View 22 Old Harbor Lane Oak Bluffs, MA MLS# 73505800
  • Recently Listed
1 of 27
$1,850,000
4

Beds

2.0

Baths

1,833

Sq.Ft.

22 Old Harbor Lane

Oak Bluffs, MA

Listed By: Lisa Stewart Courtesy of SANDPIPER REALTY, INC.
View 1 Pease Avenue Oak Bluffs, MA MLS# 73504275
  • Recently Listed
1 of 18
$799,000
2

Beds

1.0

Baths

623

Sq.Ft.

1 Pease Avenue

Oak Bluffs, MA

Listed By: Katie Donahue & Rachel Serwa Group Courtesy of SANDPIPER REALTY, INC.
View 7 Overview Lane Oak Bluffs, MA MLS# 73503350
  • Recently Listed with Virtual Tour
1 of 14
$5,100,000
Studio

Beds

0.0

Baths

7 Overview Lane

Oak Bluffs, MA

Listed By: Alyssa Halisky Courtesy of WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 10 Winthrop Avenue Oak Bluffs, MA MLS# 73503165
  • Recently Listed
1 of 18
$1,195,000
3

Beds

2.0

Baths

1,188

Sq.Ft.

10 Winthrop Avenue

Oak Bluffs, MA

Listed By: Katie Donahue & Rachel Serwa Group Courtesy of SANDPIPER REALTY, INC.
View 26 Sea Glen Road Oak Bluffs, MA MLS# 73500318
  • Recently Listed
1 of 36
$1,625,000
4

Beds

3.0

Baths

1,514

Sq.Ft.

26 Sea Glen Road

Oak Bluffs, MA

Listed By: Jennifer DaSilva Courtesy of COMPASS
View 3 Hidden Cove Rd Oak Bluffs, MA MLS# 73500165
  • Recently Listed with Virtual Tour
1 of 41
$2,295,000
4

Beds

3.1

Baths

3,016

Sq.Ft.

3 Hidden Cove Rd

Oak Bluffs, MA

Listed By: Wendy Harman Courtesy of COMPASS
View 309 Barnes Oak Bluffs, MA MLS# 73499885
  • Recently Listed with Virtual Tour
1 of 32
$3,125,000
3

Beds

2.0

Baths

1,569

Sq.Ft.

309 Barnes

Oak Bluffs, MA

Listed By: Dawn Bellante Courtesy of SANDPIPER REALTY, INC.
View 8 Paddock Rd Oak Bluffs, MA MLS# 73499730
  • Recently Listed
1 of 42
$5,450,000
4

Beds

5.1

Baths

3,300

Sq.Ft.

8 Paddock Rd

Oak Bluffs, MA

Listed By: Lesley Heidt Courtesy of SANDPIPER REALTY, INC.
View 385 Barnes Road Oak Bluffs, MA MLS# 73496934
  • Virtual Tour
1 of 42
$5,495,000
3

Beds

4.3

Baths

3,608

Sq.Ft.

385 Barnes Road

Oak Bluffs, MA

Listed By: Stephanie Roache Courtesy of DONNELLY + CO.
View 6 Brewster Ave Oak Bluffs, MA MLS# 73472925
$3,250,000
4

Beds

3.0

Baths

1,728

Sq.Ft.

6 Brewster Ave

Oak Bluffs, MA

Listed By: Katie Donahue & Rachel Serwa Group Courtesy of SANDPIPER REALTY, INC.
View 23 Circuit Avenue Extension Oak Bluffs, MA MLS# 22601795
$2,600,000
3

Beds

1.0

Baths

23 Circuit Avenue Extension

Oak Bluffs, MA

CapeCodIslands
View 23 Circuit Avenue Extension Oak Bluffs, MA MLS# 22601804
$2,600,000

23 Circuit Avenue Extension

Oak Bluffs, MA

CapeCodIslands
View 112 Dukes County Oak Bluffs, MA MLS# 73482521
$599,000
Studio

Beds

0.0

Baths

112 Dukes County

Oak Bluffs, MA

Listed By: Rose Ryley Courtesy of WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
View 3 Kims Way Oak Bluffs, MA MLS# 73478102
  • Virtual Tour
1 of 19
$1,195,000
3

Beds

2.0

Baths

1,164

Sq.Ft.

3 Kims Way

Oak Bluffs, MA

Listed By: Alyssa Halisky Courtesy of WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
View 21 39G Island Inn Road 39G Oak Bluffs, MA MLS# 22600497
$510,000
1

Beds

1.1

Baths

591

Sq.Ft.

21 39G Island Inn Road 39G

Oak Bluffs, MA

CapeCodIslands
View 4 Canonicus Ave Oak Bluffs, MA MLS# 73472922
$5,325,000
6

Beds

4.0

Baths

2,890

Sq.Ft.

4 Canonicus Ave

Oak Bluffs, MA

Listed By: Katie Donahue & Rachel Serwa Group Courtesy of SANDPIPER REALTY, INC.
View 54 Columbian Oak Bluffs, MA MLS# 73472030
$1,295,000
4

Beds

2.0

Baths

1,764

Sq.Ft.

54 Columbian

Oak Bluffs, MA

Listed By: Marcia Garvey Courtesy of DONNELLY + CO.
View 12 Wheelhouse Way Oak Bluffs, MA MLS# 73471135
$1,095,000
3

Beds

1.1

Baths

1,487

Sq.Ft.

12 Wheelhouse Way

Oak Bluffs, MA

Listed By: Dawn Bellante Courtesy of SANDPIPER REALTY, INC.
View 9 Brunswick Oak Bluffs, MA MLS# 73468517
  • Virtual Tour
1 of 36
$1,295,000
3

Beds

1.0

Baths

1,033

Sq.Ft.

9 Brunswick

Oak Bluffs, MA

Listed By: Alice Pierce Courtesy of COLDWELL BANKER REALTY - HINGHAM
View 33 Ocean Ave Oak Bluffs, MA MLS# 73462129
$2,950,000
3

Beds

2.1

Baths

1,845

Sq.Ft.

33 Ocean Ave

Oak Bluffs, MA

Listed By: Marcia Garvey Courtesy of DONNELLY + CO.

About Oak Bluffs

Listings in Oak Bluffs, MA

22

Estimated median home price

$2,072,500
Oak Bluffs MA Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Oak Bluffs, Massachusetts real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oak Bluffs, MA.

Homes for Sale by Price in Oak Bluffs, MA

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 0
$400K - 500K 0
$500K - 600K 2
$600K - 700K 0
$700K - 800K 1
$800K - 900K 1
$900K - 1M 0
$1M - Max 18

Homes for Sale by Type in Oak Bluffs, MA

Property Type Count
Single Family 19
Townhouse 0
Condo 1
Commercial 0
Rental 10
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/29/2026)

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 4/30/2026. All properties are subject to prior sale, changes, or withdrawal.

Content © 2026 MLS Property Information Network, Inc. All Rights Reserved.

Data is updated as of 4/30/2026.

The real estate information and related content displayed on this site is provided 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.