View 37 Hudson Watch Drive Ossining, NY MLS# 1055083
$599,000
2

Beds

2.1

Baths

1,195

Sq.Ft.

37 Hudson Watch Drive

Ossining, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 21 Knoll View Ossining, NY MLS# 1059219
$450,000
2

Beds

1.1

Baths

1,452

Sq.Ft.

21 Knoll View

Ossining, NY

Courtesy of EXP REALTY
View 135 South Highland Ave 3B3 Ossining, NY MLS# 1058239
$223,000
2

Beds

1.0

Baths

950

Sq.Ft.

135 South Highland Ave 3B3

Ossining, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 135 Main Street 302 Ossining, NY MLS# 1057950
$215,000
1

Beds

1.0

Baths

719

Sq.Ft.

135 Main Street 302

Ossining, NY

Courtesy of KELLER WILLIAMS PRESTIGE PROP
View 115 Pinesbridge Road Ossining, NY MLS# 1056078
    1 of 37
    OPEN HOUSE: Sunday 11/8 1:00 PM - 3:00 PM
    $1,349,500
    4

    Beds

    2.1

    Baths

    3,102

    Sq.Ft.

    115 Pinesbridge Road

    Ossining, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 30 Campwoods Grounds Ossining, NY MLS# 1057825
    $280,000
    2

    Beds

    1.0

    Baths

    810

    Sq.Ft.

    30 Campwoods Grounds

    Ossining, NY

    Courtesy of ERA INSITE REALTY SERVICES
    View 6 Snowden Avenue 4 Ossining, NY MLS# 1055905
    $999,000
    6

    Beds

    2.0

    Baths

    3,284

    Sq.Ft.

    6 Snowden Avenue 4

    Ossining, NY

    Courtesy of REALMART REALTY LLC
    View 27 Havell Street Ossining, NY MLS# 1056039
    $1,099,000
    9

    Beds

    5.0

    Baths

    2,946

    Sq.Ft.

    27 Havell Street

    Ossining, NY

    Courtesy of REALMART REALTY LLC
    View 53 Upper Croton Avenue Ossining, NY MLS# 1055776
    $550,000
    3

    Beds

    2.0

    Baths

    2,217

    Sq.Ft.

    53 Upper Croton Avenue

    Ossining, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 7 Bradshaw Drive Ossining, NY MLS# 1056019
    $665,000
    4

    Beds

    1.1

    Baths

    1,600

    Sq.Ft.

    7 Bradshaw Drive

    Ossining, NY

    Courtesy of COLDWELL BANKER REALTY
    View 115 Somerstown Road Ossining, NY MLS# 1022233
    $578,000
    3

    Beds

    1.1

    Baths

    1,073

    Sq.Ft.

    115 Somerstown Road

    Ossining, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 13 Knoll View Ossining, NY MLS# 1053845
    $455,000
    2

    Beds

    1.1

    Baths

    1,452

    Sq.Ft.

    13 Knoll View

    Ossining, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 5 Briarcliff Drive S 10 Ossining, NY MLS# 1051559
    $465,000
    2

    Beds

    2.0

    Baths

    1,275

    Sq.Ft.

    5 Briarcliff Drive S 10

    Ossining, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 4 Charter Circle 4 Ossining, NY MLS# 1041072
    $225,000
    2

    Beds

    1.0

    Baths

    952

    Sq.Ft.

    4 Charter Circle 4

    Ossining, NY

    Courtesy of RE/MAX PRESTIGE PROPERTIES
    View 1 Mundet Drive Ossining, NY MLS# 1037979
    $635,000
    3

    Beds

    1.0

    Baths

    1,270

    Sq.Ft.

    1 Mundet Drive

    Ossining, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 39 Orchard Drive Ossining, NY MLS# 1052611
    • Virtual Tour
    1 of 40
    $779,000
    4

    Beds

    1.1

    Baths

    2,448

    Sq.Ft.

    39 Orchard Drive

    Ossining, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 1203 Eagle Bay Drive Ossining, NY MLS# 1046411
    $489,000
    2

    Beds

    2.0

    Baths

    1,248

    Sq.Ft.

    1203 Eagle Bay Drive

    Ossining, NY

    Courtesy of KELLER WILLIAMS NY REALTY
    View 127-1 S Highland Avenue B5 Ossining, NY MLS# 1051780
    $228,000
    2

    Beds

    1.0

    Baths

    950

    Sq.Ft.

    127-1 S Highland Avenue B5

    Ossining, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 3 Brooke Club Drive 4 Ossining, NY MLS# 1052914
    $500,000
    2

    Beds

    2.1

    Baths

    1,788

    Sq.Ft.

    3 Brooke Club Drive 4

    Ossining, NY

    Courtesy of NORTH COUNTRY SOTHEBYS INT RLT
    View 58 Hudson View Hill Ossining, NY MLS# 1051520
    $380,000
    1

    Beds

    1.0

    Baths

    832

    Sq.Ft.

    58 Hudson View Hill

    Ossining, NY

    Courtesy of HOWARD HANNA RAND 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

    107

    Estimated median home price

    $625,000
    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 - 200K5
    $200K - 300K11
    $300K - 400K10
    $400K - 500K12
    $500K - 600K12
    $600K - 700K17
    $700K - 800K9
    $800K - 900K8
    $900K - 1M4
    $1M - Max18

    Homes for Sale by Type in Ossining, NY

    Property TypeCount
    Single Family56
    Townhouse0
    Condo17
    Commercial7
    Rental37
    Lots and Land3
    Condo/Town/CoOp0
    CoOp14
    Multi Family10
    Mobile Home0
    Farms0

    (Data as of 11/2/2026)

    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.