Recently Sold Ossining, NY Homes

• 

  $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 $745,279

  Last Listing Agent Maura Mcspedon William Raveis Real Estate

  3 Parker Dr, Ossining, NY 10562
• 

  $700,000 Sold Mar 13, 2026

  143 N Highland Ave, Ossining, NY 10562

  • 6 Beds
  • 3 Baths
  • 1,768 Sq Ft
  • Built 1920

  Last Sold Summary

  • 12% Below List Price
  • $396/SF
  • 76 Days On Market

  Current Estimated Value $771,406

  Last Listing Agent Mohammed Sayem Century 21 Dawns Gold Realty

  143 N Highland Ave, Ossining, NY 10562
• 

  $1,710,000 Sold Oct 29, 2025

  23 Brookwood Dr, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 4,592 Sq Ft
  • Built 1989

  Last Sold Summary

  • 10% Above List Price
  • $372/SF
  • 12 Days On Market

  Current Estimated Value $1,689,922

  Last Listing Agent Francie Malina Compass Greater NY, LLC

  23 Brookwood Dr, Briarcliff Manor, NY 10510
• 

  $225,000 Sold Jun 24, 2025

  16 Rockledge Ave Unit 7DD1, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Built 1970

  Last Sold Summary

  • $306/SF
  • 218 Days On Market

  Current Estimated Value $366,000

  Last Listing Agent Candace D'Addario Coldwell Banker Realty

  16 Rockledge Ave Unit 7DD1, Ossining, NY 10562
• 

  $770,000 Sold Jul 29, 2025

  246 Horseshoe Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 2,731 Sq Ft
  • Built 1986

  Last Sold Summary

  • 19% Above List Price
  • $282/SF
  • 19 Days On Market

  Current Estimated Value $748,901

  Last Listing Agent Mary Ann Tighe Houlihan Lawrence Inc.

  246 Horseshoe Cir, Ossining, NY 10562
• 

  $999,000 Sold Jan 20, 2026

  1376 Spring Valley Rd, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,242 Sq Ft
  • Built 1950

  Last Sold Summary

  • 18% Above List Price
  • $446/SF
  • 30 Days On Market

  Current Estimated Value $885,944

  Last Listing Agent Douglas Dill Houlihan Lawrence Inc.

  1376 Spring Valley Rd, Ossining, NY 10562
• 

  $795,000 Sold Jun 05, 2025

  9 Leawood Dr, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3 Baths
  • 1,701 Sq Ft
  • Built 1955

  Last Sold Summary

  • 15% Above List Price
  • $467/SF
  • 14 Days On Market

  Current Estimated Value $1,022,901

  Last Listing Agent Eric Lebenson ERA Insite Realty Services

  9 Leawood Dr, Briarcliff Manor, NY 10510
• 

  $1,025,000 Sold Mar 23, 2026

  320 Illington Rd, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,950 Sq Ft
  • Built 1851

  Last Sold Summary

  • 7% Below List Price
  • $347/SF
  • 17 Days On Market

  Current Estimated Value $1,082,046

  Last Listing Agent Eva Casoria eXp Realty

  320 Illington Rd, Ossining, NY 10562
• 

  $358,500 Sold Nov 19, 2025

  605 Eagle Bay Dr, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 824 Sq Ft
  • Built 1982

  Last Sold Summary

  • 10% Above List Price
  • $435/SF
  • 29 Days On Market

  Current Estimated Value $349,985

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  605 Eagle Bay Dr, Ossining, NY 10562
• 

  $660,000 Sold Jul 29, 2025

  23 Brookville Ave, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft
  • Built 1905

  Last Sold Summary

  • 10% Above List Price
  • $493/SF
  • 17 Days On Market

  Current Estimated Value $646,526

  Last Listing Agent Heather Bouza William Raveis-New York, LLC

  23 Brookville Ave, Ossining, NY 10562
• 

  $631,000 Sold Jun 16, 2025

  132 S Highland Ave, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 1,236 Sq Ft
  • Built 1961

  Last Sold Summary

  • 15% Above List Price
  • $511/SF
  • 8 Days On Market

  Current Estimated Value $619,955

  Last Listing Agent Christine Pergolizzi

  132 S Highland Ave, Ossining, NY 10562
• 

  $1,200,000 Sold Sep 05, 2025

  125 Hawkes Ave, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,876 Sq Ft
  • Built 1913

  Last Sold Summary

  • 9% Above List Price
  • $310/SF
  • 41 Days On Market

  Current Estimated Value $1,189,371

  Last Listing Agent Francie Malina Compass Greater NY, LLC

  125 Hawkes Ave, Ossining, NY 10562
• 

  $1,675,000 Sold Jun 18, 2025

  543 Scarborough Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3 Baths
  • 2,759 Sq Ft
  • Built 1969

  Last Sold Summary

  • 17% Above List Price
  • $607/SF
  • 12 Days On Market

  Current Estimated Value $1,678,847

  Last Listing Agent Matthew Valvano Berkshire Hathaway HS NY Prop

  543 Scarborough Rd, Briarcliff Manor, NY 10510
• 

  $420,000 Sold Apr 21, 2025

  23 Ann St, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 2,087 Sq Ft
  • Built 1897

  Last Sold Summary

  • 7% Below List Price
  • $201/SF
  • 54 Days On Market

  Current Estimated Value $637,802

  Last Listing Agent Eric Schatz Schatz Realty Group

  23 Ann St, Ossining, NY 10562
• 

  $245,000 Sold Jun 09, 2025

  18 Charter Cir Unit 18, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $258/SF
  • 25 Days On Market

  Last Listing Agent Christine Naber RE/MAX Distinguished Hms.&Prop

  18 Charter Cir Unit 18, Ossining, NY 10562
• 

  $1,950,000 Sold Jul 30, 2025

  24 Hollow Tree Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 4.5 Baths
  • 6,116 Sq Ft
  • Built 1994

  Last Sold Summary

  • 5% Above List Price
  • $319/SF
  • 13 Days On Market

  Current Estimated Value $2,023,551

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  24 Hollow Tree Rd, Briarcliff Manor, NY 10510
• 

  $436,000 Sold Aug 27, 2025

  2 Briarcliff Dr S Unit 10, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,082 Sq Ft
  • Built 1982

  Last Sold Summary

  • 6% Above List Price
  • $403/SF
  • 42 Days On Market

  Current Estimated Value $446,000

  Last Listing Agent Lisa DaRos Houlihan Lawrence Inc.

  2 Briarcliff Dr S Unit 10, Ossining, NY 10562
• 

  $935,000 Sold Nov 13, 2025

  177 Croton Ave, Ossining, NY 10562

  • 4 Beds
  • 6 Baths
  • 2,868 Sq Ft
  • Built 2022

  Last Sold Summary

  • $326/SF
  • 22 Days On Market

  Current Estimated Value $932,241

  Last Listing Agent Owen Leggio Leggio Realty Group

  177 Croton Ave, Ossining, NY 10562
• 

  $580,000 Sold Dec 05, 2025

  12 Brooke Hollow Ct, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $414/SF
  • 42 Days On Market

  Current Estimated Value $585,109

  Last Listing Agent Margaret McMullen Keller Williams NY Realty

  12 Brooke Hollow Ct, Ossining, NY 10562
• 

  $649,000 Sold Mar 12, 2026

  14 Pond View Ln, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 2,137 Sq Ft
  • Built 1996

  Last Sold Summary

  • $304/SF
  • 26 Days On Market

  Current Estimated Value $656,324

  Last Listing Agent Suzanne Lagle Houlihan Lawrence Inc.

  14 Pond View Ln, Ossining, NY 10562
• 

  $1,534,299 Sold Jun 16, 2025

  48 Central Dr W, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 3,613 Sq Ft
  • Built 1963

  Last Sold Summary

  • 18% Above List Price
  • $425/SF
  • 12 Days On Market

  Current Estimated Value $1,534,022

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  48 Central Dr W, Briarcliff Manor, NY 10510
• 

  $701,000 Sold Apr 25, 2025

  16 Charles Place, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • Built 1960

  Last Sold Summary

  • 17% Above List Price
  • $502/SF
  • 32 Days On Market

  Current Estimated Value $681,304

  Last Listing Agent Lucille Ettere Houlihan Lawrence Inc.

  16 Charles Place, Ossining, NY 10562
• 

  $995,000 Sold Jan 30, 2026

  2 Oak Hill Terrace, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 1923

  Last Sold Summary

  • 6% Above List Price
  • $302/SF
  • 26 Days On Market

  Current Estimated Value $947,142

  Last Listing Agent Heather Bouza William Raveis-New York, LLC

  2 Oak Hill Terrace, Ossining, NY 10562
• 

  $577,700 Sold Nov 14, 2025

  16 Forest Ave, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Below List Price
  • $388/SF
  • 178 Days On Market

  Current Estimated Value $570,187

  Last Listing Agent Korab Krasniqi Compass Greater NY, LLC

  16 Forest Ave, Ossining, NY 10562
• 

  $640,000 Sold May 02, 2025

  312 Saddle Trail, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,616 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $396/SF
  • 22 Days On Market

  Last Listing Agent Diane Silverman Keller Williams NY Realty

  312 Saddle Trail, Ossining, NY 10562
• 

  $870,000 Sold Oct 15, 2025

  6 Narragansett Ave, Ossining, NY 10562

  • 5 Beds
  • 3 Baths
  • 2,033 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $428/SF
  • 15 Days On Market

  Current Estimated Value $883,833

  Last Listing Agent Robert Bowker eRealty Advisors, Inc

  6 Narragansett Ave, Ossining, NY 10562
• 

  $129,000 Sold May 20, 2025

  121 S Highland Ave Unit 3C, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1964

  Last Sold Summary

  • $172/SF
  • 27 Days On Market

  Current Estimated Value $183,000

  Last Listing Agent Laura Ionata Corcoran Legends Realty

  121 S Highland Ave Unit 3C, Ossining, NY 10562
• 

  $760,000 Sold Oct 07, 2025

  4 Redway Rd, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,689 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Above List Price
  • $450/SF
  • 11 Days On Market

  Current Estimated Value $743,893

  Last Listing Agent Maureen Verre Houlihan Lawrence Inc.

  4 Redway Rd, Ossining, NY 10562
• 

  $527,000 Sold Apr 16, 2025

  274 Horseshoe Cir, Ossining, NY 10562

  • 1 Bed
  • 1.5 Baths
  • 1,141 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $462/SF
  • 13 Days On Market

  Current Estimated Value $528,869

  Last Listing Agent Maura Mcspedon William Raveis Real Estate

  274 Horseshoe Cir, Ossining, NY 10562
• 

  $281,250 Sold Jun 18, 2025

  644 Pinesbridge Rd, Ossining, NY 10562

  • Land
  • 1.88 Acres
  • $149,601 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 27 Days On Market

  Current Estimated Value $283,333

  Last Listing Agent Susan Pratt Coldwell Banker Realty

  644 Pinesbridge Rd, Ossining, NY 10562
• 

  $1,015,000 Sold Apr 30, 2025

  1340 Kitchawan Rd, Ossining, NY 10562

  • 8 Beds
  • 6.5 Baths
  • 6,500 Sq Ft
  • Built 1906

  Last Sold Summary

  • 2% Above List Price
  • $156/SF
  • 27 Days On Market

  Current Estimated Value $1,615,108

  Last Listing Agent Donna Ramundo Keller Williams Valley Realty

  1340 Kitchawan Rd, Ossining, NY 10562
• 

  $485,000 Sold Sep 05, 2025

  25 Belleview Ave, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,526 Sq Ft
  • Built 1902

  Last Sold Summary

  • 12% Below List Price
  • $318/SF
  • 127 Days On Market

  Current Estimated Value $520,984

  Last Listing Agent J. Philip Faranda Howard Hanna Rand Realty

  25 Belleview Ave, Ossining, NY 10562
• 

  $2,500,000 Sold Sep 02, 2025

  652 Long Hill Rd W, Briarcliff Manor, NY 10510

  • 5 Beds
  • 5.5 Baths
  • 6,080 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Below List Price
  • $411/SF
  • 15 Days On Market

  Current Estimated Value $2,476,847

  Last Listing Agent Jennifer Fischman Houlihan Lawrence Inc.

  652 Long Hill Rd W, Briarcliff Manor, NY 10510
• 

  $643,500 Sold Aug 13, 2025

  4 Hudson Watch Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,661 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Below List Price
  • $387/SF
  • 18 Days On Market

  Current Estimated Value $647,414

  Last Listing Agent Melvin Ramos Coldwell Banker Realty

  4 Hudson Watch Dr, Ossining, NY 10562
• 

  $560,000 Sold Jun 13, 2025

  224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 1,298 Sq Ft
  • Built 1975

  Last Sold Summary

  • $431/SF
  • 41 Days On Market

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

  224 Kemeys Cove Unit 2-24, Briarcliff Manor, NY 10510
• 

  $1,175,000 Sold Aug 21, 2025

  1121 Estates Dr, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • Built 1997

  Last Sold Summary

  • 13% Below List Price
  • $367/SF
  • 56 Days On Market

  Current Estimated Value $1,180,036

  Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

  1121 Estates Dr, Ossining, NY 10562
• 

  $430,000 Sold Apr 23, 2025

  7 Hudson Point Ln, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,153 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $373/SF
  • 47 Days On Market

  Current Estimated Value $446,846

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  7 Hudson Point Ln, Ossining, NY 10562
• 

  $510,000 Sold Mar 23, 2026

  39 Ann St, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1902

  Last Sold Summary

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

  Current Estimated Value $497,072

  Last Listing Agent Susan Fraietta BHHS River Towns Real Estate

  39 Ann St, Ossining, NY 10562
• 

  $245,000 Sold Sep 29, 2025

  135 S Highland Ave Unit D4, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 975 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Above List Price
  • $251/SF
  • 12 Days On Market

  Last Listing Agent Raymond Lopez Howard Hanna Rand Realty

  135 S Highland Ave Unit D4, Ossining, NY 10562
• 

  $897,000 Sold Feb 25, 2026

  120 Morningside Dr, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,392 Sq Ft
  • Built 1959

  Last Sold Summary

  • $375/SF
  • 7 Days On Market

  Current Estimated Value $887,485

  Last Listing Agent Manuel Galan eXp Realty

  120 Morningside Dr, Ossining, NY 10562

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