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 37 Secor Road Ossining, NY MLS# 973600
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
$85,000
2

Beds

1.0

Baths

1,380

Sq.Ft.

37 Secor Road

Ossining, NY

Courtesy of THD HOMES LLC
View 135 Main Street 302 Ossining, NY MLS# 983983
  • Recently Listed
1 of 16
$250,000
1

Beds

1.0

Baths

719

Sq.Ft.

135 Main Street 302

Ossining, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 19 Samstag Avenue Ossining, NY MLS# 20261587
  • Recently Listed with Virtual Tour
1 of 42
$425,000
2

Beds

1.0

Baths

829

Sq.Ft.

19 Samstag Avenue

Ossining, NY

UlsterCountyNY
Courtesy of CENTURY 21 ALLIANCE-NP
View 123-6 S Highland Avenue B6 Ossining, NY MLS# 977288
$235,000
2

Beds

1.0

Baths

950

Sq.Ft.

123-6 S Highland Avenue B6

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View 16 Rockledge 2MM2 Ossining, NY MLS# 969021
$249,999
1

Beds

1.0

Baths

736

Sq.Ft.

16 Rockledge 2MM2

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View 17 Knoll View Ossining, NY MLS# 972983
$419,000
1

Beds

2.1

Baths

1,203

Sq.Ft.

17 Knoll View

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 16 Rockledge Avenue 2C-1 Ossining, NY MLS# 952645
$375,000
2

Beds

2.0

Baths

1,580

Sq.Ft.

16 Rockledge Avenue 2C-1

Ossining, NY

Courtesy of HOWARD HANNA RAND REALTY
View 155 Charter Circle 155 Ossining, NY MLS# 969852
$285,000
3

Beds

1.1

Baths

1,250

Sq.Ft.

155 Charter Circle 155

Ossining, NY

Courtesy of RE/MAX DISTINGUISHED HMS.&PROP
View 76 Hawkes Avenue Ossining, NY MLS# 969038
$189,000
Studio

Beds

0.0

Baths

16,988

Sq.Ft.

76 Hawkes Avenue

Ossining, NY

Courtesy of REAL BROKER NY LLC
View 16 Rockledge Avenue 5K-1 Ossining, NY MLS# 967391
$415,000
2

Beds

2.0

Baths

1,580

Sq.Ft.

16 Rockledge Avenue 5K-1

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View 9 Geneva Road 9 Ossining, NY MLS# 969401
  • Virtual Tour
1 of 26
$245,000
2

Beds

1.0

Baths

900

Sq.Ft.

9 Geneva Road 9

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 42 Charter Circle 42 Ossining, NY MLS# 951955
  • Virtual Tour
1 of 25
$235,000
2

Beds

1.0

Baths

860

Sq.Ft.

42 Charter Circle 42

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY GROUP
View 9 Nicole Circle 3 Ossining, NY MLS# 959705
$340,000
1

Beds

1.0

Baths

894

Sq.Ft.

9 Nicole Circle 3

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY PARTNER
View 1 Agate Avenue Ossining, NY MLS# 956847
$399,000
2

Beds

1.0

Baths

960

Sq.Ft.

1 Agate Avenue

Ossining, NY

Courtesy of CITY HOMES REALTY GROUP LLC
View 16 Rockledge Avenue 6K-2 Ossining, NY MLS# 958399
$354,222
2

Beds

2.0

Baths

1,580

Sq.Ft.

16 Rockledge Avenue 6K-2

Ossining, NY

Courtesy of MARK SEIDEN REAL ESTATE TEAM
View 121 Highland Avenue S 5F Ossining, NY MLS# 958289
$129,000
Studio

Beds

1.0

Baths

650

Sq.Ft.

121 Highland Avenue S 5F

Ossining, NY

Courtesy of KELLER WILLIAMS NY REALTY
View 129-3 S Highland Avenue 6A Ossining, NY MLS# 946206
$150,000
1

Beds

1.0

Baths

750

Sq.Ft.

129-3 S Highland Avenue 6A

Ossining, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 23 Leonard Street Ossining, NY MLS# H6253280
$279,900
900

Sq.Ft.

23 Leonard Street

Ossining, NY

Courtesy of SCHATZ REALTY GROUP
View 123-3 South Highland Avenue B3 Ossining, NY MLS# 923770
$223,000
2

Beds

1.0

Baths

950

Sq.Ft.

123-3 South Highland Avenue B3

Ossining, NY

Courtesy of HOWARD HANNA RAND 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

98

Estimated median home price

$649,561
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 - 100K1
$100K - 200K4
$200K - 300K10
$300K - 400K7
$400K - 500K11
$500K - 600K14
$600K - 700K13
$700K - 800K16
$800K - 900K8
$900K - 1M2
$1M - Max12

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family49
Townhouse0
Condo14
Commercial6
Rental29
Lots and Land4
Condo/Town/CoOp0
CoOp13
Multi Family12
Mobile Home0
Farms0

(Data as of 4/30/2026)

Information deemed reliable but not guaranteed.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

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.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.