Recently Sold Ossining, NY Homes

• 

  $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 $547,263

  Last Listing Agent Cynthia Leite ERA Insite Realty Services

  141 N Highland Ave, Ossining, NY 10562
• 

  $825,000 Sold May 06, 2026

  39 Washington Ave, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 2,521 Sq Ft
  • Built 1880

  Last Sold Summary

  • $327/SF
  • 11 Days On Market

  Current Estimated Value $810,396

  Last Listing Agent Sena Baron William Raveis-New York, LLC

  39 Washington Ave, 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 $859,685

  Last Listing Agent Brian McCarthy Nestedge Realty

  14 High Ridge Rd, Ossining, NY 10562
• 

  $800,000 Sold Sep 09, 2025

  19 Meadowbrook Dr, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $364/SF
  • 46 Days On Market

  Current Estimated Value $801,855

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

  19 Meadowbrook Dr, Ossining, NY 10562
• 

  $1,726,000 Sold May 08, 2026

  270 Law Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3 Baths
  • 2,564 Sq Ft
  • Built 1976

  Last Sold Summary

  • 24% Above List Price
  • $673/SF
  • 11 Days On Market

  Current Estimated Value $1,480,985

  Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

  270 Law Rd, Briarcliff Manor, NY 10510
• 

  $950,000 Sold Jun 27, 2025

  249 Croton Dam Rd, Ossining, NY 10562

  • Land
  • 26.5 Acres
  • $35,849 per Acre

  Last Sold Summary

  • 96 Days On Market

  Current Estimated Value $2,137,516

  Last Listing Agent Christina DiMinno Julia B Fee Sothebys Int. Rlty

  249 Croton Dam Rd, Ossining, NY 10562
• 

  $565,000 Sold Oct 02, 2025

  19 Hudson Watch Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,730 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Above List Price
  • $327/SF
  • 20 Days On Market

  Current Estimated Value $582,436

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  19 Hudson Watch Dr, Ossining, NY 10562
• 

  $650,000 Sold Aug 05, 2025

  7 Brooke Club Dr Unit 3, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 2,188 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $297/SF
  • 19 Days On Market

  Current Estimated Value $621,046

  Last Listing Agent Eric Lebenson ERA Insite Realty Services

  7 Brooke Club Dr Unit 3, Ossining, NY 10562
• 

  $875,000 Sold Jun 04, 2025

  12 Maurice Ave, Ossining, NY 10562

  • 5 Beds
  • 3 Baths
  • 2,614 Sq Ft
  • Built 1862

  Last Sold Summary

  • 10% Above List Price
  • $335/SF
  • 26 Days On Market

  Current Estimated Value $885,707

  Last Listing Agent Michael Clemente DeSimone Real Estate

  12 Maurice Ave, Ossining, NY 10562
• 

  $999,000 Sold Sep 04, 2025

  2 Greenwood Ct, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3 Baths
  • 3,418 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Below List Price
  • $292/SF
  • 41 Days On Market

  Current Estimated Value $1,040,891

  Last Listing Agent Christine Iarocci Coldwell Banker Realty

  2 Greenwood Ct, Briarcliff Manor, NY 10510
• 

  $749,000 Sold Dec 18, 2025

  7 Locust Rd, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,747 Sq Ft
  • Built 1968

  Last Sold Summary

  • $429/SF
  • 13 Days On Market

  Current Estimated Value $755,510

  Last Listing Agent Audra Maccariello Coldwell Banker Realty

  7 Locust Rd, Ossining, NY 10562
• 

  $700,000 Sold Dec 18, 2025

  41 Bridle Path Rd, Ossining, NY 10562

  • 2 Beds
  • 3 Baths
  • 1,784 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $392/SF
  • 48 Days On Market

  Current Estimated Value $689,239

  Last Listing Agent Theodore Weinstein REO Edge LLC

  41 Bridle Path Rd, Ossining, NY 10562
• 

  $975,000 Sold May 20, 2025

  96 River Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 1,924 Sq Ft
  • Built 1953

  Last Sold Summary

  • 14% Above List Price
  • $507/SF
  • 8 Days On Market

  Current Estimated Value $990,069

  Last Listing Agent Elaine Wasserman Houlihan Lawrence Inc.

  96 River Rd, Briarcliff Manor, NY 10510
• 

  $878,000 Sold Jun 17, 2025

  14 Reeback Dr, Ossining, NY 10562

  • 5 Beds
  • 3.5 Baths
  • 3,590 Sq Ft
  • Built 1968

  Last Sold Summary

  • $245/SF
  • 19 Days On Market

  Current Estimated Value $910,974

  Last Listing Agent Kathryn Weinberger Compass Greater NY, LLC

  14 Reeback Dr, Ossining, NY 10562
• 

  $875,000 Sold Mar 09, 2026

  6 Ichabod Ln, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft
  • Built 1960

  Last Sold Summary

  • 10% Above List Price
  • $431/SF
  • 22 Days On Market

  Current Estimated Value $820,037

  Last Listing Agent Joseph Iannibelli Keller Williams NY Realty

  6 Ichabod Ln, Ossining, NY 10562
• 

  $815,000 Sold Jun 09, 2025

  10 Redway Rd, Ossining, NY 10562

  • 4 Beds
  • 4 Baths
  • 2,050 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $398/SF
  • 19 Days On Market

  Current Estimated Value $817,788

  Last Listing Agent Maureen Verre Houlihan Lawrence Inc.

  10 Redway Rd, Ossining, NY 10562
• 

  $537,500 Sold Aug 21, 2025

  24 Briarbrook Rd, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,138 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Below List Price
  • $472/SF
  • 41 Days On Market

  Current Estimated Value $549,466

  Last Listing Agent Elizabeth Kamp Kane & Associates

  24 Briarbrook Rd, Ossining, NY 10562
• 

  $827,000 Sold Jul 03, 2025

  25 Highview Rd, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1962

  Last Sold Summary

  • 10% Above List Price
  • $336/SF
  • 21 Days On Market

  Current Estimated Value $841,294

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

  25 Highview Rd, Ossining, NY 10562
• 

  $2,850,000 Sold Jun 23, 2025

  31 Old Briarcliff Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 6 Baths
  • 5,139 Sq Ft
  • Built 1920

  Last Sold Summary

  • $555/SF
  • 18 Days On Market

  Current Estimated Value $2,766,775

  Last Listing Agent David Turner Compass Greater NY, LLC

  31 Old Briarcliff Rd, Briarcliff Manor, NY 10510
• 

  $785,000 Sold Dec 19, 2025

  70 Briarbrook Dr, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3.5 Baths
  • 2,678 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $293/SF
  • 34 Days On Market

  Current Estimated Value $806,882

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  70 Briarbrook Dr, Briarcliff Manor, NY 10510
• 

  $208,500 Sold Apr 29, 2026

  121 S Highland Ave Unit 6K, Ossining, NY 10562

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

  Last Sold Summary

  • 4% Above List Price
  • $232/SF
  • 23 Days On Market

  Last Listing Agent Patricia DelVecchio William Raveis Real Estate

  121 S Highland Ave Unit 6K, Ossining, NY 10562
• 

  $830,000 Sold Nov 20, 2025

  401 Glenwood Dr, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 2,741 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $303/SF
  • 159 Days On Market

  Current Estimated Value $818,893

  Last Listing Agent Stephen Lasko Compass Greater NY, LLC

  401 Glenwood Dr, Briarcliff Manor, NY 10510
• 

  $639,000 Sold Oct 09, 2025

  15 Dale Ave, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1890

  Last Sold Summary

  • 2% Above List Price
  • $408/SF
  • 63 Days On Market

  Current Estimated Value $641,886

  Last Listing Agent Greg Kane Kane & Associates

  15 Dale Ave, Ossining, NY 10562
• 

  $205,000 Sold Jan 27, 2026

  147 Charter Cir Unit 147, Ossining, NY 10562

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

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 141 Days On Market

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  147 Charter Cir Unit 147, Ossining, NY 10562
• 

  $3,000,000 Sold Jun 05, 2025

  104 Marlborough Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 4 Baths
  • 4,002 Sq Ft
  • Built 1957

  Last Sold Summary

  • $750/SF
  • 41 Days On Market

  Current Estimated Value $2,987,261

  Last Listing Agent Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  104 Marlborough Rd, Briarcliff Manor, NY 10510
• 

  $705,414 Sold Oct 03, 2025

  10 Haymont Terrace, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,012 Sq Ft
  • Built 1961

  Last Sold Summary

  • 10% Above List Price
  • $351/SF
  • 25 Days On Market

  Current Estimated Value $717,486

  Last Listing Agent Gwen Weiss Keller Williams Hudson Valley

  10 Haymont Terrace, Briarcliff Manor, NY 10510
• 

  $1,383,375 Sold Sep 25, 2025

  1 Berkley Ct, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3.5 Baths
  • 3,558 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $389/SF
  • 45 Days On Market

  Current Estimated Value $1,414,672

  Last Listing Agent Jamey Gelardi Houlihan Lawrence Inc.

  1 Berkley Ct, Briarcliff Manor, NY 10510
• 

  $925,000 Sold Nov 07, 2025

  31 Magnolia Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3 Baths
  • 2,550 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Above List Price
  • $363/SF
  • 27 Days On Market

  Current Estimated Value $923,612

  Last Listing Agent Lena O'Neill Howard Hanna Rand Realty

  31 Magnolia Rd, Briarcliff Manor, NY 10510
• 

  $225,000 Sold May 16, 2025

  135 S Highland Ave Unit B4, Ossining, NY 10562

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

  Last Sold Summary

  • $231/SF
  • 16 Days On Market

  Last Listing Agent Raymond Lopez Howard Hanna Rand Realty

  135 S Highland Ave Unit B4, Ossining, NY 10562
• 

  $720,000 Sold May 15, 2025

  6 Carriage Hill Rd, Ossining, NY 10562

  • 5 Beds
  • 2.5 Baths
  • 2,518 Sq Ft
  • Built 1967

  Last Sold Summary

  • 1% Below List Price
  • $286/SF
  • 40 Days On Market

  Current Estimated Value $774,047

  Last Listing Agent Louis Bove HomeSmart Premier Living Rlty

  6 Carriage Hill Rd, Ossining, NY 10562
• 

  $1,630,000 Sold Nov 20, 2025

  152 Tower Hill Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 5 Baths
  • 4,794 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Below List Price
  • $340/SF
  • 28 Days On Market

  Current Estimated Value $1,644,927

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  152 Tower Hill Rd, Briarcliff Manor, NY 10510
• 

  $1,280,000 Sold Jan 23, 2026

  12 Country Club Ln N, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 3,078 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $416/SF
  • 89 Days On Market

  Current Estimated Value $1,272,820

  Last Listing Agent Michael Criscuolo Houlihan Lawrence Inc.

  12 Country Club Ln N, Briarcliff Manor, NY 10510
• 

  $1,100,000 Sold Nov 06, 2025

  3 Ivanhoe Place, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2 Baths
  • 1,975 Sq Ft
  • Built 1964

  Last Sold Summary

  • 10% Above List Price
  • $557/SF
  • 20 Days On Market

  Current Estimated Value $1,074,706

  Last Listing Agent Judith Cascone Julia B Fee Sothebys Int. Rlty

  3 Ivanhoe Place, Briarcliff Manor, NY 10510

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