29 total properties
Did you mean the neighborhood Osterville?
View 920A Main Street UNIT 14 Osterville, MA MLS# 22505943
$85,000
120

Sq.Ft.

920A Main Street UNIT 14

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

Beds

2.1

Baths

1,297

Sq.Ft.

17 Galleon Way

Osterville, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 55 Seth Goodspeed Way Osterville, MA MLS# 22601981
$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 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 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 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 114 King Arthur Drive Osterville, MA MLS# 22602806
$764,000
3

Beds

2.0

Baths

1,426

Sq.Ft.

114 King Arthur Drive

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 111 Westwind Circle Osterville, MA MLS# 22604019
  • Recently Listed
1 of 39
$795,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

111 Westwind Circle

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
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 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 51 Falling Leaf Lane Osterville, MA MLS# 22604062
  • Recently Listed
1 of 38
OPEN HOUSE: Saturday 8/22 10:00 AM - 12:00 PM
$1,100,000
3

Beds

2.0

Baths

2,010

Sq.Ft.

51 Falling Leaf Lane

Osterville, MA

CapeCodIslands
View 5 Hinckley Circle Osterville, MA MLS# 22603478
$1,195,000
2

Beds

2.0

Baths

2,150

Sq.Ft.

5 Hinckley Circle

Osterville, MA

CapeCodIslands
View 31 Falling Leaf Lane Osterville, MA MLS# 22601349
$1,199,000
3

Beds

2.1

Baths

2,190

Sq.Ft.

31 Falling Leaf Lane

Osterville, MA

CapeCodIslands
View 175 Hickory Hill Circle Osterville, MA MLS# 22603317
$1,300,000
3

Beds

4.0

Baths

3,355

Sq.Ft.

175 Hickory Hill Circle

Osterville, MA

CapeCodIslands
View 18 Calico Lane Osterville, MA MLS# 22602969
$1,395,000
4

Beds

2.2

Baths

2,359

Sq.Ft.

18 Calico Lane

Osterville, MA

CapeCodIslands
View 955 Main Street Osterville, MA MLS# 22601611
    1 of 57
    OPEN HOUSE: Sunday 8/23 12:00 PM - 2:00 PM
    $1,500,000
    3

    Beds

    2.0

    Baths

    1,765

    Sq.Ft.

    955 Main Street

    Osterville, MA

    CapeCodIslands

    About Osterville

    Listings in Osterville, MA

    56

    Estimated median home price

    $3,050,000
    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 - Max42

    Homes for Sale by Type in Osterville, MA

    Property TypeCount
    Single Family45
    Townhouse0
    Condo4
    Commercial2
    Rental2
    Lots and Land5
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 8/19/2026)

    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 8/20/2026. All properties are subject to prior sale, changes, or withdrawal.