Real Estate & Property for Sale in Ossining

Showing 148 - 168 of 917 properties
SoldJun 2, 2026
$1,905,000
110 Marcourt Drive
Chappaqua NY 10514
4
3
2
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and William Raveis Real Estate
SoldJun 2, 2026
$119,000
5F/121 South Highland Avenue
Ossining NY 10562
1
1
Other
Listing courtesy of Keller Williams NY Realty and ERA Insite Realty Services
SoldJun 1, 2026
$1,400,000
55 Greenmeadow Rd
Pleasantville NY 10570
4
3
2
Single-Family
Listing courtesy of Compass Greater NY, LLC and Houlihan Lawrence Inc.
SoldJun 1, 2026
$840,000
78 Hudson Watch Drive
Ossining NY 10562
2
4
1
Single-Family
Listing courtesy of Julia B Fee Sothebys Int. Rlty and Compass Greater NY, LLC
SoldJun 1, 2026
$1,850,000
21 Kitchawan Dr
Chappaqua NY 10514
4
3
2
Single-Family
Listing courtesy of Compass Greater NY, LLC
SoldJun 1, 2026
$670,000
16 Robin St
Ossining NY 10562
3
1
2
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and Compass Greater NY, LLC
SoldMay 29, 2026
$1,575,000
637 Long Hill Road West
Briarcliff Manor NY 10510
4
3
2
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and Compass Greater NY, LLC
SoldMay 29, 2026
$810,000
10 Pine Brook Road
Ossining NY 10562
3
3
2
Single-Family
Listing courtesy of Howard Hanna Rand Realty and Keller Williams NY Realty
SoldMay 29, 2026
$1,732,000
36 Fremont Road
Sleepy Hollow NY 10591
4
4
2
Single-Family
Listing courtesy of Compass Greater NY, LLC
SoldMay 28, 2026
$439,000
16/9 Briarcliff Drive South
Ossining NY 10562
3
2
Condo
Listing courtesy of Houlihan Lawrence Inc.
SoldMay 28, 2026
$765,000
144 Sleepy Hollow Lane
Congers NY 10920
4
2
1
Single-Family
Listing courtesy of Weichert Realtors and Howard Hanna Rand Realty
SoldMay 28, 2026
$465,000
3/6 Briarcliff Drive South
Ossining NY 10562
2
2
1
Condo
Listing courtesy of Houlihan Lawrence Inc. and Corcoran Legends Realty
SoldMay 27, 2026
$605,000
8 Hudson Watch Drive
Ossining NY 10562
1
2
1
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and Christies Int. Real Estate
SoldMay 26, 2026
$1,725,000
121 Law Road
Briarcliff Manor NY 10510
5
4
2
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and Compass Greater NY, LLC
SoldMay 26, 2026
$72,500
M/16 Scenic Drive
Croton-on-Hudson NY 10520
1
1
Other
Listing courtesy of William Raveis-New York LLC and Keller Williams Realty Group
SoldMay 22, 2026
$1,370,000
80 Ridgeview Drive
Pleasantville NY 10570
3
3
2
Single-Family
Listing courtesy of Julia B Fee Sothebys Int. Rlty and Compass Greater NY, LLC
SoldMay 22, 2026
$1,290,000
80 Roaring Brook Road
Chappaqua NY 10514
3
3
6
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and Compass Greater NY, LLC
SoldMay 22, 2026
$5,625,000
99 Quaker Bridge Road
Croton-on-Hudson NY 10520
5
7
4
Single-Family
Listing courtesy of Berkshire Hathaway HS NE Prop
SoldMay 22, 2026
$710,000
58 Hudson Watch Dr
Ossining NY 10562
2
3
1
Single-Family
Listing courtesy of Houlihan Lawrence Inc. and William Raveis Real Estate
SoldMay 22, 2026
$850,000
175 Washington Avenue
Pleasantville NY 10570
3
1
1
Single-Family
Listing courtesy of William Raveis-New York LLC and REMAX Ace Realty | Downingtown
SoldMay 22, 2026
$780,000
101 Spring Valley Road
Ossining NY 10562
3
2
6
Single-Family
Listing courtesy of Christie's Int. Real Estate and William Raveis-New York, LLC
148 - 168 of 917

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