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Single-Family Homes in Ossining, NY
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Single-Family Homes in Ossining, NY

Single-Family Homes in Ossining, NY

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24 of 39 Listings
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Single-Family Homes in Ossining, NY

24 of 39 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 13 Knoll View — photo24Active

    $455,000

    2 bd · 2 ba · 1,452 sqft

    13 Knoll View, Ossining, NY

    Melissa Colabella · Compass Greater NY, LLC

  2. 543 Scarborough Road — photo42Active

    $1,795,000

    4 bd · 3 ba · 2,759 sqft

    543 Scarborough Road, Ossining, NY

    Jennifer Meyer · Compass Greater NY, LLC

  3. 9 Ryder Avenue — photo21Active

    $699,000

    5 bd · 2 ba · 1,438 sqft

    9 Ryder Avenue, Ossining, NY

    Gregory Kane · Kane & Associates

  4. 1 Mundet Drive — photo30Active

    $635,000

    3 bd · 1 ba · 1,270 sqft

    1 Mundet Drive, Ossining, NY

    Yarden Ronen-van Heerden · Compass Greater NY, LLC

  5. 39 Orchard Drive — photo40Active

    $779,000

    4 bd · 2 ba · 2,448 sqft

    39 Orchard Drive, Ossining, NY

    Valerie Cascione · Compass Greater NY, LLC

  6. 3 Brooke Club Drive 4 — photo32Active

    $535,000

    2 bd · 3 ba · 1,788 sqft

    3 Brooke Club Drive 4, Ossining, NY

    Paul Leis · North Country Sothebys Int Rlt

  7. 3 Lewiston Court — photo50Active

    $1,499,000

    3 bd · 4 ba · 3,000 sqft

    3 Lewiston Court, Ossining, NY

    James W. Schunk · Schunk Realty Group

  8. 54 Campwoods Ground — photo2Active

    $150,000

    1 bd · 1 ba · 750 sqft

    54 Campwoods Ground, Ossining, NY

    Robert Lowenthal · Corcoran Legends Realty

  9. 120 Scarborough Road — photo45Active

    $4,195,000

    6 bd · 6 ba · 6,000 sqft

    120 Scarborough Road, Ossining, NY

    Tina Y. Adams · Corcoran Legends Realty

  10. 15 Tulip Road — photo50Active

    $1,388,888

    3 bd · 3 ba · 2,736 sqft

    15 Tulip Road, Ossining, NY

    Melvin Ramos · Coldwell Banker Realty

  11. 42 Hudson Watch Drive — photo34Active

    $550,000

    1 bd · 2 ba · 1,195 sqft

    42 Hudson Watch Drive, Ossining, NY

    Jo Ann Reilly · Julia B Fee Sothebys Int. Rlty

  12. 81 Snowden Avenue — photo37Active

    $599,222

    4 bd · 2 ba · 1,600 sqft

    81 Snowden Avenue, Ossining, NY

    Mark J. Seiden · Mark Seiden Real Estate Team

  13. 3 Chappaqua Road — photo48Active

    $725,000

    3 bd · 2 ba · 1,986 sqft

    3 Chappaqua Road, Ossining, NY

    Susan S. Code · Houlihan Lawrence Inc.

  14. 5-03 Brooke Club Drive — photo33Active

    $575,000

    1 bd · 2 ba · 1,568 sqft

    5-03 Brooke Club Drive, Ossining, NY

    Philip Simonetti · Redfin Real Estate

  15. 156 River Road — photo42Active

    $1,875,000

    4 bd · 4 ba · 3,614 sqft

    156 River Road, Ossining, NY

    Maureen Verre · Houlihan Lawrence Inc.

  16. 6 Brookside Lane — photo10Active

    $806,000

    3 bd · 3 ba · 2,914 sqft

    6 Brookside Lane, Ossining, NY

    Jamarr C. Zellner · REALHome Services & Solutions

  17. 361 Long Hill Road E — photo45Active

    $3,700,000

    4 bd · 6 ba · 6,140 sqft

    361 Long Hill Road E, Ossining, NY

    Brian Milton · Compass Greater NY, LLC

  18. 27 Ryder Road — photo38Active

    $925,000

    4 bd · 3 ba · 2,573 sqft

    27 Ryder Road, Ossining, NY

    Wendy A. Holt · Houlihan Lawrence Inc.

  19. 100 Hazelton Circle — photo28Active

    $1,100,000

    3 bd · 3 ba · 1,477 sqft

    100 Hazelton Circle, Ossining, NY

    Lorraine Leggio · Howard Hanna Rand Realty

  20. 92 Linden Avenue — photo15Active

    $610,000

    3 bd · 2 ba · 2,304 sqft

    92 Linden Avenue, Ossining, NY

    Noor Dunn · Coldwell Banker Realty

  21. 6 Reeback Drive — photo17Active

    $799,999

    3 bd · 2 ba · 1,867 sqft

    6 Reeback Drive, Ossining, NY

    Brian Doherty · Mary Jane Pastor Realty

  22. 9 Somerstown Road — photo35Active

    $699,500

    4 bd · 2 ba · 1,877 sqft

    9 Somerstown Road, Ossining, NY

    Michael E. Corbin · Howard Hanna Rand Realty

  23. 17 Davids Lane — photo22Active

    $425,000

    1 bd · 2 ba · 948 sqft

    17 Davids Lane, Ossining, NY

    Gregory Kane · Kane & Associates

  24. 97 Morningside Drive — photoPrice Reduced34Active

    $799,999

    4 bd · 2 ba · 2,096 sqft

    97 Morningside Drive, Ossining, NY

    Alycia L. Forbes · Tag Realty & Property Mang

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Listing data & MLS disclosures

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The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Ossining, NY community profile

    Population
    27,903
    Median income
    $89,811
    Housing units
    10,293
    People per sq. mi.
    1,924.3
    Area
    14.5 sq. mi.

    Source: HJN community data

    Ossining housing market

    August 2026

    Ossining 12-month median sale price trend

    Selling at 103.5% of asking price

    Buyers here are paying above asking. MLS · 27 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 31, 2026

    Median sale price
    $667,500$535,750–$863,750 typical range
    Price per sq. ft.
    $401
    Sales
    30
    Paid in cash
    40.0%

    Homes on the market · MLS, as of Aug 24, 2026–Aug 31, 2026

    Median list price
    $839,000
    Homes for sale
    37
    Median days on market
    15 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    1.2%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 20, 2026

    Median home size
    1,669 sq. ft.