View 135 Main Street 302 Ossining, NY MLS# 983983
$250,000
1

Beds

1.0

Baths

719

Sq.Ft.

135 Main Street 302

Ossining, NY

Courtesy of EXP REALTY
View 19 Samstag Avenue Ossining, NY MLS# 20261587
  • 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 35 Forest Avenue Ossining, NY MLS# 979583
  • Virtual Tour
1 of 28
$695,000
5

Beds

2.0

Baths

2,258

Sq.Ft.

35 Forest Avenue

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14 Bridle Path Road Ossining, NY MLS# 981035
$525,000
1

Beds

1.1

Baths

1,152

Sq.Ft.

14 Bridle Path Road

Ossining, NY

Courtesy of KELLER WILLIAMS NY REALTY
View 20 Highview Road Ossining, NY MLS# 961773
$735,000
3

Beds

2.0

Baths

1,672

Sq.Ft.

20 Highview Road

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 24 Highview Road Ossining, NY MLS# 977440
$675,000
3

Beds

2.1

Baths

1,959

Sq.Ft.

24 Highview Road

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View 128 S Highland Avenue Ossining, NY MLS# 973663
  • Virtual Tour
1 of 50
$575,000
3

Beds

2.0

Baths

1,362

Sq.Ft.

128 S Highland Avenue

Ossining, NY

Courtesy of KELLER WILLIAMS PRESTIGE PROP
View 58 State Street Ossining, NY MLS# 978657
$600,000
3

Beds

1.0

Baths

1,440

Sq.Ft.

58 State Street

Ossining, NY

Courtesy of APOLLO REAL PROPERTIES, INC.
View 4 Spaulding Place Ossining, NY MLS# 973271
$600,000
3

Beds

1.1

Baths

1,636

Sq.Ft.

4 Spaulding Place

Ossining, NY

Courtesy of HUDSON RIVER LINE REALTY
View 155 Club Court Ossining, NY MLS# 970761
$700,000
2

Beds

2.1

Baths

1,601

Sq.Ft.

155 Club Court

Ossining, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
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 35 Havell Street Ossining, NY MLS# 967118
$775,000
5

Beds

2.0

Baths

2,250

Sq.Ft.

35 Havell Street

Ossining, NY

Courtesy of KANE & ASSOCIATES
View 806 Eagle Bay Drive Ossining, NY MLS# 973428
$475,900
1

Beds

2.0

Baths

1,233

Sq.Ft.

806 Eagle Bay Drive

Ossining, NY

Courtesy of KELLER WILLIAMS NY REALTY
View 15 Davids Lane Ossining, NY MLS# 975540
$435,000
1

Beds

1.1

Baths

974

Sq.Ft.

15 Davids Lane

Ossining, NY

Courtesy of HOWARD HANNA RAND REALTY
View 15 Prospect Avenue Ossining, NY MLS# 976871
$575,000
3

Beds

2.0

Baths

1,520

Sq.Ft.

15 Prospect Avenue

Ossining, NY

Courtesy of SERHANT LLC
View 16 Rockledge Avenue 2E2 Ossining, NY MLS# 973026
$699,001
3

Beds

2.0

Baths

2,050

Sq.Ft.

16 Rockledge Avenue 2E2

Ossining, NY

Courtesy of ERA INSITE REALTY SERVICES
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 46 Hudson View Hill 46 Ossining, NY MLS# 960654
$475,000
2

Beds

1.1

Baths

1,382

Sq.Ft.

46 Hudson View Hill 46

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 16 Rockledge Avenue 2C-1 Ossining, NY MLS# 952645
  • Virtual Tour
1 of 48
$375,000
2

Beds

2.0

Baths

1,580

Sq.Ft.

16 Rockledge Avenue 2C-1

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

96

Estimated median home price

$650,000
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

Price Count
$0 - 100K 1
$100K - 200K 3
$200K - 300K 10
$300K - 400K 5
$400K - 500K 12
$500K - 600K 13
$600K - 700K 13
$700K - 800K 19
$800K - 900K 6
$900K - 1M 2
$1M - Max 12

Homes for Sale by Type in Ossining, NY

Property Type Count
Single Family 49
Townhouse 0
Condo 12
Commercial 6
Rental 32
Lots and Land 3
Condo/Town/CoOp 0
CoOp 13
Multi Family 13
Mobile Home 0
Farms 0

(Data as of 5/20/2026)

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.