Recently Sold Ossining, NY Homes

• 

  $220,000 Sold Dec 15, 2025

  125 S Highland Ave Unit 4B, Ossining, NY 10562

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

  Last Sold Summary

  • $232/SF
  • 20 Days On Market

  Last Listing Agent Marianne Lepore Corcoran Legends Realty

  125 S Highland Ave Unit 4B, Ossining, NY 10562
• 

  $625,000 Sold Dec 22, 2025

  6 Leawood Dr, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • Built 1956

  Last Sold Summary

  • 4% Below List Price
  • $406/SF
  • 39 Days On Market

  Current Estimated Value $669,515

  Last Listing Agent Kimberly Cacace Howard Hanna Rand Realty

  6 Leawood Dr, Briarcliff Manor, NY 10510
• 

  $1,075,000 Sold Dec 12, 2025

  70 Spring Valley Rd, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,240 Sq Ft
  • Built 1790

  Last Sold Summary

  • 10% Below List Price
  • $332/SF
  • 54 Days On Market

  Current Estimated Value $1,080,050

  Last Listing Agent Melissa Colabella Compass Greater NY, LLC

  70 Spring Valley Rd, Ossining, NY 10562
• 

  $320,000 Sold Dec 01, 2025

  17 Campwoods Grounds, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $444/SF
  • 93 Days On Market

  Last Listing Agent Rob Lowenthal Corcoran Legends Realty

  17 Campwoods Grounds, Ossining, NY 10562
• 

  $999,000 Sold Jul 16, 2025

  196 Pinesbridge Rd, Ossining, NY 10562

  • 4 Beds
  • 4 Baths
  • 2,700 Sq Ft
  • Built 1868

  Last Sold Summary

  • 9% Below List Price
  • $370/SF
  • 53 Days On Market

  Last Listing Agent Cindy Kief Corcoran Legends Realty

  196 Pinesbridge Rd, Ossining, NY 10562
• 

  $1,113,000 Sold Aug 01, 2025

  140 Fuller Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 4 Baths
  • 2,456 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Above List Price
  • $453/SF
  • 25 Days On Market

  Current Estimated Value $1,115,830

  Last Listing Agent Wendy Phillips Corcoran Legends Realty

  140 Fuller Rd, Briarcliff Manor, NY 10510
• 

  $610,000 Sold Jun 04, 2025

  203 Glenwood Dr, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Above List Price
  • $508/SF
  • 16 Days On Market

  Last Listing Agent Deborah Valentino Houlihan Lawrence Inc.

  203 Glenwood Dr, Briarcliff Manor, NY 10510
• 

  $299,000 Sold Oct 01, 2025

  221 Schrade Rd Unit 2G, Briarcliff Manor, NY 10510

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1958

  Last Sold Summary

  • $332/SF
  • 32 Days On Market

  Last Listing Agent Catherine O'Connor Houlihan Lawrence Inc.

  221 Schrade Rd Unit 2G, Briarcliff Manor, NY 10510
• 

  $499,000 Sold Dec 31, 2025

  24 Oakbrook Rd, Ossining, NY 10562

  • 4 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1955

  Last Sold Summary

  • $385/SF
  • 18 Days On Market

  Current Estimated Value $495,785

  Last Listing Agent Raquel Berrios Nine28 Realty, LLC

  24 Oakbrook Rd, Ossining, NY 10562
• 

  $700,000 Sold Jul 01, 2025

  21 Calam Ave, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 1922

  Last Sold Summary

  • 21% Above List Price
  • $535/SF
  • 15 Days On Market

  Current Estimated Value $663,430

  Last Listing Agent Carol Marrone Christie's Int. Real Estate

  21 Calam Ave, Ossining, NY 10562
• 

  $675,000 Sold Mar 26, 2026

  19 Donald Ln, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Below List Price
  • $479/SF
  • 109 Days On Market

  Current Estimated Value $662,441

  Last Listing Agent Luke Joachim Redfin Real Estate

  19 Donald Ln, Ossining, NY 10562
• 

  $620,000 Sold Jun 26, 2025

  26 Calam Ave, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft
  • Built 1949

  Last Sold Summary

  • 9% Above List Price
  • $457/SF
  • 23 Days On Market

  Current Estimated Value $605,967

  Last Listing Agent Philip Simonetti Redfin Real Estate

  26 Calam Ave, Ossining, NY 10562
• 

  $775,000 Sold Jul 03, 2025

  5 Jenkins Ct, Ossining, NY 10562

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft
  • Built 1999

  Last Sold Summary

  • 11% Above List Price
  • $380/SF
  • 29 Days On Market

  Current Estimated Value $783,446

  Last Listing Agent Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  5 Jenkins Ct, Ossining, NY 10562
• 

  $552,000 Sold Apr 09, 2025

  109 Eagle Bay Dr, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1982

  Last Sold Summary

  • 11% Above List Price
  • $442/SF
  • 28 Days On Market

  Current Estimated Value $549,012

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  109 Eagle Bay Dr, Ossining, NY 10562
• 

  $749,000 Sold Jul 30, 2025

  10 Crest Dr, Briarcliff Manor, NY 10510

  • 3 Beds
  • 1.5 Baths
  • 1,767 Sq Ft
  • Built 1928

  Last Sold Summary

  • $424/SF
  • 39 Days On Market

  Current Estimated Value $802,445

  Last Listing Agent Mark Nadler Berkshire Hathaway HS NY Prop

  10 Crest Dr, Briarcliff Manor, NY 10510
• 

  $577,500 Sold Aug 07, 2025

  25 Tappan Terrace, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft
  • Built 1956

  Last Sold Summary

  • 10% Above List Price
  • $345/SF
  • 17 Days On Market

  Current Estimated Value $680,866

  Last Listing Agent Eric Lebenson ERA Insite Realty Services

  25 Tappan Terrace, Briarcliff Manor, NY 10510
• 

  $680,000 Sold Oct 31, 2025

  33 Ann St, Ossining, NY 10562

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1902

  Last Sold Summary

  • 3% Below List Price
  • $340/SF
  • 82 Days On Market

  Current Estimated Value $675,592

  Last Listing Agent Matthew Bizzarro Bizzarro Agency, LLC

  33 Ann St, Ossining, NY 10562
• 

  $730,000 Sold Aug 28, 2025

  25 Ganung Dr, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 1,268 Sq Ft
  • Built 1954

  Last Sold Summary

  • 1% Above List Price
  • $576/SF
  • 64 Days On Market

  Current Estimated Value $719,402

  Last Listing Agent Matthew Bizzarro Bizzarro Agency, LLC

  25 Ganung Dr, Ossining, NY 10562
• 

  $469,999 Sold May 20, 2025

  36 2nd Ave, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 896 Sq Ft
  • Built 1959

  Last Sold Summary

  • $525/SF
  • 7 Days On Market

  Current Estimated Value $485,057

  Last Listing Agent Stephen Mele Houlihan Lawrence Inc.

  36 2nd Ave, Ossining, NY 10562
• 

  $280,000 Sold Jul 22, 2025

  117 S Highland Ave Unit 1H, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 827 Sq Ft
  • Built 1962

  Last Sold Summary

  • $339/SF
  • 67 Days On Market

  Current Estimated Value $183,000

  Last Listing Agent Tatiana Volcy Charles Rutenberg Realty, Inc.

  117 S Highland Ave Unit 1H, Ossining, NY 10562
• 

  $765,000 Sold Dec 03, 2025

  459 Illington Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 2,658 Sq Ft
  • Built 1850

  Last Sold Summary

  • 10% Below List Price
  • $288/SF
  • 102 Days On Market

  Current Estimated Value $777,247

  Last Listing Agent Jonathan Gumowitz Coldwell Banker Signature Prop

  459 Illington Rd, Ossining, NY 10562
• 

  $800,000 Sold Jun 18, 2025

  21 Park Ave, Ossining, NY 10562

  • 5 Beds
  • 3 Baths
  • 2,991 Sq Ft
  • Built 1935

  Last Sold Summary

  • 5% Below List Price
  • $267/SF
  • 77 Days On Market

  Current Estimated Value $808,363

  Last Listing Agent Anthony Saddler YourHomeSold Guaranteed Realty

  21 Park Ave, Ossining, NY 10562
• 

  $362,500 Sold Apr 25, 2025

  24 Campwoods Grounds, Ossining, NY 10562

  • 1 Bed
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1920

  Last Sold Summary

  • 9% Below List Price
  • $341/SF
  • 148 Days On Market

  Current Estimated Value $373,920

  Last Listing Agent Richard Blanchet Compass Greater NY, LLC

  24 Campwoods Grounds, Ossining, NY 10562
• 

  $670,000 Sold Jun 05, 2025

  16 Sabrina Ln, Ossining, NY 10562

  • 3 Beds
  • 3 Baths
  • 1,744 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Above List Price
  • $384/SF
  • 30 Days On Market

  Current Estimated Value $679,942

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  16 Sabrina Ln, Ossining, NY 10562
• 

  $150,000 Sold May 22, 2025

  129 S Highland Ave Unit 2C5, Ossining, NY 10562

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

  Last Sold Summary

  • 6% Below List Price
  • $200/SF
  • 76 Days On Market

  Last Listing Agent Mavra Mita Howard Hanna Rand Realty

  129 S Highland Ave Unit 2C5, Ossining, NY 10562
• 

  $1,500,000 Sold Feb 24, 2026

  345 Elm Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 3.5 Baths
  • 4,714 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $318/SF
  • 29 Days On Market

  Current Estimated Value $1,588,833

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  345 Elm Rd, Briarcliff Manor, NY 10510
• 

  $499,000 Sold Mar 23, 2026

  113 Antler Ridge Unit 113, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 92 Days On Market

  Last Listing Agent Evan Attinger Schunk Realty Group

  113 Antler Ridge Unit 113, Ossining, NY 10562
• 

  $1,525,000 Sold Sep 15, 2025

  2 Lewiston Ct, Briarcliff Manor, NY 10510

  • 3 Beds
  • 4 Baths
  • 4,467 Sq Ft
  • Built 1995

  Last Sold Summary

  • $341/SF
  • 14 Days On Market

  Current Estimated Value $1,548,032

  Last Listing Agent Allison Tintenfass Compass Greater NY, LLC

  2 Lewiston Ct, Briarcliff Manor, NY 10510
• 

  $800,000 Sold Jun 17, 2025

  521 Scarborough Rd, Briarcliff Manor, NY 10510

  • 1 Bed
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1960

  Last Sold Summary

  • 14% Above List Price
  • $533/SF
  • 15 Days On Market

  Current Estimated Value $826,342

  Last Listing Agent Matthew Valvano Berkshire Hathaway HS NY Prop

  521 Scarborough Rd, Briarcliff Manor, NY 10510
• 

  $1,330,000 Sold Feb 18, 2026

  11 Knollwood Dr, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 3,813 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $349/SF
  • 25 Days On Market

  Current Estimated Value $1,300,436

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  11 Knollwood Dr, Ossining, NY 10562
• 

  $1,310,000 Sold Dec 10, 2025

  24 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 3.5 Baths
  • 3,063 Sq Ft
  • Built 1860

  Last Sold Summary

  • 19% Above List Price
  • $428/SF
  • 9 Days On Market

  Current Estimated Value $1,292,961

  Last Listing Agent Elizabeth Hargraves Julia B Fee Sothebys Int. Rlty

  24 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
• 

  $1,820,000 Sold Sep 03, 2025

  94 Hirst Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 5.5 Baths
  • 7,044 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $258/SF
  • 27 Days On Market

  Current Estimated Value $1,887,194

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

  94 Hirst Rd, Briarcliff Manor, NY 10510
• 

  $685,000 Sold May 07, 2025

  55 Briarbrook Dr, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 2,099 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $326/SF
  • 34 Days On Market

  Current Estimated Value $721,213

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  55 Briarbrook Dr, Briarcliff Manor, NY 10510
• 

  $383,775 Sold Dec 03, 2025

  14 Bridle Path Rd, Ossining, NY 10562

  • 1 Bed
  • 1.5 Baths
  • 1,139 Sq Ft
  • Built 1986

  Last Sold Summary

  • 14% Below List Price
  • $337/SF
  • 71 Days On Market

  Current Estimated Value $403,909

  Last Listing Agent Jamarr Zellner REALHome Services & Solutions

  14 Bridle Path Rd, Ossining, NY 10562
• 

  $590,000 Sold Aug 08, 2025

  333 N State Rd Unit 8, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1988

  Last Sold Summary

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

  Last Listing Agent Sarah Hughes Corcoran Legends Realty

  333 N State Rd Unit 8, Briarcliff Manor, NY 10510
• 

  $265,000 Sold Jan 29, 2026

  97 Charter Cir Unit 97, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Above List Price
  • $285/SF
  • 90 Days On Market

  Last Listing Agent Robert Dellaero Julia B Fee Sothebys Int. Rlty

  97 Charter Cir Unit 97, Ossining, NY 10562
• 

  $744,000 Sold Feb 09, 2026

  134 Dalmeny Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 1.5 Baths
  • 2,023 Sq Ft
  • Built 1910

  Last Sold Summary

  • 10% Above List Price
  • $368/SF
  • 17 Days On Market

  Current Estimated Value $677,763

  Last Listing Agent Eric Lebenson ERA Insite Realty Services

  134 Dalmeny Rd, Briarcliff Manor, NY 10510
• 

  $540,000 Sold Aug 15, 2025

  141 N Highland Ave, Ossining, NY 10562

  • 5 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1858

  Last Sold Summary

  • 17% Below List Price
  • $326/SF
  • 43 Days On Market

  Current Estimated Value $535,730

  Last Listing Agent Cynthia Leite ERA Insite Realty Services

  141 N Highland Ave, Ossining, NY 10562
• 

  $668,000 Sold Apr 16, 2025

  89 Morningside Dr, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Below List Price
  • $474/SF
  • 27 Days On Market

  Current Estimated Value $683,109

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

  89 Morningside Dr, Ossining, NY 10562
• 

  $822,690 Sold Oct 17, 2025

  14 High Ridge Rd, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 3,240 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $254/SF
  • 21 Days On Market

  Current Estimated Value $846,214

  Last Listing Agent Brian McCarthy Nestedge Realty

  14 High Ridge Rd, Ossining, NY 10562

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