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Luxury Homes in Ossining, NY
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13 listings
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Luxury Homes in Ossining, NY

Luxury Homes in Ossining, NY

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13 Listings
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Luxury Homes in Ossining, NY

13 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 6 Gualtiere Lane — photo40Active

    $1,299,000

    4 bd · 4 ba · 3,764 sqft

    6 Gualtiere Lane, Ossining, NY

    Paul Quadras · eXp Realty

  2. 56 Twin Ridges Road — photo25Active

    $1,500,000

    3 bd · 4 ba · 3,497 sqft

    56 Twin Ridges Road, Ossining, NY

    Andrea Jaramillo · Corcoran

  3. 107 Hickory Road — photo46Active

    $1,695,000

    4 bd · 5 ba · 4,524 sqft

    107 Hickory Road, Ossining, NY

    James Mulvey, Jr. · Houlihan Lawrence Inc.

  4. 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

  5. 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

  6. 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

  7. 23 Inningwood Road — photoPrice Reduced50Active

    $2,750,000

    3 bd · 5 ba · 6,091 sqft

    23 Inningwood Road, Ossining, NY

    Dee Rabady · Woodfront Realty, Inc.

  8. 28 Hamilton Avenue — photo31Active

    $1,350,000

    6 bd · 4 ba · 4,546 sqft

    28 Hamilton Avenue, Ossining, NY

    Zoya Litinetskaya · Compass Greater NY, LLC

  9. 54 Allapartus Road — photoPrice Reduced26Active

    $1,079,000

    4 bd · 3 ba · 2,606 sqft

    54 Allapartus Road, Ossining, NY

    Derek J. Greene · Greene Realty Group

  10. 94 Somerstown Road — photoPrice Reduced6Active

    $2,270,000

    4 bd · 4 ba · 2,682 sqft

    94 Somerstown Road, Ossining, NY

    David Turner · Compass Greater NY, LLC

  11. 50 Austin Place — photo18Active

    $3,498,000

    5 bd · 6 ba · 5,775 sqft

    50 Austin Place, Ossining, NY

    Nicola Santucci · Houlihan Lawrence Inc.

  12. 179 River Road — photoPrice Reduced38Active

    $1,850,000

    4 bd · 3 ba · 3,096 sqft

    179 River Road, Ossining, NY

    Elizabeth Relyea · Houlihan Lawrence Inc.

  13. 94-3 Somerstown Road — photoPrice Reduced6Active

    $1,879,000

    4 bd · 4 ba · 2,693 sqft

    94-3 Somerstown Road, Ossining, NY

    David Turner · Compass Greater NY, LLC

About Luxury Homes in Ossining, NY

Luxury Homes in Ossining, NY: 13 active listings as of November 1, 2026, 13:07 UTC.

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

OneKey MLS
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

    October 2026 · This period is still settling

    Ossining 12-month median sale price trend

    Homes that sold · County records, as of Oct 9, 2026

    Median sale price
    $745,000$655,000–$930,000 typical range
    Price per sq. ft.
    $427
    Sales
    14
    Paid in cash
    21.4%

    Homes on the market · MLS, as of Oct 18, 2026

    Median list price
    $624,611
    Homes for sale
    52

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

    Year-over-year
    14.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,672 sq. ft.