Recently Sold Lewisboro, NY Homes

$1,137,000 Sold Sep 15, 2025

30 Benedict Rd, South Salem, NY 10590
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 1960
Last Sold Summary
- 14% Above List Price
- $474/SF
- 35 Days On Market
Current Estimated Value $1,109,646

Last Listing Agent Margaret Harrington Douglas Elliman Real Estate

30 Benedict Rd, South Salem, NY 10590
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$1,480,000 Sold Feb 04, 2025

71 Pine Hill Dr, South Salem, NY 10590
- 4 Beds
- 4.5 Baths
- 4,598 Sq Ft
- Built 1992
Last Sold Summary
- 6% Above List Price
- $322/SF
- 21 Days On Market
Current Estimated Value $1,562,969

Last Listing Agent Wendy Loring William Raveis-New York LLC

71 Pine Hill Dr, South Salem, NY 10590
$872,000 Sold Oct 23, 2025

187 Todd Rd, Katonah, NY 10536
- 3 Beds
- 2 Baths
- 1,851 Sq Ft
- Built 1939
Last Sold Summary
- 21% Above List Price
- $471/SF
- 14 Days On Market
Last Listing Agent Ellen Schwartz Julia B Fee Sothebys Int. Rlty

187 Todd Rd, Katonah, NY 10536
$379,200 Sold Jan 16, 2025

39 Lakeview Rd, South Salem, NY 10590
- 4 Beds
- 1 Bath
- 820 Sq Ft
- Built 1923
Last Sold Summary
- 24% Below List Price
- $462/SF
- 130 Days On Market
Current Estimated Value $937,442

Last Listing Agent Hope Ross Mazzola William Raveis-New York LLC

39 Lakeview Rd, South Salem, NY 10590
$710,000 Sold Oct 07, 2025

15 Glen Dr, South Salem, NY 10590
- 3 Beds
- 1.5 Baths
- 1,924 Sq Ft
- Built 1964
Last Sold Summary
- 2% Above List Price
- $369/SF
- 31 Days On Market
Last Listing Agent AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

15 Glen Dr, South Salem, NY 10590
$1,317,000 Sold Jan 22, 2025

21 Lambert Ridge, Cross River, NY 10518
- 5 Beds
- 3.5 Baths
- 4,488 Sq Ft
- Built 1998
Last Sold Summary
- 3% Below List Price
- $293/SF
- 43 Days On Market
Current Estimated Value $1,442,806

Last Listing Agent Wendy Kligman Compass Greater NY, LLC

21 Lambert Ridge, Cross River, NY 10518
$1,200,000 Sold Jun 20, 2025

94 Bouton Rd, South Salem, NY 10590
- 4 Beds
- 2.5 Baths
- 2,623 Sq Ft
- Built 1790
Last Sold Summary
- 9% Above List Price
- $457/SF
- 8 Days On Market
Current Estimated Value $1,194,407

Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

94 Bouton Rd, South Salem, NY 10590
$1,900,000 Sold Oct 01, 2025

121 Post Office Rd, South Salem, NY 10590
- 3 Beds
- 1.5 Baths
- 3,307 Sq Ft
- Built 1792
Last Sold Summary
- 6% Above List Price
- $575/SF
- 33 Days On Market
Last Listing Agent Jennie Doukas Ginnel Real Estate

121 Post Office Rd, South Salem, NY 10590
$675,000 Sold Oct 15, 2025

25 Twin Lakes Rd, South Salem, NY 10590
- 4 Beds
- 3 Baths
- 1,944 Sq Ft
- Built 1964
Last Sold Summary
- 3% Below List Price
- $347/SF
- 49 Days On Market
Last Listing Agent Mark Boyland Keller Williams Realty Partner

25 Twin Lakes Rd, South Salem, NY 10590
$1,254,000 Sold Dec 08, 2025

9 Ashwood Rd, South Salem, NY 10590
- 4 Beds
- 3.5 Baths
- 3,688 Sq Ft
- Built 1997
Last Sold Summary
- 3% Below List Price
- $340/SF
- 27 Days On Market
Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

9 Ashwood Rd, South Salem, NY 10590
$711,000 Sold Jul 21, 2025

24 Benedict Rd, South Salem, NY 10590
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
- Built 1955
Last Sold Summary
- 5% Below List Price
- $385/SF
- 89 Days On Market
Current Estimated Value $741,261

Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

24 Benedict Rd, South Salem, NY 10590
$560,000 Sold May 15, 2025

86 Locust Ridge, Cross River, NY 10518
- 1 Bed
- 1.5 Baths
- 1,451 Sq Ft
- Built 1986
Last Sold Summary
- 7% Above List Price
- $386/SF
- 10 Days On Market
Current Estimated Value $563,653

Last Listing Agent Shaiju Kalathil SK Landmarks LLC

86 Locust Ridge, Cross River, NY 10518
$890,000 Sold Jun 24, 2025

16 Gilbert St, South Salem, NY 10590
- 4 Beds
- 1.5 Baths
- 1,396 Sq Ft
- Built 1928
Last Sold Summary
- 6% Below List Price
- $638/SF
- 239 Days On Market
Current Estimated Value $904,326

Last Listing Agent Donna Ornstein William Raveis-New York LLC

16 Gilbert St, South Salem, NY 10590
$419,500 Sold Nov 04, 2025

144 Stone Meadow, South Salem, NY 10590
- 1 Bed
- 1 Bath
- 1,112 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $377/SF
- 22 Days On Market
Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

144 Stone Meadow, South Salem, NY 10590
$1,681,000 Sold Jul 30, 2025

30 Schoolhouse Rd, Waccabuc, NY 10597
- 3 Beds
- 3 Baths
- 2,577 Sq Ft
- Built 1950
Last Sold Summary
- 5% Above List Price
- $652/SF
- 12 Days On Market
Current Estimated Value $1,645,581

Last Listing Agent George D'Ambrosio Ginnel Real Estate

30 Schoolhouse Rd, Waccabuc, NY 10597
$1,525,000 Sold Jul 16, 2025

72 Lambert Ridge, Cross River, NY 10518
- 4 Beds
- 3.5 Baths
- 4,335 Sq Ft
- Built 1997
Last Sold Summary
- 7% Above List Price
- $352/SF
- 9 Days On Market
Current Estimated Value $1,516,401

Last Listing Agent Wendy Loring William Raveis-New York LLC

72 Lambert Ridge, Cross River, NY 10518
$1,375,000 Sold Jun 16, 2025

29 Gideon Reynolds Rd, Cross River, NY 10518
- 4 Beds
- 2.5 Baths
- 3,600 Sq Ft
- Built 1998
Last Sold Summary
- 15% Above List Price
- $382/SF
- 13 Days On Market
Current Estimated Value $1,384,267

Last Listing Agent Maria LaGattuta Douglas Elliman Real Estate

29 Gideon Reynolds Rd, Cross River, NY 10518
$960,000 Sold Jun 26, 2025

2 Hastings Ct, South Salem, NY 10590
- 4 Beds
- 2.5 Baths
- 2,513 Sq Ft
- Built 1970
Last Sold Summary
- 13% Above List Price
- $382/SF
- 16 Days On Market
Current Estimated Value $951,235

Last Listing Agent Margo Lancia Houlihan Lawrence Inc.

2 Hastings Ct, South Salem, NY 10590
$275,000 Sold Mar 27, 2025

462 Smith Ridge Rd, South Salem, NY 10590
- Land
- 4.3 Acres
- $63,953 per Acre
Last Sold Summary
- 18% Below List Price
- 185 Days On Market
Current Estimated Value $281,719

Last Listing Agent Nicole Orefice William Raveis-New York LLC

462 Smith Ridge Rd, South Salem, NY 10590
$869,000 Sold Aug 01, 2025

7 Laurie Ln, South Salem, NY 10590
- 3 Beds
- 3.5 Baths
- 2,576 Sq Ft
- Built 1972
Last Sold Summary
- $337/SF
- 26 Days On Market
Current Estimated Value $883,593

Last Listing Agent Patricia Hinkley Coldwell Banker Realty

7 Laurie Ln, South Salem, NY 10590
$660,000 Sold Jan 16, 2025

32 Cross Pond Rd, Pound Ridge, NY 10576
- 3 Beds
- 2 Baths
- 1,908 Sq Ft
- Built 1962
Last Sold Summary
- 17% Below List Price
- $346/SF
- 106 Days On Market
Current Estimated Value $971,534

Last Listing Agent Peter Giner Giner Real Estate Inc.

32 Cross Pond Rd, Pound Ridge, NY 10576
$435,000 Sold Apr 28, 2025

71 East St, South Salem, NY 10590
- 2 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Built 1918
Last Sold Summary
- 11% Below List Price
- $362/SF
- 48 Days On Market
Current Estimated Value $467,478

Last Listing Agent Samuel Berek Serhant LLC

71 East St, South Salem, NY 10590
$545,000 Sold Jul 28, 2025

2 Woodway Rd, South Salem, NY 10590
- 4 Beds
- 2.5 Baths
- 2,037 Sq Ft
- Built 1800
Last Sold Summary
- 5% Above List Price
- $268/SF
- 13 Days On Market
Current Estimated Value $663,404

Last Listing Agent Ghylaine Manning Vincent & Whittemore R.E.

2 Woodway Rd, South Salem, NY 10590
$1,325,000 Sold Oct 16, 2025

21 Lake Shore Dr, South Salem, NY 10590
- 2 Beds
- 3 Baths
- 1,940 Sq Ft
- Built 2020
Last Sold Summary
- 8% Above List Price
- $683/SF
- 8 Days On Market
Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

21 Lake Shore Dr, South Salem, NY 10590
$750,000 Sold Mar 10, 2025

9 Howe St, South Salem, NY 10590
- 3 Beds
- 2.5 Baths
- 2,380 Sq Ft
- Built 1974
Last Sold Summary
- 6% Above List Price
- $315/SF
- 58 Days On Market
Current Estimated Value $816,678

Last Listing Agent Mary Anne Condon Ginnel Real Estate

9 Howe St, South Salem, NY 10590
$985,000 Sold Dec 08, 2025

10 Mark Mead Rd, Cross River, NY 10518
- 5 Beds
- 2.5 Baths
- 3,217 Sq Ft
- Built 1965
Last Sold Summary
- 18% Below List Price
- $306/SF
- 49 Days On Market
Last Listing Agent Karen Burchetta Houlihan Lawrence Inc.

10 Mark Mead Rd, Cross River, NY 10518
$2,799,000 Sold Sep 29, 2025

41 Rock Shelter Rd, Waccabuc, NY 10597
- 5 Beds
- 8 Baths
- 7,313 Sq Ft
- Built 2002
Last Sold Summary
- $383/SF
- 132 Days On Market
Last Listing Agent Jessica Cunningham

41 Rock Shelter Rd, Waccabuc, NY 10597
$475,000 Sold Mar 18, 2025

0 Sullivan Rd Unit KEY822384, Lewisboro, NY 10560
- Land
- 14.51 Acres
- $32,736 per Acre
Last Sold Summary
- 19% Below List Price
- 20 Days On Market
Last Listing Agent Julie Setterlund Julia B Fee Sothebys Int. Rlty

0 Sullivan Rd Unit KEY822384, Lewisboro, NY 10560
$975,000 Sold Jul 15, 2025

26 Tri Brook Dr, South Salem, NY 10590
- 4 Beds
- 2.5 Baths
- 3,016 Sq Ft
- Built 1978
Last Sold Summary
- $323/SF
- 17 Days On Market
Current Estimated Value $1,000,220

Last Listing Agent Carine Nowak Compass Greater NY, LLC

26 Tri Brook Dr, South Salem, NY 10590
$550,000 Sold Aug 29, 2025

26 Dr Tonys Rd, Somers, NY 10536
- Land
- 2.7 Acres
- $203,704 per Acre
Last Sold Summary
- 8% Below List Price
- 156 Days On Market
Current Estimated Value $552,217

Last Listing Agent Bill Reilly Billingsley Realty

26 Dr Tonys Rd, Somers, NY 10536
$969,000 Sold Jan 15, 2025

10 Chapel Ct, Waccabuc, NY 10597
- 4 Beds
- 2.5 Baths
- Built 1984
Last Sold Summary
- 16% Below List Price
- 110 Days On Market
Current Estimated Value $1,077,320

Last Listing Agent David Van Aken Sold By Bart R E Partners Inc

10 Chapel Ct, Waccabuc, NY 10597
$950,000 Sold Nov 24, 2025

134 Spring St, South Salem, NY 10590
- 4 Beds
- 2.5 Baths
- 3,031 Sq Ft
- Built 1794
Last Sold Summary
- $313/SF
- 27 Days On Market
Last Listing Agent Donna Ornstein William Raveis-New York LLC

134 Spring St, South Salem, NY 10590
$620,000 Sold Feb 20, 2025

280 Boulder Ridge Rd, South Salem, NY 10590
- 2 Beds
- 2.5 Baths
- 1,568 Sq Ft
- Built 2017
Last Sold Summary
- 4% Above List Price
- $395/SF
- 24 Days On Market
Current Estimated Value $669,482

Last Listing Agent Susan O'Brien Houlihan Lawrence Inc.

280 Boulder Ridge Rd, South Salem, NY 10590
$800,000 Sold Sep 03, 2025

4 Debbie Ln, Cross River, NY 10518
- 3 Beds
- 3 Baths
- 2,064 Sq Ft
- Built 1968
Last Sold Summary
- 18% Above List Price
- $388/SF
- 9 Days On Market
Current Estimated Value $779,844

Last Listing Agent Ellen Schwartz Julia B Fee Sothebys Int. Rlty

4 Debbie Ln, Cross River, NY 10518
$999,999 Sold Aug 13, 2025

1 Lakeview Rd, South Salem, NY 10590
- 2 Beds
- 2.5 Baths
- 2,386 Sq Ft
- Built 1983
Last Sold Summary
- 13% Below List Price
- $419/SF
- 26 Days On Market
Current Estimated Value $1,022,234

Last Listing Agent Stacy Levey William Raveis-New York, LLC

1 Lakeview Rd, South Salem, NY 10590
$875,000 Sold Jan 06, 2025

14 Laurel Rd, South Salem, NY 10590
- 4 Beds
- 3 Baths
- 2,435 Sq Ft
- Built 1977
Last Sold Summary
- 5% Below List Price
- $359/SF
- 70 Days On Market
Current Estimated Value $923,523

Last Listing Agent Melissa Frank Lutz Douglas Elliman Real Estate

14 Laurel Rd, South Salem, NY 10590
$805,000 Sold Jan 17, 2025

226 Silver Spring Rd, South Salem, NY 10590
- 2 Beds
- 2 Baths
- 2,510 Sq Ft
- Built 1983
Last Sold Summary
- 2% Below List Price
- $321/SF
- 46 Days On Market
Current Estimated Value $849,548

Last Listing Agent Alexis Capezza Compass Greater NY, LLC

226 Silver Spring Rd, South Salem, NY 10590
$1,595,000 Sold Jul 31, 2025

61 Lambert Ridge, Cross River, NY 10518
- 5 Beds
- 4.5 Baths
- 6,224 Sq Ft
- Built 1996
Last Sold Summary
- 6% Below List Price
- $256/SF
- 80 Days On Market
Current Estimated Value $1,604,670

Last Listing Agent Wendy Loring William Raveis-New York LLC

61 Lambert Ridge, Cross River, NY 10518
$899,000 Sold Dec 30, 2024

38 The Glen, Katonah, NY 10536
- 4 Beds
- 2 Baths
- 1,790 Sq Ft
- Built 1959
Last Sold Summary
- $502/SF
- 53 Days On Market
Current Estimated Value $963,759

Last Listing Agent Cheryl Neuburger Ginnel Real Estate

38 The Glen, Katonah, NY 10536
$932,500 Sold Feb 17, 2025

16 Longview Rd, South Salem, NY 10590
- 4 Beds
- 2.5 Baths
- 2,865 Sq Ft
- Built 1977
Last Sold Summary
- 6% Below List Price
- $325/SF
- 82 Days On Market
Current Estimated Value $1,049,776

Last Listing Agent Adam Hade Compass Greater NY, LLC

16 Longview Rd, South Salem, NY 10590

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