View 161 Charter Circle 161 Ossining, NY MLS# 1006988
$325,000
3

Beds

1.1

Baths

1,300

Sq.Ft.

161 Charter Circle 161

Ossining, NY

Courtesy of COMPASS GREATER NY, LLC
View 33 Maurice Avenue Ossining, NY MLS# 1001582
    1 of 29
    OPEN HOUSE: Sunday 6/28 12:00 PM - 2:00 PM
    $555,000
    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
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 125-3 S. Highland Avenue C5 Ossining, NY MLS# 1005870
      1 of 16
      OPEN HOUSE: Sunday 6/28 12:00 PM - 2:00 PM
      $155,000
      1

      Beds

      1.0

      Baths

      750

      Sq.Ft.

      125-3 S. Highland Avenue C5

      Ossining, NY

      Courtesy of COLDWELL BANKER REALTY
      View 5 Maria Lane Ossining, NY MLS# 1004901
      $299,000
      4

      Beds

      2.1

      Baths

      2,374

      Sq.Ft.

      5 Maria Lane

      Ossining, NY

      Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
      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 24 Fuller Road Ossining, NY MLS# 1001998
      $650,000
      4

      Beds

      2.0

      Baths

      1,667

      Sq.Ft.

      24 Fuller Road

      Ossining, NY

      Courtesy of COMPASS GREATER NY, LLC
      View 2 Piping Rock Drive Ossining, NY MLS# 997507
      $699,000
      4

      Beds

      2.1

      Baths

      1,960

      Sq.Ft.

      2 Piping Rock Drive

      Ossining, NY

      Courtesy of KANE & ASSOCIATES
      View 20 Samstag Avenue Ossining, NY MLS# 995689
      $450,000
      3

      Beds

      1.0

      Baths

      930

      Sq.Ft.

      20 Samstag Avenue

      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 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 133-3 S Highland Avenue 5B Ossining, NY MLS# 991549
      $215,000
      2

      Beds

      1.0

      Baths

      950

      Sq.Ft.

      133-3 S Highland Avenue 5B

      Ossining, NY

      Courtesy of HOULIHAN LAWRENCE INC.
      View 19 Samstag Avenue Ossining, NY MLS# 993706
      $425,000
      2

      Beds

      1.0

      Baths

      740

      Sq.Ft.

      19 Samstag Avenue

      Ossining, NY

      Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
      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 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 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 127-1 South Highland Avenue B3 Ossining, NY MLS# 987888
      $235,000
      2

      Beds

      1.0

      Baths

      950

      Sq.Ft.

      127-1 South Highland Avenue B3

      Ossining, NY

      Courtesy of HOWARD HANNA RAND 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 32 Terrace Avenue Ossining, NY MLS# 985026
      $699,000
      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
      $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

      113

      Estimated median home price

      $675,000
      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 - 300K10
      $300K - 400K6
      $400K - 500K12
      $500K - 600K12
      $600K - 700K20
      $700K - 800K15
      $800K - 900K10
      $900K - 1M4
      $1M - Max18

      Homes for Sale by Type in Ossining, NY

      Property TypeCount
      Single Family61
      Townhouse0
      Condo14
      Commercial5
      Rental34
      Lots and Land5
      Condo/Town/CoOp0
      CoOp13
      Multi Family15
      Mobile Home0
      Farms0

      (Data as of 6/28/2026)

      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.