Osterville, one of the seven villages within the town of Barnstable, is a primarily residential community with beautiful marshes, bays, and beaches. In July and August the population swells due to the many seasonal residents who maintain second homes in the Village. Osterville has long been known for its sprawling and magnificent oceanfront estates. By a steel drawbridge the village is connected to Little Island and Great Island (known as Oyster Harbors), a gated community featuring many luxury homes. For the sailing enthusiast, Osterville is home to Crosby Boat Yard, home to the famous Crosby Catboat and the Wianno Senior. There are two private country clubs in Osterville, Wianno and Oyster Harbors, each with a private 18 hole golf course, tennis facilities, and private beach. Osterville is also home to a well-known private K-12 school, Cape Cod Academy.

Displaying 1 - 10 of 29

Wianno Head Waterfront Estate

Osterville, MA, United States
$10,975,000
Web #: 0403172
MLS ID: 21504222
Bedrooms: 6
Baths Full / Partial: 6 / 2
Interior: 7,488 sq. ft. (approx.)
Land: 3.11 acres (approx.)
Wianno+Head+Waterfront+Estate
1 of 38

Contemporary Oceanfront Estate

Osterville, MA, United States
$10,000,000
tax (annual): $51,291

Web #: 0401801
MLS ID: 21408560
Bedrooms: 5
Baths Full / Partial: 8 / 1
Interior: 10,279 sq. ft. (approx.)
Land: 1.32 acres (approx.)
Contemporary+Oceanfront+Estate
1 of 24

Estate with Dock, Pool and Guest House

Osterville, MA, United States
$6,995,000
tax (annual): $38,531

Web #: 0402551
MLS ID: 21301497
Bedrooms: 7
Baths Full / Partial: 6 / 1
Interior: 7,639 sq. ft. (approx.)
Land: 1.50 acres (approx.)
Estate+with+Dock%2c+Pool+and+Guest+House
1 of 20

Magnificent Sea View Avenue Estate

Osterville, MA, United States
$6,995,000
Web #: 0403276
MLS ID: 21506910
Bedrooms: 4
Baths Full / Partial: 3 / 1
Interior: 3,622 sq. ft. (approx.)
Land: 1.56 acres (approx.)
Magnificent+Sea+View+Avenue+Estate
1 of 23

Great Bay Waterfront with Dock

Osterville, MA, United States
$2,999,000
Web #: 0403152
MLS ID: 21502363
Bedrooms: 5
Baths Full / Partial: 4 / 2
Interior: 3,679 sq. ft. (approx.)
Land: 1 acre (approx.)
Great+Bay+Waterfront+with+Dock
1 of 32

© Copyright 2012. All rights reserved. This material is based upon information which we consider reliable, but because it has been supplied by third parties, we cannot represent that it is accurate or complete, and it should not be relied upon as such. This offering is subject to errors, omissions, changes including price or withdrawal without notice
 

Water Views in Wianno

Osterville, MA, United States
$2,900,000
Web #: 0403125
MLS ID: 21501482
Bedrooms: 5
Baths Full / Partial: 5 / 1
Land: 0.82 acres (approx.)
Water+Views+in+Wianno
1 of 23

Classic Wianno Estate

Osterville, MA, United States
$2,895,000
Web #: 0403100
MLS ID: 21411049
Bedrooms: 5
Baths Full / Partial: 4 / 1
Interior: 6,517 sq. ft. (approx.)
Land: 1.02 acres (approx.)
Classic+Wianno+Estate
1 of 25

Heart of Wianno

Osterville, MA, United States
$2,250,000
Web #: 0403269
MLS ID: 21507756
Bedrooms: 6
Baths Full / Partial: 4 / 1
Interior: 4,408 sq. ft. (approx.)
Land: 1.07 acres (approx.)
Heart+of+Wianno
1 of 26

Stately Elegance in Osterville

Osterville, MA, United States
$1,999,000
Web #: 0403199
MLS ID: 21504839
Bedrooms: 5
Baths Full / Partial: 5 / 1
Interior: 3,633 sq. ft. (approx.)
Land: 0.93 acres (approx.)
Stately+Elegance+in+Osterville
1 of 25

Private Wianno Estate

Osterville, MA, United States
$1,895,000
Web #: 0403247
MLS ID: 21506682
Bedrooms: 5
Baths Full / Partial: 4 / 2
Interior: 4,246 sq. ft. (approx.)
Land: 1.67 acres (approx.)
Private+Wianno+Estate
1 of 21

© Copyright 2012. All rights reserved. This material is based upon information which we consider reliable, but because it has been supplied by third parties, we cannot represent that it is accurate or complete, and it should not be relied upon as such. This offering is subject to errors, omissions, changes including price or withdrawal without notice