View 2 Piping Rock Drive Ossining, NY MLS# 997507
  • Recently Listed
1 of 22
OPEN HOUSE: Saturday 5/16 12:00 PM - 3:00 PM
$725,000
4

Beds

2.1

Baths

1,960

Sq.Ft.

2 Piping Rock Drive

Ossining, NY

Courtesy of KANE & ASSOCIATES
View 6 Spring Pond Drive Ossining, NY MLS# 999772
  • Recently Listed
1 of 50
OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
$749,000
2

Beds

1.1

Baths

1,938

Sq.Ft.

6 Spring Pond Drive

Ossining, NY

Courtesy of RE/MAX PRESTIGE PROPERTIES
View 20 Samstag Avenue Ossining, NY MLS# 995689
  • Recently Listed
1 of 38
OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
$450,000
3

Beds

1.0

Baths

930

Sq.Ft.

20 Samstag Avenue

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY PARTNER
The time to sell is now! THE TIME TO SELL IS NOW!
View 22 Quail Hollow Road Ossining, NY MLS# 991726
  • Recently Listed
1 of 35
$749,999
3

Beds

2.1

Baths

2,354

Sq.Ft.

22 Quail Hollow Road

Ossining, NY

Courtesy of CORCORAN LEGENDS REALTY
View 56 Hudson Watch Drive Ossining, NY MLS# 996394
  • Recently Listed
1 of 44
$649,000
2

Beds

2.1

Baths

1,629

Sq.Ft.

56 Hudson Watch Drive

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 42 Lee Avenue Ossining, NY MLS# 993189
  • Recently Listed
1 of 22
$579,000
4

Beds

1.0

Baths

1,296

Sq.Ft.

42 Lee Avenue

Ossining, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
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 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 67 State Street Ossining, NY MLS# 993813
  • Recently Listed
1 of 38
OPEN HOUSE: Sunday 5/17 2:00 PM - 4:00 PM
$699,000
7

Beds

4.0

Baths

2,990

Sq.Ft.

67 State Street

Ossining, NY

Courtesy of MOTIVATED ACCESS REALTY CORP.
View 41 Clinton Avenue Ossining, NY MLS# 989545
  • Virtual Tour
1 of 44
$599,000
3

Beds

3.0

Baths

1,668

Sq.Ft.

41 Clinton Avenue

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 41 Ellis Place Ossining, NY MLS# 991931
  • Recently Listed
1 of 24
$550,000
6

Beds

3.0

Baths

2,276

Sq.Ft.

41 Ellis Place

Ossining, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 2 Martin Road Ossining, NY MLS# 991694
$649,900
4

Beds

2.0

Baths

1,706

Sq.Ft.

2 Martin Road

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY PARTNER
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 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 32 Terrace Avenue Ossining, NY MLS# 985026
$749,000
3

Beds

2.0

Baths

1,286

Sq.Ft.

32 Terrace Avenue

Ossining, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 63 Deerfield Lane 63 Ossining, NY MLS# 982236
$609,000
2

Beds

2.1

Baths

1,547

Sq.Ft.

63 Deerfield Lane 63

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View 39 Secor Road Ossining, NY MLS# 973596
  • Virtual Tour
1 of 42
$675,000
3

Beds

2.0

Baths

2,110

Sq.Ft.

39 Secor Road

Ossining, NY

Courtesy of THD HOMES LLC
View 37 Secor Road Ossining, NY MLS# 973600
  • Virtual Tour
1 of 40
$85,000
2

Beds

1.0

Baths

1,380

Sq.Ft.

37 Secor Road

Ossining, NY

Courtesy of THD HOMES LLC
View 58 Hudson Watch Drive Ossining, NY MLS# 980941
$679,000
2

Beds

2.1

Baths

1,730

Sq.Ft.

58 Hudson Watch Drive

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
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

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

97

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 - 300K10
$300K - 400K6
$400K - 500K12
$500K - 600K12
$600K - 700K13
$700K - 800K19
$800K - 900K7
$900K - 1M2
$1M - Max12

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family49
Townhouse0
Condo13
Commercial6
Rental31
Lots and Land3
Condo/Town/CoOp0
CoOp13
Multi Family13
Mobile Home0
Farms0

(Data as of 5/16/2026)

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.