Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Ossining, NY Homes for Sale | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

14 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search

Homes for Sale in Ossining, NY

Homes for Sale in Ossining, NY

Hide Map
14 Listings
Map

Homes for Sale in Ossining, NY

14 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 53 Hudson Watch Drive — photoOpen house Sat, Oct 31 · 1:00 PM37Active

    $499,000

    2 bd · 3 ba · 1,629 sqft

    53 Hudson Watch Drive, Ossining, NY

    Heather Leonardo · Howard Hanna Rand Realty

  2. 6 Gualtiere Lane — photo40Active

    $1,299,000

    4 bd · 4 ba · 3,764 sqft

    6 Gualtiere Lane, Ossining, NY

    Paul Quadras · eXp Realty

  3. 7-10 Briarcliff Drive S Unit 10 — photo25Active

    $330,000

    1 bd · 1 ba · 700 sqft

    7-10 Briarcliff Drive S Unit 10, Ossining, NY

    Maureen Verre · Houlihan Lawrence Inc.

  4. 1408 Eagle Bay Drive — photoPrice Reduced22Active

    $469,000

    1 bd · 2 ba · 1,100 sqft

    1408 Eagle Bay Drive, Ossining, NY

    Bradley Schneider · ERA Insite Realty Services

  5. 172 Woods Brooke Circle — photo39Active

    $675,000

    2 bd · 3 ba · 1,390 sqft

    172 Woods Brooke Circle, Ossining, NY

    Valerie Cascione · Compass Greater NY, LLC

  6. 113 Woods Brooke Circle — photo39Active

    $675,000

    1 bd · 3 ba · 1,248 sqft

    113 Woods Brooke Circle, Ossining, NY

    Heidi Henshaw · Corcoran Legends Realty

  7. 21 Knoll View — photo19Active

    $450,000

    2 bd · 2 ba · 1,452 sqft

    21 Knoll View, Ossining, NY

    Esther Park · eXp Realty

  8. 127-1 S Highland Avenue Unit B5 — photo27Active

    $228,000

    2 bd · 1 ba · 950 sqft

    127-1 S Highland Avenue Unit B5, Ossining, NY

    Christopher Felice · Howard Hanna Rand Realty

  9. 3 Brooke Club Drive Unit 4 — photoPrice Reduced32Active

    $500,000

    2 bd · 3 ba · 1,788 sqft

    3 Brooke Club Drive Unit 4, Ossining, NY

    Paul Leis · North Country Sothebys Int Rlt

  10. 58 Hudson View Hill — photoPrice Reduced37Active

    $380,000

    1 bd · 1 ba · 832 sqft

    58 Hudson View Hill, Ossining, NY

    Cristina Gameiro · Howard Hanna Rand Realty

  11. 15 Tulip Road — photo50Active

    $1,388,888

    3 bd · 3 ba · 2,736 sqft

    15 Tulip Road, Ossining, NY

    Melvin Ramos · Coldwell Banker Realty

  12. 41 Campwoods Road — photoPrice Reduced30Active

    $589,000

    4 bd · 2 ba · 2,260 sqft

    41 Campwoods Road, Ossining, NY

    Gregory Kane · Kane & Associates

  13. 129-3 S Highland Avenue a2 — photoPrice Reduced12Active

    $150,000

    1 bd · 1 ba · 750 sqft

    129-3 S Highland Avenue a2, Ossining, NY

    Jose Cruz · Douglas Elliman Real Estate

  14. 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.

Realty.com

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

Equal Housing OpportunityEqual Housing Lender

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.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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

    Nearby areas

    ZIP codes

    • 10463 (335)
    • 10950 (189)
    • 10471 (144)
    • 10901 (105)
    • 10468 (85)
    • 10977 (85)
    • 10462 (80)
    • 10512 (77)

    Cities

    • New York (978)
    • Yonkers (335)
    • New Rochelle (123)
    • Monroe (118)
    • White Plains (106)
    • Mount Vernon (101)
    • Haverstraw (74)

    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

    September 2026

    Ossining 12-month median sale price trend

    Selling at 105.1% of asking price

    Buyers here are paying above asking. MLS · 21 sales · as of Sep 29, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $650,000$527,500–$771,500 typical range
    Price per sq. ft.
    $375
    Sales
    23
    Paid in cash
    13.0%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

    Median list price
    $604,611
    Homes for sale
    48
    Median days on market
    21 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -3.0%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,669 sq. ft.