 full renovated hall baths. Windows everywhere. Gleaming hard wood floors throughout, recessed lighting, generator, ceiling fans. Impeccable move-in condition on sought after st near schools, town, train yet private with verdant parklike property and serene views out very window.

$1,899,000 Active

15 Haights Cross Road Chappaqua, New York

4 Beds 5 Baths 5,012 SqFt 2.880 Acres

Welcome to your dream home. This stunning 4 bedroom Colonial on a private cul-de-sac offers a modern chic vibe that exudes warmth and style for both everyday living and entertaining. You will love the spacious, open floor plan, chef's kitchen, primary suite with two walk in closets, hardwood floors and custom finishings throughout. All of the closets have been customized in the bedrooms. The lower level includes a gym area, play space, art room and nanny/au pair room with full bath. Square footage reflects 780 sq ft in the lower level. Perfectly maintained. Luxury, convenience and privacy with close proximity to the town of Chappaqua, Chappaqua Crossing with Whole Foods, Metro North, Saw Mill Parkway, and schools. Path behind to Roaring Brook Elementary. This well appointed residence is turnkey and perfect for creating new memories. A real gem.

$1,895,000 Pending

22 Stony Hollow Road Chappaqua, New York

4 Beds 5 Baths 4,361 SqFt 1.010 Acres

Welcome to Random Farms, one of Chappaqua's most sought after communities with pool, tennis and many amenities. Meticulously maintained 6BR/4BA Colonial, on a quiet cul-de-sac, where you can live and entertain with wonderful appointments throughout. A two story foyer with a curved staircase introduces this sophisticated home with a recently updated Eat-in Kitchen with top of the line appliances, leads to a large open Family room, light filled Sunroom, Dining room, large Living Room, first floor Office, Powder room and Laundry. Cathedral ceilings, hardwood floors, molding and millwork throughout. Second floor hosts 5 BR,3BA including large Primary Suite w/BA and 2 closets.Walk-out lower level with a large recreation room, kitchenette, gym, bedroom/bath, large storage area. Private deck that leads to private, level back yard. Full house generator installed in 2018; Tesla charger included in garage, above ground oil tank, irrigation system, alarm system, gas hook up for the grill. A must see!

$1,895,000 Pending

10 Random Farms Circle Chappaqua, New York

6 Beds 5 Baths 5,511 SqFt 0.700 Acres

Chic and elegant center all colonial on a premier street just minutes from top rated Chappaqua schools, train station, a variety of restaurants, shops and grocery stores - a prime location for convenience and lifestyle. The stunning property was professionally landscaped by Green Valley Nursery. As you step into the expansive entry hall, you're greeted with a feeling of openness and flow, leading you effortlessly into the spacious living room, dining room and family room - each space designed for both formal and casual gatherings. For those who work from home, the private office/den off the living room provides the perfect retreat for productivity. The heart of the home is the meticulously updated chef's kitchen, boasting high-end appliances, a center island, and custom cabinetry. Adjacent to the family room and kitchen, the sun-drenched sunroom invites you to unwind and admire the view of the large, level yard. Step outside to the bluestone patio, an idyllic backdrop for outdoor dining and celebrations. Make this home yours and start celebrating life's moments in style.

$1,800,000 Active

1 Round Hill Road Chappaqua, New York

4 Beds 3 Baths 3,164 SqFt 1.010 Acres

Fabulous 1929 Farm House Colonial meticulously renovated for today's modern living. Dining room w/wood-burning fireplace & large picture windows delightfully blends old-world charm & modern elegance. Awesome, huge, gourmet, designer kitchen w/giant, quartzite-topped center island & high-end appliances & finishes adjoins dramatic great room w/wood-beamed cathedral ceiling, stone-clad fireplace & gorgeous windows on three sides. Dreamy mud room w/built-in bench backed by a trio of lockers w/cupboards above & storage below, tile flooring & door to expansive side deck for easy alfresco dining or casual relaxation. Fostering work & creativity are two lovely home office/studios accented with a stone wall & illuminated by soft, natural light, plus a playroom w/built-ins & access to the main-level laundry room. Very practical, bright, corner, main-level bedroom w/ensuite bath. Grand two-story entry with straight staircase ascending to upper-level landing. Regal Primary suite w/high ceiling, window bench, walk-in closet, work/lounge/exercise space & ensuite bath. Spacious bedrooms w/built-ins. A paved motor court separates the main house from the detached, 2-car garage & 2-bed/1-bath cottage. Lovely lawns & mature landscaping adorn the property. Properly set back from the road, yet conveniently situated with close proximity to town, train, shops & schools. Your own compound. One-of-a-kind. [Note: Rooms & square feet displayed are combined total for two residences.]

$1,799,000 Active

219 Hamilton Road Chappaqua, New York

6 Beds 5 Baths 4,692 SqFt 1.580 Acres

HOME NOT COMPLETED YET- 3 BR Millwood Elite home. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. Includes 3 BR + 2 offices, loft and outdoor terrace w built in grill and linear fireplace and interior wet bar in loft. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!

$1,781,995 Active

18 Dewitt Drive 71 Chappaqua, New York

3 Beds 4 Baths 3,335 SqFt

Move-in Ready for Summer 2024, 3 BR Millwood Elite This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. Includes 3 BR + 2 offices, loft and outdoor terrace. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!

$1,779,995 Pending

5 Lila Lane 42 Chappaqua, New York

3 Beds 4 Baths 3,158 SqFt

HOME NOT COMPLETED YET- NEW CONSTRUCTION HOME FOR SALE!! 2 BR Byram Farmhouse under construction. Byram model home available to tour. This home can close in Spring 2025. Home includes a finished basement with full bath, media room and may more upgrades. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor kitchen, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!

$1,707,995 Active

7 Dewitt Drive 79 Chappaqua, New York

2 Beds 4 Baths 3,614 SqFt

Experience the allure of this sunlit 5 Bedroom Colonial nestled in the prestigious Lawrence Farm South neighborhood, exuding character and charm. Situated on a spacious 1.57-acre property, this residence boasts a professionally landscaped and level lot. The well-appointed kitchen features stainless steel appliances, granite counters, and a generous breakfast room with a captivating floor-to-ceiling stone fireplace. French doors lead to a patio offering serene views of the pool and expansive lawn. Beyond the formal living room, dining room, and family room, the first floor encompasses a guest bedroom and 2 full bath for added convenience. Find focus in the first-floor study adorned with built-in bookcases, ideal for remote work. Ascending to the second floor reveals a generously sized primary suite with primary bath, as well as three additional spacious bedrooms and updated hall bathroom, and an additional office space. The lower level introduces a sizable walk out playroom, perfect for entertainment and relaxation. Appreciate the seamless access to Horace Greeley H.S. playing fields and track for outdoor activities. Benefit from the property's proximity to the village,Whole Foods, Life Time Fitness, shops, Metro North train station, Chappaqua library, and the Chappaqua Farmers market, ensuring a lifestyle of convenience. Embrace the perfect blend of elegance and functionality in this inviting Colonial residence.

$1,699,000 Active

15 North Way Chappaqua, New York

5 Beds 5 Baths 4,459 SqFt 1.570 Acres

A long driveway flanked by stone pillars with gate welcomes you to this magnificent setting. A circular driveway with carport delivers you to the entrance of this very special colonial home in quiet sought-after neighborhood. This private residence is truly one of Chappaqua's hidden treasures with remarkable distant views from spectacular 6+ verdant acres. As a private oasis amidst gorgeous perennial plantings & specimen trees, this property is second to none! The home has abundant built-ins, plenty of space, and many oversized windows to truly bring the outside in. A huge 3-season screened porch overlooks the mature layered landscape with rich stonework. Located close to all, this home offers comfortable living as well as memorable entertaining. Wine cellar, summer kitchen, and cedar closet are just a few features in the enormous lower level. A must see!

$1,699,000 Pending

76 Kerry Lane Chappaqua, New York

4 Beds 6 Baths 3,850 SqFt 6.030 Acres

Spectacular, meticulously maintained Colonial, first time offered on the market by the original owners. Nestled in one of Chappaqua's most sought-after cul de sac neighborhoods on over an acre of level property, this expansive light-filled home is thoughtfully crafted, featuring generously sized rooms and essential amenities perfect for both intimate gatherings and grand entertaining. Gleaming hardwood floors throughout, the heart of the home features a spacious chef's kitchen opening to the family room with cathedral ceilings anchored by a stunning stone fireplace leading to formal dining and living spaces and a home office. Recently renovated eat in kitchen by Bilotta boasts high end appliances, built-ins, a walk in pantry and mudroom sure to please the most discerning buyers. Upstairs boasts a primary bedroom suite with sitting room, walk-in closets, fireplace and spa bath; 3 additional bedrooms and hall bath complete the second floor. Fully finished walk out lower level with full bath offers additional living and entertainment spaces. Oversized 2-car garage complete with a car lift for 3rd car storage. Enjoy the bucolic setting from your expansive deck leading to the private park-like garden, professionally landscaped with specimen trees and perennial flowers. Convenient paths at the end of the cul de sac leads to Roaring Brook elementary school and a common pond with walking trails. A beautiful home not to be missed! Close proximity to the town of Chappaqua, Chappaqua Crossing with Whole Foods, Metro North, Saw Mill Parkway and schools.

$1,699,000 Pending

3 Stoney Hollow Road Chappaqua, New York

4 Beds 4 Baths 5,280 SqFt 1.070 Acres

Imagine the perfect 4 bedroom house nestled in the heart of an idyllic neighborhood minutes to Chappaqua town, train and elementary, where the streets are lined with other charming homes and lush greenery.This dream house exudes timeless elegance with one of the most stunning manicured yards you'll ever see. Top quality throughout, tons of attention to detail. The perfect layout combines practicality and gracefulness, creating a space that is both functional and beautiful for everyday living and entertaining.

$1,699,000 Pending

129 Devoe Road Chappaqua, New York

4 Beds 4 Baths 4,303 SqFt 1.050 Acres

Each elegant detail has been thoughtfully designed in this gracious four bedroom center hall colonial expanded and renovated in 2012. Beautifully sited on a quiet cul de sac street with close proximity to town, train and schools, this home has a lovely park-like backyard and spacious two level deck overlooking the entire picturesque and serene property. The front foyer opens to a formal living room spanning front to back with windows on both ends and fireplace with slate surround on one side and dining room on the other. The light and very bright renovated kitchen includes breakfast bar seating, custom cabinetry, high end stainless steel appliance and honed jet mist granite countertops. The kitchen opens to a sensational family room enhanced by soaring ceilings, raised bluestone hearth fireplace and sliders to deck. The first floor office with door and 12 windows around the perimeter is the ultimate private retreat. The second floor boasts an impressive primary suite with two custom designed walk in closets and luxurious en suite full bath with deep soaking whirlpool bathtub, honed marble floor and honed marble topped double vanity with storage and oversized steam shower. Three bedrooms, one with an en suite full bath and hallway full bathroom complete the 2nd level. Additionally, the home has white oak flooring, a whole house generator, Thermopane windows and crown molding. The 666 sq foot finished lower level (included in total) has garage access, mudroom with laundry and a large recreation area. The impeccable high end renovations will surely impress the most discerning buyer.

$1,699,000 Coming Soon

9 Peck Place Chappaqua, New York

4 Beds 4 Baths 3,884 SqFt 1.010 Acres

HOME IS TO BE BUILT. 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. It is ideally sized at 3,269 sq. ft. and includes 2 BR + office, huge loft, finished basement with media room and full bath. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A private rooftop terrace with outdoor kitchen and grill, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers! Once completed this 91 Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to add your own personal touches in both structural and design.

$1,639,995 Active

3 Dewitt Drive 77 Chappaqua, New York

2 Beds 4 Baths 3,269 SqFt

$1,629,995 Pending

26 Dewitt Drive 75 Chappaqua, New York

3 Beds 3 Baths 3,335 SqFt

HOME IS UNDER CONSTRUCTION- 3 BR Millwood Elite floorplan. This outstanding home is located in the heart of the neighborhood facing a green space from the front. Close to Clubhouse and extra parking. You can walk to shopping, cafe, gym, pool and more. It is ideally sized at 2,636 q. ft. and includes 3 BR + 2 offices, loft and outdoor terrace. Primary suite has large bathroom shower, big walk in closet. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! All design features have been included in the price. Closing Spring 2024

$1,599,995 Pending

24 Wallace Way 31 Chappaqua, New York

3 Beds 3 Baths 2,636 SqFt

Set on a flat corner property close to school/shops/train, this 5 BR/4.1 Bth 6000 sq ft center hall colonial offers gas & sewer, high end materials, custom finishes & details throughout. Walls of windows, French doors & expansive rooms include an elegant Entry Hall, Chefs Eat-in Kitchen open to large Breakfast Room, Family Room, Den/FPL, bi-level Great Room with 3 exposures & wet bar, Formal Dining Room, Mud Room & main level 2-car garage. A gracious primary suite includes Sitting Room/King size BR/3 walk-in closets & a luxurious marble En-suite Bath. The 2nd fl offers 4 more bedrooms (one a perfect home office w French doors to deck) & 3 full custom designed hall baths. The bright and sunny lower level playroom walks out to grade. Professionally landscaped with brick & slate patios & hot tub. Perennial flowering shrubs, towering trees & specimen plantings abound. Circular driveway. Lovingly maintained & updated, truly move-in condition, too many improvements to mention. A gem!

$1,599,000 Pending

74 Old Lyme Road Chappaqua, New York

6 Beds 5 Baths 5,928 SqFt 1.010 Acres

Spectacular, meticulously designed Colonial, nestled in one of Chappaqua's most sought-after neighborhoods in a close to all location on over an acre of level property. This expansive home is thoughtfully crafted, featuring generously sized rooms and essential amenities. Interior features include hardwood floors, custom millwork, french doors, built-ins, and more. This comfortable, open flow home features a spacious chef's kitchen, catering to culinary enthusiasts; formal dining and living spaces, providing areas for both intimate gatherings and grand entertaining; a large family room, offering a comfortable setting for relaxation and quality time; a wonderful 3-season screened porch, providing an outdoor oasis ideal for relaxation and socializing; and 4 large bedrooms, each with its own private en-suite bathroom, ensuring convenience and privacy for all. The home also features a roomy finished basement, offering additional living and entertainment spaces. Storage is plentiful throughout the home, from walk-in closets to designated spaces. The property boasts a 3-car garage for ample parking, and level lawns. Private laundry room, electric car charger, 2 above ground Roth Oil tanks, New Roof (2021), New Epoxy Basement Floor (Nov 2023) and more. This residence seamlessly integrates luxurious living with practical design, creating a sanctuary for both relaxation and functionality. Town has FMV of $2,006,756 - if home sells for less than this, assessment will be reduced. NEW roof (2021)Sited on over an acre of level property in a prime Chappaqua neighborhod, this home is sure to wow!

$1,599,000 Pending

2 Sunset Drive Chappaqua, New York

4 Beds 6 Baths 5,474 SqFt 1.040 Acres

Ivy-Clad Stone. One of Chappaqua's most intriguing properties. Located in desirable Hillholme, a 1931 Stone Colonial carefully expanded to incorporate an 1890 Cottage from the historic Taylor estate. Nearly 5200 square feet of sun-filled living space brimming with period details. Classic Living Room with Fireplace. Formal Dining Room. Chef's Kitchen, featured in the New York Times, House and Garden and House Beautiful, with Christophen Peacock cabinetry, antique marble and reclaimed wood counters and stainless appliances. Light and bright Family and Sunrooms finished in period beadboard. Sitting Rm with Fireplace. Four Bedrooms with additional spaces for Offices, Guests or Sitting Rooms. Beautifully landscaped property in a desirable neighborhood. Walk to nature trails, elementary school or train. First time listed in over 30 years! Open Houses Thursday 4/11 10:30-1:30, Sat 4/13 11:00-3:00 and Sun 4/14 11:00-2:00

$1,599,000 Active

27 South Place Chappaqua, New York

4 Beds 6 Baths 5,173 SqFt 0.800 Acres

CONSTRUCTION TO BEGIN SOON ON THIS HOME: 2 BR Greeley Floorplan with primary on first floor. An elevator is included as well as a finished basement with full bath, wet bar in 2nd floor loft and open railings to lower level, car charger and teak pavers on the terrace. This outstanding home is located in a private area of the community but still allows owners to walk to shopping, Cafe, gym and more. It is ideally sized at 2,530 sq. ft. (excluding finished basement) and includes 2 BR + office, huge loft Giving you plenty of space for your entire family to enjoy. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91 Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to add your own personal touches in design features

$1,596,995 Pending

41 Lila Lane 60 Chappaqua, New York

2 Beds 4 Baths 3,101 SqFt

HOME NOT COMPLETED YET- NEW CONSTRUCTION HOME FOR SALE!! 2 BR Byram Newhaven We have a model you can tour for same layout. This home can close in Fall 2024 This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. It is ideally sized at 2,900 sq. ft. and includes 2 BR + office, loft and finished lower level with full bath giving you plenty of space for your entire family to enjoy. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!

$1,587,995 Pending

35 Lila Lane 57 Chappaqua, New York

2 Beds 4 Baths 3,386 SqFt

TO BE BUILT Millwood Elite floorplan This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. It is ideally sized at 2,636 sq. ft. and includes 3 BR + 2 offices. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Full finished basement and bath are included. Still time to customize at the design studio.

$1,549,995 Pending

28 Wallace Way 33 Chappaqua, New York

3 Beds 4 Baths 2,636 SqFt

HOME NOT COMPLETED YET- TO BE BUILT- 3 BR Millwood Manchester floorplan This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. It is ideally sized at 2,535 q. ft. and includes 3 BR + 2 offices, loft and finished basement with shower. Primary suite has large bathroom big walk in closet. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! still time to pick your colors.

$1,538,995 Pending

30 Wallace Way 39 Chappaqua, New York

3 Beds 4 Baths 2,604 SqFt

HOME IS TO BE BUILT 2 BR very popular Greeley Floorplan with primary on first floor. This outstanding home is located in a private area of the community but still allows owners to walk to shopping, Cafe, gym and more. It is ideally sized at 2,530 sq. ft. (excluding finished basement) and includes 2 BR + office, huge loft Giving you plenty of space for your entire family to enjoy. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91 Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to add your own personal touches in design features

$1,536,995 Pending

33 Lila Lane 56 Chappaqua, New York

2 Beds 4 Baths 3,101 SqFt

CONSTRUCTION HAS JUST STARTED ON THIS HOME. 3 BR Millwood Elite home. Join our first homeowners in this magnificent new community. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. It is ideally sized at 2,636 sq. ft. and includes 3 BR + 2 offices, loft and outdoor terrace w built in grill and linear fireplace and interior wet bar in loft. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!

$1,533,995 Pending

1 Lila Lane 40 Chappaqua, New York

3 Beds 3 Baths 2,636 SqFt

HOME NOT COMPLETED 2 BR Byram Newhaven floorplan. We have a model you can tour for same layout. This outstanding home is located in a private section of the community with green space on both sides. You have shopping, cafe, gym, pool and more with in walking distance. It is ideally sized at 2,900 sq. ft. and includes 2 BR + office, loft and finished lower level with full bath giving you plenty of space for your entire family to enjoy. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, free shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to pick your colors.

$1,533,995 Pending

11 Lila Lane 45 Chappaqua, New York

2 Beds 4 Baths 2,906 SqFt

HOME IS TO BE BUILT 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. This outstanding home is located in a private area of the community but still allows owners to walk to shopping, cafe, gym and more. It is ideally sized at 3,101 sq. ft. and includes 2 BR + office, huge loft Giving you plenty of space for everyone to enjoy. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91 Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to add your own personal touches in both structural and design.

$1,528,995 Pending

39 Lila Lane 59 Chappaqua, New York

2 Beds 4 Baths 3,101 SqFt

HOME IS TO BE BUILT 2 BR very popular Byram floorplan (which we have a model to tour). This outstanding home is located in a private area of the community but still allows owners to walk to shopping, Cafe, gym and more. It is ideally sized at 2,900 sq. ft. and includes 2 BR + office, huge loft plus finished basement and powder room giving you plenty of space for your entire family to enjoy. The open concept great room and kitchen allow for large family gatherings as well as the large dining room and butlers pantry. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91 Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to add design features.

$1,505,995 Pending

23 Lila Lane 51 Chappaqua, New York

2 Beds 4 Baths 2,900 SqFt

HOME IS UNDER CONSTRUCTION- READY FOR SPRING 2024 CLOSING 2 BR Briarcliff Floorplan with primary on first floor. A finished basement with half bath give plenty of room for everyone to enjoy. This outstanding home is located in a great location near the clubhouse and facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes, gym and more. It is ideally sized at 2,945 sq. ft. and includes 2 BR + office, loft giving you plenty of space for everyone to enjoy. The open concept 2- story great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! All design selections have been selected and are included in price. Our design team went above and beyond and this home will be finished like a model!

$1,499,995 Active

26 Wallace Way 32 Chappaqua, New York

2 Beds 4 Baths 2,945 SqFt

EXCEPTIONAL! No detail has been overlooked in this fully renovated turn-key Colonial. Located in a sought-after neighborhood close to town, train and schools. This warm and beautiful home features an open floor plan with cathedral ceilings, gleaming hardwood flrs & thoughtful architectural details. Spectacular new Bilotta Chef's EIK boasts an oversized island, granite counters, walls of windows, stainless steel appliances and heated floors. Continuing on the first floor is a sunny and bright family room with beamed ceilings, radiant heated floors and French doors to the expansive deck, an office w/ charming fireplace, formal living and dining rooms, laundry room and powder room. The second floor boasts a luxurious primary suite with a wall of built in closets and en suite spa bath . 3 additional bedrooms and a hall bath complete the second floor. Walk out lower level offer many possibilities! Beautifully landscaped private property offers multiple areas to gather and relax. Radiant heated floors in mudroom, kitchen, sunroom and hall bath. Do not miss this special move in ready home in the Chappaqua School District blending tranquility with convenience and luxury!

$1,499,000 Pending

86 Valley View Road Chappaqua, New York

4 Beds 3 Baths 3,499 SqFt 1 Acres

$1,497,995 Pending

15 Lila Lane 47 Chappaqua, New York

3 Beds 4 Baths 2,636 SqFt

$1,495,995 Pending

13 Lila Lane 46 Chappaqua, New York

2 Beds 4 Baths 3,106 SqFt

Smart & stylish Colonial. Exquisite millwork adorns the formal living room & its wood-burning fireplace, as well as the traditional front-facing formal dining room w/French doors to the deck for easy alfresco dining. Through the butler's pantry w/built-in wine refrigerator to the gourmet kitchen professionally outfitted w/Wolf induction cooktop & double in-wall convection ovens, Sub-Zero refrigerator/freezer, two Bosch dishwashers, built-in Sharp microwave, center island w/breakfast bar, built-in buffet & skylit breakfast area w/window bench seating. Family room w/fireplace & built-ins. Sunny sun room w/French doors & large picture windows. Stylish powder room w/marble vanity top. Classic mud room w/wainscoting, built-in bench w/boot storage, tile flooring, port hole window & side entry to deck. Primary suite w/gorgeous marble-themed spa-like bath & walk-in closet w/window bench seat. California Closets in all bedrooms. The upper level hall bath is also gorgeously finished w/two-sink vanity, jetted tub & separate shower w/bench. Amazing lower level w/finished walk-out recreation room w/built-ins & slider to patio, an office w/another stylish ensuite full bath, a laundry center w/two washers & two dryers, plus updated mechanicals. Large, detached, cupola-topped two-car garage w/Bessler stairs to storage attic. Fenced, evergreen-lined backyard. Peacefully set at the end of a quiet, picturesque, leafy cul-de-sac walking distance to school, shops, town & train.

$1,479,000 Pending

23 Garden Ridge Chappaqua, New York

4 Beds 4 Baths 3,237 SqFt 0.560 Acres

HOME IS UNDER CONSTRUCTION!! 2 BR Briarcliff Floorplan with primary on first floor plus finished basement with half bath. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym and more. It is ideally sized at 2,945 sq. ft. and includes 2 BR + office, loft giving you plenty of space for your entire family to enjoy. The open concept 2 story great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A finished basement and powder room give the homeowners more room to enjoy. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to select your design features. MOVE IN FALL 2024

$1,460,995 Active

17 Lila Lane 48 Chappaqua, New York

2 Beds 4 Baths 2,945 SqFt

Welcome to 22 Devoe Road in Chappaqua, NY! This home is a charmer, offering 3+ bedrooms (lives like a 4+), 3 full bathrooms, and a spacious 3010 square feet of living space on a stunning 1-acre lot. You'll be greeted by a gracious double-height entry foyer that sets the tone for the whole house. The floors are newly finished, the bedroom carpets are new (hardwood underneath), and the entire interior has a fresh coat of paint. The first floor is versatile, featuring an office, a den/guest room and full bathroom giving you lots of hosting and work-from-home flexibility. The spacious living area is the heart of the home, with a cozy fireplace for relaxing evenings and doors to the deck for summer relaxing and entertaining. The sunny eat-in kitchen boasts a large pantry and plenty of cabinets and counter space. Upstairs features the fabulous primary suite with a spa bathroom and 2 large walk-in closets plus 2 additional bedrooms and a full hall bathroom. The lower level is finished and c/o'd, offering valuable additional living space - a large recreation room, exercise room, laundry with a new washer/dryer, and plenty of storage. Outside, you'll find a sprawling 1-acre yard, perfect for outdoor activities. You'll stay comfortable year-round with the updated air conditioning, new septic tank, and the peace of mind of a full-house generator. Plus, there's an electric car charger and storage room for added convenience. The Devoe Road neighborhood is simply wonderful, offering a great sense of community close to train, schools, and town. This home truly has it all!

$1,450,000 Pending

22 Devoe Road Chappaqua, New York

3 Beds 3 Baths 3,010 SqFt 0.980 Acres

$1,442,995 Pending

32 Wallace Way 38 Chappaqua, New York

2 Beds 4 Baths 2,945 SqFt

HOME TO BE BUILT 2 BR Byram Traditional We have a model you can tour for same layout. This outstanding home is located in very private section of the community where you can walk to shopping, cafe, gym, pool and more. It is ideally sized at 3386 sq. ft. and includes 2 BR + office, loft and finished lower level with full bath giving you plenty of space for your entire family to enjoy. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to select your design features.

$1,440,995 Pending

43 Lila Lane 61 Chappaqua, New York

2 Beds 3 Baths 2,906 SqFt

GRACIOUS LIVING CLOSE TO TOWN! Distinctive and admired 5 bedroom Chappaqua historic Dickinson-Conklin Home is freshly painted inside and out, and many recent updates located on an estate-like property just a short stroll by sidewalk to the vibrant village of Chappaqua. 275 Quaker is a spacious and light-filled home with great flow that offers an elegant living room with unique exposed beams, dining room with fireplace, front to back entry hall with wide plank floors. Entertain family and friends in the large updated eat-in chefs kitchen with island, custom cabinetry, Pratt + Larson handmade tile backsplash, granite counters, Viking 6 burner range and oven adjoining a comfortable, skylit family room and screened in porch with access to flagstone patio for al fresco dining. French doors offer private space for office, or guest room and full bath, mudroom, completes the first floor. There are 5 generous bedrooms and 4 full baths, including a primary bedroom suite with cathedral ceilings and a skylit marble bath and seating area. Top floor bedroom with en-suite full bath is perfect for guests to have their own space and privacy. The property has an original barn converted and renovated to a 2-car garage with a large unfinished loft space above with it's own entrance and tons of potential. (Great space for a man cave, she shack or teen hangout!). Lower level has laundry, mechanicals, storage and a great space for a home gym. You will find this home nestled on a rise in a magical setting on 2.1 acres with stacked stone walls, specimen trees, multiple garden areas, picturesque brook and your own waterfall. Stroll the grounds of your own mini-estate, enjoy the beauty of this amazing home and property. On natural gas! Chappaqua Schools!

$1,435,000 Pending

275 Quaker Road Chappaqua, New York

5 Beds 4 Baths 3,750 SqFt 2.100 Acres

HOME to be built- 3 BR Millwood Elite home. This outstanding home is located in the heart of the neighborhood next to large green space and where you can walk to shopping, cafe, gym, pool and more. It is ideally sized at 2,636 sq. ft. and includes 3 BR + 2 offices, loft. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to customize with structural and design features.

$1,434,995 Pending

24 Wallace Way 37 Chappaqua, New York

3 Beds 3 Baths 2,636 SqFt

HOME IS UNDER CONSTRUCTION- READY FOR SPRING 2024 CLOSING 2 BR Briarcliff Floorplan with primary on first floor. A finished basement and half bath give plenty of room for family to enjoy. This outstanding home is located in a great location near the clubhouse and facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes, gym and more. It is ideally sized at 3,156 sq. ft. and includes 2 BR + office, loft giving you plenty of space for everyone to enjoy. The open concept 2- story great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! All design selections have been selected and are included in price. Our design team went above and beyond and this home will be finished like a model!

$1,399,995 Pending

38 Wallace Way 35 Chappaqua, New York

2 Beds 4 Baths 3,156 SqFt

$1,393,995 Pending

25 Lila Lane 52 Chappaqua, New York

2 Beds 3 Baths 2,538 SqFt

$1,385,995 Pending

21 Lila Lane 50 Chappaqua, New York

2 Beds 4 Baths 2,538 SqFt

HOME IS NOT BUILT YET- NEW CONSTRUCTION !! 2 BR Briarcliff Floorplan with primary on first floor plus finished basement with powder room. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym and more. It is ideally sized at 2,483 sq. ft. and includes 2 BR + office, loft giving you plenty of space for your entire family to enjoy. The open concept 2 story great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to customize with design features.

$1,382,995 Pending

9 Lila Lane 44 Chappaqua, New York

2 Beds 3 Baths 2,503 SqFt

HOME IS READY FOR MOVE IN !! 2 BR Briarcliff Floorplan with primary on first floor plus finished basement with Full bath. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym and more. It is ideally sized at 3,156 sq. ft. and includes 2 BR + office, huge loft giving you plenty of space for you to enjoy if thats not enought you have a large finished lower level with 9 ft ceilings and full bath. The open concept 2 story great room and kitchen allow for large gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!

$1,379,995 Pending

7 Wright Drive 14 Chappaqua, New York

2 Beds 4 Baths 3,156 SqFt

$1,377,995 Pending

45 Lila Lane 62 Chappaqua, New York

2 Beds 4 Baths 3,101 SqFt

Welcome to 30 Whitlaw Lane, Chappaqua A sophisticated 4-bedroom, 2.5-bathroom center hall colonial exuding elegance and timeless charm. This residence boasts superior craftsmanship and thoughtful upgrades, ensuring a home of unparalleled warmth and character. Step into a graciously proportioned interior, including freshly refinished hardwood floors and completely painted interior, recessed lighting, and upgraded mechanical systems. The abundant windows infuse every room with natural light. The well-designed layout provides excellent flow, seamlessly transitioning from formal rooms adorned with quality finishes to expansive casual areas, all complemented by a wonderful outdoor space. Enjoy the large level yard with an expansive deck, perfect for entertaining or simply unwinding in the serenity of the surroundings.Nestled in a sought-after cul-de-sac location, this colonial home sits on mature property, offering both privacy and tranquility. Offering convenient school bus pick up at the house and easy access to the County Bike Trails.

$1,350,000 Pending

30 Whitlaw Lane Chappaqua, New York

4 Beds 3 Baths 3,548 SqFt 1 Acres

Spectacular custom designed contemporary home located in a coveted Whippoorwill neighborhood in the heart of Chappaqua! This home is beautifully sited on two natural wooded acres with dramatic rock outcroppings on a quiet double cul-de-sac offering bucolic views and complete privacy. Architecturally distinctive with soaring ceilings and expanses of glass infusing the home with natural light & tranquil views from every room. Completely renovated and upgraded over the years, the sun filled kitchen opens to spacious dining and living room areas. Sliding glass doors from every room open to the expansive deck and seamlessly blends the interior space with nature. A few steps down leads to a huge family room with a cozy fireplace and custom built-ins. This 4 bedroom home (lives like a 5) boasts a luxurious oversized primary suite with two large walk-in closets and a spa-like bath with heated floors. 3 additional bedrooms, an office/ laundry room and hall bath complete the upper level. The finished walkout lower level includes a recreation room with full bath, perfect for a home office or exercise room, a convenient mudroom and wine cellar. Relax on the oversized deck and enjoy the serene, zen-like oasis! Recent upgrades include new kitchen appliances, roof, all windows and doors, new garage doors, new HVAC system including a new AC condenser, boiler, hot water heater; and more. Fully fenced-in backyard. Only minutes to town, schools, parks, train and Whole Foods + Lifetime Fitness at Chappaqua Crossing. A special home not to be missed!

$1,349,000 Coming Soon

2 Attitash Street Chappaqua, New York

4 Beds 4 Baths 3,497 SqFt 2 Acres

Welcome to this charming, renovated Colonial boasting 4 bedrooms + 3-1/2 baths on a coveted cul-de-sac street. It is a perfect blend of modern amenities + period charm. Upon entering, you'll be greeted by the warmth of the hardwood floors that flow throughout the home. The LR features a wood-burning fireplace, built-ins and millwork creating a cozy + inviting atmosphere. The DR showcases corner cabinets and molding, adding touches of character and style. The kitchen -- with center island, granite countertops, eat-in area and door out to flagstone terrace -- is truly the heart of the home. The house was thoughtfully renovated and expanded, including a FR w/sliding barn door for privacy, 1st floor laundry and powder room. Upstairs, 4 sizeable BRs, 3 full Baths and an open Bonus Area complete the home. It offers the convenience of a whole house generator, new roof and flashing, new boiler, new HW tank and AC compressor, ensuring comfort and peace of mind for years to come.

$1,349,000 Pending

1 Quaker Lane Chappaqua, New York

4 Beds 4 Baths 3,431 SqFt 1.060 Acres

Unique opportunity to own this convenient, in town, multi-use, four-floor building, zoned BR for business and residential use. The current configuration is a 3-story residential unit with a legal accessory apartment and 2 attached income producing retail/office spaces. A two-car attached garage and plenty of space in the rear provides ample parking. Town sewer hookup is accessible from street. Possibly the perfect mother-daughter home. Located within walking distance to downtown Chappaqua, close to town, trains and shopping. 50 minutes to NYC.

$1,349,000 Active

211 King Street Chappaqua, New York

3 Beds 5 Baths 2,810 SqFt 0.340 Acres

Rare opportunity to find a home with Chappaqua schools at this price with large rooms and plenty of privacy. This stunning colonial home boasts timeless charm and modern amenities. Hardwood floors flow seamlessly throughout complementing the inviting living room featuring a wood burning fireplace. The formal dining room adorned with French doors opens to a delightful screened porch. The enormous eat in kitchen illuminated by skylights is equipped with a cooktop, double wall oven, butler's pantry, office space, and adjacent laundry room that leads to the patio. The first floor includes a bedroom and a full hall bath, providing flexibility and convenience. The spacious family room is complete with another wood burning fireplace offering a cozy retreat. Upstairs, discover 4 generously sized bedrooms, and the master bedroom featuring a walk in closet and ensuite full bath. This residence seamlessly blends classic elegance with contemporary comfort, providing a warm and welcoming environment for living moderately and entertaining. close to Metro North, bus stops, Whippoorwill Park and Club, and Saw Mill Pkwy. Don't miss the opportunity to call this Colonial gem your home!

$1,299,000 Pending

55 Shadow Brook Parkway Chappaqua, New York

5 Beds 3 Baths 3,291 SqFt 1.380 Acres

Welcome to stylish and sophisticated 5 bedroom, 4.1 bath, 4,800+sq ft colonial. This home sits on over 2.5 acres, set back from the road with a graceful approach enhanced by mature plantings and privacy. Step into a two-story foyer, formal dining room, formal living room, custom gourmet kitchen with chefs island and adjoining family room with stone fireplace. The second floor includes 2 primary suites, one with a wood burning fireplace, walk-in closets, jetted tubs, additional 3 bedrooms and bath. The lower level has doors to a 4 seasons room, den, full bath and endless possibilities.

$1,299,000 Pending

265 Mill River Road Chappaqua, New York

4 Beds 5 Baths 4,811 SqFt 2.600 Acres

Charming vintage pre-war storybook colonial with great detail throughout, renovated with taste and style for modern living. Walk to town location and corners a dead end neighborhood street with nature preserve. Gracious light filled rooms abound with many true divided light windows, coffered ceilings, gleaming oak floors, rich moldings and millwork. 3 finished levels, true 5 bedroom, picture perfect flat backyard, corner property. Gourmet cooks kitchen thoughtfully renovated in 2020 with stainless steel appliances & quartzite counters , new roof 2022, natural gas & sewer, generator, ductless ac, renovated bathrooms. Flexible layout offers work from home options, formal and informal entertaining, cooks kitchen, sunroom, and future expansion space. Commanding curb appeal, a classic, lovingly maintained, truly move-in condition. A special one-of-a kind property, this gem won't last. Flexible closing, enjoy the spring flowers!

$1,295,000 Pending

307 Quaker Road Chappaqua, New York

5 Beds 4 Baths 3,806 SqFt 0.780 Acres

Welcome home to his beautiful center hall colonial that sits on a private 1.2 acres in Chappaqua. The main level features many different oversized windows to take in your beautiful views of the private backyard. You have an eat-in-kitchen with built-in cabinets, a dining room that opens to a very large contemporary room that can be used for many purposes. Host guests in your lovely living room with fireplace or share a quiet moment in your den. The first floor also features a home office for those that can work remote. Upstairs you will find 4 bedrooms that all have unique touches to them. The contemporary Primary bedroom features built in cabinets, a dressing area with a primary bathroom. A large bedroom anchors the other side of the house with two decent sized bedroom between them. Many updates have been made in the home (Mechanicals, HVAC upgrades and others) that will make this a move in ready option for its next owners!

$1,245,000 Pending

105 Marcourt Drive Chappaqua, New York

4 Beds 3 Baths 3,325 SqFt 1.180 Acres

Sunny 4BR/2.1Bth home beautifully sited on flat, parklike land w deck, expansive patio w firepit & gardens. Easy living in this lovingly renovated & updated ranch/splanch. EH w PR, coat closet & pantry. Front to back Living/Dining Rm w large windows & FPL. Updated EIK w white cab's, quartzite counters & backsplash, skylight & new SS appliances. Kitchen opens to Fam Rm w Fr Drs to patio & firepit, & to Sunroom w doors to deck. BR wing offers 3 BR's & a large updated Hall Bath w whirlpool & separate shower. Primary BR wing is set privately 1/2 flight up & features BR/adjacent Sitting Rm-Home Office/large windowed WIC & newly renovated en-suite Full Bath w Carrera/Kohler Purist fixtures/dual shower/radiant heated flrs. The expansive LL features a large windowed Playrm, large Storage Rm, Utility/mechanical Rm, & well designed Laundry Rm. Many recent improvements: new roof, windows, recessed LED lighting & more. Low taxes, great location near R Brook school/town/train. Move-in condition.

$1,199,000 Pending

67 Cross Ridge Road Chappaqua, New York

4 Beds 3 Baths 2,827 SqFt 1.120 Acres

Welcome to this fabulous private oasis, nestled among stunning gardens and trellises. This 4 bedroom, 3 full bath home offers an expansive living experience that feels larger than it's square footage. Abundant natural light floods the open layout that allows for effortless living and entertaining. The timeless chef's kitchen boasts a large island & premium Miele and Sub-Zero appliances. The open dining area features a wall of windows overlooking the tranquil backyard, creating a picturesque setting for meals. Cozy up with a good book on the window seat in the modern shiplap adorned family room that includes a wall of French doors that opens to the stunning bluestone patio. Curl up by the fire in the warm and inviting sundrenched living room. The first level is complete with a serene primary suite with a spa-like bath, another full bath and a spacious home office with built-in desk that makes working from home a breeze. Upstairs, a second generously sized bedroom can alternatively serve as the primary bedroom with in-wall custom dressers and delightful finishes. Just down the hall is another full bath with whirlpool tub and 2 more charming bedrooms that are finished with recessed custom dressers, cabinets and shelves. There is cleverly designed storage galore with every nook meticulously crafted for maximum utility and efficiency. Whole-house generator. Nest system. Nearby school bus stop & access to the Audubon Pruyn Sanctuary trails just across the street. Simply pack your bags and settle into this turnkey gem.

$1,199,000 Active

55 Seven Bridges Road Chappaqua, New York

4 Beds 3 Baths 2,571 SqFt 0.750 Acres

Beautiful, expanded four-bedroom residence, designed by Tom O'Brien Architecture, combines sophistication with a warm and inviting ambiance. Entry through cedar gates leads to a striking front portico with double pillars and a barrel roof, hinting at the elegance within. Characterized by natural oak flooring, custom millwork, oversized windows, and recessed lighting, the interior is both charming and refined. The home's thoughtful open layout includes a spacious two-story entry foyer; a living room with a slate fireplace and a large bay window with seat; a dining room; and an exceptional eat-in kitchen featuring granite countertops, a built-in desk, and access to a flagstone patio. A family room with a vaulted ceiling and French doors to the patio, along with a luxurious primary bedroom suite complete with custom closets and a master bath, underscore the home's appeal. The lower level adds functionality with a playroom, laundry room, full bathroom, and a mudroom with direct access to the two-car garage. The property's convenient location includes a path to a cul-de-sac and proximity to the school. Conveniently the bus stops at the end of the driveway! Recent improvements have enriched this sunlit home, enhancing both its aesthetic and functionality. Interior upgrades include freshly painted rooms, new recessed lighting, refinished floors, updated stairway with new runner and treads, and new window shades/blinds. A newly renovated kitchen boasts repainted cabinets with new hardware. Mechanical upgrades include a new washer, dryer, Nest thermostat, fresh air system, new foam insulation, Ring cameras, and more. Outside, the transformation is equally impressive with recent improvements including: full exterior painting, significant tree and landscaping encompassing new privacy arborvitae planted along the perimeter of property, a new playset, new gates and railings, and exterior cameras for added safety and enjoyment, revitalizing the home's outdoor appeal, creating a secure and welcoming environment for both residents and guests. This special Chappaqua offering is sure to wow!

$1,199,000 Pending

636 Quaker Road Chappaqua, New York

4 Beds 4 Baths 3,029 SqFt 0.600 Acres

ACCEPTED OFFER- Newly renovated 3 Bedroom, 2 bath on quiet cul-de-sac in Chappaqua School District. Additional Office/ Guest room and separate mud room/ pantry. Open floor plan. Chefs Kitchen with Marble countertops, White oak cabinetry and Lofra Induction Range. New septic, HVAC. Private wooded backyard. 1000sf walk out basement. Attached 2 car Garage. Room to grow, easy add extra powder room or bedroom.

$1,175,000 Pending

18 Hardscrabble Hill Road Chappaqua, New York

3 Beds 2 Baths 2,516 SqFt 0.900 Acres

Recently renovated in 2023, this Split level home with large living room, dining area, gorgeous kitchen with access to patio and back yard. 3 bedrooms and 3 full bathrooms. Finished lower level. Lots of storage and access to an unfinished crawl space. Private lot located in great location to shops, major parkway, and schools. Fully renovated home with nothing to do but move in and add your personal touches. Call today!

$1,150,000 Active

112 Roaring Brook Road Chappaqua, New York

3 Beds 3 Baths 2,648 SqFt 0.610 Acres

Cape Cod style home with stunning curb appeal situated on 1.3 acres of private and scenic property with naturally flowing brook and pond. The Chef's kitchen features refinished cabinets, a center island with a built-in wine refrigerator, Travertine marble countertops, backsplash, and stainless steel appliances, and offers an abundance of natural light with a picture window overlooking the property. The living room with a wood-burning fireplace has French doors to an office/library with custom built-in cabinets and shelving. An updated powder room and formal dining room that leads out to the breezeway/mudroom with access to the 2-car garage. The second level has a primary bedroom with a walk-in closet, a renovated private bathroom with marble tile and heated floors, 2 additional bedrooms, and a renovated bathroom in the hallway. The walkout lower level is finished with a room for an office, playroom, gym, and full bathroom. In the private backyard, a stone patio leads to a bridge with access to a finished playhouse that has electricity ideal for gaming or an art studio.

$1,140,000 Active

326 Millwood Road Chappaqua, New York

3 Beds 4 Baths 2,313 SqFt 1.370 Acres

Fully renovated in 2020, this 4 bed, 3 bath split level home features an open concept first floor. An entertainer's delight! The modern oversized chef's kitchen with eat in dining area is perfect for gatherings with friends and family. Don't miss the oversized picture window overlooking the beautiful 1 acre property and mature landscape. The sliding doors off the dining area offer easy indoor/outdoor dining on the expansive Trex deck. Completing the main level is a bedroom with views of the lush green backyard. The oversized primary bedroom features a walk in closet and modern ensuite bath. Two additional bedrooms and hall bath complete the 2nd level. The finished lower level with powder room, has walk out access to the park-like yard. A two car garage with a generous storage area completes this great home! Additional upgrades include, new AC/Forced air system (2020), Trex deck, (2020), new roof (2020), full house insulation (2021), new front door (2022) and new septic tank (2020). Located on a quiet neighborhood street, less than 5 minutes to downtown shops, restaurants, WholeFoods, schools & train.

$1,100,000 Pending

33 Shady Lane Chappaqua, New York

4 Beds 3 Baths 2,394 SqFt 1.040 Acres

Welcome to 3 Melanie Dr, this bright & sunny ranch with expansive finished lower level & flat, park-like back yard is sited on a cul-de-sac just moments from town/train/shops. The newly renovated sparkling white kitchen w shaker style cabinetry, quartzite counters & high-end stainless steel appliances opens to a dining area & large living rm w FPL & picture windows. 3 addt'l bedrooms, including a primary bedroom w en-suite bath/walk-in closet/double closet & a hall bath complete the main level. A newly outfitted mudroom with built-in storage cabinetry leads to the deck and yard & main level garage. The above grade lower level offers a large family rm/playroom w FPL, a guest room/home office, an addt'l full bath, storage & laundry. Recently refinished oak floors, new roof, doors, light fixtures, upgraded electrical service, new furnace, hw heater, new central air, new windows & new washer/dryer are just some of the recent improvements. Freshly painted exterior and interior. Fenced yard.

$1,085,000 Pending

3 Melanie Drive Chappaqua, New York

3 Beds 3 Baths 2,730 SqFt 1.150 Acres

Nestled within Chappaqua's prestigious school district, this charming Colonial is a must see! Boasting four bedrooms, it exudes warmth, highlighted by a comforting wood-burning fireplace in the generously sized formal living room. Sunlight streams through large bay windows, illuminating both the dining area and living space, while the stainless-steel kitchen seamlessly flows onto a spacious cedar deck, complete with built-in benches. The convenience of first-floor laundry, a home office, and a cozy family room add to the home's appeal. Outside, mature trees and stone walls frame a tranquil setting, offering a serene escape on this idyllic street.

$1,075,000 Pending

20 Hilltop Drive Chappaqua, New York

4 Beds 3 Baths 2,762 SqFt 1.060 Acres

Located above the heart of Chappaqua, this charming Colonial on a half acre of land provides a wonderful view off either of its two outdoor porches. The eat-in-kitchen provides the opportunity to utilize the 6 gas burner Wolf stove, Miele dishwasher and Sub Zero refrigerator for a feast to enjoy either inside or outside on the deck overlooking the back yard. The second floor has three bedrooms with two full baths. The primary bedroom has it's own private full bath. Walkup unfinished attic on third floor provides ample storage space. One of the outdoor porches is off the main level and the other is off the bedroom level. The lower level has a laundry, a powder room and mechanical room with storage. Steps down to the garage. Relax on the private patio with aerated pond.

$999,000 Pending

144 Hamilton Road Chappaqua, New York

3 Beds 4 Baths 1,824 SqFt 0.500 Acres

Welcome to 9 Pine Cliff Road in Chappaqua! This move-in ready home boasts a fabulous open-concept kitchen and living space that leads to a large backyard, perfect for everyone to enjoy. The house features new oak floors, three gorgeous baths, a kitchen with stainless appliances, Quartz countertops, and an island. The all-new windows provide ample natural light. Enjoy a short walk to town & train station, and the neighborhood of Pine Cliff Sanctuary. This stunning two-story home is located on a flat property in a highly desirable neighborhood. This perfect house is sure to go fast!

$995,000 Pending

9 Pine Cliff Road Chappaqua, New York

3 Beds 3 Baths 1,812 SqFt 0.270 Acres

Bucolic wooded privacy awaits you while still being close to Chappaqua town center. A home with the perfect balance of original rustic period details and current renovations. The living room exudes warmth and comfort with its original wide plank floors, wood beam ceiling and gorgeous stone fireplace. Stunning kitchen with custom cabinetry, granite countertop, GE Monogram stainless steel 48-inch oven range and refrigerator. The Adjacent butler's pantry provides entertainment ease and additional storage. Family room with herringbone wood floor and wood beam ceiling. Large primary bedroom with vaulted ceiling and bright Palladian windows. Ensuite bathroom complete with steam shower, granite countertop with his and hers sinks. Two charming bedrooms with renovated hall bath. First floor bedroom with adjacent renovated full bath. Additional two rooms for office and den. Large private sunny deck perfect for entertainment. Large flat backyard with seasonal flowing shrubs and specimen trees. New 2020 Burnham Boiler. New 2020 Daiken Sky heat pumps. New 2020 Amtrol hot water heater. New 2019 Insulation ceiling and walls. 2023 blown-in crawl space insulation. Board of Health 5 Bedroom septic system.

$995,000 Pending

38 Turner Drive Chappaqua, New York

4 Beds 3 Baths 3,230 SqFt 1.440 Acres

Neat as a pin and lovingly maintained straight ranch with expansive finished walk-out lower level at the end of a sought after cul-de-sac convenient to all. Sunny and bright, excellent layout. Gleaming wood floors, walk-up attic, great closet space. formal front to back living room with 3 exposures and wood burring fireplace, formal dining room leads to 3 season screened porch and deck, updated eat-in kitchen. Primary bedroom with en-suite full bath, 2 additional bedrooms. Roof 14 years old, mechanicals 2013. Lawn sprinkler system. Low taxes. Move-in condition.

$899,000 Pending

49 Joan Drive Chappaqua, New York

3 Beds 2 Baths 2,717 SqFt 1.300 Acres

Step into this captivating antique home in Chappaqua NY, dating back to circa 1860, once a part of the historic Henry Allen Cider and Vinegar Factory. Combining old-world charm with modern comforts, this "Brooklyn chic" residence features original wide plank hardwood floors, exposed beams, vintage fixtures, along with carefully restored masonry, roof, and garage. Marble countertops in the kitchen and bathrooms, new appliances, and many updates throughout - the house is ready to move in. Situated on a level 1-acre property with a landscaped backyard with mature trees, and a wraparound patio, this home offers a unique blend of timeless allure and trendy sophistication, providing a rare opportunity to own a piece of living history. First floor: open space family room, eat-in kitchen, laundry, finished storage. Walk up to the second open floor, dining/living space with walkout to patio and landscaped back yard, there are 2 bedrooms and full bath; the third floor has a large primary bedroom, walk-in closet or this room can be used as den/office/bedroom, full hall bath with antique elements. Close to Chappaqua schools, town, train, shops, and restaurants... with endless potential for personalization, this opportunity invites you to transform this antique house into your own unique home. STAR deduction, if eligible, is $1702.

$869,000 Active

1300 Hardscrabble Road Chappaqua, New York

4 Beds 2 Baths 2,224 SqFt 1 Acres

This Traditional Colonial home is on level property in a residential neighborhood, walkable to shops and train in the Village of Chappaqua, and features impressive curb appeal with a welcoming wrap-around covered front porch. Natural light fills the space with an entry foyer opening to the main living room and dining room, den, and kitchen. The addition of a family room and a full bathroom complete the main level with access to the level backyard. An updated full bathroom with heated floors and glass door shower on the 2nd level. Hardwood floors throughout both levels. Easy access to the walk-up attic and a full unfinished basement offers ample storage and potential for future finished space. A private and level backyard with a covered patio/gazebo perfect for entertaining. This home has been cared for and well-maintained by the same family for 50 years. New roof (2020) and connected to town sewer.

$848,000 Pending

16 Ridgewood Terrace Chappaqua, New York

3 Beds 2 Baths 2,034 SqFt 0.140 Acres

Presenting this meticulously maintained bi-level home, curated with luxury in mind. Enjoy comfort and sophistication with red oak hardwood flooring, recent upgrades like a new roof, boiler, and sanitary system. With 4 bedrooms and 2 baths, there's ample space for the whole family. Entertain effortlessly with three freshly stained multi-level decks, perfect for gatherings. The expansive yard, with three sheds, offers plenty of outdoor storage and enjoyment. Nestled in Chappaqua P.O. within the prestigious Pleasantville School system, enjoy convenience with town-provided bus service and a tranquil cul-de-sac location. A short 5-minute walk to the Chappaqua Train station just 45 minutes to Grand Central Station. Let your children thrive in the park-like grounds, fostering freedom and adventure. Inside, cathedral ceilings and Red Oak hardwood floors exude timeless elegance, comfort and style in a coveted Chappaqua location, minutes to Farmers market shops train and restaurants.

$838,000 Active

249 Mill River Road Chappaqua, New York

4 Beds 2 Baths 2,100 SqFt 0.450 Acres

Fabulous charming cape in the heart of Chappaqua, just minutes to town center, train, shops, restaurants, farmer market, 47 min to Grand Central. From the main entrance enter a spacious first-floor living room with a wood-burning fireplace, an updated custom kitchen with stainless steel appliances, and a formal dining room. There is also a bedroom on the first floor, a full bathroom with a tub. Second floor with high ceilings: primary large bedroom with walk out to a private deck, second bedroom, walk-in closet, full spacious bath with marble countertop, "Restoration Hardware" medicine cabinet, and standing custom shower. Many updates have been made. Step out to the lovely backyard, perfect for summer dining al-fresco, there is also a detached garage and a playground. Chappaqua schools, STAR, if eligible, is $1715.

$799,000 Active

152 Mill River Road Chappaqua, New York

3 Beds 2 Baths 2,079 SqFt 0.370 Acres

Move Right into this home with a perfect blend of style and simplicity, offering an economical yet spacious living experience in a sunny location, close to town. Fantastic open layout with ample living space both indoors and outdoors. It is an ideal retreat backing up to a protected Audubon Sanctuary. The main level offers an open living room to dining room, kitchen, and 3 bedrooms (+2 full baths), providing plenty of room for flexible work and play space. Step outside to the screen porch and elevated deck, where you can enjoy the serene views of the private, natural, protected open space. The lower level family room with a wood-burning fireplace and built-in bookshelves creates a cozy space for entertaining, study or relaxation. Convenient walk-out access to the back via the laundry room/mudroom, a mechanical room, deep storage closet and 2-car garage with additional storage areas. This home is conveniently located less than one mile from downtown Chappaqua and the Metro North station, offering easy access to amenities and transportation. Enjoy the award-winning schools, weekend farmers market, nearby art center, and the new Whole Foods complex at Chappaqua Crossing just minutes away. Additional features include a gas burner approximately 10 years old, municipal water, all freshly painted 2023, and a new front picture window. Don't miss the chance to make this delightful home your own and enjoy the fantastic community and amenities Chappaqua has to offer!

$799,000 Pending

235 Douglas Road Chappaqua, New York

3 Beds 2 Baths 1,912 SqFt 0.500 Acres

Immaculate and beautifully updated three bed, two and half bath Apple Hill Farm townhome in the Chappaqua school district. A welcoming entry foyer with a powder room lead to a large light filled living room with bamboo flooring. high ceilings, cozy wood burning fireplace and large windows. The kitchen has custom cherry wood cabinetry, stainless steel appliances and granite countertops and flows seamlessly into the dining room and to a private outdoor stone patio. Laundry and garage access complete the first level. The primary suite on the second level boasts stunning bamboo flooring. Juliet balcony, custom closets and a renovated en suite full bathroom with a granite topped vanity. Additional features include a versatile loft space outside of the second bedroom overlooking the living room, a skylit third bedroom, superb storage space, very close proximity to Chappaqua and Pleasantville. HVAC system replaced in 2023, roof and all skylights replaced in 2020, hot water heater replaced in 2017 and attic fan with thermostat was installed in 2019. This contemporary townhome nestled on a cul de sac in this sought after bucolic community on 37 sprawling acres with pool & tennis is a warm & welcoming place to call home.

$725,000 Pending

12 Pondview Close Chappaqua, New York

3 Beds 3 Baths 1,650 SqFt 0.610 Acres

Experience the epitome of Mid-Century Modern living in this captivating secluded retreat, nestled down a country lane. This home, currently configured as a spacious 1-bedroom sanctuary, easily converts back to original design with 2 bedrooms and 1 bath, offers unparalleled privacy and sweeping panoramic views over 2 acres. The open spaces, accentuated by walls of windows, create a seamless indoor-outdoor experience, showcasing the breathtaking surroundings and nature's artwork. The property boasts a wrap-around deck, perfect for soaking in the serene landscape, wood floors, vaulted ceilings and brick walls. A wood-burning fireplace anchors the living space, making it the perfect hideaway for all seasons. This charming cottage serves as a peaceful haven, offering a unique living experience that blends architectural beauty, natural elements, and proximity to Chappaqua's town center. Don't miss out on this rare find. A testament to the timeless allure of Mid-Century Modern design.

$700,000 Pending

15 Paula Place Chappaqua, New York

2 Beds 1 Baths 1,160 SqFt 2.200 Acres

Chappaqua, N.Y.

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