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 32

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 41

Contemporary Oceanfront Estate

Osterville, MA, United States
$8,995,000
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

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 18

Views, Beach & Boating

Osterville, MA, United States
$5,500,000
Web #: 0403486
MLS ID: 21604947
Land: 1.06 acres (approx.)
Views%2c+Beach+%26+Boating
1 of 8

Wianno Masterpiece with Deeded Beach

Osterville, MA, United States
$4,500,000
Web #: 0403196
MLS ID: 21600325
Bedrooms: 7
Baths Full / Partial: 6 / 2
Interior: 6,419 sq. ft. (approx.)
Land: 1.22 acres (approx.)
Wianno+Masterpiece+with+Deeded+Beach
1 of 25

© 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
 

Wianno Waterview Gem

Osterville, MA, United States
$2,800,000
Web #: 0403325
MLS ID: 21510367
Bedrooms: 5
Baths Full / Partial: 3 / 1
Interior: 3,707 sq. ft. (approx.)
Land: 1.40 acres (approx.)
Wianno+Waterview+Gem
1 of 28

Spectacular Shingle Style in Wianno

Osterville, MA, United States
$2,650,000
Web #: 0403317
MLS ID: 21509932
Bedrooms: 5
Baths Full / Partial: 4 / 1
Interior: 4,560 sq. ft. (approx.)
Land: 1.03 acres (approx.)
Spectacular+Shingle+Style+in+Wianno
1 of 25

Brand New on Wianno Avenue

Osterville, MA, United States
$2,595,000
Web #: 0403332
MLS ID: 21510877
Bedrooms: 5
Baths Full / Partial: 5 / 1
Interior: 3,900 sq. ft. (approx.)
Land: 0.63 acres (approx.)
Brand+New+on+Wianno+Avenue
1 of 28

Perfection on Sea View

Osterville, MA, United States
$2,595,000
Web #: 0403525
MLS ID: 21607334
Bedrooms: 4
Baths Full / Partial: 3 / 1
Interior: 3,809 sq. ft. (approx.)
Land: 1.28 acres (approx.)
Perfection+on+Sea+View
1 of 29

Classic Eel River Colonial

Osterville, MA, United States
$2,395,000
Web #: 0403524
MLS ID: 21607021
Bedrooms: 5
Baths Full / Partial: 5 / 1
Interior: 4,175 sq. ft. (approx.)
Land: 1.16 acres (approx.)
Classic+Eel+River+Colonial
1 of 22

© 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