5,366

Lewisboro, NY Homes

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  • 121 Post Office Rd, South Salem, NY 10590
    121 Post Office Rd, South Salem, NY 10590
    121 Post Office Rd, South Salem, NY 10590
    /33

    $1,895,000

    Open Sun 1PM - 4PM
    • 3 Beds
    • 1.5 Baths
    • 3,307 Sq Ft

    121 Post Office Rd, South Salem, NY 10590

    RIVERBEND FARM. Remarkable frontage on the rushing Waccabuc River. The original Adams Dairy Farm--an absolutely breathtaking property with level lawns lined by old stone walls, specimen trees and vibrant flowering perennials. Incredible gardens of Daffodils, Tulips, Iris, wild Roses, Lilac, Wysteria, Allium, and Peonies along with fragrant and flowering Magnolia, Apple, and Viburnum. Raised bed,

    Jennie Doukas Ginnel Real Estate

    121 Post Office Rd, South Salem, NY 10590
  • 15 Shoshone Dr, Katonah, NY 10536

    $1,250,000

    Sold Jul 15, 2025

    15 Shoshone Dr, Katonah, NY 10536

    • 4 Beds
    • 3.5 Baths
    • 4,651 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Below List Price
    • $269/SF
    • 45 Days On Market

    Current Estimated Value $1,366,102

    Last Listing Agent Patricia Hinkley Coldwell Banker Realty

    15 Shoshone Dr, Katonah, NY 10536
  • 0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590
    0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590
    0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590
    /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
  • 20 Schoolhouse Rd, Waccabuc, NY 10597

    $1,100,000

    Sold Aug 14, 2025

    20 Schoolhouse Rd, Waccabuc, NY 10597

    • 5 Beds
    • 2.5 Baths
    • 3,380 Sq Ft
    • Built 1979

    Last Sold Summary

    • 15% Below List Price
    • $325/SF
    • 31 Days On Market

    Current Estimated Value $1,167,609

    Last Listing Agent Wendy Loring William Raveis-New York LLC

    20 Schoolhouse Rd, Waccabuc, NY 10597
  • 14 Salem Hill Rd, South Salem, NY 10590
    14 Salem Hill Rd, South Salem, NY 10590
    14 Salem Hill Rd, South Salem, NY 10590
    /40

    $1,995,000

    Pending
    • 4 Beds
    • 3 Baths
    • 4,637 Sq Ft

    14 Salem Hill Rd, South Salem, NY 10590

    Serenely sited on 11.96 acres (which includes a separate vacant parcel) along a quiet cul-de-sac, this masterfully updated Colonial offers something increasingly rare: the unhurried rhythms of genuine country living, minutes from everything that makes South Salem one of Westchester's most cherished hamlets. Horses graze in the bucolic fields beyond, while the community's historic heart-which

    Susan Stillman Houlihan Lawrence Inc.

    14 Salem Hill Rd, South Salem, NY 10590
  • 6 Hunt Farm Rd, Waccabuc, NY 10597

    $1,325,000

    Sold Aug 21, 2025

    6 Hunt Farm Rd, Waccabuc, NY 10597

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 1985

    Last Sold Summary

    • $539/SF
    • 11 Days On Market

    Current Estimated Value $1,355,252

    Last Listing Agent Christine Foster Corcoran Legends Realty

    6 Hunt Farm Rd, Waccabuc, NY 10597
    • 9 Howe St, South Salem, NY 10590

      Est $891,887

      Not Listed For Sale

      9 Howe St, South Salem, NY 10590

      • 3 Beds
      • 2.5 Baths
      • 2,380 Sq Ft
      • Built 1974
      9 Howe St, South Salem, NY 10590

      Last Sold Summary

      • 58 Days On Market

  • 31 Split Rock Rd, Pound Ridge, NY 10576
    31 Split Rock Rd, Pound Ridge, NY 10576
    31 Split Rock Rd, Pound Ridge, NY 10576
    /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
  • 153 Lake Kitchawan Dr, South Salem, NY 10590

    $550,000

    Sold Jun 23, 2026

    153 Lake Kitchawan Dr, South Salem, NY 10590

    • 2 Beds
    • 1 Bath
    • 876 Sq Ft
    • Built 1925

    Last Sold Summary

    • 10% Above List Price
    • $628/SF
    • 19 Days On Market

    Current Estimated Value $488,009

    Last Listing Agent Spencer Matthews Houlihan Lawrence Inc.

    153 Lake Kitchawan Dr, South Salem, NY 10590
  • Lot 4 Lockwood Rd, Lewisboro, NY 10590
    Lot 4 Lockwood Rd, Lewisboro, NY 10590
    Lot 4 Lockwood Rd, Lewisboro, NY 10590
    /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
  • 133 Boway Rd, South Salem, NY 10590

    $2,900,000

    Sold Jun 03, 2026

    133 Boway Rd, South Salem, NY 10590

    • 6 Beds
    • 5.5 Baths
    • 6,344 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $457/SF
    • 166 Days On Market

    Current Estimated Value $2,955,154

    Last Listing Agent Mary Anne Condon Ginnel Real Estate

    133 Boway Rd, South Salem, NY 10590
  • 49 Winterberry Cir, Cross River, NY 10518

    $625,000

    Sold May 08, 2026

    49 Winterberry Cir, Cross River, NY 10518

    • 2 Beds
    • 2.5 Baths
    • 1,570 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Above List Price
    • $398/SF
    • 12 Days On Market

    Current Estimated Value $594,572

    Last Listing Agent Margo Lancia Houlihan Lawrence Inc.

    49 Winterberry Cir, Cross River, NY 10518
  • 17 W Main St, Goldens Bridge, NY 10526

    $260,000

    Sold Dec 23, 2025

    17 W Main St, Goldens Bridge, NY 10526

    • 1 Bed
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1948

    Last Sold Summary

    • 16% Above List Price
    • $221/SF
    • 35 Days On Market

    Current Estimated Value $348,770

    Last Listing Agent Suzanne Welch Coldwell Banker Realty

    17 W Main St, Goldens Bridge, NY 10526
  • 20 Waccabuc River Ln, South Salem, NY 10590

    $2,300,000

    Sold Mar 31, 2026

    20 Waccabuc River Ln, South Salem, NY 10590

    • 5 Beds
    • 4.5 Baths
    • 5,031 Sq Ft
    • Built 1987

    Last Sold Summary

    • 15% Above List Price
    • $457/SF
    • 10 Days On Market

    Current Estimated Value $2,188,094

    Last Listing Agent Patti Howard Compass Greater NY, LLC

    20 Waccabuc River Ln, South Salem, NY 10590
  • 22 Bouton St, South Salem, NY 10590

    $1,420,000

    Sold Aug 11, 2025

    22 Bouton St, South Salem, NY 10590

    • 3 Beds
    • 3.5 Baths
    • 3,528 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Below List Price
    • $402/SF
    • 75 Days On Market

    Current Estimated Value $1,447,684

    Last Listing Agent Kenneth Sobel Houlihan Lawrence Inc.

    22 Bouton St, South Salem, NY 10590
    • 54 Hoyt St, South Salem, NY 10590

      Est $1,418,889

      Not Listed For Sale

      54 Hoyt St, South Salem, NY 10590

      • 3 Beds
      • 2.5 Baths
      • 3,124 Sq Ft
      • Built 2004
      54 Hoyt St, South Salem, NY 10590

      Last Sold Summary

      • 21 Days On Market

  • 14 Howe St, South Salem, NY 10590

    $800,000

    Sold Aug 18, 2025

    14 Howe St, South Salem, NY 10590

    • 3 Beds
    • 3 Baths
    • 2,490 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Above List Price
    • $321/SF
    • 16 Days On Market

    Current Estimated Value $870,619

    Last Listing Agent Sheri Wolfe Berkshire Hathaway HS NY Prop

    14 Howe St, South Salem, NY 10590
  • 69 Mead St, Waccabuc, NY 10597

    $1,510,000

    Sold Jan 16, 2026

    69 Mead St, Waccabuc, NY 10597

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft
    • Built 1981

    Last Sold Summary

    • 14% Below List Price
    • $487/SF
    • 70 Days On Market

    Current Estimated Value $1,585,144

    Last Listing Agent Cheryl Neuburger Ginnel Real Estate

    69 Mead St, Waccabuc, NY 10597
  • 20 Mead St, Waccabuc, NY 10597

    $2,600,000

    Sold Jun 15, 2026

    20 Mead St, Waccabuc, NY 10597

    • 5 Beds
    • 4.5 Baths
    • 3,712 Sq Ft
    • Built 1809

    Last Sold Summary

    • 4% Above List Price
    • $700/SF
    • 8 Days On Market

    Current Estimated Value $2,096,373

    Last Listing Agent Susan Stillman Houlihan Lawrence Inc.

    20 Mead St, Waccabuc, NY 10597
  • 1 Orchard Dr, South Salem, NY 10590

    $820,000

    Sold Sep 05, 2025

    1 Orchard Dr, South Salem, NY 10590

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • Built 1960

    Last Sold Summary

    • 12% Above List Price
    • $463/SF
    • 17 Days On Market

    Current Estimated Value $855,179

    Last Listing Agent Larry Mango Giner Real Estate Inc.

    1 Orchard Dr, South Salem, NY 10590
  • 13 Laurie Ln, South Salem, NY 10590

    $1,075,000

    Sold Oct 01, 2025

    13 Laurie Ln, South Salem, NY 10590

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft
    • Built 2003

    Last Sold Summary

    • 7% Below List Price
    • $336/SF
    • 124 Days On Market

    Current Estimated Value $1,203,908

    Last Listing Agent Jacqueline Holland-Ruby Berkshire Hathaway HS NY Prop

    13 Laurie Ln, South Salem, NY 10590
    • 3 Cove Rd, South Salem, NY 10590

      Est $943,507

      Not Listed For Sale

      3 Cove Rd, South Salem, NY 10590

      • 3 Beds
      • 2.5 Baths
      • 1,970 Sq Ft
      • Built 1976
      3 Cove Rd, South Salem, NY 10590

      Last Sold Summary

      • 20 Days On Market

  • 46 Ridgefield Ave, South Salem, NY 10590

    $1,225,000

    Sold Feb 15, 2026

    46 Ridgefield Ave, South Salem, NY 10590

    • 4 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 1985

    Last Sold Summary

    • 18% Below List Price
    • $501/SF
    • 89 Days On Market

    Current Estimated Value $1,205,939

    Last Listing Agent Monica Webster Douglas Elliman Real Estate

    46 Ridgefield Ave, South Salem, NY 10590
    • 6 Cove Rd, South Salem, NY 10590

      Est $2,906,763

      Not Listed For Sale

      6 Cove Rd, South Salem, NY 10590

      • 3 Beds
      • 3.5 Baths
      • 3,000 Sq Ft
      • Built 2009
      6 Cove Rd, South Salem, NY 10590

      Last Sold Summary

      • 4 Days On Market

  • 34 Glen Dr, South Salem, NY 10590

    $900,000

    Sold Jun 22, 2026

    34 Glen Dr, South Salem, NY 10590

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1963

    Last Sold Summary

    • 19% Above List Price
    • $409/SF
    • 27 Days On Market

    Current Estimated Value $761,944

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

    34 Glen Dr, South Salem, NY 10590
  • 20 Boutonville Rd, South Salem, NY 10590

    $750,000

    Sold Oct 21, 2025

    20 Boutonville Rd, South Salem, NY 10590

    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $294/SF
    • 31 Days On Market

    Current Estimated Value $806,815

    Last Listing Agent Alexander Marks William Raveis-New York LLC

    20 Boutonville Rd, South Salem, NY 10590
    • 28 Cove Rd, South Salem, NY 10590

      Est $1,693,443

      Not Listed For Sale

      28 Cove Rd, South Salem, NY 10590

      • 3 Beds
      • 3.5 Baths
      • 2,462 Sq Ft
      • Built 1920
      28 Cove Rd, South Salem, NY 10590

      Last Sold Summary

      • 13 Days On Market

Showing Results 241 - 280, Page 7 of 18

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