49 total properties
View 71 Sand Point Osterville, MA MLS# 22500873
  • Virtual Tour
1 of 45
$12,250,000
5

Beds

4.2

Baths

5,747

Sq.Ft.

71 Sand Point

Osterville, MA

CapeCodIslands
View 71 Sand Pt Barnstable, MA MLS# 73342640
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1 of 36
$12,250,000
5

Beds

4.2

Baths

5,747

Sq.Ft.

71 Sand Pt

Barnstable, MA

Listed By: Robert Kinlin Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 501 Eel River Road Osterville, MA MLS# 22404283
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1 of 50
$10,500,000
6

Beds

7.2

Baths

8,203

Sq.Ft.

501 Eel River Road

Osterville, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 501 Eel River Rd Barnstable, MA MLS# 73285680
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1 of 42
$10,500,000
6

Beds

7.2

Baths

8,203

Sq.Ft.

501 Eel River Rd

Barnstable, MA

Listed By: Robert Kinlin Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 14 Indian Trail Osterville, MA MLS# 22503092
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1 of 43
$10,500,000
5

Beds

3.2

Baths

3,087

Sq.Ft.

14 Indian Trail

Osterville, MA

CapeCodIslands
View 14 Indian Trail Barnstable, MA MLS# 73395925
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1 of 42
$10,500,000
5

Beds

3.2

Baths

3,087

Sq.Ft.

14 Indian Trail

Barnstable, MA

Listed By: Robert Kinlin Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 25 Oyster Way Osterville, MA MLS# 22304800
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1 of 51
$10,450,000
5

Beds

4.1

Baths

7,157

Sq.Ft.

25 Oyster Way

Osterville, MA

CapeCodIslands
View 25 Oyster Way Barnstable, MA MLS# 73175438
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1 of 42
$10,450,000
5

Beds

4.1

Baths

7,157

Sq.Ft.

25 Oyster Way

Barnstable, MA

Listed By: Robert Kinlin Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
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 168 Garrison Ln Barnstable, MA MLS# 73441700
$9,995,000
5

Beds

5.1

Baths

7,565

Sq.Ft.

168 Garrison Ln

Barnstable, MA

Listed By: Robert Kinlin Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 255 Bayberry Way Osterville, MA MLS# 22203874
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1 of 44
$8,950,000
7

Beds

6.0

Baths

4,896

Sq.Ft.

255 Bayberry Way

Osterville, MA

CapeCodIslands
View 255 Bayberry Way Barnstable, MA MLS# 73016268
  • Virtual Tour
1 of 41
$8,950,000
7

Beds

6.0

Baths

4,896

Sq.Ft.

255 Bayberry Way

Barnstable, MA

Listed By: Robert Kinlin Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 850 Sea View Avenue Osterville, MA MLS# 22504438
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1 of 70
$7,950,000
8

Beds

7.2

Baths

7,350

Sq.Ft.

850 Sea View Avenue

Osterville, MA

CapeCodIslands
View 850 Sea View Avenue Barnstable, MA MLS# 73427916
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1 of 42
$7,950,000
8

Beds

7.2

Baths

7,350

Sq.Ft.

850 Sea View Avenue

Barnstable, MA

Listed By: Jack Cotton Courtesy of SOTHEBY'S INTERNATIONAL REALTY
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 440 Grand Island Dr Barnstable, MA MLS# 73383981
  • Virtual Tour
1 of 42
$7,750,000
7

Beds

9.2

Baths

11,546

Sq.Ft.

440 Grand Island Dr

Barnstable, MA

Listed By: Robert Kinlin Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 804 Main Street Osterville, MA MLS# 22500909
$5,900,000
19,304

Sq.Ft.

804 Main Street

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 414 Eel River Barnstable, MA MLS# 73421644
$3,499,999
10

Beds

7.1

Baths

6,905

Sq.Ft.

414 Eel River

Barnstable, MA

Listed By: Shane Pacheco Courtesy of SMP REAL ESTATE INVESTMENTS AND DEVELOPMENT CO.
View 30 Indian Trail Osterville, MA MLS# 22502536
$3,250,000
Studio

Beds

0.0

Baths

30 Indian Trail

Osterville, MA

CapeCodIslands

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.

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Data is updated as of 12/18/2025. All properties are subject to prior sale, changes, or withdrawal.

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Data is updated as of 12/18/2025.

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