11,456

Ossining, NY Homes

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    $1,599,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    65 Holly Place, Briarcliff Manor, NY 10510

    Zen-Style with one level, easy living and a relaxed, cool vibe - it feels so nice. This Mid Century Modern Darling will steal your heart away with its smart sleek design elements, premium materials, open layout, beamed ceilings, clerestory, transom and floor to ceiling windows that let the sunshine pour brightly into this happy home. Set back on almost one acre, the pretty, professionally

    Heidi Henshaw Corcoran Legends Realty

    65 Holly Place, Briarcliff Manor, NY 10510
  • 9 Gualtiere Ln, Ossining, NY 10562

    $1,300,000

    Sold Feb 25, 2026

    9 Gualtiere Ln, Ossining, NY 10562

    • 6 Beds
    • 7 Baths
    • 4,495 Sq Ft
    • Built 2003

    Last Sold Summary

    • 19% Below List Price
    • $289/SF
    • 154 Days On Market

    Current Estimated Value $1,301,063

    Last Listing Agent Irina Fiorella Coldwell Banker Realty

    9 Gualtiere Ln, Ossining, NY 10562
  • 9 Studio Hill Rd, Briarcliff Manor, NY 10510

    $828,000

    Sold Jul 11, 2025

    9 Studio Hill Rd, Briarcliff Manor, NY 10510

    • 3 Beds
    • 2 Baths
    • 1,796 Sq Ft
    • Built 1965

    Last Sold Summary

    • 18% Above List Price
    • $461/SF
    • 16 Days On Market

    Current Estimated Value $851,312

    Last Listing Agent Margaret McMullen Keller Williams NY Realty

    9 Studio Hill Rd, Briarcliff Manor, NY 10510
  • 10 Wyche Way, Ossining, NY 10562

    $980,000

    Sold Aug 22, 2025

    10 Wyche Way, Ossining, NY 10562

    • 3 Beds
    • 2.5 Baths
    • 2,516 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Above List Price
    • $390/SF
    • 14 Days On Market

    Current Estimated Value $1,007,696

    Last Listing Agent Cindy Cassuto Corcoran Legends Realty

    10 Wyche Way, Ossining, NY 10562
  • 122 Whitetail Cir, Ossining, NY 10562

    $581,000

    Sold Jul 31, 2025

    122 Whitetail Cir, Ossining, NY 10562

    • 2 Beds
    • 1.5 Baths
    • 1,294 Sq Ft
    • Built 1985

    Last Sold Summary

    • 11% Above List Price
    • $449/SF
    • 10 Days On Market

    Current Estimated Value $589,852

    Last Listing Agent Maura Mcspedon William Raveis Real Estate

    122 Whitetail Cir, Ossining, NY 10562
  • 7 Bracken Rd, Ossining, NY 10562

    $760,000

    Sold May 07, 2026

    7 Bracken Rd, Ossining, NY 10562

    • 3 Beds
    • 1.5 Baths
    • 2,151 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $353/SF
    • 79 Days On Market

    Current Estimated Value $731,083

    Last Listing Agent Ana Bermeo Keller Williams Realty Partner

    7 Bracken Rd, Ossining, NY 10562
  • 9 Briarcliff Dr S Unit 16, Ossining, NY 10562

    $439,000

    Sold May 28, 2026

    9 Briarcliff Dr S Unit 16, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Built 1977

    Last Sold Summary

    • $307/SF
    • 21 Days On Market

    Current Estimated Value $459,736

    Last Listing Agent Lisa DaRos Houlihan Lawrence Inc.

    9 Briarcliff Dr S Unit 16, Ossining, NY 10562
  • 37 Hyatt Rd, Briarcliff Manor, NY 10510

    $2,370,000

    Sold May 13, 2026

    37 Hyatt Rd, Briarcliff Manor, NY 10510

    • 4 Beds
    • 4 Baths
    • 3,847 Sq Ft
    • Built 1940

    Last Sold Summary

    • 32% Above List Price
    • $616/SF
    • 12 Days On Market

    Current Estimated Value $1,756,203

    Last Listing Agent Adam Hade Compass Greater NY, LLC

    37 Hyatt Rd, Briarcliff Manor, NY 10510
  • 83 Hudson Point Ln, Ossining, NY 10562

    $515,000

    Sold Nov 14, 2025

    83 Hudson Point Ln, Ossining, NY 10562

    • 2 Beds
    • 2 Baths
    • 1,283 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $401/SF
    • 104 Days On Market

    Current Estimated Value $528,262

    Last Listing Agent Luba Sydor Houlihan Lawrence Inc.

    83 Hudson Point Ln, Ossining, NY 10562
  • 35 Forest Ave, Ossining, NY 10562

    $725,000

    Sold Jun 11, 2026

    35 Forest Ave, Ossining, NY 10562

    • 5 Beds
    • 2 Baths
    • 2,258 Sq Ft
    • Built 1953

    Last Sold Summary

    • 4% Above List Price
    • $321/SF
    • 25 Days On Market

    Current Estimated Value $699,554

    Last Listing Agent Jamie Jamieson Compass Greater NY, LLC

    35 Forest Ave, Ossining, NY 10562
  • 61 Cedar Ln, Ossining, NY 10562

    $655,000

    Sold Aug 11, 2025

    61 Cedar Ln, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 2,140 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Above List Price
    • $306/SF
    • 38 Days On Market

    Current Estimated Value $695,521

    Last Listing Agent Zachary Zweibon Compass Greater NY, LLC

    61 Cedar Ln, Ossining, NY 10562
  • 4 Spaulding Place, Ossining, NY 10562

    $700,500

    Sold Jun 04, 2026

    4 Spaulding Place, Ossining, NY 10562

    • 3 Beds
    • 1.5 Baths
    • 1,636 Sq Ft
    • Built 1920

    Last Sold Summary

    • 17% Above List Price
    • $428/SF
    • 16 Days On Market

    Current Estimated Value $629,178

    Last Listing Agent Katelyn White Hudson River Line Realty

    4 Spaulding Place, Ossining, NY 10562
  • 6 Derby Ln, Ossining, NY 10562

    $1,386,000

    Sold Jul 08, 2025

    6 Derby Ln, Ossining, NY 10562

    • 4 Beds
    • 2.5 Baths
    • 3,297 Sq Ft
    • Built 1967

    Last Sold Summary

    • 16% Above List Price
    • $420/SF
    • 7 Days On Market

    Current Estimated Value $1,392,541

    Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

    6 Derby Ln, Ossining, NY 10562
  • 352 N State Rd Unit 2H, Briarcliff Manor, NY 10510

    $275,000

    Sold Oct 02, 2025

    352 N State Rd Unit 2H, Briarcliff Manor, NY 10510

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Built 1950

    Last Sold Summary

    • $289/SF
    • 27 Days On Market

    Last Listing Agent Linda Lyons Howard Hanna Rand Realty

    352 N State Rd Unit 2H, Briarcliff Manor, NY 10510
  • 42 Brooke View Dr, Ossining, NY 10562

    $733,500

    Sold May 07, 2026

    42 Brooke View Dr, Ossining, NY 10562

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Above List Price
    • $396/SF
    • 22 Days On Market

    Current Estimated Value $700,083

    Last Listing Agent Jonathan Minerick HomeCoin.com

    42 Brooke View Dr, Ossining, NY 10562
    • 94 Cedar Ln, Ossining, NY 10562

      Est $992,291

      Not Listed For Sale

      94 Cedar Ln, Ossining, NY 10562

      • 3 Beds
      • 3 Baths
      • 2,128 Sq Ft
      • Built 1956
      94 Cedar Ln, Ossining, NY 10562

      Last Sold Summary

      • 18 Days On Market

  • 3 Waterview Dr, Ossining, NY 10562

    $1,065,000

    Sold Jul 02, 2025

    3 Waterview Dr, Ossining, NY 10562

    • 4 Beds
    • 2.5 Baths
    • 3,402 Sq Ft
    • Built 2021

    Last Sold Summary

    • 9% Above List Price
    • $313/SF
    • 32 Days On Market

    Current Estimated Value $1,084,009

    Last Listing Agent Yarden Ronen-van Heerden Compass Greater NY, LLC

    3 Waterview Dr, Ossining, NY 10562
    • 4 Aspen Ct, Ossining, NY 10562

      Est $710,435

      Not Listed For Sale

      4 Aspen Ct, Ossining, NY 10562

      • 3 Beds
      • 1.5 Baths
      • 1,717 Sq Ft
      • Built 1968
      4 Aspen Ct, Ossining, NY 10562

      Last Sold Summary

      • 40 Days On Market

  • 588 Scarborough Rd, Briarcliff Manor, NY 10510

    $1,100,000

    Sold Aug 01, 2025

    588 Scarborough Rd, Briarcliff Manor, NY 10510

    • 4 Beds
    • 2.5 Baths
    • 1,924 Sq Ft
    • Built 1928

    Last Sold Summary

    • 22% Above List Price
    • $572/SF
    • 7 Days On Market

    Current Estimated Value $1,105,478

    Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

    588 Scarborough Rd, Briarcliff Manor, NY 10510
  • 50 Snowden Ave, Ossining, NY 10562

    $530,000

    Sold Dec 01, 2025

    50 Snowden Ave, Ossining, NY 10562

    • 2 Beds
    • 2.5 Baths
    • 1,444 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Below List Price
    • $367/SF
    • 76 Days On Market

    Current Estimated Value $542,803

    Last Listing Agent Cynthia Geiger Corcoran Legends Realty

    50 Snowden Ave, Ossining, NY 10562
  • 3 Parker Dr, Ossining, NY 10562

    $750,000

    Sold Nov 20, 2025

    3 Parker Dr, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,751 Sq Ft
    • Built 1954

    Last Sold Summary

    • $428/SF
    • 28 Days On Market

    Current Estimated Value $762,026

    Last Listing Agent Maura Mcspedon William Raveis Real Estate

    3 Parker Dr, Ossining, NY 10562
  • 59 Watson Ave, Ossining, NY 10562

    $649,222

    Sold May 08, 2026

    59 Watson Ave, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,730 Sq Ft
    • Built 1976

    Last Sold Summary

    • $375/SF
    • 43 Days On Market

    Current Estimated Value $658,763

    Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

    59 Watson Ave, Ossining, NY 10562
    • 2 Cliff Dr, Ossining, NY 10562

      Est $706,389

      Not Listed For Sale

      2 Cliff Dr, Ossining, NY 10562

      • 3 Beds
      • 2 Baths
      • 1,968 Sq Ft
      • Built 1977
      2 Cliff Dr, Ossining, NY 10562

      Last Sold Summary

      • 63 Days On Market

  • 128 S Highland Ave, Ossining, NY 10562

    $640,000

    Sold Jun 29, 2026

    128 S Highland Ave, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft
    • Built 1963

    Last Sold Summary

    • 11% Above List Price
    • $470/SF
    • 28 Days On Market

    Current Estimated Value $584,340

    Last Listing Agent Ruth Garcia Keller Williams Prestige Prop

    128 S Highland Ave, Ossining, NY 10562

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