Recently Sold Ossining, NY Homes

• 

  $605,000 Sold Feb 21, 2026

  126 Whitetail Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 1986

  Last Sold Summary

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

  Current Estimated Value $610,900

  Last Listing Agent Kathleen Courtney Coldwell Banker Realty

  126 Whitetail Cir, Ossining, NY 10562
• 

  $625,000 Sold Sep 02, 2025

  233 Woods Brooke Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,475 Sq Ft
  • Built 1985

  Last Sold Summary

  • $424/SF
  • 26 Days On Market

  Current Estimated Value $624,367

  Last Listing Agent Carl Baker Ball Property Management LLC

  233 Woods Brooke Cir, Ossining, NY 10562
• 

  $164,000 Sold Oct 29, 2025

  131 S Highland Ave Unit A3, Ossining, NY 10562

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

  Last Sold Summary

  • 3% Above List Price
  • $219/SF
  • 58 Days On Market

  Last Listing Agent Amit Shah Compass Greater NY, LLC

  131 S Highland Ave Unit A3, Ossining, NY 10562
• 

  $515,000 Sold Jan 29, 2026

  61 Snowden Ave, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,516 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Above List Price
  • $340/SF
  • 30 Days On Market

  Current Estimated Value $517,823

  Last Listing Agent Paul Leis North Country Sothebys Int Rlt

  61 Snowden Ave, Ossining, NY 10562
• 

  $377,500 Sold Jan 13, 2026

  16 Rockledge Ave Unit 7J, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 122 Days On Market

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

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

  $200,000 Sold Nov 17, 2025

  135 S Highland Ave Unit B5, Ossining, NY 10562

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

  Last Sold Summary

  • 7% Below List Price
  • $211/SF
  • 158 Days On Market

  Last Listing Agent Raymond Lopez Howard Hanna Rand Realty

  135 S Highland Ave Unit B5, Ossining, NY 10562
• 

  $635,000 Sold Jul 21, 2025

  45 Lee Ave, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1962

  Last Sold Summary

  • 7% Above List Price
  • $498/SF
  • 16 Days On Market

  Current Estimated Value $631,720

  Last Listing Agent Suzanne Lagle Houlihan Lawrence Inc.

  45 Lee Ave, Ossining, NY 10562
• 

  $150,000 Sold Jun 17, 2025

  82 Dale Ave, Ossining, NY 10562

  • Land
  • 14,810 Sq Ft
  • $441,176 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 38 Days On Market

  Current Estimated Value $148,695

  Last Listing Agent Rachel McLoughlin Compass Greater NY, LLC

  82 Dale Ave, Ossining, NY 10562
• 

  $586,000 Sold Oct 17, 2025

  3 Forest Ave, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $560/SF
  • 22 Days On Market

  Current Estimated Value $575,713

  Last Listing Agent Jacqueline Elliott-Giambalvo HomeSmart Homes & Estates

  3 Forest Ave, Ossining, NY 10562
• 

  $630,000 Sold May 23, 2025

  30 Morningside Dr, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,616 Sq Ft
  • Built 1920

  Last Sold Summary

  • $241/SF
  • 19 Days On Market

  Current Estimated Value $654,206

  Last Listing Agent Donna Nikic Compass Greater NY, LLC

  30 Morningside Dr, Ossining, NY 10562
• 

  $770,000 Sold Sep 11, 2025

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3.5 Baths
  • 2,650 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $291/SF
  • 72 Days On Market

  Current Estimated Value $807,429

  Last Listing Agent Jared Wiener William Raveis-New York LLC

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510
• 

  $365,000 Sold Apr 08, 2026

  101 Eagle Bay Dr Unit 101, Ossining, NY 10562

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

  Last Sold Summary

  • 9% Below List Price
  • $335/SF
  • 79 Days On Market

  Last Listing Agent Nancy Kennedy

  101 Eagle Bay Dr Unit 101, Ossining, NY 10562
• 

  $525,000 Sold Jul 25, 2025

  3 Ward Place, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,474 Sq Ft
  • Built 1933

  Last Sold Summary

  • 1% Below List Price
  • $356/SF
  • 41 Days On Market

  Current Estimated Value $548,695

  Last Listing Agent Tracy Salciccia ERA Insite Realty Services

  3 Ward Place, Ossining, NY 10562
• 

  $1,275,000 Sold Aug 21, 2025

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 3,386 Sq Ft
  • Built 1951

  Last Sold Summary

  • 7% Above List Price
  • $377/SF
  • 27 Days On Market

  Current Estimated Value $1,340,500

  Last Listing Agent Nancy Beard Houlihan Lawrence Inc.

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
• 

  $500,000 Sold Jan 20, 2026

  88 Broadway Unit 4, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,178 Sq Ft
  • Built 1820

  Last Sold Summary

  • $424/SF
  • 20 Days On Market

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

  88 Broadway Unit 4, Ossining, NY 10562
• 

  $515,000 Sold Jan 15, 2026

  5 Glen St, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,151 Sq Ft
  • Built 1874

  Last Sold Summary

  • 2% Above List Price
  • $447/SF
  • 33 Days On Market

  Current Estimated Value $513,753

  Last Listing Agent Sheri Wolfe Berkshire Hathaway HS NY Prop

  5 Glen St, Ossining, NY 10562
• 

  $206,000 Sold Nov 12, 2025

  119 S Highland Ave Unit 1B, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Above List Price
  • $229/SF
  • 211 Days On Market

  Last Listing Agent Alexiss Hernandez YourHomeSold Guaranteed Realty

  119 S Highland Ave Unit 1B, Ossining, NY 10562
• 

  $1,410,000 Sold Jul 22, 2025

  444 River Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 4,412 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Above List Price
  • $320/SF
  • 20 Days On Market

  Current Estimated Value $1,503,885

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  444 River Rd, Briarcliff Manor, NY 10510
• 

  $116,000 Sold Aug 27, 2025

  119 S Highland Ave Unit 5F, Ossining, NY 10562

  • 1 Bath
  • 650 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $178/SF
  • 34 Days On Market

  Current Estimated Value $158,000

  Last Listing Agent Dina Lewis Dorothy Jensen Realty, Inc.

  119 S Highland Ave Unit 5F, Ossining, NY 10562
• 

  $715,000 Sold Aug 01, 2025

  2 Jenkins Ct, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Above List Price
  • $339/SF
  • 57 Days On Market

  Current Estimated Value $732,640

  Last Listing Agent Tina Ciufo William Raveis-New York LLC

  2 Jenkins Ct, Ossining, NY 10562
• 

  $500,000 Sold Jan 07, 2026

  22 William St, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 2,116 Sq Ft
  • Built 1893

  Last Sold Summary

  • 25% Above List Price
  • $236/SF
  • 29 Days On Market

  Current Estimated Value $633,637

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  22 William St, Ossining, NY 10562
• 

  $750,000 Sold Jun 24, 2025

  255 Chadeayne Rd, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,310 Sq Ft
  • Built 1967

  Last Sold Summary

  • $325/SF
  • 110 Days On Market

  Current Estimated Value $780,516

  Last Listing Agent Douglas Dill Houlihan Lawrence Inc.

  255 Chadeayne Rd, Ossining, NY 10562
• 

  $965,000 Sold Oct 09, 2025

  15 Deertree Ln, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,882 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Above List Price
  • $335/SF
  • 56 Days On Market

  Last Listing Agent Iris Lu-Notis Coldwell Banker Realty

  15 Deertree Ln, Briarcliff Manor, NY 10510
• 

  $485,000 Sold Dec 12, 2025

  313 Saddle Trail Unit 31-3, Ossining, NY 10562

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

  Last Sold Summary

  • 8% Above List Price
  • $425/SF
  • 12 Days On Market

  Last Listing Agent Mary Ann Tighe Houlihan Lawrence Inc.

  313 Saddle Trail Unit 31-3, Ossining, NY 10562
• 

  $915,000 Sold Mar 27, 2026

  47 Stormytown Rd, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,424 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Above List Price
  • $377/SF
  • 13 Days On Market

  Current Estimated Value $872,348

  Last Listing Agent Mauro Santucci Kane & Associates

  47 Stormytown Rd, Ossining, NY 10562
• 

  $930,000 Sold Jan 22, 2026

  9 High Ridge Rd, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,715 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Above List Price
  • $343/SF
  • 30 Days On Market

  Current Estimated Value $914,917

  Last Listing Agent Cindy Cassuto Corcoran Legends Realty

  9 High Ridge Rd, Ossining, NY 10562
• 

  $245,500 Sold May 30, 2025

  114 Charter Cir Unit 114, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Below List Price
  • $273/SF
  • 43 Days On Market

  Last Listing Agent Dorothy Botsoe Dorothy Jensen Realty, Inc.

  114 Charter Cir Unit 114, Ossining, NY 10562
• 

  $775,000 Sold Aug 20, 2025

  15 Cooper Dr, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 2,742 Sq Ft
  • Built 1961

  Last Sold Summary

  • 13% Below List Price
  • $283/SF
  • 103 Days On Market

  Current Estimated Value $822,363

  Last Listing Agent Bopaul Sookdeo YourHomeSold Guaranteed Realty

  15 Cooper Dr, Ossining, NY 10562
• 

  $490,000 Sold Jun 03, 2025

  3 Sherman Place, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $213/SF
  • 79 Days On Market

  Current Estimated Value $561,143

  Last Listing Agent Arif Baksh YourHomeSold Guaranteed Realty

  3 Sherman Place, Ossining, NY 10562
• 

  $650,000 Sold Jul 21, 2025

  162 Club Ct, Ossining, NY 10562

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

  Last Sold Summary

  • 5% Above List Price
  • $402/SF
  • 14 Days On Market

  Current Estimated Value $651,554

  Last Listing Agent Eric Stein RE/MAX Distinguished Hms.&Prop

  162 Club Ct, Ossining, NY 10562
• 

  $225,000 Sold Dec 11, 2025

  129 S Highland Ave Unit B6, Ossining, NY 10562

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

  Last Sold Summary

  • $250/SF
  • 33 Days On Market

  Last Listing Agent Elizabeth Kamp Kane & Associates

  129 S Highland Ave Unit B6, Ossining, NY 10562
• 

  $660,000 Sold Sep 23, 2025

  193 Woods Brooke Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $471/SF
  • 9 Days On Market

  Last Listing Agent Diane Silverman Keller Williams NY Realty

  193 Woods Brooke Cir, Ossining, NY 10562
• 

  $1,100,000 Sold Dec 22, 2025

  320 Cedar Dr W, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,643 Sq Ft
  • Built 1966

  Last Sold Summary

  • $416/SF
  • 13 Days On Market

  Current Estimated Value $1,129,046

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  320 Cedar Dr W, Briarcliff Manor, NY 10510
• 

  $332,500 Sold Jan 02, 2026

  16 Rockledge Ave Unit 5B1, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1970

  Last Sold Summary

  • 10% Below List Price
  • $210/SF
  • 94 Days On Market

  Last Listing Agent Melissa Terman River Realty Services, Inc.

  16 Rockledge Ave Unit 5B1, Ossining, NY 10562
• 

  $915,000 Sold Aug 26, 2025

  11 Pond View Ln, Ossining, NY 10562

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

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 77 Days On Market

  Last Listing Agent Bill D'Ambrosio Compass Greater NY, LLC

  11 Pond View Ln, Ossining, NY 10562
• 

  $928,000 Sold Dec 17, 2025

  175 Croton Ave, Ossining, NY 10562

  • 8 Beds
  • 3 Baths
  • 3,648 Sq Ft
  • Built 1900

  Last Sold Summary

  • $254/SF
  • 85 Days On Market

  Current Estimated Value $928,802

  Last Listing Agent Owen Leggio Leggio Realty Group

  175 Croton Ave, Ossining, NY 10562
• 

  $510,000 Sold Jan 23, 2026

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 1,265 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $403/SF
  • 122 Days On Market

  Last Listing Agent Kareem Kirby Keller Williams Realty NYC Grp

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510
• 

  $645,000 Sold Aug 13, 2025

  25 Brookville Ave, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,673 Sq Ft
  • Built 1890

  Last Sold Summary

  • $386/SF
  • 40 Days On Market

  Current Estimated Value $657,000

  Last Listing Agent Heather Bouza Compass Greater NY, LLC

  25 Brookville Ave, Ossining, NY 10562
• 

  $200,000 Sold Aug 13, 2025

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

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Above List Price
  • $222/SF
  • 20 Days On Market

  Last Listing Agent Jeannette Boccini Coldwell Banker Realty

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

  $425,000 Sold Oct 28, 2025

  29 William St, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,688 Sq Ft
  • Built 1912

  Last Sold Summary

  • 6% Above List Price
  • $252/SF
  • 6 Days On Market

  Current Estimated Value $460,700

  Last Listing Agent Justin Landon Howard Hanna Rand Realty

  29 William St, Ossining, NY 10562

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