37$499,000
2 bd · 3 ba · 1,629 sqft
53 Hudson Watch Drive, Ossining, NY
Heather Leonardo · Howard Hanna Rand Realty
Homes with a Pool in Ossining, NY
Homes with a Pool in Ossining, NY
11 Listings
37$499,000
2 bd · 3 ba · 1,629 sqft
53 Hudson Watch Drive, Ossining, NY
Heather Leonardo · Howard Hanna Rand Realty
Price Reduced40$1,200,000
4 bd · 4 ba · 3,764 sqft
6 Gualtiere Lane, Ossining, NY
Paul Quadras · eXp Realty
25$330,000
1 bd · 1 ba · 700 sqft
7-10 Briarcliff Drive S Unit 10, Ossining, NY
Maureen Verre · Houlihan Lawrence Inc.
Price Reduced22$469,000
1 bd · 2 ba · 1,100 sqft
1408 Eagle Bay Drive, Ossining, NY
Bradley Schneider · ERA Insite Realty Services
39$675,000
2 bd · 3 ba · 1,390 sqft
172 Woods Brooke Circle, Ossining, NY
Valerie Cascione · Compass Greater NY, LLC
39$675,000
1 bd · 3 ba · 1,248 sqft
113 Woods Brooke Circle, Ossining, NY
Heidi Henshaw · Corcoran Legends Realty
19$450,000
2 bd · 2 ba · 1,452 sqft
21 Knoll View, Ossining, NY
Esther Park · eXp Realty
27$228,000
2 bd · 1 ba · 950 sqft
127-1 S Highland Avenue Unit B5, Ossining, NY
Christopher Felice · Howard Hanna Rand Realty
Price Reduced37$380,000
1 bd · 1 ba · 832 sqft
58 Hudson View Hill, Ossining, NY
Cristina Gameiro · Howard Hanna Rand Realty
Price Reduced12$150,000
1 bd · 1 ba · 750 sqft
129-3 S Highland Avenue a2, Ossining, NY
Jose Cruz · Douglas Elliman Real Estate
Price Reduced50$2,750,000
3 bd · 5 ba · 6,091 sqft
23 Inningwood Road, Ossining, NY
Dee Rabady · Woodfront Realty, Inc.
OneKey MLSSource: HJN community data
October 2026 · This period is still settling
Selling at 100.0% of asking price
Sales here are closing essentially at asking. MLS · 11 sales · as of Oct 29, 2026