14 total properties
Did you mean the neighborhood Osterville?
View 88 Waterfield Road Osterville, MA MLS# 22603202
$950,000
3

Beds

2.0

Baths

2,125

Sq.Ft.

88 Waterfield Road

Osterville, MA

CapeCodIslands
View 5 Briar Patch Road Osterville, MA MLS# 22600998
$875,000
3

Beds

2.0

Baths

1,497

Sq.Ft.

5 Briar Patch Road

Osterville, MA

CapeCodIslands
View 177 Bayview Circle Osterville, MA MLS# 22603520
$849,900
3

Beds

2.1

Baths

2,100

Sq.Ft.

177 Bayview Circle

Osterville, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 111 Westwind Circle Osterville, MA MLS# 22604019
  • Recently Listed
1 of 39
OPEN HOUSE: Friday 8/21 3:00 PM - 5:00 PM
$795,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

111 Westwind Circle

Osterville, MA

CapeCodIslands
View 441 Old Mill Road Osterville, MA MLS# 22601575
$775,000
2

Beds

2.0

Baths

1,144

Sq.Ft.

441 Old Mill Road

Osterville, MA

CapeCodIslands
View 114 King Arthur Drive Osterville, MA MLS# 22602806
    1 of 33
    OPEN HOUSE: Saturday 8/22 10:30 AM - 12:30 PM
    $764,000
    3

    Beds

    2.0

    Baths

    1,426

    Sq.Ft.

    114 King Arthur Drive

    Osterville, MA

    CapeCodIslands
    View 105 Parker Road UNIT B Osterville, MA MLS# 22602404
    $750,000
    2

    Beds

    2.1

    Baths

    1,954

    Sq.Ft.

    105 Parker Road UNIT B

    Osterville, MA

    CapeCodIslands
    View 39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046
    $712,000
    2

    Beds

    2.0

    Baths

    1,260

    Sq.Ft.

    39 Tower Hill Road APT 16D

    Osterville, MA

    CapeCodIslands
    View 7 Bonnie Briar Road Osterville, MA MLS# 22602754
    $675,000
    3

    Beds

    2.0

    Baths

    1,144

    Sq.Ft.

    7 Bonnie Briar Road

    Osterville, MA

    CapeCodIslands
    View 55 Seth Goodspeed Way Osterville, MA MLS# 22601981
      1 of 49
      OPEN HOUSE: Saturday 8/22 10:00 AM - 12:00 PM
      $649,000
      2

      Beds

      2.0

      Baths

      1,040

      Sq.Ft.

      55 Seth Goodspeed Way

      Osterville, MA

      CapeCodIslands
      View 295 Westwind Circle Osterville, MA MLS# 22603216
      $649,000
      2

      Beds

      2.0

      Baths

      1,808

      Sq.Ft.

      295 Westwind Circle

      Osterville, MA

      CapeCodIslands
      View 17 Galleon Way Osterville, MA MLS# 22603408
      $642,000
      3

      Beds

      2.1

      Baths

      1,297

      Sq.Ft.

      17 Galleon Way

      Osterville, MA

      CapeCodIslands
      View 727 Main Street APT B1 Osterville, MA MLS# 22602304
      $599,900
      2

      Beds

      1.1

      Baths

      1,088

      Sq.Ft.

      727 Main Street APT B1

      Osterville, MA

      CapeCodIslands
      View 920A Main Street UNIT 14 Osterville, MA MLS# 22505943
      $85,000
      120

      Sq.Ft.

      920A Main Street UNIT 14

      Osterville, MA

      CapeCodIslands

      About Osterville

      Listings in Osterville, MA

      57

      Estimated median home price

      $3,000,000
      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 - 300K0
      $300K - 400K0
      $400K - 500K0
      $500K - 600K1
      $600K - 700K4
      $700K - 800K5
      $800K - 900K2
      $900K - 1M1
      $1M - Max43

      Homes for Sale by Type in Osterville, MA

      Property TypeCount
      Single Family46
      Townhouse0
      Condo4
      Commercial2
      Rental1
      Lots and Land5
      Condo/Town/CoOp0
      CoOp0
      Multi Family0
      Mobile Home0
      Farms0

      (Data as of 8/21/2026)

      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 8/21/2026. All properties are subject to prior sale, changes, or withdrawal.