Recently Sold 2 Bedroom Homes in Ossining, NY

188 homes

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SOLD
MAY 28, 2026
$465,000
2 Beds
2 Baths
1,262 sqft
6 Briarcliff Drive S #3,
Ossining, NY 10562
Houlihan Lawrence Inc.
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SOLD
MAY 22, 2026
$710,000
2 Beds
2.5 Baths
1,730 sqft
58 Hudson Watch Drive,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
MAY 18, 2026
$570,000
2 Beds
3 Baths
172 Horseshoe Cir,
Ossining, NY 10562
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SOLD
MAY 14, 2026
$620,000
2 Beds
1.5 Baths
1,765 sqft
1 Spring Pond Drive #1,
Ossining, NY 10562
Julia B Fee Sothebys Int. Rlty
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SOLD
MAY 7, 2026
$480,000
2 Beds
2 Baths
1,337 sqft
15 Steven Drive #4,
Ossining, NY 10562
Today Realty Corp.
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SOLD
MAY 7, 2026
$733,500
2 Beds
2.5 Baths
1,850 sqft
42 Brooke View Drive,
Ossining, NY 10562
HomeCoin.com
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SOLD
APR 30, 2026
$345,000
2 Beds
1 Bath
888 sqft
135 N Highland Ave,
Ossining, NY 10562
Century 21 Marciano
SOLD
APR 29, 2026
$208,500
2 Beds
1 Bath
900 sqft
121 Highland Avenue #6K,
Ossining, NY 10562
William Raveis Real Estate
SOLD
APR 16, 2026
$190,000
2 Beds
1 Bath
900 sqft
121 South Highland Avenue #6L,
Ossining, NY 10562
Coldwell Banker Realty
SOLD
APR 15, 2026
$445,000
2 Beds
2 Baths
1,291 sqft
2 Briarcliff Drive S #3,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
APR 15, 2026
$199,900
2 Beds
1 Bath
672 sqft
135 - 6 Highland Avenue S #D1,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
APR 1, 2026
$500,000
2 Beds
2 Baths
1,272 sqft
45 Old Albany Post Road,
Ossining, NY 10562
Compass Greater NY, LLC
SOLD
MAR 26, 2026
$470,000
2 Beds
2 Baths
1,148 sqft
2 N Water Street #1A,
Ossining, NY 10562
North Country Sothebys Int Rlt
SOLD
MAR 26, 2026
$535,000
2 Beds
2 Baths
1,227 sqft
504 Kemeys Cove Road #5-04,
Ossining, NY 10562
Century 21 Hire Realty
SOLD
MAR 23, 2026
$499,000
2 Beds
2.5 Baths
1,752 sqft
113 Antler Ridge #113,
Ossining, NY 10562
Schunk Realty Group
SOLD
MAR 12, 2026
$649,000
2 Beds
2.5 Baths
2,137 sqft
14 Pond View Lane,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
MAR 11, 2026
$255,000
2 Beds
1 Bath
900 sqft
84 Charter Circle #84,
Ossining, NY 10562
Coldwell Banker Realty
SOLD
MAR 3, 2026
$649,000
2 Beds
2.5 Baths
1,462 sqft
1501 Eagle Bay Drive,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
FEB 27, 2026
$490,000
2 Beds
3 Baths
1,825 sqft
103 Brooke Club Dr,
Ossining, NY 10562
SOLD
FEB 21, 2026
$605,000
2 Beds
2.5 Baths
1,886 sqft
126 Whitetail Circle,
Ossining, NY 10562
Coldwell Banker Realty
SOLD
FEB 13, 2026
$460,000
2 Beds
2 Baths
1,243 sqft
14-1 Steven Drive,
Ossining, NY 10562
William Raveis Real Estate
SOLD
JAN 29, 2026
$265,000
2 Beds
1 Bath
930 sqft
97 Charter Circle #97,
Ossining, NY 10562
Julia B Fee Sothebys Int. Rlty
SOLD
JAN 28, 2026
$205,000
2 Beds
1 Bath
936 sqft
119 South Highland Avenue #5B,
Ossining, NY 10562
Corcoran Legends Realty
SOLD
JAN 27, 2026
$205,000
2 Beds
1 Bath
950 sqft
147 Charter Circle #147,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
JAN 23, 2026
$510,000
2 Beds
2.5 Baths
1,265 sqft
608 Kemeys Cove #6-08,
Briarcliff Manor, NY 10510
Keller Williams Realty NYC Grp
SOLD
OCT 19, 2026
$925,000
3 Beds
2.5 Baths
3,007 sqft
44 Beach Road,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
OCT 16, 2026
$563,500
3 Beds
1.5 Baths
1,280 sqft
33 Maurice Avenue,
Ossining, NY 10562
Keller Williams Realty Group
SOLD
OCT 7, 2026
$675,000
3 Beds
2 Baths
2,050 sqft
16 Rockledge Avenue #6E-1,
Ossining, NY 10562
BHHS River Towns Real Estate
SOLD
OCT 5, 2026
$699,000
3 Beds
2 Baths
2,050 sqft
16 Rockledge Avenue #2E2,
Ossining, NY 10562
ERA Insite Realty Services
SOLD
SEP 29, 2026
$1,275,000
3 Beds
3.5 Baths
2,620 sqft
1821 Spring Valley Road,
Ossining, NY 10562
Compass Greater NY, LLC
SOLD
SEP 28, 2026
$875,000
3 Beds
2.5 Baths
1,914 sqft
4 Cooper Drive,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
SEP 26, 2026
$720,000
3 Beds
2.5 Baths
1,959 sqft
24 Highview Road,
Ossining, NY 10562
Coldwell Banker Realty
SOLD
SEP 26, 2026
$585,000
3 Beds
2 Baths
1,232 sqft
33 Cedar Lane,
Ossining, NY 10562
Real Broker NY LLC
SOLD
SEP 23, 2026
$760,000
3 Beds
2 Baths
1,418 sqft
110 Morningside Drive,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
SEP 18, 2026
$650,000
3 Beds
3 Baths
1,992 sqft
237 Spring Street,
Ossining, NY 10562
Douglas Elliman Real Estate
SOLD
SEP 17, 2026
$790,000
3 Beds
2 Baths
1,930 sqft
124 Cedar Lane,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
SEP 17, 2026
$864,000
3 Beds
3 Baths
2,240 sqft
21 Hawkes Avenue,
Ossining, NY 10562
Houlihan Lawrence Inc.
SOLD
SEP 17, 2026
$440,000
3 Beds
1 Bath
930 sqft
20 Samstag Ave,
Ossining, NY 10562
SOLD
SEP 14, 2026
$440,000
3 Beds
1 Bath
930 sqft
20 Samstag Avenue,
Ossining, NY 10562
Keller Williams Realty Partner
SOLD
SEP 10, 2026
$780,000
3 Beds
3 Baths
2,265 sqft
22 Quail Holw,
Ossining, NY 10562

Based on information submitted to the MLS GRID as of 2026-10-20 11:28:05 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information