Houses for Sale in Oak Bluffs, MA

12 results

Property at 10 Winthrop Avenue, Oak Bluffs, MA 02557

1 / 18

Active

$1,195,000

10 Winthrop Avenue, Oak Bluffs, MA 02557

3 bds

2 ba

1188 sqft

MLS® 73503165Single Family Residence

Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group

Property at 26 Sea Glen Road, Oak Bluffs, MA 02557

1 / 36

Active

$1,625,000

26 Sea Glen Road, Oak Bluffs, MA 02557

4 bds

3 ba

1514 sqft

MLS® 73500318Single Family Residence

Compass - Jennifer Dasilva

Property at 309 Barnes, Oak Bluffs, MA 02557

1 / 32

Active

$3,125,000

309 Barnes, Oak Bluffs, MA 02557

3 bds

2 ba

1569 sqft

MLS® 73499885Single Family Residence

Sandpiper Realty, Inc. - Dawn Bellante

Property at 385 Barnes Road, Oak Bluffs, MA 02557

1 / 42

Active

$5,495,000

385 Barnes Road, Oak Bluffs, MA 02557

3 bds

7 ba

3608 sqft

MLS® 73496934Single Family Residence

Donnelly + Co. - Stephanie Roache

Property at 3 Kims Way, Oak Bluffs, MA 02557

1 / 19

Active

$1,195,000

3 Kims Way, Oak Bluffs, MA 02557

3 bds

2 ba

1164 sqft

MLS® 73478102Single Family Residence

Provided by MLS PIN - Alyssa Halisky

What's actually happening in Oak Bluffs right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

Property at 54 Columbian, Oak Bluffs, MA 02557

1 / 21

Active

$1,295,000

54 Columbian, Oak Bluffs, MA 02557

4 bds

2 ba

1764 sqft

MLS® 73472030Single Family Residence

Donnelly + Co. - Marcia Garvey

Property at 12 Wheelhouse Way, Oak Bluffs, MA 02557

1 / 20

Active Under Contract

$1,095,000

12 Wheelhouse Way, Oak Bluffs, MA 02557

3 bds

2 ba

1487 sqft

MLS® 73471135Single Family Residence

Sandpiper Realty, Inc. - Dawn Bellante

Property at 9 Brunswick, Oak Bluffs, MA 02557

1 / 36

Active

Open

$1,295,000

9 Brunswick, Oak Bluffs, MA 02557

3 bds

1 ba

1033 sqft

MLS® 73468517Single Family Residence

Coldwell Banker Realty - Hingham - Alice Pierce

Property at 33 Ocean Ave, Oak Bluffs, MA 02557

1 / 30

Active

$2,950,000

33 Ocean Ave, Oak Bluffs, MA 02557

3 bds

3 ba

1845 sqft

MLS® 73462129Single Family Residence

Donnelly + Co. - Marcia Garvey

Property at 6 Brewster Ave, Oak Bluffs, MA 02557

1 / 34

Active

$3,250,000

6 Brewster Ave, Oak Bluffs, MA 02557

4 bds

3 ba

1728 sqft

MLS® 73472925Single Family Residence

Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group

Property at 400 Barnes Road, Oak Bluffs, MA 02557

1 / 34

Active

$6,395,000

400 Barnes Road, Oak Bluffs, MA 02557

6 bds

6 ba

7000 sqft

MLS® 73407006Single Family Residence

Compass - Jennifer Dasilva

Property at 4 Canonicus Ave, Oak Bluffs, MA 02557

1 / 36

Active

$5,325,000

4 Canonicus Ave, Oak Bluffs, MA 02557

6 bds

4 ba

2890 sqft

MLS® 73472922Single Family Residence

Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group

Brokerage Information

Commonwealth Standard Realty

10 Lincoln Street, Newton, MA, USA

(617) 285-3054

Market Area Served

Newton, Dover, Needham, Boston, Natick, Westwood

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Data last updated: 4/23/2026 at 1:32:00 PM