349

Recently Sold Ossining, NY Homes

Section Image
  • 123 S Highland Ave Unit A-3, Ossining, NY 10562

    $120,000 Sold May 12, 2025

    123 S Highland Ave Unit A-3, Ossining, NY 10562

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

    Last Sold Summary

    • 3% Below List Price
    • $160/SF
    • 316 Days On Market

    Current Estimated Value $145,000

    Last Listing Agent Jeffrey Hanrahan Keller Williams Realty Group

    123 S Highland Ave Unit A-3, Ossining, NY 10562
  • 9 Possum Rd, Ossining, NY 10562

    $721,000 Sold Feb 27, 2026

    9 Possum Rd, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 1950

    Last Sold Summary

    • 11% Above List Price
    • $472/SF
    • 33 Days On Market

    Current Estimated Value $702,844

    Last Listing Agent Eva Casoria eXp Realty

    9 Possum Rd, Ossining, NY 10562
  • 83 McDonald Rd, Ossining, NY 10562

    $1,075,000 Sold Oct 15, 2025

    83 McDonald Rd, Ossining, NY 10562

    • 5 Beds
    • 3 Baths
    • 3,972 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $271/SF
    • 78 Days On Market

    Current Estimated Value $1,123,179

    Last Listing Agent Karen Gilmore Redfin Real Estate

    83 McDonald Rd, Ossining, NY 10562
  • 56 Aspinwall Rd, Briarcliff Manor, NY 10510

    $1,270,000 Sold Apr 01, 2025

    56 Aspinwall Rd, Briarcliff Manor, NY 10510

    • 5 Beds
    • 2 Baths
    • 2,390 Sq Ft
    • Built 1954

    Last Sold Summary

    • 27% Above List Price
    • $531/SF
    • 19 Days On Market

    Current Estimated Value $1,293,075

    Last Listing Agent Greg Kochanov Compass Greater NY, LLC

    56 Aspinwall Rd, Briarcliff Manor, NY 10510
  • 78 Alder Dr, Briarcliff Manor, NY 10510

    $1,523,000 Sold Nov 21, 2025

    78 Alder Dr, Briarcliff Manor, NY 10510

    • 4 Beds
    • 3 Baths
    • 2,413 Sq Ft
    • Built 1957

    Last Sold Summary

    • 13% Above List Price
    • $631/SF
    • 13 Days On Market

    Current Estimated Value $1,463,199

    Last Listing Agent Jamey Gelardi Houlihan Lawrence Inc.

    78 Alder Dr, Briarcliff Manor, NY 10510
  • 26 Fawn Ct, Ossining, NY 10562

    $610,000 Sold Dec 18, 2025

    26 Fawn Ct, Ossining, NY 10562

    • 2 Beds
    • 2.5 Baths
    • 1,864 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Above List Price
    • $327/SF
    • 24 Days On Market

    Current Estimated Value $611,106

    Last Listing Agent Joni Alexopoulos Julia B Fee Sothebys Int. Rlty

    26 Fawn Ct, Ossining, NY 10562
  • 63 Sunset Dr, Ossining, NY 10562

    $806,990 Sold Jun 04, 2025

    63 Sunset Dr, Ossining, NY 10562

    • 3 Beds
    • 2.5 Baths
    • 2,444 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Above List Price
    • $330/SF
    • 19 Days On Market

    Current Estimated Value $844,931

    Last Listing Agent Nancy Beard Houlihan Lawrence Inc.

    63 Sunset Dr, Ossining, NY 10562
  • 86 Charter Cir, Ossining, NY 10562

    $247,000 Sold Jul 30, 2025

    86 Charter Cir, Ossining, NY 10562

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

    Last Sold Summary

    • 1% Below List Price
    • $274/SF
    • 18 Days On Market

    Last Listing Agent Cristina Gameiro Howard Hanna Rand Realty

    86 Charter Cir, Ossining, NY 10562
  • 130 Holly Place, Briarcliff Manor, NY 10510

    $1,800,000 Sold Jun 16, 2025

    130 Holly Place, Briarcliff Manor, NY 10510

    • 4 Beds
    • 2.5 Baths
    • 3,122 Sq Ft
    • Built 1994

    Last Sold Summary

    • 12% Above List Price
    • $577/SF
    • 12 Days On Market

    Current Estimated Value $1,799,275

    Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

    130 Holly Place, Briarcliff Manor, NY 10510
  • 4 Knoll View, Ossining, NY 10562

    $450,000 Sold Apr 10, 2025

    4 Knoll View, Ossining, NY 10562

    • 2 Beds
    • 2.5 Baths
    • 1,438 Sq Ft
    • Built 1989

    Last Sold Summary

    • $313/SF
    • 31 Days On Market

    Current Estimated Value $474,857

    Last Listing Agent Nigel Thompson eXp Realty

    4 Knoll View, Ossining, NY 10562
  • 84 Charter Cir Unit 84, Ossining, NY 10562

    $255,000 Sold Mar 11, 2026

    84 Charter Cir Unit 84, Ossining, NY 10562

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

    Last Sold Summary

    • 4% Above List Price
    • $283/SF
    • 24 Days On Market

    Last Listing Agent Elizabeth Koski Coldwell Banker Realty

    84 Charter Cir Unit 84, Ossining, NY 10562
  • 2A Knollwood Dr, Ossining, NY 10562

    $806,000 Sold Nov 07, 2025

    2A Knollwood Dr, Ossining, NY 10562

    • 3 Beds
    • 3 Baths
    • 2,064 Sq Ft
    • Built 1982

    Last Sold Summary

    • 11% Above List Price
    • $391/SF
    • 14 Days On Market

    Current Estimated Value $764,588

    Last Listing Agent Elyse Pace Berkshire Hathaway HS NY Prop

    2A Knollwood Dr, Ossining, NY 10562
  • 133 S Highland Ave Unit 2A5, Ossining, NY 10562

    $159,000 Sold Oct 08, 2025

    133 S Highland Ave Unit 2A5, Ossining, NY 10562

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Above List Price
    • $212/SF
    • 15 Days On Market

    Last Listing Agent Andrea Mancusi Coldwell Banker Realty

    133 S Highland Ave Unit 2A5, Ossining, NY 10562
  • 47 Pine Ave, Ossining, NY 10562

    $600,000 Sold Jul 29, 2025

    47 Pine Ave, Ossining, NY 10562

    • 4 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Above List Price
    • $481/SF
    • 33 Days On Market

    Current Estimated Value $603,009

    Last Listing Agent Kathy Kane Coldwell Banker Realty

    47 Pine Ave, Ossining, NY 10562
  • 123 Marlborough Rd, Briarcliff Manor, NY 10510

    $1,938,500 Sold Jun 13, 2025

    123 Marlborough Rd, Briarcliff Manor, NY 10510

    • 3 Beds
    • 3.5 Baths
    • 4,220 Sq Ft
    • Built 1972

    Last Sold Summary

    • 8% Above List Price
    • $459/SF
    • 14 Days On Market

    Current Estimated Value $1,951,466

    Last Listing Agent Amy Via Houlihan Lawrence Inc.

    123 Marlborough Rd, Briarcliff Manor, NY 10510
  • 2 Pugsley Place, Ossining, NY 10562

    $572,500 Sold Apr 01, 2025

    2 Pugsley Place, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1923

    Last Sold Summary

    • 4% Above List Price
    • $408/SF
    • 21 Days On Market

    Current Estimated Value $591,572

    Last Listing Agent Greg Kane Kane & Associates

    2 Pugsley Place, Ossining, NY 10562
  • 34 Ganung Dr, Ossining, NY 10562

    $780,000 Sold Nov 21, 2025

    34 Ganung Dr, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Built 1953

    Last Sold Summary

    • 8% Below List Price
    • $466/SF
    • 29 Days On Market

    Current Estimated Value $766,769

    Last Listing Agent Valerie Cascione Compass Greater NY, LLC

    34 Ganung Dr, Ossining, NY 10562
  • 16 Rockledge Ave Unit 4A-1, Ossining, NY 10562

    $318,000 Sold Jul 02, 2025

    16 Rockledge Ave Unit 4A-1, Ossining, NY 10562

    • 1 Bed
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Below List Price
    • $252/SF
    • 27 Days On Market

    Current Estimated Value $366,000

    Last Listing Agent Marco Ricchiuti Compass Greater NY, LLC

    16 Rockledge Ave Unit 4A-1, Ossining, NY 10562
  • 119 S Highland Ave Unit 6H, Ossining, NY 10562

    $300,000 Sold Jun 05, 2025

    119 S Highland Ave Unit 6H, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,212 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Above List Price
    • $248/SF
    • 28 Days On Market

    Last Listing Agent Chintan Trivedi RE/MAX In The City

    119 S Highland Ave Unit 6H, Ossining, NY 10562
  • 17 Spring Pond Dr, Ossining, NY 10562

    $712,777 Sold Aug 08, 2025

    17 Spring Pond Dr, Ossining, NY 10562

    • 2 Beds
    • 2.5 Baths
    • 1,902 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Above List Price
    • $375/SF
    • 16 Days On Market

    Current Estimated Value $707,842

    Last Listing Agent Mary Case Friedner Corcoran Legends Realty

    17 Spring Pond Dr, Ossining, NY 10562
  • 520 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

    $1,080,000 Sold Nov 25, 2025

    520 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

    • 4 Beds
    • 3 Baths
    • 2,264 Sq Ft
    • Built 1949

    Last Sold Summary

    • 6% Above List Price
    • $477/SF
    • 34 Days On Market

    Current Estimated Value $1,084,915

    Last Listing Agent Maureen Verre Houlihan Lawrence Inc.

    520 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
  • 30 Ward Place, Ossining, NY 10562

    $725,000 Sold Mar 27, 2025

    30 Ward Place, Ossining, NY 10562

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft
    • Built 1940

    Last Sold Summary

    • 6% Below List Price
    • $401/SF
    • 81 Days On Market

    Current Estimated Value $740,426

    Last Listing Agent Luis Morgado HomeSmart Homes & Estates

    30 Ward Place, Ossining, NY 10562
  • 43 Ganung Dr, Ossining, NY 10562

    $850,000 Sold Jul 11, 2025

    43 Ganung Dr, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,767 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Above List Price
    • $481/SF
    • 20 Days On Market

    Current Estimated Value $831,562

    Last Listing Agent Deirdre Coffey Compass Greater NY, LLC

    43 Ganung Dr, Ossining, NY 10562
  • 54 Lincoln Ave, Ossining, NY 10562

    $750,000 Sold Dec 02, 2025

    54 Lincoln Ave, Ossining, NY 10562

    • 4 Beds
    • 3 Baths
    • 2,205 Sq Ft
    • Built 1966

    Last Sold Summary

    • 7% Above List Price
    • $340/SF
    • 28 Days On Market

    Current Estimated Value $737,706

    Last Listing Agent Janet Brand Houlihan Lawrence Inc.

    54 Lincoln Ave, Ossining, NY 10562
  • 7 Briarcliff Dr S Unit 13, Ossining, NY 10562

    $500,000 Sold Mar 12, 2026

    7 Briarcliff Dr S Unit 13, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Built 1977

    Last Sold Summary

    • 11% Above List Price
    • $349/SF
    • 15 Days On Market

    Last Listing Agent Lisa DaRos Houlihan Lawrence Inc.

    7 Briarcliff Dr S Unit 13, Ossining, NY 10562
  • 5 Sabrina Ln, Ossining, NY 10562

    $645,000 Sold Jan 13, 2026

    5 Sabrina Ln, Ossining, NY 10562

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft
    • Built 1998

    Last Sold Summary

    • $392/SF
    • 25 Days On Market

    Current Estimated Value $651,825

    Last Listing Agent Elizabeth Harlow Compass Greater NY, LLC

    5 Sabrina Ln, Ossining, NY 10562
  • 95 Charter Cir, Ossining, NY 10562

    $310,000 Sold Nov 06, 2025

    95 Charter Cir, Ossining, NY 10562

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Built 1961

    Last Sold Summary

    • 4% Above List Price
    • $282/SF
    • 32 Days On Market

    Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

    95 Charter Cir, Ossining, NY 10562
  • 11 Brooke Club Dr Unit 3, Ossining, NY 10562

    $465,000 Sold Aug 04, 2025

    11 Brooke Club Dr Unit 3, Ossining, NY 10562

    • 2 Beds
    • 2.5 Baths
    • 1,788 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $260/SF
    • 26 Days On Market

    Current Estimated Value $526,404

    Last Listing Agent Nicholas McMillan Century 21 Hire Realty

    11 Brooke Club Dr Unit 3, Ossining, NY 10562
  • 332 N State Rd Unit 1E, Briarcliff Manor, NY 10510

    $292,500 Sold Jun 18, 2025

    332 N State Rd Unit 1E, Briarcliff Manor, NY 10510

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Below List Price
    • $279/SF
    • 98 Days On Market

    Last Listing Agent Linda Lyons Howard Hanna Rand Realty

    332 N State Rd Unit 1E, Briarcliff Manor, NY 10510
  • 17 Deertree Ln, Briarcliff Manor, NY 10510

    $975,000 Sold Oct 09, 2025

    17 Deertree Ln, Briarcliff Manor, NY 10510

    • 2 Beds
    • 3.5 Baths
    • 2,745 Sq Ft
    • Built 1996

    Last Sold Summary

    • 5% Above List Price
    • $355/SF
    • 75 Days On Market

    Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

    17 Deertree Ln, Briarcliff Manor, NY 10510
  • 56 Twin Ridges Rd, Ossining, NY 10562

    $1,150,000 Sold Apr 10, 2025

    56 Twin Ridges Rd, Ossining, NY 10562

    • 3 Beds
    • 3.5 Baths
    • 3,679 Sq Ft
    • Built 1935

    Last Sold Summary

    • 4% Below List Price
    • $313/SF
    • 56 Days On Market

    Current Estimated Value $1,190,543

    Last Listing Agent Gail Fattizzi ERA Insite Realty Services

    56 Twin Ridges Rd, Ossining, NY 10562
  • 76 Deerfield Ln, Ossining, NY 10562

    $640,000 Sold Aug 28, 2025

    76 Deerfield Ln, Ossining, NY 10562

    • 2 Beds
    • 2.5 Baths
    • 1,754 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Above List Price
    • $365/SF
    • 14 Days On Market

    Current Estimated Value $649,782

    Last Listing Agent Mary Ann Tighe Houlihan Lawrence Inc.

    76 Deerfield Ln, Ossining, NY 10562
  • 37 Tulip Rd, Briarcliff Manor, NY 10510

    $1,075,000 Sold Jan 28, 2026

    37 Tulip Rd, Briarcliff Manor, NY 10510

    • 4 Beds
    • 3 Baths
    • 1,685 Sq Ft
    • Built 1973

    Last Sold Summary

    • 8% Above List Price
    • $638/SF
    • 32 Days On Market

    Current Estimated Value $1,021,208

    Last Listing Agent Jamey Gelardi Houlihan Lawrence Inc.

    37 Tulip Rd, Briarcliff Manor, NY 10510
  • 333 N State Rd Unit 55, Briarcliff Manor, NY 10510

    $625,000 Sold Dec 24, 2025

    333 N State Rd Unit 55, Briarcliff Manor, NY 10510

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

    Last Sold Summary

    • 4% Above List Price
    • $498/SF
    • 23 Days On Market

    Last Listing Agent Bonnie Field Besner Houlihan Lawrence Inc.

    333 N State Rd Unit 55, Briarcliff Manor, NY 10510
  • 103 Meadow Rd, Briarcliff Manor, NY 10510

    $985,000 Sold May 29, 2025

    103 Meadow Rd, Briarcliff Manor, NY 10510

    • 5 Beds
    • 3.5 Baths
    • 2,365 Sq Ft
    • Built 1960

    Last Sold Summary

    • 13% Above List Price
    • $416/SF
    • 12 Days On Market

    Current Estimated Value $998,078

    Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

    103 Meadow Rd, Briarcliff Manor, NY 10510
  • 25 Washington Ave, Ossining, NY 10562

    $980,000 Sold Jan 06, 2026

    25 Washington Ave, Ossining, NY 10562

    • 7 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • Built 1904

    Last Sold Summary

    • 9% Above List Price
    • $327/SF
    • 15 Days On Market

    Current Estimated Value $982,682

    Last Listing Agent Colleen Coxen Compass Greater NY, LLC

    25 Washington Ave, Ossining, NY 10562
  • 110 Pine Ave, Ossining, NY 10562

    $555,000 Sold Dec 11, 2025

    110 Pine Ave, Ossining, NY 10562

    • 3 Beds
    • 1.5 Baths
    • 1,264 Sq Ft
    • Built 1918

    Last Sold Summary

    • 3% Below List Price
    • $439/SF
    • 91 Days On Market

    Current Estimated Value $559,651

    Last Listing Agent Ana Bermeo Keller Williams Realty Partner

    110 Pine Ave, Ossining, NY 10562
  • 256 Macy Rd, Briarcliff Manor, NY 10510

    $920,000 Sold Aug 07, 2025

    256 Macy Rd, Briarcliff Manor, NY 10510

    • 3 Beds
    • 3 Baths
    • 2,435 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Above List Price
    • $378/SF
    • 29 Days On Market

    Current Estimated Value $928,022

    Last Listing Agent Margarita Saja Keller Williams NY Realty

    256 Macy Rd, Briarcliff Manor, NY 10510
  • 56 Deer Tree Ln, Briarcliff Manor, NY 10510

    $780,000 Sold Sep 16, 2025

    56 Deer Tree Ln, Briarcliff Manor, NY 10510

    • 2 Beds
    • 2.5 Baths
    • 2,056 Sq Ft
    • Built 1996

    Last Sold Summary

    • 8% Above List Price
    • $379/SF
    • 11 Days On Market

    Current Estimated Value $778,334

    Last Listing Agent Kyung Scalia Houlihan Lawrence Inc.

    56 Deer Tree Ln, Briarcliff Manor, NY 10510
  • 90 Broadway, Ossining, NY 10562

    $600,000 Sold Mar 17, 2026

    90 Broadway, Ossining, NY 10562

    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft
    • Built 1870

    Last Sold Summary

    • 11% Below List Price
    • $310/SF
    • 133 Days On Market

    Current Estimated Value $623,955

    Last Listing Agent Greg Kane Kane & Associates

    90 Broadway, Ossining, NY 10562

Showing Results 241 - 280, Page 7 of 9

New York Westchester County Ossining

Recently Sold Real Estate & Homes in Ossining, NY

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group