25 total properties
Did you mean the neighborhood Osterville?
View 162 Main Street Osterville, MA MLS# 22505902
  • Recently Listed
1 of 43
$1,799,000
2

Beds

2.1

Baths

1,052

Sq.Ft.

162 Main Street

Osterville, MA

CapeCodIslands
View 920A Main Street UNIT 15B Osterville, MA MLS# 22505943
$85,000
120

Sq.Ft.

920A Main Street UNIT 15B

Osterville, MA

CapeCodIslands
View 123 Tower Hill Road Osterville, MA MLS# 22505521
$789,000
3

Beds

1.1

Baths

1,136

Sq.Ft.

123 Tower Hill Road

Osterville, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 40 Waterfield Road Osterville, MA MLS# 22505336
    1 of 34
    OPEN HOUSE: Saturday 1/3 11:00 AM - 1:00 PM
    $1,115,000
    4

    Beds

    2.0

    Baths

    1,775

    Sq.Ft.

    40 Waterfield Road

    Osterville, MA

    CapeCodIslands
    View 168 Garrison Lane Osterville, MA MLS# 22505080
    $9,995,000
    5

    Beds

    5.1

    Baths

    7,565

    Sq.Ft.

    168 Garrison Lane

    Osterville, MA

    CapeCodIslands
    View 369 Bumps River Road Osterville, MA MLS# 22505019
    $680,000
    3

    Beds

    2.0

    Baths

    1,152

    Sq.Ft.

    369 Bumps River Road

    Osterville, MA

    CapeCodIslands
    View 199 East Bay Road 13 Osterville, MA MLS# 22504569
    $1,895,000
    3

    Beds

    3.1

    Baths

    3,551

    Sq.Ft.

    199 East Bay Road 13

    Osterville, MA

    CapeCodIslands
    View 920 Main Street Unit 1 Building 2 Osterville, MA MLS# 22504517
    $615,000
    2

    Beds

    2.0

    Baths

    1,150

    Sq.Ft.

    920 Main Street Unit 1 Building 2

    Osterville, MA

    CapeCodIslands
    View 850 Sea View Avenue Osterville, MA MLS# 22504438
    $7,950,000
    8

    Beds

    7.2

    Baths

    7,350

    Sq.Ft.

    850 Sea View Avenue

    Osterville, MA

    CapeCodIslands
    View 77 Robbins Street Osterville, MA MLS# 22504379
    $1,395,000
    4

    Beds

    2.1

    Baths

    2,976

    Sq.Ft.

    77 Robbins Street

    Osterville, MA

    CapeCodIslands
    View 44 Avalon Circle Osterville, MA MLS# 22504309
    $1,295,000
    3

    Beds

    2.0

    Baths

    3,387

    Sq.Ft.

    44 Avalon Circle

    Osterville, MA

    CapeCodIslands
    View 414 Eel River Road Osterville, MA MLS# 22504113
    $3,499,999
    10

    Beds

    7.1

    Baths

    6,905

    Sq.Ft.

    414 Eel River Road

    Osterville, MA

    CapeCodIslands
    View 89 Swift Avenue Osterville, MA MLS# 22503538
      1 of 58
      OPEN HOUSE: Saturday 1/3 2:00 PM - 4:00 PM
      $1,175,000
      4

      Beds

      2.0

      Baths

      2,674

      Sq.Ft.

      89 Swift Avenue

      Osterville, MA

      CapeCodIslands
      View 14 Indian Trail Osterville, MA MLS# 22503092
      • Virtual Tour
      1 of 43
      $10,500,000
      5

      Beds

      3.2

      Baths

      3,087

      Sq.Ft.

      14 Indian Trail

      Osterville, MA

      CapeCodIslands
      View 440 Grand Island Drive Osterville, MA MLS# 22502682
      $7,750,000
      7

      Beds

      9.2

      Baths

      11,546

      Sq.Ft.

      440 Grand Island Drive

      Osterville, MA

      CapeCodIslands
      View 51 Wianno Circle Osterville, MA MLS# 22502488
      $2,395,000
      3

      Beds

      2.0

      Baths

      1,194

      Sq.Ft.

      51 Wianno Circle

      Osterville, MA

      CapeCodIslands
      View Lot 288 Seapuit River A Road Osterville, MA MLS# 22502532
      $3,100,000
      Studio

      Beds

      0.0

      Baths

      Lot 288 Seapuit River A Road

      Osterville, MA

      CapeCodIslands
      View Lot 289 Seapuit River B Road Osterville, MA MLS# 22502533
      $3,000,000
      Studio

      Beds

      0.0

      Baths

      Lot 289 Seapuit River B Road

      Osterville, MA

      CapeCodIslands
      View Lot 290 0 Indian Trail Osterville, MA MLS# 22502535
      $3,125,000
      Studio

      Beds

      0.0

      Baths

      Lot 290 0 Indian Trail

      Osterville, MA

      CapeCodIslands
      View 30 Indian Trail Osterville, MA MLS# 22502536
      $3,250,000
      Studio

      Beds

      0.0

      Baths

      30 Indian Trail

      Osterville, MA

      CapeCodIslands

      About Osterville

      Listings in Osterville, MA

      25

      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 - 600K0
      $600K - 700K2
      $700K - 800K1
      $800K - 900K0
      $900K - 1M0
      $1M - Max21

      Homes for Sale by Type in Osterville, MA

      Property TypeCount
      Single Family17
      Townhouse0
      Condo2
      Commercial2
      Rental3
      Lots and Land4
      Condo/Town/CoOp0
      CoOp0
      Multi Family0
      Mobile Home0
      Farms0

      (Data as of 1/2/2026)

      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 1/3/2026. All properties are subject to prior sale, changes, or withdrawal.