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 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 1C Calam Avenue Ossining, NY MLS# 964434
  • Virtual Tour
1 of 42
$569,000
3

Beds

1.0

Baths

1,076

Sq.Ft.

1C Calam Avenue

Ossining, NY

Courtesy of REAL BROKER NY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 41 Ellis Place Ossining, NY MLS# 991931
$550,000
6

Beds

3.0

Baths

2,276

Sq.Ft.

41 Ellis Place

Ossining, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 88 Broadway PH1 Ossining, NY MLS# 954087
$538,888
2

Beds

2.1

Baths

1,332

Sq.Ft.

88 Broadway PH1

Ossining, NY

Courtesy of CORCORAN LEGENDS REALTY
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 9 Nicole Circle 8 Ossining, NY MLS# 968945
$499,900
2

Beds

2.0

Baths

1,400

Sq.Ft.

9 Nicole Circle 8

Ossining, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 3 Briarcliff Drive S 9 Ossining, NY MLS# 985319
$499,900
3

Beds

2.0

Baths

1,431

Sq.Ft.

3 Briarcliff Drive S 9

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
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 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 6 Briarcliff Drive S 3 Ossining, NY MLS# 966681
$469,000
2

Beds

2.0

Baths

1,262

Sq.Ft.

6 Briarcliff Drive S 3

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 20 Samstag Avenue Ossining, NY MLS# 995689
  • Recently Listed
1 of 38
$450,000
3

Beds

1.0

Baths

930

Sq.Ft.

20 Samstag Avenue

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY PARTNER
View 9 Briarcliff Drive S 16 Ossining, NY MLS# 963821
$439,000
3

Beds

2.0

Baths

1,431

Sq.Ft.

9 Briarcliff Drive S 16

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
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 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 19 Samstag Avenue Ossining, NY MLS# 993706
  • Recently Listed
1 of 30
$425,000
2

Beds

1.0

Baths

740

Sq.Ft.

19 Samstag Avenue

Ossining, NY

Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
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 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 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 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

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

PriceCount
$0 - 100K1
$100K - 200K3
$200K - 300K9
$300K - 400K5
$400K - 500K12
$500K - 600K13
$600K - 700K15
$700K - 800K17
$800K - 900K6
$900K - 1M2
$1M - Max13

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family52
Townhouse0
Condo11
Commercial5
Rental33
Lots and Land3
Condo/Town/CoOp0
CoOp12
Multi Family13
Mobile Home0
Farms0

(Data as of 5/22/2026)

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.