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 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 5 Meadowbrook Drive Ossining, NY MLS# 1004276
$599,000
3

Beds

1.1

Baths

1,560

Sq.Ft.

5 Meadowbrook Drive

Ossining, NY

Courtesy of RE/MAX PRESTIGE PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 16 Sherwood Avenue Ossining, NY MLS# 1010005
  • Virtual Tour
1 of 36
$599,000
3

Beds

1.0

Baths

1,288

Sq.Ft.

16 Sherwood Avenue

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 42 Lee Avenue Ossining, NY MLS# 993189
$579,000
4

Beds

1.0

Baths

1,296

Sq.Ft.

42 Lee Avenue

Ossining, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 122 Woods Brooke Circle Ossining, NY MLS# 1010405
$575,000
2

Beds

2.1

Baths

1,390

Sq.Ft.

122 Woods Brooke Circle

Ossining, NY

Courtesy of CORCORAN LEGENDS REALTY
View 33 Maurice Avenue Ossining, NY MLS# 1001582
$555,000
3

Beds

1.1

Baths

1,280

Sq.Ft.

33 Maurice Avenue

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY GROUP
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 18 2nd Avenue Ossining, NY MLS# 991096
  • Virtual Tour
1 of 31
$529,000
2

Beds

1.0

Baths

912

Sq.Ft.

18 2nd Avenue

Ossining, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 53 Pleasantville Road Ossining, NY MLS# 1014067
  • Recently Listed
1 of 17
$507,000
2

Beds

1.0

Baths

1,152

Sq.Ft.

53 Pleasantville Road

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 237 Spring Street Ossining, NY MLS# 1005194
$500,000
3

Beds

3.0

Baths

1,992

Sq.Ft.

237 Spring Street

Ossining, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
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 4 Steven Drive 1 Ossining, NY MLS# 1005560
  • Virtual Tour
1 of 47
$499,000
3

Beds

3.0

Baths

2,463

Sq.Ft.

4 Steven Drive 1

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
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 3 Hudson View Hill Ossining, NY MLS# 1004947
  • Virtual Tour
1 of 23
$475,000
2

Beds

1.1

Baths

1,311

Sq.Ft.

3 Hudson View Hill

Ossining, NY

Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
View 20 Samstag Avenue Ossining, NY MLS# 995689
$450,000
3

Beds

1.0

Baths

930

Sq.Ft.

20 Samstag Avenue

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY PARTNER
View 2 Davids Lane Ossining, NY MLS# 1015764
  • Recently Listed
1 of 23
$439,000
1

Beds

1.1

Baths

1,109

Sq.Ft.

2 Davids Lane

Ossining, NY

Courtesy of THE SELECT TEAM, LLC
View 19 Samstag Avenue Ossining, NY MLS# 993706
$425,000
2

Beds

1.0

Baths

740

Sq.Ft.

19 Samstag Avenue

Ossining, NY

Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
View 16 Rockledge Avenue 5P-2 Ossining, NY MLS# 976452
  • Recently Listed
1 of 44
$425,000
2

Beds

2.0

Baths

1,580

Sq.Ft.

16 Rockledge Avenue 5P-2

Ossining, NY

Courtesy of EXP 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

109

Estimated median home price

$684,900
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 - 100K0
$100K - 200K4
$200K - 300K10
$300K - 400K5
$400K - 500K14
$500K - 600K10
$600K - 700K19
$700K - 800K13
$800K - 900K11
$900K - 1M5
$1M - Max18

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family57
Townhouse0
Condo14
Commercial5
Rental33
Lots and Land4
Condo/Town/CoOp0
CoOp15
Multi Family14
Mobile Home0
Farms0

(Data as of 7/7/2026)

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.