Oak Bluffs, MA homes for sale & real estate

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ABOUT THIS HOME
Oak Bluffs, MA Homes for Sale
An unbeatable location ~ just a short distance to the harbor, beaches, ferry ports, the public library, and all the vibrant attractions of Oak Bluffs. This 2-bedroom, 1-bathroom ranch-style home is sited on a 10,454 sf level lot with a detached garage/shed. The property offers one-floor living, a convenient location, and great potential. The main living area includes an open living and dining room. The kitchen is at the back of the house with the mudroom and side entrance beyond. Enjoy the beautiful natural light in the spacious sun room at the front of the house with French doors leading to the side yard. The property offers charm and potential in a sought-after location. Several updates w

$875,000

2 beds1 bath861 sq ft

24 School St, Oak Bluffs, MA 02557

Spacious sun room • 0.24 acre lot • Garage

ABOUT THIS HOME
Oak Bluffs, MA Homes for Sale
Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that make it as cozy in winter as it is bright and breezy in summer. Enjoy easy access to Oak Bluffs Harbor, beaches, restaurants, shops, and all the vibrancy the town has to offer, just moments from your front porch. Ownership includes membership in the MVCMA, providing access to this

$640,000

1 bed1 bath354 sq ft

2 Lincoln Ave, Oak Bluffs, MA 02557

Fully renovated • Year round living • Charming cottages

ABOUT THIS HOME
Oak Bluffs, MA Homes for Sale
Nestled in the heart of the historic Martha's Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs' campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort -- featuring upgraded systems and finishes that make it as cozy in winter as it is bright and breezy in summer. Enjoy easy access to Oak Bluffs Harbor, beaches, restaurants, shops, and all the vibrancy the town has to offer, just moments from your front porch. Ownership includes membership in the MVCMA, providing access to this unique and stori

$640,000

0 beds1 bath354 sq ft

2 Lincoln Ave Ave, Oak Bluffs, MA 02557

Fully renovated • Year round living • Charming cottages

ABOUT THIS HOME
Oak Bluffs, MA Homes for Sale
Location, Location, Location! This unique property on the beautiful island of Martha's Vineyard presents an incredible opportunity for the buyer with vision to complete and personalize a home full of potential. The original residence, built in 1920, offers 2 bedrooms and 1 bath and has been expanded with a substantial newer addition, creating increased living space and a finished garage area suitable for storage or future use. Above the garage, another 2 bedrooms and a full bath await final town approvals -- providing the perfect framework for an Accessory Dwelling Unit (ADU) or additional living quarters. With creativity and planning, this property could be transformed into a spacious sing

$999,999

2 beds2 baths1,078 sq ft

26 Hampson Ave, Oak Bluffs, MA 02557

Finished garage area • Large corner lot • Newer septic system

ABOUT THIS HOME
Oak Bluffs, MA Homes for Sale
Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full bath. Enjoy seamless indoor-outdoor living from the expansive wrap-around deck. After a day at the beach, rinse off in the convenient outdoor shower. A spacious, barn-style shed provides ample storage or potential workshop space. Located in the R1 zoning district and also in Zone 2, the property is sub

$799,000

2 beds1 bath624 sq ft

60 -R Carol Ln, Oak Bluffs, MA 02557

Open-concept kitchen • Barn-style shed • Wrap-around deck

Property at 50 Canonicus Ave, Oak Bluffs, MA 02557, 2 beds, 0.5 baths

$970,000

2 beds0.5 baths953 sq ft

50 Canonicus Ave, Oak Bluffs, MA 02557

Property at 9 Brunswick Ave, Oak Bluffs, MA 02557, 3 beds, 1 bath

$1,449,000

3 beds1 bath1,033 sq ft

9 Brunswick Ave, Oak Bluffs, MA 02557

Property at 6 Brewster Ave, Oak Bluffs, MA 02557, 4 beds, 3 baths

$3,250,000

4 beds3 baths1,728 sq ft

6 Brewster Ave, Oak Bluffs, MA 02557

Property at 150 East Chop Dr, Oak Bluffs, MA 02557, 8 beds, 8 baths

$8,900,000

8 beds8 baths8,560 sq ft

150 East Chop Dr, Oak Bluffs, MA 02557

Property at 70 Carol Ln, Oak Bluffs, MA 02557, 2 beds, 2.5 baths

$1,200,000

2 beds2.5 baths1,500 sq ft

70 Carol Ln, Oak Bluffs, MA 02557

Property at 4 Canonicus Ave, Oak Bluffs, MA 02557, 6 beds, 4 baths

$5,325,000

6 beds4 baths2,890 sq ft

4 Canonicus Ave, Oak Bluffs, MA 02557

Property at 47 Winemack St, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,199,000

2 beds1 bath742 sq ft

47 Winemack St, Oak Bluffs, MA 02557

Property at 16 Atlantic Ave, Oak Bluffs, MA 02557, 5 beds, 2.5 baths

$2,495,000

5 beds2.5 baths2,577 sq ft

16 Atlantic Ave, Oak Bluffs, MA 02557

Property at 12 & 14 Maple Ave, Oak Bluffs, MA 02557, 4 beds, 4 baths

$1,830,000

4 beds4 baths1,600 sq ft

12 & 14 Maple Ave, Oak Bluffs, MA 02557

Property at 23 Circuit Ave Ext, Oak Bluffs, MA 02557, 3 beds, 1 bath

$2,700,000

3 beds1 bath1 sq ft

23 Circuit Ave Ext, Oak Bluffs, MA 02557

Property at 47 E Chop Dr, Oak Bluffs, MA 02557, 8 beds, 6 baths

$10,500,000

8 beds6 baths3,888 sq ft

47 E Chop Dr, Oak Bluffs, MA 02557

Property at 30 Franklin Ave, Oak Bluffs, MA 02557, 2 beds, 2.5 baths

$2,150,000

2 beds2.5 baths2,137 sq ft

30 Franklin Ave, Oak Bluffs, MA 02557

Property at 47 E East Chop Dr #5, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath650 sq ft

47 E East Chop Dr #5, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #1, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath731 sq ft

47 E Chop Dr #1, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #4, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,995,000

2 beds1 bath879 sq ft

47 E Chop Dr #4, Oak Bluffs, MA 02557

Property at 47 East Chop Dr, Oak Bluffs, MA 02557, 7 beds, 6 baths

$10,500,000

7 beds6 baths3,888 sq ft

47 East Chop Dr, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #2, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath736 sq ft

47 E Chop Dr #2, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #3, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,995,000

2 beds1 bath802 sq ft

47 E Chop Dr #3, Oak Bluffs, MA 02557

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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. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Mon Nov 24 2025. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Average home prices near Oak Bluffs, MA

Cities

Neighborhoods
Zip Codes

Martha's Vineyard homes for sale
$2,200,000
East Chop homes for sale
$1,995,000

Oak Bluffs, MA real estate trends

$1.48M

Sale price

+11.3%
since last year

$1.13K

Sale $/sq ft

+60.9%
since last year

Under list price

6.9%

Days on market

128

Down payment

—

Total homes sold

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