Oak Bluffs Properties for Sale on Martha's Vineyard

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: 47 East Chop Drive Town: Oak Bluffs Link ID: 40789

Price: $11,000,000

Property Description:
East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for t... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 40564

Price: $11,000,000

Property description and photographs provided by listing agent: MV Luxury Homes

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: $3,700,000

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: $3,700,000

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: 47 East Chop Drive Town: Oak Bluffs Link ID: 41514

Price: $2,095,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the "Tivoli", features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 41624

Price: $2,095,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, waterfront condominium, the "Highlands", features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine conditi... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

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

Price: $1,999,999

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: 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: 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: 11 John Wesley Avenue Town: Oak Bluffs Link ID: 42101

Price: $1,599,000

Property Description:
East Chop close to beach and town! This 4 bedroom home has it all; great location, wrap around porch, plenty of parking, oversized garage, large shed, walk-out basement, heating system, original hardwood floors. 4 Bedroom Title V passed septic system. Don't miss this opportunity to buy in this desir... Click here for more details

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

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 41620

Price: $1,595,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- Location, location, location -- This 1-bedroom, waterfront condominium unit, the "Captain's Quarters", features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, ... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 41516

Price: $1,595,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- This 1-bedroom, waterfront condominium, "Cottage City", features outstanding water views, cozy propane fireplace and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 1st-floor uni... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

Address: 47 East Chop Drive Town: Oak Bluffs Link ID: 41621

Price: $1,595,000

Property Description:
East Chop Harbor Front Luxury Condominiums -- Location, location, location -- This 1-bedroom, 1st floor, waterfront condominium, "Oak Bluffs", features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and dow... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

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: 10 Nunes Way Town: Oak Bluffs Link ID: 42388

Price: $1,275,000

Property Description:
On approximately .40 of an acre this 21 year old home has much to offer. In a very convenient location close to the Farm Neck golf course, O.B. elementary school, and a land bank conservation property - the 72 acre Tradewinds Field Reserve dog park. Two decks provide summertime fun and the walk out... Click here for more details

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

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: 41 Towanticut Avenue Town: Oak Bluffs Link ID: 41865

Price: $1,150,000

Property Description:
What a wonderful opportunity to own a Contemporary Ranch style home on this beautiful Island of Martha’s Vineyard. It is well maintained with three bedrooms, two full baths, central a/c, and a full unfinished basement. Ideal location in a very quiet neighborhood, just a short distance to bike path... Click here for more details

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

Address: 11 Fairway Drive Town: Oak Bluffs Link ID: 42230

Price: $1,100,000

Property Description:
In the well established residential neighborhood of Sea Glen, turn in onto the second street on the right. At the soft curve of the road, just on the other side of the low natural stone wall, the land gently slopes down toward the house where you will find this understated rustic one level home nest... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

Address: 12 Maple Avenue Town: Oak Bluffs Link ID: 42455

Price: $999,000

Property Description:
Oak Bluffs- Walk to Beach and town center from this East Chop Bungalow. Lovingly restored by a local craftsman. Custom made throughout from the mosaic tile foyer, to the large open kitchen with tera cotta tile, the wooden vaulted ceiling and stone decorative fireplace in the living room. Two bedroom... Click here for more details

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

Address: 14 Maple Avenue Town: Oak Bluffs Link ID: 42454

Price: $999,000

Property Description:
East Chop-Near Oak Bluffs Center. This antique bungalow was lovingly restored to a modern year-round home by a Island craftsman. Completely rewired, replumbed, and insulated from the walls in and between the ceiling and roof. This roomy 2 bedroom 2 bathroom home has a complete basement below with fi... Click here for more details

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

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 Shawanue Avenue Town: Oak Bluffs Link ID: 42704

Price: $595,000

Property Description:
Secluded lot in a prime Oak Bluffs location, offering both privacy and convenience. Just moments from public access points to the sandy shores of Lagoon Pond and the vibrant downtown area, this property provides the perfect setting for your dream home. With engineering plans already in place for a 2... Click here for more details

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

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: 47 Circuit Avenue Town: Oak Bluffs Link ID: 42759

Price: $525,000

Property Description:
This commercially zoned property enjoys plenty of foot traffic in the heart of Circuit Avenue’s pedestrian activity. The space is bright and cheery with great natural light. Currently set up as a hair salon with access to a shared half bath, the space can be transformed to fit other specific needs... Click here for more details

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

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

Address: 27 Island Inn Road Town: Oak Bluffs Link ID: 42184

Price: $235,000

Property Description:
Island Inn is the quintessential “condotel,” for buyers who want their vacations and easy income too! The very popular resort offers grassy grounds, tennis, pool, charcoal grills, fire pits, playground and event hall – as well as oh-so easy access to State Beach and in-town Oak Bluffs. The co... Click here for more details

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