View 36 Watson Avenue Ossining, NY MLS# 968788
$745,000
5

Beds

3.1

Baths

2,049

Sq.Ft.

36 Watson Avenue

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
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 42 Brooke View Drive Ossining, NY MLS# 969797
$690,000
2

Beds

2.1

Baths

1,850

Sq.Ft.

42 Brooke View Drive

Ossining, NY

Courtesy of HOMECOIN.COM
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 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 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
View 19 Forest Avenue Ossining, NY MLS# 965895
  • Virtual Tour
1 of 42
$599,000
3

Beds

1.1

Baths

1,328

Sq.Ft.

19 Forest Avenue

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
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 16 Robin Street Ossining, NY MLS# 966042
$699,500
3

Beds

1.0

Baths

1,377

Sq.Ft.

16 Robin Street

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 10 Pine Brook Road Ossining, NY MLS# 935813
$769,999
3

Beds

3.0

Baths

1,824

Sq.Ft.

10 Pine Brook Road

Ossining, NY

Courtesy of HOWARD HANNA RAND REALTY
View 39 Washington Avenue Ossining, NY MLS# 961718
$825,000
4

Beds

2.0

Baths

2,521

Sq.Ft.

39 Washington Avenue

Ossining, NY

Courtesy of WILLIAM RAVEIS-NEW YORK, LLC
View 48 Pershing Avenue Ossining, NY MLS# 961953
$629,222
4

Beds

2.0

Baths

1,463

Sq.Ft.

48 Pershing Avenue

Ossining, NY

Courtesy of MARK SEIDEN REAL ESTATE TEAM
View 65 Morningside Drive Ossining, NY MLS# 950452
$779,900
3

Beds

2.0

Baths

1,563

Sq.Ft.

65 Morningside Drive

Ossining, NY

Courtesy of CORCORAN LEGENDS REALTY
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 34 Piping Rock Drive Ossining, NY MLS# 956227
$799,000
2

Beds

3.0

Baths

2,288

Sq.Ft.

34 Piping Rock Drive

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 54 Allapartus Road Ossining, NY MLS# 959907
$1,155,000
4

Beds

3.0

Baths

2,606

Sq.Ft.

54 Allapartus Road

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 193 Main Street Ossining, NY MLS# 960067
$950,000
3,600

Sq.Ft.

193 Main Street

Ossining, NY

Courtesy of HOULIHAN LAWRENCE COMMERCIAL
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

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

$649,611
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 - 200K5
$200K - 300K10
$300K - 400K7
$400K - 500K11
$500K - 600K12
$600K - 700K13
$700K - 800K16
$800K - 900K8
$900K - 1M2
$1M - Max13

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family48
Townhouse0
Condo14
Commercial7
Rental30
Lots and Land4
Condo/Town/CoOp0
CoOp14
Multi Family11
Mobile Home0
Farms0

(Data as of 4/28/2026)

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.