Lewisboro, NY Homes

• 

  

  

  /42

  $2,700,000

  • 6 Beds
  • 7.5 Baths
  • 8,900 Sq Ft

  11 Lost Nations Rd, Pound Ridge, NY 10576

  Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of

  Nikki McMann William Raveis-New York LLC

  11 Lost Nations Rd, Pound Ridge, NY 10576
• 

  $1,290,000 Sold Oct 15, 2025

  30 Hilltop Rd, Waccabuc, NY 10597

  • 4 Beds
  • 2.5 Baths
  • 2,909 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $443/SF
  • 42 Days On Market

  Current Estimated Value $1,299,048

  Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

  30 Hilltop Rd, Waccabuc, NY 10597
• 

  Est $605,628 Not Listed For Sale

  39 Bittersweet Ln, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,883 Sq Ft
  • Built 1981

  39 Bittersweet Ln, South Salem, NY 10590

  Last Sold Summary

  • 10% Above List Price
  • $292/SF
  • 32 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  

  

  /50

  $1,700,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,778 Sq Ft

  33 Truesdale Lake Dr, South Salem, NY 10590

  Welcome to a unique sanctuary that marries expert design with masterful craftsmanship in every detail. This lakefront home greets you with a welcoming lodge-style entry, leading to an open and flexible floor plan that epitomizes resort-style living. Architectural highlights include exposed structural wood beams, vaulted ceilings, walls of windows, French doors, reclaimed dark wood flooring, and

  Jonathan Gineo Jonathan D. Gineo

  33 Truesdale Lake Dr, South Salem, NY 10590
• 

  $594,000 Sold Feb 19, 2026

  33 Briar Ct, Cross River, NY 10518

  • 2 Beds
  • 2.5 Baths
  • 1,451 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $409/SF
  • 24 Days On Market

  Current Estimated Value $595,863

  Last Listing Agent Patricia Hinkley Coldwell Banker Realty

  33 Briar Ct, Cross River, NY 10518
• 

  Est $1,005,811 Not Listed For Sale

  38 Lockwood Rd, South Salem, NY 10590

  • 3 Beds
  • 3.5 Baths
  • 2,478 Sq Ft
  • Built 1977

  38 Lockwood Rd, South Salem, NY 10590

  Last Sold Summary

  • 22% Above List Price
  • $333/SF
  • 30 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Geraldine Brucale BHHS Hudson Valley Properties
• 

  

  /15

  $765,000

  • Land
  • 1.04 Acres
  • $735,577 per Acre

  Lot 4 Lockwood Rd, Lewisboro, NY 10590

  Lot 4 at Silvermine Preserve offers a rare opportunity to build a sophisticated home in a thoughtfully designed subdivision in South Salem. Enter the community via a picturesque country lane with Belgium block detailing, leading to a private cul-de-sac. Underground utilities. This beautiful homesite is framed by old stone walls, a split rail fence, and mature trees. Part of an approved 13-lot

  Michael Neeley William Raveis-New York LLC

  Lot 4 Lockwood Rd, Lewisboro, NY 10590
• 

  $640,000 Sold Oct 16, 2025

  16 Indian Ln, South Salem, NY 10590

  • 3 Beds
  • 1.5 Baths
  • 1,324 Sq Ft
  • Built 1930

  Last Sold Summary

  • 2% Above List Price
  • $483/SF
  • 16 Days On Market

  Current Estimated Value $648,353

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  16 Indian Ln, South Salem, NY 10590
• 

  Est $995,787 Not Listed For Sale

  235 Elmwood Rd, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 1975

  235 Elmwood Rd, South Salem, NY 10590

  Last Sold Summary

  • 21% Above List Price
  • $318/SF
  • 7 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Joann Galluccio William Raveis-New York LLC
• 

  $960,000 Sold Mar 02, 2026

  14 Mark Mead Rd, Cross River, NY 10518

  • 3 Beds
  • 2.5 Baths
  • 2,650 Sq Ft
  • Built 1930

  Last Sold Summary

  • 1% Above List Price
  • $362/SF
  • 22 Days On Market

  Current Estimated Value $942,577

  Last Listing Agent Christopher Motta Real Broker NY LLC

  14 Mark Mead Rd, Cross River, NY 10518
• 

  Est $836,394 Not Listed For Sale

  11 Lorraine Rd, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1970

  11 Lorraine Rd, South Salem, NY 10590

  Last Sold Summary

  • 4% Above List Price
  • $606/SF
  • 15 Days On Market

  Last Sold Price $807,000

  Last Listing Agent Mark Boyland Keller Williams Realty Partner
• 

  $470,000 Sold Nov 10, 2025

  30 Fairmount Rd, Goldens Bridge, NY 10526

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Below List Price
  • $363/SF
  • 17 Days On Market

  Current Estimated Value $481,942

  Last Listing Agent Maria LaGattuta Douglas Elliman Real Estate

  30 Fairmount Rd, Goldens Bridge, NY 10526
• 

  Est $748,394 Not Listed For Sale

  464 Smith Ridge Rd, South Salem, NY 10590

  • 4 Beds
  • 3 Baths
  • 3,371 Sq Ft
  • Built 1900

  464 Smith Ridge Rd, South Salem, NY 10590

  Last Sold Summary

  • 24% Above List Price
  • $179/SF
  • 68 Days On Market

  Last Sold Price $605,000

  Last Listing Agent Hua Bin Chen Liberty Chateau Realty Inc
• 

  $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 $1,115,968

  Last Listing Agent Margaret Harrington Douglas Elliman Real Estate

  30 Benedict Rd, South Salem, NY 10590
• 

  Est $1,090,007 Not Listed For Sale

  42 West Rd, South Salem, NY 10590

  • 3 Beds
  • 3 Baths
  • 2,656 Sq Ft
  • Built 1948

  42 West Rd, South Salem, NY 10590

  Last Sold Summary

  • 1% Above List Price
  • $405/SF
  • 21 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Lawler Parker Douglas Elliman Real Estate
• 

  $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

  Current Estimated Value $844,870

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

  187 Todd Rd, Katonah, NY 10536
• 

  Est $754,912 Not Listed For Sale

  35 West Rd, South Salem, NY 10590

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • Built 1979

  35 West Rd, South Salem, NY 10590

  Last Sold Summary

  • 20% Above List Price
  • $308/SF
  • 16 Days On Market

  Last Sold Price $631,000

  Last Listing Agent Carol Court Howard Hanna Rand Realty
• 

  $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

  Current Estimated Value $734,736

  Last Listing Agent AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

  15 Glen Dr, South Salem, NY 10590
• 

  Est $1,203,516 Not Listed For Sale

  25 West Rd, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 3,231 Sq Ft
  • Built 1983

  25 West Rd, South Salem, NY 10590

  Last Sold Summary

  • $371/SF
  • 11 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Luke Joachim Redfin Real Estate
• 

  $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 $1,256,035

  Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

  94 Bouton Rd, South Salem, NY 10590
• 

  Est $1,079,735 Not Listed For Sale

  12 Douglas Dr, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,755 Sq Ft
  • Built 1982

  12 Douglas Dr, South Salem, NY 10590

  Last Sold Summary

  • 14% Above List Price
  • $345/SF
  • 46 Days On Market

  Last Sold Price $950,000

  Last Listing Agent John Nigro Keller Williams Prestige Prop
• 

  $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

  Current Estimated Value $1,899,755

  Last Listing Agent Jennie Doukas Ginnel Real Estate

  121 Post Office Rd, South Salem, NY 10590
• 

  Est $891,010 Not Listed For Sale

  20 Glen Dr, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1964

  20 Glen Dr, South Salem, NY 10590

  Last Sold Summary

  • 1% Below List Price
  • $494/SF
  • 12 Days On Market

  Last Sold Price $900,000

  Last Listing Agent AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty
• 

  $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

  Current Estimated Value $783,869

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  25 Twin Lakes Rd, South Salem, NY 10590
• 

  Est $942,723 Not Listed For Sale

  7 Laurel Rd, South Salem, NY 10590

  • 3 Beds
  • 3.5 Baths
  • 2,675 Sq Ft
  • Built 1978

  7 Laurel Rd, South Salem, NY 10590

  Last Sold Summary

  • 13% Above List Price
  • $313/SF
  • 59 Days On Market

  Last Sold Price $837,500

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  $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

  Current Estimated Value $1,278,359

  Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

  9 Ashwood Rd, South Salem, NY 10590
• 

  Est $955,540 Not Listed For Sale

  14 Laurel Rd, South Salem, NY 10590

  • 4 Beds
  • 3 Baths
  • 2,435 Sq Ft
  • Built 1977

  14 Laurel Rd, South Salem, NY 10590

  Last Sold Summary

  • 9% Above List Price
  • $359/SF
  • 70 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Melissa Frank Lutz Douglas Elliman Real Estate
• 

  $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 $788,178

  Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

  24 Benedict Rd, South Salem, NY 10590
• 

  Est $946,586 Not Listed For Sale

  11 Lockwood Rd, South Salem, NY 10590

  • 4 Beds
  • 2 Baths
  • 2,114 Sq Ft
  • Built 1958

  11 Lockwood Rd, South Salem, NY 10590

  Last Sold Summary

  • 11% Above List Price
  • $402/SF
  • 11 Days On Market

  Last Sold Price $850,000

  Last Listing Agent AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty
• 

  $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 $555,220

  Last Listing Agent Shaiju Kalathil SK Landmarks LLC

  86 Locust Ridge, Cross River, NY 10518
• 

  Est $1,136,683 Not Listed For Sale

  17 Wakeman Rd, South Salem, NY 10590

  • 3 Beds
  • 3.5 Baths
  • 3,600 Sq Ft
  • Built 1964

  17 Wakeman Rd, South Salem, NY 10590

  Last Sold Summary

  • 34% Above List Price
  • $236/SF
  • 49 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Joann Galluccio William Raveis-New York LLC
• 

  $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 $914,750

  Last Listing Agent Donna Ornstein William Raveis-New York LLC

  16 Gilbert St, South Salem, NY 10590
• 

  Est $949,042 Not Listed For Sale

  3 Roads End Rd, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 2,856 Sq Ft
  • Built 1972

  3 Roads End Rd, South Salem, NY 10590

  Last Sold Summary

  • 27% Above List Price
  • $263/SF
  • 11 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Margo Lancia Houlihan Lawrence Inc.
• 

  $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

  Current Estimated Value $419,425

  Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

  144 Stone Meadow, South Salem, NY 10590
• 

  Est $922,050 Not Listed For Sale

  29 Tri Brook Dr, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 1977

  29 Tri Brook Dr, South Salem, NY 10590

  Last Sold Summary

  • 21% Above List Price
  • $368/SF
  • 30 Days On Market

  Last Sold Price $762,500

  Last Listing Agent Timi Parsons Houlihan Lawrence Inc.
• 

  $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 $1,617,239

  Last Listing Agent George D'Ambrosio Ginnel Real Estate

  30 Schoolhouse Rd, Waccabuc, NY 10597
• 

  Est $1,516,717 Not Listed For Sale

  12 Tri Brook Dr, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 4,701 Sq Ft
  • Built 1986

  12 Tri Brook Dr, South Salem, NY 10590

  Last Sold Summary

  • 18% Above List Price
  • $272/SF
  • 35 Days On Market

  Last Sold Price $1,280,000

  Last Listing Agent William Martin Douglas Elliman Real Estate
• 

  $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 $1,516,541

  Last Listing Agent Wendy Loring William Raveis-New York LLC

  72 Lambert Ridge, Cross River, NY 10518
• 

  Est $1,080,563 Not Listed For Sale

  4 Hillcrest Ct, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft
  • Built 1962

  4 Hillcrest Ct, South Salem, NY 10590

  Last Sold Summary

  • 14% Above List Price
  • $385/SF
  • 7 Days On Market

  Last Sold Price $945,000

  Last Listing Agent Nancy Lacavalla Ginnel Real Estate
• 

  $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 $1,373,632

  Last Listing Agent Maria LaGattuta Douglas Elliman Real Estate

  29 Gideon Reynolds Rd, Cross River, NY 10518

Showing Results 121 - 160, Page 4 of 18