View 100 S Highland Ossining, NY MLS# 1029679
  • Recently Listed
1 of 23
$624,000
2,200

Sq.Ft.

100 S Highland

Ossining, NY

Courtesy of MCGRATH PREMIER REAL ESTATE
View 20 Riverview Court Ossining, NY MLS# 1027201
  • Recently Listed with Virtual Tour
1 of 28
$625,000
4

Beds

3.0

Baths

1,596

Sq.Ft.

20 Riverview Court

Ossining, NY

Courtesy of SCHATZ REALTY GROUP
View 33 Cedar Lane Ossining, NY MLS# 1024303
  • Recently Listed
1 of 25
$525,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

33 Cedar Lane

Ossining, NY

Courtesy of REAL BROKER NY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 23 Gates Avenue Ossining, NY MLS# 1025170
  • Recently Listed
1 of 36
$599,000
3

Beds

1.0

Baths

1,510

Sq.Ft.

23 Gates Avenue

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View 10 Susquehanna Road Ossining, NY MLS# 1015576
$625,000
4

Beds

2.1

Baths

1,752

Sq.Ft.

10 Susquehanna Road

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 53 Pleasantville Road Ossining, NY MLS# 1014067
$507,000
2

Beds

1.0

Baths

1,152

Sq.Ft.

53 Pleasantville Road

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 83 Deerfield Lane Ossining, NY MLS# 1013828
$625,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

83 Deerfield Lane

Ossining, NY

Courtesy of NORTH COUNTRY SOTHEBYS INT RLT
View 54 Mystic Drive Ossining, NY MLS# 1012195
$619,000
2

Beds

1.1

Baths

1,623

Sq.Ft.

54 Mystic Drive

Ossining, NY

Courtesy of ERA INSITE REALTY SERVICES
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 70 Spring Pond Drive Ossining, NY MLS# 1012453
$629,900
2

Beds

2.1

Baths

1,711

Sq.Ft.

70 Spring Pond Drive

Ossining, NY

Courtesy of HOWARD HANNA RAND REALTY
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 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 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 33 Maurice Avenue Ossining, NY MLS# 1001582
$540,000
3

Beds

1.1

Baths

1,280

Sq.Ft.

33 Maurice Avenue

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY GROUP
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
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 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
$550,000
6

Beds

3.0

Baths

2,276

Sq.Ft.

41 Ellis Place

Ossining, NY

Courtesy of CENTURY 21 FULL SERVICE 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 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

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

116

Estimated median home price

$696,500
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 - 200K5
$200K - 300K8
$300K - 400K5
$400K - 500K13
$500K - 600K10
$600K - 700K24
$700K - 800K12
$800K - 900K11
$900K - 1M7
$1M - Max21

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family62
Townhouse0
Condo15
Commercial7
Rental32
Lots and Land4
Condo/Town/CoOp0
CoOp15
Multi Family13
Mobile Home0
Farms0

(Data as of 7/25/2026)

Information deemed reliable but not guaranteed.

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.