29 total properties
Did you mean the neighborhood Osterville?
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 34 Farm Valley Road Osterville, MA MLS# 22600746
$2,950,000
3

Beds

3.1

Baths

5,008

Sq.Ft.

34 Farm Valley Road

Osterville, MA

CapeCodIslands
View 12 Cockachoiset Lane Osterville, MA MLS# 22601973
  • Recently Listed
1 of 41
$2,950,000
3

Beds

3.0

Baths

3,178

Sq.Ft.

12 Cockachoiset Lane

Osterville, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 21 Cockachoisett Lane Osterville, MA MLS# 22601599
$2,900,000
4

Beds

3.1

Baths

3,015

Sq.Ft.

21 Cockachoisett Lane

Osterville, MA

CapeCodIslands
View 146 Scudder Road Osterville, MA MLS# 22600195
  • New Construction
1 of 46
$2,595,000
3

Beds

4.0

Baths

2,650

Sq.Ft.

146 Scudder Road

Osterville, MA

CapeCodIslands
View 51 Wianno Circle Osterville, MA MLS# 22502488
$2,250,000
3

Beds

2.0

Baths

1,194

Sq.Ft.

51 Wianno Circle

Osterville, MA

CapeCodIslands
View 199 E Bay Road APT 12 Osterville, MA MLS# 22600859
$2,200,000
3

Beds

3.1

Baths

3,118

Sq.Ft.

199 E Bay Road APT 12

Osterville, MA

CapeCodIslands
View 81 Osterville West Barnstable Road Osterville, MA MLS# 22601935
$1,950,000
3

Beds

2.1

Baths

3,084

Sq.Ft.

81 Osterville West Barnstable Road

Osterville, MA

CapeCodIslands
View 162 Main Street Osterville, MA MLS# 22601704
$1,785,000
3

Beds

2.1

Baths

2,048

Sq.Ft.

162 Main Street

Osterville, MA

CapeCodIslands
View 92 Wianno Circle Osterville, MA MLS# 22601032
  • Virtual Tour
1 of 56
$1,600,000
3

Beds

3.0

Baths

2,459

Sq.Ft.

92 Wianno Circle

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
View 955 Main Street Osterville, MA MLS# 22601611
$1,579,000
3

Beds

2.0

Baths

1,765

Sq.Ft.

955 Main Street

Osterville, MA

CapeCodIslands
View 176 Bumps River RD Road Osterville, MA MLS# 22601545
$1,495,000
3

Beds

2.1

Baths

2,537

Sq.Ft.

176 Bumps River RD Road

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 170 Sturbridge Drive Osterville, MA MLS# 22601492
$1,150,000
2

Beds

2.1

Baths

1,992

Sq.Ft.

170 Sturbridge Drive

Osterville, MA

CapeCodIslands
View 40 Waterfield Road Osterville, MA MLS# 22505336
$1,075,000
4

Beds

2.0

Baths

1,775

Sq.Ft.

40 Waterfield Road

Osterville, MA

CapeCodIslands
View 60 Linden Lane Osterville, MA MLS# 22601021
$949,000
3

Beds

3.0

Baths

2,000

Sq.Ft.

60 Linden Lane

Osterville, MA

CapeCodIslands
View 177 Bayview Circle Osterville, MA MLS# 22601044
$899,900
3

Beds

2.1

Baths

2,050

Sq.Ft.

177 Bayview Circle

Osterville, MA

CapeCodIslands
View 153 Hickory Hill Circle Osterville, MA MLS# 22601740
$899,000
4

Beds

2.1

Baths

2,585

Sq.Ft.

153 Hickory Hill 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

About Osterville

Listings in Osterville, MA

49

Estimated median home price

$2,595,000
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 - 800K1
$800K - 900K5
$900K - 1M1
$1M - Max36

Homes for Sale by Type in Osterville, MA

Property TypeCount
Single Family38
Townhouse0
Condo5
Commercial2
Rental1
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/22/2026)

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 5/24/2026. All properties are subject to prior sale, changes, or withdrawal.