Oak Bluffs Condos for Sale

Welcome to Oak Bluffs, a charming seaside town located on Martha’s Vineyard in Dukes County, Massachusetts. Known for its vibrant community, stunning beaches, and rich history, Oak Bluffs offers a unique blend of relaxation and recreation. The town is famous for its colorful gingerbread cottages, beautiful parks, and the iconic Flying Horses Carousel, making it a perfect destination for families and visitors alike.

Nestled along the picturesque coastline, Oak Bluffs boasts some of the best beaches on the island, including the serene Inkwell Beach and the family-friendly State Beach. Whether you’re looking to soak up the sun, enjoy water sports, or take a leisurely stroll along the scenic boardwalk, Oak Bluffs has something for everyone. The town is also home to a variety of restaurants, shops, and art galleries, ensuring you’ll never run out of things to do.

For those considering a permanent move or a vacation home, Oak Bluffs offers an enticing selection of condos for sale. These properties provide the perfect blend of comfort and convenience, allowing you to enjoy the island lifestyle without the upkeep of a single-family home. Many condos feature stunning ocean views, modern amenities, and easy access to local attractions, making them ideal for both year-round living and seasonal escapes.

Investing in a condo in Oak Bluffs means embracing a vibrant community and a laid-back lifestyle, all while being surrounded by the natural beauty of Martha’s Vineyard. Whether you’re a first-time buyer or looking to expand your real estate portfolio, Oak Bluffs condos are a wonderful opportunity to experience the best of coastal living. Come and discover your dream home in this idyllic setting!

Newest Oak Bluffs Condos for Sale

$1,075,000

3 Beds ⋅ 2 Baths ⋅ 73552744 MLS

Located within the historic Martha’s Vineyard Camp Meeting Association, this rare double-lot property combines classic Campground charm with modern comfort. Two-car off-street parking—an exceptional Campground amenity—adds convenience, while Oak Bluffs Harbor, beaches, ferries, shops, and restaurants are just moments away. The 1,135-square-foot home features painted wood floors, abundant natural light, vintage details, and flexible living spaces for gathering, guests, or a home office. Unlike many Campground cottages, it is fully winterized with a four-zone heat pump system providing efficient heating and air conditioning, plus a propane on-demand water heater. Significant improvements include updated electrical and lighting, newer appliances, kitchen built-ins, foundation work, and a sealed, dry crawlspace. Outside, the fenced yard, expanded brick patio, shade sails, cooling fan, outdoor television, and large storage shed create a private retreat rarely found in the Campground.

21 Butler Avenue Unit 1, Oak Bluffs

$1,595,000

3 Beds ⋅ 4 Baths ⋅ 22603277 MLS

Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a detached garage, and exclusive access to Hidden Cove's sought-after amenities, including a private boat launch. Just minutes from Oak Bluffs, Farm Neck Golf Club, beaches, and the bike path, this is a place where generations return to create the kind of Martha's Vineyard summers that never go out of style.

40 Hidden Cove Road, Oak Bluffs

$899,000

2 Beds ⋅ 1 Baths ⋅ 22602411 MLS

In the heart of Downtown Oak Bluffs this Restless Winds Penthouse condominium Unit #4 on 2nd floor comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a nautical feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest bedroom, a tiled bathroom with glass enclosed shower, and a large primary bedroom that's over 16'x21'. You're in the middle of it all with this great location, steps away from restaurants, shops, beaches and transportation, yet you have easy access to a peaceful deck where you'll have panoramic views overlooking the town of Oak Bluffs and the surrounding waters. Enjoy watching the boats in the harbor or having diner under the stars, Leave the car behind you don't need it.

37 Circuit Avenue, Oak Bluffs

$869,000

1 Beds ⋅ 1 Baths ⋅ 22602409 MLS

In the heart of Downtown Oak Bluffs walk to everything from this Circuit Avenue location Unit #5 comes with an amazing roof top deck that is only shared with one other condo (#4). This well appointed sleeps 4 with custom wood features and a staircase to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area,, large bedroom with alcove, a sleep nook, a tiled bathroom with tub shower enclosed shower. You're in the middle of it all with this great location, steps away from restaurants, shops, beaches and transportation, yet you have easy access to a peaceful deck where you'll have panoramic views overlooking the town of Oak Bluffs and the surrounding waters. Enjoy watching the boats in the harbor or having diner under the stars, Leave the car behind you don't need it.

37 Circuit Avenue, Oak Bluffs

Start Your Search

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.