Lewisboro, NY Homes

• 

  $1,395,000 Sold Sep 17, 2025

  18 Gideon Reynolds Rd, Cross River, NY 10518

  • 4 Beds
  • 4.5 Baths
  • 5,194 Sq Ft
  • Built 1995

  Last Sold Summary

  • $269/SF
  • 27 Days On Market

  Current Estimated Value $1,437,909

  Last Listing Agent Anne-Marie Nordgren Coldwell Banker Realty

  18 Gideon Reynolds Rd, Cross River, NY 10518
• 

  Est $1,505,782 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,862 Sq Ft

  3 Split Rock Rd, Pound Ridge, NY 10576

  3 Split Rock Rd, Pound Ridge, NY 10576
• 

  $750,000 Sold Dec 09, 2025

  64 Ridgeland Rd, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,299 Sq Ft
  • Built 1926

  Last Sold Summary

  • 9% Above List Price
  • $577/SF
  • 22 Days On Market

  Last Listing Agent James Avery Coldwell Banker Realty

  64 Ridgeland Rd, South Salem, NY 10590
• 

  Est $883,321 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,187 Sq Ft

  9 Silvermine Dr, South Salem, NY 10590

  9 Silvermine Dr, South Salem, NY 10590
• 

  $1,002,710 Sold Aug 01, 2025

  5 Canaan Cir, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,246 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $446/SF
  • 21 Days On Market

  Current Estimated Value $990,764

  Last Listing Agent Kenneth Sobel Julia B Fee Sothebys Int. Rlty

  5 Canaan Cir, South Salem, NY 10590
• 

  Est $781,342 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  45 Lockwood Rd, South Salem, NY 10590

  45 Lockwood Rd, South Salem, NY 10590
• 

  $1,443,500 Sold Oct 23, 2025

  2 Shoshone Dr, Katonah, NY 10536

  • 4 Beds
  • 2.5 Baths
  • 3,376 Sq Ft
  • Built 1983

  Last Sold Summary

  • 13% Above List Price
  • $428/SF
  • 33 Days On Market

  Last Listing Agent Wendy Loring William Raveis-New York LLC

  2 Shoshone Dr, Katonah, NY 10536
• 

  Est $1,255,604 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,958 Sq Ft

  26 Old Farms Rd, South Salem, NY 10590

  26 Old Farms Rd, South Salem, NY 10590
• 

  $2,250,000 Sold Jul 24, 2025

  168 Todd Rd, Katonah, NY 10536

  • 3 Beds
  • 2.5 Baths
  • 2,955 Sq Ft
  • Built 1938

  Last Sold Summary

  • 29% Above List Price
  • $761/SF
  • 10 Days On Market

  Current Estimated Value $2,214,143

  Last Listing Agent Kristine Blake Sotheby's International Realty

  168 Todd Rd, Katonah, NY 10536
• 

  Est $1,108,073 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  96 Old Church Ln, Pound Ridge, NY 10576

  96 Old Church Ln, Pound Ridge, NY 10576
• 

  $1,199,000 Sold Jul 25, 2025

  3 Scenic Dr, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 3,079 Sq Ft
  • Built 1986

  Last Sold Summary

  • $389/SF
  • 24 Days On Market

  Current Estimated Value $1,190,849

  Last Listing Agent Michael Vasquez eXp Realty

  3 Scenic Dr, South Salem, NY 10590
• 

  Est $818,493 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,813 Sq Ft

  104 Old Church Ln, Pound Ridge, NY 10576

  104 Old Church Ln, Pound Ridge, NY 10576
• 

  $489,000 Sold Dec 18, 2025

  8 Hemlock Rd, South Salem, NY 10590

  • 2 Beds
  • 1.5 Baths
  • 1,530 Sq Ft
  • Built 1990

  Last Sold Summary

  • $320/SF
  • 31 Days On Market

  Last Listing Agent Wendy Loring William Raveis-New York LLC

  8 Hemlock Rd, South Salem, NY 10590
• 

  Est $2,122,808 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,935 Sq Ft

  95 Mill River Rd, South Salem, NY 10590

  95 Mill River Rd, South Salem, NY 10590
• 

  $1,400,000 Sold Mar 21, 2025

  48 Mead St, Waccabuc, NY 10597

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 1945

  Last Sold Summary

  • 6% Below List Price
  • $500/SF
  • 43 Days On Market

  Current Estimated Value $1,617,334

  Last Listing Agent Mary Dowdle Ginnel Real Estate

  48 Mead St, Waccabuc, NY 10597
• 

  Est $873,547 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  162 Kitchawan Rd, South Salem, NY 10590

  162 Kitchawan Rd, South Salem, NY 10590
• 

  $1,200,000 Sold Aug 25, 2025

  8 Upland Ct, South Salem, NY 10590

  • 4 Beds
  • 4 Baths
  • 3,502 Sq Ft
  • Built 1985

  Last Sold Summary

  • $343/SF
  • 26 Days On Market

  Current Estimated Value $1,197,017

  Last Listing Agent Luke Joachim Redfin Real Estate

  8 Upland Ct, South Salem, NY 10590
• 

  Est $1,674,891 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft

  36 Bishop Park Rd, Pound Ridge, NY 10576

  36 Bishop Park Rd, Pound Ridge, NY 10576
• 

  $2,450,000 Sold Jan 23, 2025

  6 Rock Shelter Rd, Waccabuc, NY 10597

  • 5 Beds
  • 7 Baths
  • 6,592 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Below List Price
  • $372/SF
  • 380 Days On Market

  Current Estimated Value $2,622,443

  Last Listing Agent Susan Stillman Houlihan Lawrence Inc.

  6 Rock Shelter Rd, Waccabuc, NY 10597
• 

  Est $2,309,409 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,399 Sq Ft

  48 Bishop Park Rd, Pound Ridge, NY 10576

  48 Bishop Park Rd, Pound Ridge, NY 10576
• 

  $720,000 Sold Dec 23, 2025

  37 East St, South Salem, NY 10590

  • 2 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • Built 1948

  Last Sold Summary

  • 5% Above List Price
  • $674/SF
  • 23 Days On Market

  Last Listing Agent Brianna Carvalho Compass Greater NY, LLC

  37 East St, South Salem, NY 10590
• 

  Est $1,416,203 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,600 Sq Ft

  163 Smith Ridge Rd, South Salem, NY 10590

  163 Smith Ridge Rd, South Salem, NY 10590
• 

  $660,000 Sold Sep 09, 2025

  55 Winterberry Cir, Cross River, NY 10518

  • 3 Beds
  • 2.5 Baths
  • 1,713 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $385/SF
  • 26 Days On Market

  Current Estimated Value $648,382

  Last Listing Agent Patricia Hinkley Coldwell Banker Realty

  55 Winterberry Cir, Cross River, NY 10518
• 

  Est $1,147,065 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,952 Sq Ft

  37 West Ln, South Salem, NY 10590

  37 West Ln, South Salem, NY 10590
• 

  $550,000 Sold Jun 02, 2025

  28 West Rd, South Salem, NY 10590

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1921

  Last Sold Summary

  • 10% Above List Price
  • $468/SF
  • 20 Days On Market

  Current Estimated Value $551,504

  Last Listing Agent Giancarlo Pecora eXp Realty

  28 West Rd, South Salem, NY 10590
• 

  Est $1,466,602 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,496 Sq Ft

  10 West Ln, South Salem, NY 10590

  10 West Ln, South Salem, NY 10590
• 

  $1,075,000 Sold Aug 27, 2025

  31 Tri Brook Dr, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 2,556 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $421/SF
  • 40 Days On Market

  Current Estimated Value $1,078,299

  Last Listing Agent Susan Mason

  31 Tri Brook Dr, South Salem, NY 10590
• 

  Est $928,631 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,154 Sq Ft

  122 Smith Ridge Rd, South Salem, NY 10590

  122 Smith Ridge Rd, South Salem, NY 10590
• 

  $1,170,000 Sold Sep 18, 2025

  7 Hunt Farm Rd, Waccabuc, NY 10597

  • 3 Beds
  • 3.5 Baths
  • 3,548 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $330/SF
  • 29 Days On Market

  Current Estimated Value $1,198,306

  Last Listing Agent Susan Berman

  7 Hunt Farm Rd, Waccabuc, NY 10597
• 

  Est $1,697,660 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,370 Sq Ft

  57 Cross Pond Rd, Pound Ridge, NY 10576

  57 Cross Pond Rd, Pound Ridge, NY 10576
• 

  $385,000 Sold Aug 28, 2025

  6 Hemlock Rd, South Salem, NY 10590

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1928

  Last Sold Summary

  • 16% Below List Price
  • $275/SF
  • 214 Days On Market

  Current Estimated Value $424,720

  Last Listing Agent Jonathan Gineo Jonathan D. Gineo

  6 Hemlock Rd, South Salem, NY 10590
• 

  Est $1,192,829 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,858 Sq Ft

  7 Cross Pond Rd, South Salem, NY 10590

  7 Cross Pond Rd, South Salem, NY 10590
• 

  $3,828,000 Sold Aug 07, 2025

  49 Mead St, Waccabuc, NY 10597

  • 4 Beds
  • 3.5 Baths
  • 4,224 Sq Ft
  • Built 1780

  Last Sold Summary

  • 1% Above List Price
  • $906/SF
  • 28 Days On Market

  Current Estimated Value $3,736,424

  Last Listing Agent Christine Byrne Ginnel Real Estate

  49 Mead St, Waccabuc, NY 10597
• 

  Est $1,205,939 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  6 Fay Ln, South Salem, NY 10590

  6 Fay Ln, South Salem, NY 10590
• 

  $2,250,000 Sold Apr 23, 2025

  696 Cross River Rd, Katonah, NY 10536

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $375/SF
  • 186 Days On Market

  Current Estimated Value $2,367,838

  Last Listing Agent Donna O'Connell Houlihan Lawrence Inc.

  696 Cross River Rd, Katonah, NY 10536
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  Est $829,838 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,018 Sq Ft

  7 Fay Ln, South Salem, NY 10590

  7 Fay Ln, South Salem, NY 10590
• 

  $1,575,000 Sold Dec 10, 2025

  831 Route 35, Cross River, NY 10518

  • 4 Beds
  • 1.5 Baths
  • 2,476 Sq Ft
  • Built 1930

  Last Sold Summary

  • 5% Above List Price
  • $636/SF
  • 28 Days On Market

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  831 Route 35, Cross River, NY 10518
• 

  Est $917,238 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft

  165 Ridgefield Ave, South Salem, NY 10590

  165 Ridgefield Ave, South Salem, NY 10590
• 

  $1,405,000 Sold Sep 29, 2025

  1090 Route 35, South Salem, NY 10590

  • 5 Beds
  • 5 Baths
  • 3,815 Sq Ft
  • Built 1780

  Last Sold Summary

  • 1% Above List Price
  • $368/SF
  • 19 Days On Market

  Last Listing Agent Stuart Emanuel Coldwell Banker Realty

  1090 Route 35, South Salem, NY 10590
• 

  Est $1,265,674 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,528 Sq Ft

  191 Spring St, South Salem, NY 10590

  191 Spring St, South Salem, NY 10590

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