View 135 S Highland Avenue 5D6 Ossining, NY MLS# 1021738
$242,000
2

Beds

1.1

Baths

950

Sq.Ft.

135 S Highland Avenue 5D6

Ossining, NY

Courtesy of EXP REALTY
View 127-1 South Highland Avenue B3 Ossining, NY MLS# 987888
$235,000
2

Beds

1.0

Baths

950

Sq.Ft.

127-1 South Highland Avenue B3

Ossining, NY

Courtesy of HOWARD HANNA RAND REALTY
View 129-1 S Highland Avenue B3 Ossining, NY MLS# 1036334
  • Recently Listed
1 of 23
OPEN HOUSE: Sunday 8/23 11:00 AM - 1:00 PM
$230,000
2

Beds

1.0

Baths

950

Sq.Ft.

129-1 S Highland Avenue B3

Ossining, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 119 S Highland Avenue 5E Ossining, NY MLS# 1032252
  • Recently Listed
1 of 23
$229,222
2

Beds

1.0

Baths

900

Sq.Ft.

119 S Highland Avenue 5E

Ossining, NY

Courtesy of MARK SEIDEN REAL ESTATE TEAM
View 133-3 S Highland Avenue 5B Ossining, NY MLS# 991549
$215,000
2

Beds

1.0

Baths

950

Sq.Ft.

133-3 S Highland Avenue 5B

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 125-3 S. Highland Avenue C5 Ossining, NY MLS# 1005870
$155,000
1

Beds

1.0

Baths

750

Sq.Ft.

125-3 S. Highland Avenue C5

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View Chappaqua Road Ossining, NY MLS# 1013829
$150,000
Studio

Beds

0.0

Baths

34,624

Sq.Ft.

Chappaqua Road

Ossining, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 129-3 S Highland Avenue A2 Ossining, NY MLS# 1024369
$150,000
1

Beds

1.0

Baths

750

Sq.Ft.

129-3 S Highland Avenue A2

Ossining, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 50 Charter Circle C Ossining, NY MLS# 1027696
$125,000
1

Beds

1.0

Baths

750

Sq.Ft.

50 Charter Circle C

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 117 Highland 4F Ossining, NY MLS# 1031793
$124,900
Studio

Beds

1.0

Baths

650

Sq.Ft.

117 Highland 4F

Ossining, NY

Courtesy of AMO REALTY

About Ossining

The town of Ossining provides a tranquil residential escape from bustling city life.  Located in close proximity to the picturesque Hudson River, this area is rich in local history and small-town charm.  Offering an ideal location for commuters, this residential community is also home to a variety of businesses that are clustered along the North State Road corridor.  Ossining has many types of housing available, from modest homes to luxurious estates, and a diversified population.  Ossining boasts shopping centers; mini-malls, individual stores, and a historic downtown shopping area, which includes a variety of restaurants.  The efficient transportation facilities in this area include commuter rail to New York City via Metro-North, Routes 9 and 9A, the Taconic State Parkway, and Saw Mill River Parkway. 

Listings in Ossining, NY

103

Estimated median home price

$699,000
Ossining NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Ossining, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Ossining, NY.

Homes for Sale by Price in Ossining, NY

PriceCount
$0 - 100K0
$100K - 200K5
$200K - 300K9
$300K - 400K3
$400K - 500K9
$500K - 600K6
$600K - 700K26
$700K - 800K9
$800K - 900K9
$900K - 1M6
$1M - Max21

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family59
Townhouse0
Condo6
Commercial7
Rental38
Lots and Land3
Condo/Town/CoOp0
CoOp16
Multi Family12
Mobile Home0
Farms0

(Data as of 8/21/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

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