View 22 Oakbrook Road Ossining, NY MLS# 1007357
  • Recently Listed
1 of 47
$684,900
4

Beds

3.0

Baths

1,742

Sq.Ft.

22 Oakbrook Road

Ossining, NY

Courtesy of HIGHLINE REAL ESTATE SERVICES
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 16 Maple Place Ossining, NY MLS# 897888
$650,000
6

Beds

4.0

Baths

2,678

Sq.Ft.

16 Maple Place

Ossining, NY

Courtesy of KELLER WILLIAMS NY REALTY
View 12 Broad Avenue Ossining, NY MLS# 945915
$650,000
2

Beds

3.0

Baths

2,128

Sq.Ft.

12 Broad Avenue

Ossining, NY

Courtesy of RE/MAX DISTINGUISHED HMS.&PROP
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 56 Hudson Watch Drive Ossining, NY MLS# 996394
$649,000
2

Beds

2.1

Baths

1,629

Sq.Ft.

56 Hudson Watch Drive

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
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 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 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
  • Recently Listed
1 of 49
$599,000
3

Beds

1.1

Baths

1,560

Sq.Ft.

5 Meadowbrook Drive

Ossining, NY

Courtesy of RE/MAX PRESTIGE PROPERTIES
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 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
View 33 Maurice Avenue Ossining, NY MLS# 1001582
  • Recently Listed
1 of 29
$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 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 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 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

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 - 600K13
$600K - 700K14
$700K - 800K13
$800K - 900K9
$900K - 1M1
$1M - Max15

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family51
Townhouse0
Condo10
Commercial5
Rental33
Lots and Land3
Condo/Town/CoOp0
CoOp15
Multi Family13
Mobile Home0
Farms0

(Data as of 6/6/2026)

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.