27 total properties
Did you mean the neighborhood Osterville?
View 420 Starboard Lane Osterville, MA MLS# 22602737
$1,895,000
4

Beds

2.1

Baths

2,636

Sq.Ft.

420 Starboard Lane

Osterville, MA

CapeCodIslands
View 2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656
$1,699,000
4,200

Sq.Ft.

2957 Falmouth Road/Rte 28 Road

Osterville, MA

CapeCodIslands
View 33 Sunset Lane Osterville, MA MLS# 22505728
$1,599,000
3

Beds

2.1

Baths

1,686

Sq.Ft.

33 Sunset Lane

Osterville, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 162 Main Street Osterville, MA MLS# 22601704
    1 of 50
    OPEN HOUSE: Sunday 11/1 12:00 PM - 1:00 PM
    $1,595,000
    3

    Beds

    2.1

    Baths

    2,048

    Sq.Ft.

    162 Main Street

    Osterville, MA

    CapeCodIslands
    View 81 Osterville West Barnstable Road Osterville, MA MLS# 22601935
    $1,595,000
    3

    Beds

    2.1

    Baths

    3,084

    Sq.Ft.

    81 Osterville West Barnstable Road

    Osterville, MA

    CapeCodIslands
    View 23 & 27 Swift Avenue Osterville, MA MLS# 22604426
    $1,485,000
    3

    Beds

    2.1

    Baths

    1,844

    Sq.Ft.

    23 & 27 Swift Avenue

    Osterville, MA

    CapeCodIslands
    View 955 Main Street Osterville, MA MLS# 22601611
    $1,425,000
    3

    Beds

    2.0

    Baths

    1,765

    Sq.Ft.

    955 Main Street

    Osterville, MA

    CapeCodIslands
    View 175 Hickory Hill Circle Osterville, MA MLS# 22604359
    $1,100,000
    4

    Beds

    3.0

    Baths

    3,355

    Sq.Ft.

    175 Hickory Hill Circle

    Osterville, MA

    CapeCodIslands
    View 51 Falling Leaf Lane Osterville, MA MLS# 22604062
    $1,050,000
    2

    Beds

    2.0

    Baths

    2,010

    Sq.Ft.

    51 Falling Leaf Lane

    Osterville, MA

    CapeCodIslands
    View 16 Second Avenue 4 Osterville, MA MLS# 22604395
    $999,000
    2

    Beds

    2.1

    Baths

    1,564

    Sq.Ft.

    16 Second Avenue 4

    Osterville, MA

    CapeCodIslands
    View 82 Falling Leaf Lane Osterville, MA MLS# 22604478
    $990,000
    3

    Beds

    2.1

    Baths

    2,116

    Sq.Ft.

    82 Falling Leaf Lane

    Osterville, MA

    CapeCodIslands
    View 31 Jasons Lane Osterville, MA MLS# 22604988
    • Virtual Tour
    1 of 56
    $959,000
    3

    Beds

    3.0

    Baths

    2,048

    Sq.Ft.

    31 Jasons Lane

    Osterville, MA

    CapeCodIslands
    View 55 Deerfield Road Osterville, MA MLS# 22604805
    $945,000
    3

    Beds

    2.1

    Baths

    1,501

    Sq.Ft.

    55 Deerfield Road

    Osterville, MA

    CapeCodIslands
    View 466 Old Mill Road Osterville, MA MLS# 22604877
      1 of 34
      OPEN HOUSE: Sunday 11/1 1:00 PM - 2:30 PM
      $849,900
      2

      Beds

      1.1

      Baths

      1,055

      Sq.Ft.

      466 Old Mill Road

      Osterville, MA

      CapeCodIslands
      View 5 Briar Patch Road Osterville, MA MLS# 22600998
      $829,000
      3

      Beds

      2.0

      Baths

      1,497

      Sq.Ft.

      5 Briar Patch Road

      Osterville, MA

      CapeCodIslands
      View 177 Bayview Circle Osterville, MA MLS# 22603520
      $799,900
      3

      Beds

      2.1

      Baths

      2,100

      Sq.Ft.

      177 Bayview Circle

      Osterville, MA

      CapeCodIslands
      View 111 Westwind Circle Osterville, MA MLS# 22604019
        1 of 37
        OPEN HOUSE: Sunday 11/1 11:00 AM - 12:30 PM
        $795,000
        3

        Beds

        2.0

        Baths

        1,248

        Sq.Ft.

        111 Westwind Circle

        Osterville, MA

        CapeCodIslands
        View 13 South Street Osterville, MA MLS# 22605144
        $795,000
        2

        Beds

        1.1

        Baths

        1,170

        Sq.Ft.

        13 South Street

        Osterville, MA

        CapeCodIslands
        View 15 South Street Osterville, MA MLS# 22605281
        • Recently Listed
        1 of 34
        $775,000
        2

        Beds

        2.0

        Baths

        1,170

        Sq.Ft.

        15 South Street

        Osterville, MA

        CapeCodIslands
        View 114 King Arthur Drive Osterville, MA MLS# 22602806
        $724,000
        3

        Beds

        2.0

        Baths

        1,426

        Sq.Ft.

        114 King Arthur Drive

        Osterville, MA

        CapeCodIslands

        About Osterville

        Listings in Osterville, MA

        57

        Estimated median home price

        $2,825,000
        Osterville MA Homes for Sale & Properties

        Weichert Realtors is one of the nation's leading providers of Osterville, Massachusetts real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Osterville, MA.

        Homes for Sale by Price in Osterville, MA

        PriceCount
        $0 - 100K1
        $100K - 200K0
        $200K - 300K1
        $300K - 400K0
        $400K - 500K1
        $500K - 600K1
        $600K - 700K3
        $700K - 800K5
        $800K - 900K2
        $900K - 1M4
        $1M - Max39

        Homes for Sale by Type in Osterville, MA

        Property TypeCount
        Single Family43
        Townhouse0
        Condo6
        Commercial4
        Rental0
        Lots and Land4
        Condo/Town/CoOp0
        CoOp0
        Multi Family0
        Mobile Home0
        Farms0

        (Data as of 10/31/2026)

        Information deemed reliable but not guaranteed.

        The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Weichert Realtors are marked with the BR Logo and detailed information about them includes the name of the listing broker company. Neither the listing broker nor Weichert Realtors shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

        The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

        Data is updated as of 11/1/2026. All properties are subject to prior sale, changes, or withdrawal.