Back HomeLewisboro, N.Y.
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Lewisboro includes the hamlets of South Salem, Cross River, Goldens Bridge, Waccabuc, Vista and Lewisboro. This rural area has been gifted with an abundance of water. Enchanting lake homes are numerous around Truesdale Lake, Lake Waccabuc, Lake Katonah, Lake Kitchawan and the twin lakes of Oscaleta and Rippowam. Swimming, canoeing, sailing and fishing are among the activities available to lakeside residents.
Lewisboro has many facets. The southeast section borders the town of Pound Ridge and echoes that landscape with rugged rock outcroppings and varied topography. Bedford lies along the southwestern boundary and North Salem is on the north side, so Lewisboro is close to horse country. The eastern side borders Fairfield County, CT.
Many of Westchester’s antique, revolutionary houses are tucked away throughout Lewisboro. A large part of the Pound Ridge Reservation lies in Lewisboro, providing access to 4,700 acres of hiking, camping and cross-country skiing. The renowned John Jay School system serves Lewisboro.
ACTIVE LISTINGS:
$4,850,000
Active
45 Pine Hill Drive South Salem, New York
4 Beds 5 Baths 6,161 SqFt 2.41 Acres
$1,995,000
Active
14 Salem Hill Road South Salem, New York
4 Beds 3 Baths 4,637 SqFt 2.04 Acres
$1,995,000
Pending
20 Oscaleta Road South Salem, New York
5 Beds 5 Baths 4,886 SqFt 7.05 Acres
$1,795,000
Pending
2 Bluestone Lane South Salem, New York
4 Beds 5 Baths 5,960 SqFt 3.48 Acres
$1,695,000
Active
58 Twin Lakes Road South Salem, New York
3 Beds 2 Baths 2,778 SqFt 0.58 Acres
$1,495,000
Pending
164 Spring Street South Salem, New York
4 Beds 4 Baths 3,697 SqFt 2.08 Acres
$1,389,750
Pending
1 Canaan Circle South Salem, New York
4 Beds 5 Baths 4,076 SqFt 2.32 Acres
$1,295,000
Pending
43 Sabbath Day Hill Road South Salem, New York
4 Beds 3 Baths 2,837 SqFt 2.15 Acres
$1,295,000
Pending
127 Smith Ridge Road South Salem, New York
4 Beds 3 Baths 3,504 SqFt 2.03 Acres
$1,250,000
Pending
19 Deer Run Road South Salem, New York
5 Beds 4 Baths 3,218 SqFt 2.1 Acres
$999,000
Active
10 Silvermine Drive South Salem, New York
4 Beds 3 Baths 2,700 SqFt 1.73 Acres
$995,000
Coming Soon
50 Elmwood Road South Salem, New York
4 Beds 3 Baths 2,936 SqFt 3.05 Acres
$950,000
Active
1 Sabbathday Hill Road South Salem, New York
4 Beds 3 Baths 2,490 SqFt 2 Acres
$949,000
Active
16 Soundview Loop South Salem, New York
4 Beds 3 Baths 2,670 SqFt 0.81 Acres
$925,000
Active
10 Bisbee Lane South Salem, New York
4 Beds 3 Baths 2,416 SqFt 2.04 Acres
$879,999
Active
98 Smith Ridge Road South Salem, New York
4 Beds 3 Baths 2,189 SqFt 2.01 Acres
$849,000
Active
58 Gilbert Street South Salem, New York
3 Beds 3 Baths 1,825 SqFt 1.046 Acres
$835,000
Active
8 Hoyt Street South Salem, New York
2 Beds 2 Baths 1,487 SqFt 0.305 Acres
$799,999
Active
31 Spring Street S South Salem, New York
4 Beds 2 Baths 1,900 SqFt 1.75 Acres
$759,000
Pending
34 Glen Drive South Salem, New York
3 Beds 3 Baths 2,200 SqFt 2.68 Acres
$725,000
Active
453 Smith Ridge Road South Salem, New York
3 Beds 2 Baths 1,620 SqFt 1 Acres
$699,000
Pending
8 West Lane South Salem, New York
3 Beds 2 Baths 1,852 SqFt 1.94 Acres
$695,000
Active
95 Main Street South Salem, New York
3 Beds 2 Baths 1,393 SqFt 1.07 Acres
$689,000
Pending
84 Hemlock Road South Salem, New York
3 Beds 2 Baths 1,707 SqFt 0.45 Acres
$685,000
Pending
23 Bouton Street South Salem, New York
3 Beds 3 Baths 1,862 SqFt 0.43 Acres
$649,000
Active
106 Ridgeland Road South Salem, New York
2 Beds 2 Baths 1,785 SqFt 0.38 Acres
$592,700
Active
1203 OLD POST RD RTE 35 South Salem, New York
3 Beds 3 Baths 2,100 SqFt 0.62 Acres
$589,000
Active
40 Bittersweet Lane South Salem, New York
3 Beds 2 Baths 2,085 SqFt 0.038 Acres
$499,000
Pending
153 Lake Kitchawan Drive South Salem, New York
2 Beds 1 Baths 876 SqFt 0.069 Acres
$459,000
Active
183 Laurel Ridge South Salem, New York
1 Beds 1 Baths 1,312 SqFt 0.01 Acres
$420,000
Active
156 Stone Meadow South Salem, New York
1 Beds 1 Baths 1,112 SqFt 0.012 Acres
$399,000
Pending
274 Maplewood Drive South Salem, New York
1 Beds 1 Baths 970 SqFt 0.014 Acres
$379,000
Active
10 Beech Road South Salem, New York
3 Beds 1 Baths 924 SqFt 0.428 Acres
$375,000
Pending
239 Deer Hill Road S South Salem, New York
1 Beds 1 Baths 1,000 SqFt 0.009 Acres
$349,000
Active
102 Lake Kitchawan Drive South Salem, New York
2 Beds 2 Baths 900 SqFt 0.11 Acres