View 41 Clinton Avenue Ossining, NY MLS# 989545
  • Virtual Tour
1 of 42
$599,000
3

Beds

3.0

Baths

1,668

Sq.Ft.

41 Clinton Avenue

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 3 Briarcliff Drive S 9 Ossining, NY MLS# 985319
  • Recently Listed
1 of 36
OPEN HOUSE: Sunday 4/26 12:00 PM - 2:00 PM
$499,900
3

Beds

2.0

Baths

1,431

Sq.Ft.

3 Briarcliff Drive S 9

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 27 Ryder Road Ossining, NY MLS# 961164
  • Recently Listed
1 of 38
$1,149,000
4

Beds

3.0

Baths

2,573

Sq.Ft.

27 Ryder Road

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 32 Terrace Avenue Ossining, NY MLS# 985026
  • Recently Listed
1 of 39
$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
  • Recently Listed
1 of 25
OPEN HOUSE: Saturday 4/25 11:00 AM - 1:00 PM
$609,000
2

Beds

2.1

Baths

1,547

Sq.Ft.

63 Deerfield Lane 63

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View 101 Spring Valley Road Ossining, NY MLS# 977450
  • Recently Listed with Virtual Tour
1 of 39
$795,000
3

Beds

1.1

Baths

1,612

Sq.Ft.

101 Spring Valley Road

Ossining, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 39 Secor Road Ossining, NY MLS# 973596
  • Recently Listed with 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
  • Recently Listed with 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
  • Recently Listed
1 of 45
$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
  • Recently Listed
1 of 38
$499,900
2

Beds

2.0

Baths

1,400

Sq.Ft.

9 Nicole Circle 8

Ossining, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 78 Hudson Watch Drive Ossining, NY MLS# 959221
  • Recently Listed
1 of 36
$799,000
2

Beds

3.1

Baths

2,229

Sq.Ft.

78 Hudson Watch Drive

Ossining, NY

Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
View 135 Main Street 302 Ossining, NY MLS# 983983
  • Recently Listed
1 of 16
$250,000
1

Beds

1.0

Baths

719

Sq.Ft.

135 Main Street 302

Ossining, NY

Courtesy of EXP REALTY
View 19 Samstag Avenue Ossining, NY MLS# 20261587
  • Recently Listed with Virtual Tour
1 of 42
$425,000
2

Beds

1.0

Baths

829

Sq.Ft.

19 Samstag Avenue

Ossining, NY

UlsterCountyNY
Courtesy of CENTURY 21 ALLIANCE-NP
View 35 Forest Avenue Ossining, NY MLS# 979583
  • Recently Listed with Virtual Tour
1 of 28
$695,000
5

Beds

2.0

Baths

2,258

Sq.Ft.

35 Forest Avenue

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 14 Bridle Path Road Ossining, NY MLS# 981035
  • Recently Listed
1 of 45
$525,000
1

Beds

1.1

Baths

1,152

Sq.Ft.

14 Bridle Path Road

Ossining, NY

Courtesy of KELLER WILLIAMS NY REALTY
View 20 Highview Road Ossining, NY MLS# 961773
$735,000
3

Beds

2.0

Baths

1,672

Sq.Ft.

20 Highview Road

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 24 Highview Road Ossining, NY MLS# 977440
  • Recently Listed
1 of 43
$675,000
3

Beds

2.1

Baths

1,959

Sq.Ft.

24 Highview Road

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
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 58 State Street Ossining, NY MLS# 978657
$585,000
3

Beds

1.0

Baths

1,440

Sq.Ft.

58 State Street

Ossining, NY

Courtesy of APOLLO REAL PROPERTIES, INC.
View 4 Spaulding Place Ossining, NY MLS# 973271
$600,000
3

Beds

1.1

Baths

1,636

Sq.Ft.

4 Spaulding Place

Ossining, NY

Courtesy of HUDSON RIVER LINE 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

100

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

Price Count
$0 - 100K 1
$100K - 200K 5
$200K - 300K 10
$300K - 400K 7
$400K - 500K 11
$500K - 600K 12
$600K - 700K 13
$700K - 800K 18
$800K - 900K 8
$900K - 1M 2
$1M - Max 13

Homes for Sale by Type in Ossining, NY

Property Type Count
Single Family 50
Townhouse 0
Condo 15
Commercial 7
Rental 32
Lots and Land 4
Condo/Town/CoOp 0
CoOp 13
Multi Family 11
Mobile Home 0
Farms 0

(Data as of 4/23/2026)

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.

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