View 8 Hudson Watch Drive Ossining, NY MLS# 948641
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1 of 28
$599,999
1

Beds

1.1

Baths

1,195

Sq.Ft.

8 Hudson Watch Drive

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 59 Watson Avenue Ossining, NY MLS# 951629
$649,222
3

Beds

2.0

Baths

1,730

Sq.Ft.

59 Watson Avenue

Ossining, NY

Courtesy of MARK SEIDEN REAL ESTATE TEAM
View 14 Glendale Road Ossining, NY MLS# 951636
$250,000
1

Beds

1.0

Baths

1,163

Sq.Ft.

14 Glendale Road

Ossining, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 117 S Highland Avenue L2 Ossining, NY MLS# 953420
$300,000
3

Beds

2.0

Baths

1,184

Sq.Ft.

117 S Highland Avenue L2

Ossining, NY

Courtesy of WEST GREEN + ASSOC RE BROKERS
View 1 Edward Street Ossining, NY MLS# 948736
$720,000
5

Beds

2.0

Baths

1,860

Sq.Ft.

1 Edward Street

Ossining, NY

Courtesy of EXP REALTY
View 121 South Highland Avenue 6L Ossining, NY MLS# 949632
$192,000
2

Beds

1.0

Baths

900

Sq.Ft.

121 South Highland Avenue 6L

Ossining, NY

Courtesy of COLDWELL BANKER REALTY
View 121 Highland Avenue 6K Ossining, NY MLS# 950713
$199,999
2

Beds

1.0

Baths

900

Sq.Ft.

121 Highland Avenue 6K

Ossining, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 15 Steven Drive 4 Ossining, NY MLS# 949398
$449,000
2

Beds

2.0

Baths

1,337

Sq.Ft.

15 Steven Drive 4

Ossining, NY

Courtesy of TODAY REALTY CORP.
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 129-3 S Highland Avenue 6A Ossining, NY MLS# 946206
$150,000
1

Beds

1.0

Baths

750

Sq.Ft.

129-3 S Highland Avenue 6A

Ossining, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 312A Spring Street Ossining, NY MLS# 896993
$549,000
4

Beds

3.1

Baths

3,687

Sq.Ft.

312A Spring Street

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 23 Leonard Street Ossining, NY MLS# H6253280
$279,900
900

Sq.Ft.

23 Leonard Street

Ossining, NY

Courtesy of SCHATZ REALTY GROUP
View 123-3 South Highland Avenue B3 Ossining, NY MLS# 923770
$223,000
2

Beds

1.0

Baths

950

Sq.Ft.

123-3 South Highland Avenue B3

Ossining, NY

Courtesy of HOWARD HANNA RAND REALTY
View 42 Campwoods Grounds Ossining, NY MLS# 928485
$329,222
2

Beds

1.1

Baths

972

Sq.Ft.

42 Campwoods Grounds

Ossining, NY

Courtesy of MARK SEIDEN REAL ESTATE TEAM
View 135 N Highland Avenue Ossining, NY MLS# 914059
$379,000
2

Beds

1.0

Baths

888

Sq.Ft.

135 N Highland Avenue

Ossining, NY

Courtesy of CENTURY 21 MARCIANO
View 22 Lafayette Avenue Ossining, NY MLS# 894910
$335,000
3

Beds

1.0

Baths

842

Sq.Ft.

22 Lafayette Avenue

Ossining, NY

Courtesy of KELLER WILLIAMS REALTY GROUP
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 7 Hawkes Avenue Ossining, NY MLS# 894986
$195,000
Studio

Beds

0.0

Baths

73,573

Sq.Ft.

7 Hawkes Avenue

Ossining, NY

Courtesy of HUDSON EDGE REAL ESTATE LLC
View 99 Croton Avenue Ossining, NY MLS# 843937
$579,000
2,849

Sq.Ft.

99 Croton Avenue

Ossining, NY

Courtesy of KANE & ASSOCIATES
View 30 Hunter Street Ossining, NY MLS# H6290321
$300,000
2

Beds

1.0

Baths

1,474

Sq.Ft.

30 Hunter Street

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

98

Estimated median home price

$649,111
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 - 200K7
$200K - 300K11
$300K - 400K7
$400K - 500K11
$500K - 600K11
$600K - 700K11
$700K - 800K17
$800K - 900K8
$900K - 1M2
$1M - Max13

Homes for Sale by Type in Ossining, NY

Property TypeCount
Single Family47
Townhouse0
Condo14
Commercial7
Rental32
Lots and Land4
Condo/Town/CoOp0
CoOp16
Multi Family10
Mobile Home0
Farms0

(Data as of 4/15/2026)

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.