Oak Bluffs Properties for Sale

Address: 150 East Chop Drive Town: Oak Bluffs Link ID: 42039

Price: $13,200,000

Property Description:
Welcome to your dream retreat in Oak Bluffs. A magnificent eight-bedroom oceanview estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all t... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 0 Eastville Avenue Town: Oak Bluffs Link ID: 40762

Price: $4,400,000

Property Description:
EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.6 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastville Avenue, when finished will link Vi... Click here for more details

Property description and photographs provided by listing agent: Alisan Lohan-Conway Properties

Address: 9 Weston Avenue Town: Oak Bluffs Link ID: 42664

Price: $3,950,000

Property Description:
This 4-bedroom / 3-bath home lies in the middle of East Chop at the highest point on the bluff offering expansive views of Vineyard Sound. The home features a large clear story living room with fireplace, a family room/kitchen also with fireplace, a huge screened porch opening up to a large deck are... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

Address: 34 Massasoit Avenue Town: Oak Bluffs Link ID: 42756

Price: $3,500,000

Property Description:
Circuit Ave. Commercial Property Build your own commercial building of your dreams on the last B1 undeveloped commercial property on Circuit Avenue's main strip. The commercial land had previously approved development plans including mixed use with commercial store front and apartments or condos abo... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 34 Massasoit Avenue Town: Oak Bluffs Link ID: 42580

Price: $3,500,000

Property Description:
Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a grea... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 34 Windemere Road Town: Oak Bluffs Link ID: 40654

Price: $2,950,000

Property Description:
Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of ... Click here for more details

Property description and photographs provided by listing agent: Island Home Realty Inc.

Address: 30 Sengekontacket Road Town: Oak Bluffs Link ID: 42694

Price: $2,375,000

Property Description:
Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from al... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 35 Double Ox Road Town: Oak Bluffs Link ID: 42253

Price: $2,275,000

Property Description:
New Construction To Be Built at Lagoon Ridge ~ The Homes at Lagoon Ridge is a subdivision of stylish, new construction properties to be built by M. Duffany Builders. The Naushon home design is an elegant 2 bedroom, 3 full and 1 half bath home with over 2500 square feet of fine craftsmanship. The cur... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

Address: 2 Farm Path Town: Oak Bluffs Link ID: 42860

Price: $1,995,000

Property Description:
"Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom... Click here for more details

Property description and photographs provided by listing agent: Landmarks at TODAY Real Estate

Address: 34 Paddock Road Town: Oak Bluffs Link ID: 40763

Price: $1,950,000

Property Description:
The Preserve at the Woodlands - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this par... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 34 Tower Ridge Road Town: Oak Bluffs Link ID: 42638

Price: $1,895,000

Property Description:
Welcome to a modern oasis nestled in the lovely community of Tower Ridge. This exquisite 4-bedroom, 3-1/2 bathroom residence offers generous living space, perfectly designed for comfort and style. Step inside to discover a beautifully renovated kitchen, featuring sleek finishes and modern appliances... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

Address: 22 Paddock Road Town: Oak Bluffs Link ID: 42294

Price: $1,850,000

Property Description:
THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase ... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 66 Brush Pond Road Town: Oak Bluffs Link ID: 42739

Price: $1,800,000

Property Description:
**Charming Vineyard Waterfront Cottage in Oak Bluffs** Nestled in a peaceful cul-de-sac in Oak Bluffs, this newly renovated 2-bedroom, 1-bathroom cottage offers the perfect blend of traditional Vineyard charm and modern sensibility. With stunning panoramic views of Brush Pond, the Lagoon, and the i... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 9 Goode Street Town: Oak Bluffs Link ID: 42166

Price: $1,775,000

Property Description:
Welcome to your dream home, located on a very quiet street in Oak Bluffs, yet just a short walk to downtown & the elementary school. This prime location offers the perfect blend of serenity and convenience. This well appointed home features 4 bedrooms and 4.5 bathrooms. Included in this is a 1-bedro... Click here for more details

Property description and photographs provided by listing agent: Grace Hagerty Real Estate Inc

Address: 33 Clay Avenue Town: Oak Bluffs Link ID: 41739

Price: $1,750,000

Property Description:
East Chop - Tucked away on a quiet tree-lined street, you will find this contemporary three-bedroom home. A distinctive floor plan provides ample living spaces on all three levels. The expansive outdoor deck and large yard expand the living space and are the perfect places to enjoy the quiet setting... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 8 School House Village Town: Oak Bluffs Link ID: 42630

Price: $1,690,000

Property Description:
Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive colorful landscaping, this property offers a pleasantly appointed 3-bedroom, 2.5-bath home and a recently renovated 1-bedroom, 1-bath apartment above the 2-car garage. The first floor features a spacious li... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

Address: 14 High Meadow Lane Town: Oak Bluffs Link ID: 42472

Price: $1,579,000

Property Description:
MEADOW VIEW FARM/OAK BLUFFS - Owned by the same family for over 30 years, this sun-drenched, contemporary reverse-style home is located in Meadow View Farms. Well-maintained over those years, this 3 bedroom, 2 full and 2 half baths multi-level home has so much to offer and boundless potential. The s... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 119 Alpine Avenue Town: Oak Bluffs Link ID: 42891

Price: $1,299,000

Property Description:
Oak Bluffs Residence with Detached Cabin. Centrally located in Oak Bluffs, this property offers the rare opportunity to own a home in a prime residential location complemented with a detached cabin. The main house features, on the first floor, an inviting living/dining area, functional kitchen, a... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 70 Carol Lane Town: Oak Bluffs Link ID: 42456

Price: $1,250,000

Property Description:
Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. The first floor has 1500 sq feet with of a large open kitchen, dining area, and living room with plenty of room for large gatherings. The pr... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 50 Canonicus Avenue Town: Oak Bluffs Link ID: 42877

Price: $995,000

Property Description:
Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. ... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 1 Cottage Park Town: Oak Bluffs Link ID: 42887

Price: $925,000

Property Description:
The Star Spangled Manor, a beautifully restored gem nestled in the heart of Oak Bluffs within the historic Martha's Vineyard Camp Meeting Association. Located on a pedestrian street, you'll be mere steps away from the shops and restaurants of Circuit Ave., Ocean Park, and the Oak Bluffs beaches. Thi... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 26 Winthrop Avenue Town: Oak Bluffs Link ID: 42248

Price: $899,000

Property Description:
Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. ... Click here for more details

Property description and photographs provided by listing agent: Alisan Lohan-Conway Properties

Address: 4 Quail Run Town: Oak Bluffs Link ID: 42764

Price: $875,000

Property Description:
LUXURIOUS LIFESTYLE AMENITIES: RENOVATED CONDOMINIUM WITH TENNIS, PICKLEBALL + BOATING ACCESS. Welcome to this beautifully renovated 2-bedroom, 2-bathroom condominium located in the exclusive Sengekontacket community. This nicely appointed property offers a perfect blend of comfort and convenience,... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

Address: 7 Highland Avenue Town: Oak Bluffs Link ID: 42382

Price: $795,000

Property Description:
BUILD YOUR DREAM HOME ON MARTHA'S VINEYARD! This almost 20,000 sq ft of BUILDABLE land is nestled in the private quiet neighborhood of East Chop. Do you want to live conveniently close to downtown Oak Bluffs, the ferry terminal, beaches including Inkwell Beach, the Flying Horses Carousel, Ocean Par... Click here for more details

Property description and photographs provided by listing agent: eXp Realty

Address: 51 Rural Circle Town: Oak Bluffs Link ID: 42521

Price: $725,000

Property Description:
The Spirit of '76 is a lovely Campground cottage nestled into the landscape for privacy and shade. Just a couple of blocks to the beach, town center, shops, and restaurants. A fabulous wrap around porch with various seating areas. Built in 1876 this wonderful throwback of yesteryear features some or... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

Address: 25 Oak Avenue Town: Oak Bluffs Link ID: 42761

Price: $679,000

Property Description:
WALK TO THE HARBOR from this level 10,100 sq.ft. quarter acre lot. According to the engineer who has percolated the lot, it will allow a 5 bedroom regular septic system. The Board of Health have stated there are no Board of Health issues with this property and are deferring to the engineers opinio... Click here for more details

Property description and photographs provided by listing agent: Alisan Lohan-Conway Properties

Address: 25 Oak Avenue Town: Oak Bluffs Link ID: 42766

Price: $679,000

Property Description:
WALK TO THE HARBOR from this level 10,100 sq.ft. quarter acre lot set down a winding avenue off New York Avenue. Currently there's a very cute Victorian Era two story cottage which could be renovated. If your preference is to build a new 5 Bedroom House instead, the Seller has already been through ... Click here for more details

Property description and photographs provided by listing agent: Alisan Lohan-Conway Properties

Address: 47 Circuit Avenue Town: Oak Bluffs Link ID: 42760

Price: $600,000

Property Description:
Great opportunity for commercial space in a thriving business district with plenty of street parking and a storefront and side entrance. Office / Studio / Retail ~ Your choice! The space is versatile and is currently set up as a large open space with 2 dressing rooms, a large storage room in the bac... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

Address: 0 Barnes Road Town: Oak Bluffs Link ID: 42701

Price: $530,000

Property Description:
Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residenc... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 21 Island Inn Road Town: Oak Bluffs Link ID: 41920

Price: $389,900

Property Description:
Live the beautiful Island Life with this gorgeous condo at an affordable price. This is a delightful one and a half bedroom seasonal condo ( sleeps 6) available for your families use. When you’re not here, the management team will rent and take care of everything for you. Amenities are amazing. Th... Click here for more details

Property description and photographs provided by listing agent: Austin R.E. Properties of MV