11,431

Ossining, NY Homes

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    $599,999

    $50K PRICE DROP Pending
    • 1 Bed
    • 1.5 Baths
    • 1,195 Sq Ft

    8 Hudson Watch Dr, Ossining, NY 10562

    Welcome to Hudson Watch, one of Ossining’s most sought-after townhome communities. This beautifully maintained unit offers a perfect blend of comfort and convenience, featuring a bright, open floor plan with seasonal Hudson River views. The main level boasts a spacious living area anchored by a cozy fireplace and sliding glass doors that lead to a private deck- ideal for morning coffee or sunset

    Sana Gilani Houlihan Lawrence Inc.

    8 Hudson Watch Dr, Ossining, NY 10562
  • 369 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

    $2,150,000

    Sold Nov 07, 2025

    369 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

    • 5 Beds
    • 5.5 Baths
    • 3,981 Sq Ft
    • Built 1927

    Last Sold Summary

    • 2% Above List Price
    • $540/SF
    • 13 Days On Market

    Current Estimated Value $2,126,782

    Last Listing Agent Stacy Levey William Raveis-New York, LLC

    369 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
    • 10 Hudson Watch Dr, Ossining, NY 10562

      Est $651,754

      Not Listed For Sale

      10 Hudson Watch Dr, Ossining, NY 10562

      • 2 Beds
      • 2.5 Baths
      • 1,629 Sq Ft
      • Built 1987
      10 Hudson Watch Dr, Ossining, NY 10562

      Last Sold Summary

      • 12% Above List Price
      • $359/SF
      • 10 Days On Market
      • Last Sold Price $584,000
      • May 01, 2024

      Last Listing Agent Judith Hermesch Coldwell Banker Realty

  • 92 Dale Ave, Ossining, NY 10562

    $405,000

    Sold Oct 03, 2025

    92 Dale Ave, Ossining, NY 10562

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Built 1928

    Last Sold Summary

    • 4% Above List Price
    • $519/SF
    • 44 Days On Market

    Current Estimated Value $419,557

    Last Listing Agent Concetta Connie Gallo Howard Hanna Rand Realty

    92 Dale Ave, Ossining, NY 10562
    • 2 Hudson Watch Dr, Ossining, NY 10562

      Est $668,649

      Not Listed For Sale

      2 Hudson Watch Dr, Ossining, NY 10562

      • 1 Bed
      • 2.5 Baths
      • 1,727 Sq Ft
      • Built 1987
      2 Hudson Watch Dr, Ossining, NY 10562

      Last Sold Summary

      • 10% Above List Price
      • $353/SF
      • 13 Days On Market
      • Last Sold Price $610,000
      • May 03, 2024

      Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  • 360 N State Rd Unit 1I, Ossining, NY 10510

    $230,000

    Sold Jun 24, 2025

    360 N State Rd Unit 1I, Ossining, NY 10510

    • 1 Bed
    • 1 Bath
    • 950 Sq Ft
    • Built 1950

    Last Sold Summary

    • $242/SF
    • 160 Days On Market

    Last Listing Agent Wendy Phillips Corcoran Legends Realty

    360 N State Rd Unit 1I, Ossining, NY 10510
    • 14 Quail Hollow Rd, Ossining, NY 10562

      Est $788,172

      Not Listed For Sale

      14 Quail Hollow Rd, Ossining, NY 10562

      • 3 Beds
      • 2.5 Baths
      • 2,040 Sq Ft
      • Built 1988
      14 Quail Hollow Rd, Ossining, NY 10562

      Last Sold Summary

      • 6% Above List Price
      • $363/SF
      • 17 Days On Market
      • Last Sold Price $741,000
      • Jun 18, 2024

      Last Listing Agent Leny Davidson Nestedge Realty

  • 205 River Rd, Briarcliff Manor, NY 10510

    $1,825,000

    Sold Oct 16, 2025

    205 River Rd, Briarcliff Manor, NY 10510

    • 5 Beds
    • 3.5 Baths
    • 4,034 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $452/SF
    • 97 Days On Market

    Current Estimated Value $1,828,837

    Last Listing Agent Lindsay DiLoreto Houlihan Lawrence Inc.

    205 River Rd, Briarcliff Manor, NY 10510
    • 15 Stormytown Rd, Ossining, NY 10562

      Est $788,641

      Not Listed For Sale

      15 Stormytown Rd, Ossining, NY 10562

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft
      • Built 1975
      15 Stormytown Rd, Ossining, NY 10562

      Last Sold Summary

      • 21% Above List Price
      • $304/SF
      • 13 Days On Market
      • Last Sold Price $650,000
      • Jun 30, 2023

      Last Listing Agent Donna Garr William Raveis-New York LLC

  • 40 Minkel Rd, Ossining, NY 10562

    $790,000

    Sold May 11, 2026

    40 Minkel Rd, Ossining, NY 10562

    • 4 Beds
    • 2.5 Baths
    • 2,920 Sq Ft
    • Built 1965

    Last Sold Summary

    • 1% Below List Price
    • $271/SF
    • 51 Days On Market

    Current Estimated Value $804,729

    Last Listing Agent Vincent Vetrano Douglas Elliman Real Estate

    40 Minkel Rd, Ossining, NY 10562
    • 9 Pheasant Ridge Rd, Ossining, NY 10562

      Est $839,994

      Not Listed For Sale

      9 Pheasant Ridge Rd, Ossining, NY 10562

      • 4 Beds
      • 3 Baths
      • 2,595 Sq Ft
      • Built 1988
      9 Pheasant Ridge Rd, Ossining, NY 10562

      Last Sold Summary

      • 10% Above List Price
      • $293/SF
      • 18 Days On Market
      • Last Sold Price $761,000
      • Apr 18, 2024

      Last Listing Agent Greg Kane Kane & Associates

  • 3 Holbrook Rd, Briarcliff Manor, NY 10510

    $1,100,000

    Sold Jan 16, 2026

    3 Holbrook Rd, Briarcliff Manor, NY 10510

    • 3 Beds
    • 2.5 Baths
    • 2,860 Sq Ft
    • Built 1897

    Last Sold Summary

    • $385/SF
    • 60 Days On Market

    Current Estimated Value $1,095,866

    Last Listing Agent Kathryn Weinberger Compass Greater NY, LLC

    3 Holbrook Rd, Briarcliff Manor, NY 10510
    • 45 Stormytown Rd, Ossining, NY 10562

      Est $906,911

      Not Listed For Sale

      45 Stormytown Rd, Ossining, NY 10562

      • 4 Beds
      • 3.5 Baths
      • 2,548 Sq Ft
      • Built 1952
      45 Stormytown Rd, Ossining, NY 10562

      Last Sold Summary

      • 17% Above List Price
      • $304/SF
      • 12 Days On Market
      • Last Sold Price $775,000
      • May 31, 2023

      Last Listing Agent Jennifer Stevenson Houlihan Lawrence Inc.

  • 127 S Highland Ave Unit A4, Ossining, NY 10562

    $130,000

    Sold Jan 20, 2026

    127 S Highland Ave Unit A4, Ossining, NY 10562

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Built 1962

    Last Sold Summary

    • $173/SF
    • 18 Days On Market

    Last Listing Agent Safiya Swan Keller Williams Realty Group

    127 S Highland Ave Unit A4, Ossining, NY 10562
    • 39 Stormytown Rd, Ossining, NY 10562

      Not Listed For Sale

      39 Stormytown Rd, Ossining, NY 10562

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1900
      39 Stormytown Rd, Ossining, NY 10562

      Last Sold Summary

      • $407/SF
      • 69 Days On Market
      • Last Sold Price $570,000
      • Dec 06, 2023

      Last Listing Agent Donald Utschig Maxwell Jacobs, Inc.

  • 18 Jenkins Ct, Ossining, NY 10562

    $695,250

    Sold Sep 12, 2025

    18 Jenkins Ct, Ossining, NY 10562

    • 4 Beds
    • 3 Baths
    • 1,932 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $360/SF
    • 51 Days On Market

    Current Estimated Value $716,102

    Last Listing Agent Eva Casoria eXp Realty

    18 Jenkins Ct, Ossining, NY 10562
    • 3 Aspen Ct, Ossining, NY 10562

      Est $844,313

      Not Listed For Sale

      3 Aspen Ct, Ossining, NY 10562

      • 3 Beds
      • 3 Baths
      • 2,691 Sq Ft
      • Built 1968
      3 Aspen Ct, Ossining, NY 10562

      Last Sold Summary

      • 13% Above List Price
      • $279/SF
      • 16 Days On Market
      • Last Sold Price $750,000
      • May 23, 2023

      Last Listing Agent James Schunk Schunk Realty Group

  • 33 Fawn Ct, Ossining, NY 10562

    $573,000

    Sold Sep 17, 2025

    33 Fawn Ct, Ossining, NY 10562

    • 1 Bed
    • 1.5 Baths
    • 1,287 Sq Ft
    • Built 1986

    Last Sold Summary

    • 15% Above List Price
    • $445/SF
    • 35 Days On Market

    Current Estimated Value $574,828

    Last Listing Agent Jenny Colon Coldwell Banker Realty

    33 Fawn Ct, Ossining, NY 10562
    • 60 Stormytown Rd, Ossining, NY 10562

      Est $864,584

      Not Listed For Sale

      60 Stormytown Rd, Ossining, NY 10562

      • 4 Beds
      • 2 Baths
      • 2,752 Sq Ft
      • Built 1953
      60 Stormytown Rd, Ossining, NY 10562

      Last Sold Summary

      • 11% Above List Price
      • $282/SF
      • 19 Days On Market
      • Last Sold Price $776,000
      • Nov 09, 2023

      Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  • 7 Grandview Ave, Ossining, NY 10562

    $700,000

    Sold Mar 27, 2026

    7 Grandview Ave, Ossining, NY 10562

    • 6 Beds
    • 3 Baths
    • 3,254 Sq Ft
    • Built 1950

    Last Sold Summary

    • $215/SF
    • 80 Days On Market

    Current Estimated Value $713,711

    Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

    7 Grandview Ave, Ossining, NY 10562
    • 74 Croton Dam Rd, Ossining, NY 10562

      Not Listed For Sale

      74 Croton Dam Rd, Ossining, NY 10562

      • 4 Beds
      • 2.5 Baths
      • 2,917 Sq Ft
      • Built 1953
      74 Croton Dam Rd, Ossining, NY 10562

      Last Sold Summary

      • $334/SF
      • 14 Days On Market
      • Last Sold Price $975,000
      • Jul 31, 2023

      Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  • 103 Eagle Bay Dr, Ossining, NY 10562

    $348,250

    Sold Jun 24, 2025

    103 Eagle Bay Dr, Ossining, NY 10562

    • 1 Bed
    • 1 Bath
    • 1,089 Sq Ft
    • Built 1982

    Last Sold Summary

    • 6% Below List Price
    • $320/SF
    • 22 Days On Market

    Current Estimated Value $375,924

    Last Listing Agent Nancy Kennedy

    103 Eagle Bay Dr, Ossining, NY 10562
    • 13 Minkel Rd, Ossining, NY 10562

      Est $681,794

      Not Listed For Sale

      13 Minkel Rd, Ossining, NY 10562

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1965
      13 Minkel Rd, Ossining, NY 10562

      Last Sold Summary

      • 5% Above List Price
      • $430/SF
      • 41 Days On Market
      • Last Sold Price $650,000
      • Mar 12, 2025

      Last Listing Agent Jean-Charles DeOliveira Scappaticci ERA Insite Realty Services

  • 22 Copley Ct Unit 22, Briarcliff Manor, NY 10510

    $585,000

    Sold Mar 31, 2026

    22 Copley Ct Unit 22, Briarcliff Manor, NY 10510

    • 2 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $466/SF
    • 15 Days On Market

    Last Listing Agent Maura Mcspedon William Raveis Real Estate

    22 Copley Ct Unit 22, Briarcliff Manor, NY 10510
    • 14 White Birch Dr, Ossining, NY 10562

      Est $801,259

      Not Listed For Sale

      14 White Birch Dr, Ossining, NY 10562

      • 3 Beds
      • 2 Baths
      • 2,317 Sq Ft
      • Built 1968
      14 White Birch Dr, Ossining, NY 10562

      Last Sold Summary

      • 11% Above List Price
      • $311/SF
      • 14 Days On Market
      • Last Sold Price $720,000
      • Dec 15, 2023

      Last Listing Agent Ana Gorea Corcoran Legends Realty

  • 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 $1,291,538

    Last Listing Agent Irina Fiorella Coldwell Banker Realty

    9 Gualtiere Ln, Ossining, NY 10562
    • 10 White Birch Dr, Ossining, NY 10562

      Est $751,559

      Not Listed For Sale

      10 White Birch Dr, Ossining, NY 10562

      • 4 Beds
      • 2 Baths
      • 2,165 Sq Ft
      • Built 1968
      10 White Birch Dr, Ossining, NY 10562

      Last Sold Summary

      • $346/SF
      • 28 Days On Market
      • Last Sold Price $750,000
      • Dec 12, 2024

      Last Listing Agent Matthew Valvano Berkshire Hathaway Home Services

  • 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 $846,100

    Last Listing Agent Margaret McMullen Keller Williams NY Realty

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

      Est $939,829

      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

      • 4% Above List Price
      • $425/SF
      • 18 Days On Market
      • Last Sold Price $905,000
      • Apr 24, 2024

      Last Listing Agent Jennifer Stevenson Houlihan Lawrence Inc.

  • 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 $998,833

    Last Listing Agent Cindy Cassuto Corcoran Legends Realty

    10 Wyche Way, Ossining, NY 10562
    • 4 Aspen Ct, Ossining, NY 10562

      Est $725,054

      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

      • 2% Above List Price
      • $415/SF
      • 40 Days On Market
      • Last Sold Price $712,000
      • Dec 18, 2024

      Last Listing Agent Phyllis Lerner Corcoran Legends Realty

  • 6 Steven Dr Unit 5, Ossining, NY 10562

    $375,000

    Sold Jun 26, 2025

    6 Steven Dr Unit 5, Ossining, NY 10562

    • 1 Bed
    • 1 Bath
    • 825 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $455/SF
    • 23 Days On Market

    Current Estimated Value $416,383

    Last Listing Agent Timothy Williamson William Raveis-New York LLC

    6 Steven Dr Unit 5, Ossining, NY 10562
    • 6 Reeback Dr, Ossining, NY 10562

      Est $716,282

      Not Listed For Sale

      6 Reeback Dr, Ossining, NY 10562

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft
      • Built 1967
      6 Reeback Dr, Ossining, NY 10562

      Last Sold Summary

      • 2% Above List Price
      • $371/SF
      • 23 Days On Market
      • Last Sold Price $705,000
      • Oct 29, 2024

      Last Listing Agent Daniel Bucci Coldwell Banker Realty

  • 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 $590,815

    Last Listing Agent Maura Mcspedon William Raveis Real Estate

    122 Whitetail Cir, Ossining, NY 10562
    • 191 Cedar Ln, Ossining, NY 10562

      Est $601,389

      Not Listed For Sale

      191 Cedar Ln, Ossining, NY 10562

      • 4 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1951
      191 Cedar Ln, Ossining, NY 10562

      Last Sold Summary

      • 6% Above List Price
      • $394/SF
      • 34 Days On Market
      • Last Sold Price $567,000
      • Mar 20, 2025

      Last Listing Agent Charles Wilson BHHS River Towns Real Estate

  • 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 $704,797

    Last Listing Agent Ana Bermeo Keller Williams Realty Partner

    7 Bracken Rd, Ossining, NY 10562
    • 2 Cliff Dr, Ossining, NY 10562

      Est $676,264

      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

      • 13% Above List Price
      • $305/SF
      • 63 Days On Market
      • Last Sold Price $600,000
      • Feb 16, 2024

      Last Listing Agent Francie Malina Compass Greater NY, LLC

  • 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 $1,760,026

    Last Listing Agent Adam Hade Compass Greater NY, LLC

    37 Hyatt Rd, Briarcliff Manor, NY 10510
    • 11 Stanley Ave, Ossining, NY 10562

      Est $594,050

      Not Listed For Sale

      11 Stanley Ave, Ossining, NY 10562

      • 3 Beds
      • 2 Baths
      • 1,506 Sq Ft
      • Built 1935
      11 Stanley Ave, Ossining, NY 10562

      Last Sold Summary

      • 13% Above List Price
      • $349/SF
      • 232 Days On Market
      • Last Sold Price $525,000
      • Jul 02, 2024

      Last Listing Agent Tana McGuire eXp Realty

  • 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 $526,284

    Last Listing Agent Luba Sydor Houlihan Lawrence Inc.

    83 Hudson Point Ln, Ossining, NY 10562

Showing Results 441 - 480, Page 12 of 18

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