5,359

Lewisboro, NY Homes

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  • /27

    $599,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    43 Park Rd, Goldens Bridge, NY 10526

    Welcome to 43 Park Road, a stylish 2-bedroom, 2.1-bath townhome in Goldens Bridge featuring tasteful and modern finishes! The spacious tiled entry welcomes you with recessed lighting, a bath, and a convenient laundry area. Upstairs, the main living level offers an open floor plan with a bright living room, dining area, and modern kitchen with brand-new stainless steel appliances, quartz

    Anthony Altimari Houlihan Lawrence Inc.

    43 Park Rd, Goldens Bridge, NY 10526
  • 30 Schoolhouse Rd, Waccabuc, NY 10597

    $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
    • 11 Lockwood Rd, South Salem, NY 10590

      Est $931,443 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

      • 10% Above List Price
      • $402/SF
      • 11 Days On Market
      • Last Sold Price $850,000
      • Nov 30, 2023

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

  • /26

    $665,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    152 Jay Ct, Cross River, NY 10518

    Welcome to 152 Jay Court, a bright and inviting end-unit townhome set in the highly sought-after Meadows community. This spacious three-level layout offers over 2,000 sq ft of comfortable living, highlighted by natural light, wooded views, and well-proportioned rooms throughout. The main level features an open-concept living and dining area with parquet flooring, a wood-burning fireplace, and

    Richard Blanchet Compass Greater NY, LLC

    152 Jay Ct, Cross River, NY 10518
  • 72 Lambert Ridge, Cross River, NY 10518

    $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 $1,515,215

    Last Listing Agent Wendy Loring William Raveis-New York LLC

    72 Lambert Ridge, Cross River, NY 10518
    • 17 Wakeman Rd, South Salem, NY 10590

      Est $1,109,301 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

      • 31% Above List Price
      • $236/SF
      • 49 Days On Market
      • Last Sold Price $850,000
      • Aug 30, 2023

      Last Listing Agent Joann Galluccio William Raveis-New York LLC

  • /32

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 2,837 Sq Ft

    43 Sabbath Day Hill Rd, South Salem, NY 10590

    Turn-Key Classic Colonial with extensive renovations and improvements. The current owners have continued with a series of updates. Open and fluid design for entertaining with light and sunny interior spaces. Beautifully proportioned rooms complimented by crown moldings. Thoughtfully designed Chef's Kitchen with custom cabinetry, center island with wood cap, quartz counters, and a large Breakfast

    Jana Peterson Ginnel Real Estate

    43 Sabbath Day Hill Rd, South Salem, NY 10590
  • 29 Gideon Reynolds Rd, 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 $1,373,886

    Last Listing Agent Maria LaGattuta Douglas Elliman Real Estate

    29 Gideon Reynolds Rd, Cross River, NY 10518
    • 11 Roads End Rd, South Salem, NY 10590

      Est $826,267 Not Listed For Sale

      11 Roads End Rd, South Salem, NY 10590

      • 4 Beds
      • 2.5 Baths
      • 2,684 Sq Ft
      • Built 1976
      11 Roads End Rd, South Salem, NY 10590

      Last Sold Summary

      • 5% Above List Price
      • $294/SF
      • 121 Days On Market
      • Last Sold Price $789,000
      • Apr 03, 2025

      Last Listing Agent Daniel Feldman William Raveis-New York LLC

  • /43

    $1,295,000

    • 5 Beds
    • 3.5 Baths
    • 3,218 Sq Ft

    19 Deer Run Rd, South Salem, NY 10590

    COUNTRY PERFECTIONThoughtfully sited upon over two beautifully landscaped acres against a scenic wooded backdrop, this meticulously maintained, updated five-bedroom classic colonial offers the perfect combination of peace, privacy, convenience, nature, and award-winning Katonah-Lewisboro schools in a quiet country setting. Move right in with nothing to do but plan your summer garden of

    Anne-Marie Nordgren Coldwell Banker Realty

    19 Deer Run Rd, South Salem, NY 10590
  • 2 Hastings Ct, South Salem, NY 10590

    $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 $980,016

    Last Listing Agent Margo Lancia Houlihan Lawrence Inc.

    2 Hastings Ct, South Salem, NY 10590
    • 3 Roads End Rd, South Salem, NY 10590

      Est $945,217 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

      • 26% Above List Price
      • $263/SF
      • 11 Days On Market
      • Last Sold Price $750,000
      • Aug 02, 2023

      Last Listing Agent Margo Lancia Houlihan Lawrence Inc.

  • /9

    $650,000

    • Land
    • 9.09 Acres
    • $71,507 per Acre

    6 Duffys Bridge Rd, Lewisboro, NY 10536

    A rare find at a great price. Unique parcel offering amazing privacy on over 9 acres of improved land in desirable Katonah location. Drilled 330' well with 50gpm and septic installed for 4 bedroom home. This wooded hilltop homesite is approved for a single family home by the Town of Lewisboro. Land is cleared, graded and has a Belgian block-lined gravel driveway. Stone retaining walls are

    Joanne Visovsky Coldwell Banker Realty

    6 Duffys Bridge Rd, Lewisboro, NY 10536
  • 7 Laurie Ln, 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 $908,608

    Last Listing Agent Patricia Hinkley Coldwell Banker Realty

    7 Laurie Ln, South Salem, NY 10590
    • 29 Tri Brook Dr, South Salem, NY 10590

      Est $921,091 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
      • May 15, 2023

      Last Listing Agent Timi Parsons Houlihan Lawrence Inc.

  • /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
  • 230 Spring St, South Salem, NY 10590

    $1,440,000 Sold Feb 18, 2026

    230 Spring St, South Salem, NY 10590

    • 3 Beds
    • 3.5 Baths
    • 3,532 Sq Ft
    • Built 2012

    Last Sold Summary

    • 4% Below List Price
    • $408/SF
    • 56 Days On Market

    Current Estimated Value $1,464,466

    Last Listing Agent Kristina Pepdjonovic Julia B Fee Sothebys Int. Rlty

    230 Spring St, South Salem, NY 10590
    • 12 Tri Brook Dr, South Salem, NY 10590

      Est $1,463,744 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

      • 14% Above List Price
      • $272/SF
      • 35 Days On Market
      • Last Sold Price $1,280,000
      • Jul 25, 2024

      Last Listing Agent William Martin Douglas Elliman Real Estate

  • /30

    $1,495,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,463 Sq Ft

    8 Douglas Dr, South Salem, NY 10590

    New to the market! This four bedroom, Colonial Farmhouse with a rocking chair porch features a classic layout of rooms. There is a private and quiet, newly built in-ground pool with a large built-in shelf for sunbathing/ kids/ pets and an electric cover. The pool is dramatically sited among large natural rocks. Vintage wide board flooring reclaimed from a Virginia barn is incorporated throughout

    Sally Slater Douglas Elliman Real Estate

    8 Douglas Dr, South Salem, NY 10590
  • 2 Woodway Rd, 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 $645,188

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

    2 Woodway Rd, South Salem, NY 10590
    • 4 Hillcrest Ct, South Salem, NY 10590

      Est $1,079,016 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
      • Jul 17, 2023

      Last Listing Agent Nancy Lacavalla Ginnel Real Estate

  • /7

    $1,500,000

    • Land
    • 4.3 Acres
    • $348,837 per Acre

    0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590

    Rare opportunity to build a custom estate on an exceptional property with sweeping, long-range, breathtaking sunset views. This remarkable parcel offers a stunning setting to create a home tailored to your vision. Utility services are already in place, and the Board of Health has approved the 4.3-acre parcel for a five-bedroom residence. A truly special offering with endless possibilities.

    Susan Stillman Houlihan Lawrence Inc.

    0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590
  • 21 Lake Shore Dr, 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

    Current Estimated Value $1,325,937

    Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

    21 Lake Shore Dr, South Salem, NY 10590
    • 10 Deer Run Rd, South Salem, NY 10590

      Est $802,585 Not Listed For Sale

      10 Deer Run Rd, South Salem, NY 10590

      • 4 Beds
      • 2 Baths
      • 1,894 Sq Ft
      • Built 1963
      10 Deer Run Rd, South Salem, NY 10590

      Last Sold Summary

      • 6% Above List Price
      • $399/SF
      • 13 Days On Market
      • Last Sold Price $755,000
      • Apr 30, 2025

      Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

  • /31

    $1,375,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 4,602 Sq Ft

    31 Split Rock Rd, Pound Ridge, NY 10576

    SOPHISTICATED BRICK. Stunning interior spaces with high ceilings, crisp white walls and dark wood floors. Beautifully proportioned spaces and incredible open floorplan. Dramatic Two-Story Entrance Hall. Open Living and Dining Rooms for more formal entertaining with step down to light-filled Sunroom. Fabulous new Kitchen with gorgeous Quartz counters and stainless appliances. Spacious Breakfast

    Lisa Fitz Ginnel Real Estate

    31 Split Rock Rd, Pound Ridge, NY 10576
  • 10 Mark Mead Rd, Cross River, NY 10518

    $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

    Current Estimated Value $991,185

    Last Listing Agent Karen Burchetta Houlihan Lawrence Inc.

    10 Mark Mead Rd, Cross River, NY 10518
    • 145 Elmwood Rd, South Salem, NY 10590

      Est $816,258 Not Listed For Sale

      145 Elmwood Rd, South Salem, NY 10590

      • 3 Beds
      • 2 Baths
      • 2,218 Sq Ft
      • Built 1979
      145 Elmwood Rd, South Salem, NY 10590

      Last Sold Summary

      • 30% Above List Price
      • $284/SF
      • 15 Days On Market
      • Last Sold Price $630,000
      • Jul 11, 2023

      Last Listing Agent Jennie Doukas Ginnel Real Estate

  • /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
  • 41 Rock Shelter Rd, Waccabuc, NY 10597

    $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

    Current Estimated Value $2,789,153

    Last Listing Agent Jessica Cunningham

    41 Rock Shelter Rd, Waccabuc, NY 10597
    • 25 Beaver Pond Rd, South Salem, NY 10590

      Est $1,715,314 Not Listed For Sale

      25 Beaver Pond Rd, South Salem, NY 10590

      • 5 Beds
      • 3.5 Baths
      • 6,000 Sq Ft
      • Built 2005
      25 Beaver Pond Rd, South Salem, NY 10590

      Last Sold Summary

      • 13% Above List Price
      • $253/SF
      • 219 Days On Market
      • Last Sold Price $1,520,000
      • Jul 02, 2024

      Last Listing Agent Michele Isenberg Coldwell Banker Realty

  • 132 Stone Meadow, South Salem, NY 10590

    $360,000 Sold Mar 23, 2026

    132 Stone Meadow, South Salem, NY 10590

    • 1 Bed
    • 1 Bath
    • 1,112 Sq Ft
    • Built 1982

    Last Sold Summary

    • 10% Below List Price
    • $324/SF
    • 64 Days On Market

    Current Estimated Value $374,123

    Last Listing Agent Lisa Sgobbo Century 21 Alliance Rlty Group

    132 Stone Meadow, South Salem, NY 10590
    • 11 Beaver Pond Rd, South Salem, NY 10590

      Est $1,525,160 Not Listed For Sale

      11 Beaver Pond Rd, South Salem, NY 10590

      • 4 Beds
      • 2.5 Baths
      • 3,520 Sq Ft
      • Built 1998
      11 Beaver Pond Rd, South Salem, NY 10590

      Last Sold Summary

      • 5% Above List Price
      • $413/SF
      • 13 Days On Market
      • Last Sold Price $1,455,000
      • Nov 13, 2024

      Last Listing Agent Nancy Lacavalla Ginnel Real Estate

  • 26 Tri Brook Dr, South Salem, NY 10590

    $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 $1,029,424

    Last Listing Agent Carine Nowak Compass Greater NY, LLC

    26 Tri Brook Dr, South Salem, NY 10590
    • 9 Beaver Pond Rd, South Salem, NY 10590

      Est $1,485,901 Not Listed For Sale

      9 Beaver Pond Rd, South Salem, NY 10590

      • 4 Beds
      • 4.5 Baths
      • 5,165 Sq Ft
      • Built 2000
      9 Beaver Pond Rd, South Salem, NY 10590

      Last Sold Summary

      • 17% Above List Price
      • $247/SF
      • 80 Days On Market
      • Last Sold Price $1,275,000
      • Jan 26, 2024

      Last Listing Agent Mark Boyland Keller Williams Realty Partner

  • 50 S Shore Dr, South Salem, NY 10590

    $387,500 Sold Feb 26, 2026

    50 S Shore Dr, South Salem, NY 10590

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Below List Price
    • $388/SF
    • 42 Days On Market

    Current Estimated Value $398,346

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    50 S Shore Dr, South Salem, NY 10590
    • 219 Kitchawan Rd, South Salem, NY 10590

      Est $856,428 Not Listed For Sale

      219 Kitchawan Rd, South Salem, NY 10590

      • 2 Beds
      • 1.5 Baths
      • 1,600 Sq Ft
      • Built 1970
      219 Kitchawan Rd, South Salem, NY 10590

      Last Sold Summary

      • 11% Above List Price
      • $484/SF
      • 30 Days On Market
      • Last Sold Price $775,000
      • Dec 12, 2023

      Last Listing Agent Patricia Hinkley Coldwell Banker Realty

  • 26 Dr Tonys Rd, Somers, NY 10536

    $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 $560,572

    Last Listing Agent Bill Reilly Billingsley Realty

    26 Dr Tonys Rd, Somers, NY 10536
    • 207 Kitchawan Rd, South Salem, NY 10590

      Est $983,261 Not Listed For Sale

      207 Kitchawan Rd, South Salem, NY 10590

      • 3 Beds
      • 2 Baths
      • 2,103 Sq Ft
      • Built 1800
      207 Kitchawan Rd, South Salem, NY 10590

      Last Sold Summary

      • 6% Above List Price
      • $440/SF
      • 27 Days On Market
      • Last Sold Price $925,000
      • Oct 21, 2024

      Last Listing Agent Urs Klarer Coldwell Banker Realty

  • 26 Elmwood Rd, Lewisboro, NY 10590

    $350,000 Sold Jan 21, 2026

    26 Elmwood Rd, Lewisboro, NY 10590

    • Land
    • 3.47 Acres
    • $100,865 per Acre

    Last Sold Summary

    • 6% Above List Price
    • 37 Days On Market

    Current Estimated Value $350,210

    Last Listing Agent Julie Setterlund Julia B Fee Sothebys Int. Rlty

    26 Elmwood Rd, Lewisboro, NY 10590
    • 42 Old Church Ln, South Salem, NY 10590

      Est $1,415,273 Not Listed For Sale

      42 Old Church Ln, South Salem, NY 10590

      • 3 Beds
      • 2.5 Baths
      • 4,275 Sq Ft
      • Built 1978
      42 Old Church Ln, South Salem, NY 10590

      Last Sold Summary

      • 9% Above List Price
      • $303/SF
      • 85 Days On Market
      • Last Sold Price $1,294,000
      • Jun 25, 2024

      Last Listing Agent Nancy Musich Houlihan Lawrence Inc.

Showing Results 161 - 200, Page 5 of 18

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