Oak Bluffs Real Estate

Oak Bluffs is a lively seaside town known for its colorful gingerbread cottages, marina, and bustling harbor. The town offers beautiful beaches, waterfront dining, and a walkable downtown with shops, parks, and entertainment. Buyers looking for Oak Bluffs real estate will find historic cottages, harbor-view homes, and family neighborhoods close to beaches and ferry access.

31 Temahigan Avenue

$2,678,000

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Most Expensive

150 East Chop Drive

$8,900,000

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Least Expensive

10 Siloam Avenue

$685000

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Oak Bluffs Listings Summary

Oak Bluffs - Town vs. County Stats

Avg Price in Oak Bluffs: $2,059,500 / County Avg $3,819,500

54%

Avg Taxes in Oak Bluffs: $8,700 / County Avg $14,900

59%

Avg Sq. Ft. in Oak Bluffs: 1,845 / County Avg 2,620

70%

Avg Price per/sqft in Oak Bluffs:$1117 / County Avg $1458

77%

Avg Year Built in Oak Bluffs: 1956 / County Avg 1970

99%

Avg Days on Website in Oak Bluffs: 143 / County Avg 160

89%

Oak Bluffs Real Estate Market Health

New Listings

Reductions

Foreclosures

Short Sales

Areas in Oak Bluffs MA
3
Oak Bluffs

Neighborhoods in Oak Bluffs MA
Central
Downtown
East Chop
Lagoon/Harbor
Sengy
State Beach

Portfolio Properties of Martha's Vineyard

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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 Portfolio Properties of Martha's Vineyard are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Portfolio Properties of Martha's Vineyard shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. This site was last updated September 21, 2026 10:45 AM UTC All properties are subject to prior sale, changes, or withdrawal. September 21, 2026 10:45 AM UTC has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc. Show More...

All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's 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 data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Multiple Listing Service. Real estate listings held by brokerage firms other than Portfolio Properties of Martha's Vineyard may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. Copyright ©2026 All rights reserved. Last Updated: September 21, 2026 10:43 AM UTC Show More...