Oak Bluffs Properties for Sale

Address: 14 Tylers Creek Town: Oak Bluffs Link ID: 39576

Price: $9,750,000

Property Description:
Private Farm Neck Retreat. Situated at the end of Tylers Creek this property offers expansive water views of Sengekontacket Pond and the surrounding golf course. The floor to ceiling windows in the large living room allow you to experience the views of the Pond as soon as you enter the home. The pri... Click here for more details

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

Address: 400 Barnes Road Town: Oak Bluffs Link ID: 40141

Price: $7,300,000

Property Description:
Welcome to 400 Barnes Road, Oak Bluffs. This stunning contemporary is lavish with architectural design. Every detail was thoughtfully selected to provide the ultimate luxurious experience. The quality of materials used to build this home are unmatched by any other property currently on island. The e... Click here for more details

Property description and photographs provided by listing agent: Lewis Real Estate Services, LLC

Address: 1 Paulding Avenue Town: Oak Bluffs Link ID: 40226

Price: $4,500,000

Property Description:
COMING SOON! Open House Thanksgiving Day Week-End. Walk to town, ferry, harbor and beach from this brand new coastal modern family compound or investors dream property. Enjoy this downtown luxury 6 bedroom, 6 1/2 bath multi-dwelling compound with a brand new outdoor pool, spa, white marble hardsc... Click here for more details

Property description and photographs provided by listing agent: Premier Properties

Address: 4 High Meadow Lane Town: Oak Bluffs Link ID: 39624

Price: $3,000,000

Property Description:
This incredibly insulated sun bathed SIP Post and Beam is state of the art Vineyard living. A 5 bedroom septic in the ground this 4 bedroom 4.5 bath home is finished magnificently! Central a/c and radiant heat through the floors make for perfect temperature control of whatever you desire! Mature lan... Click here for more details

Property description and photographs provided by listing agent: Jane Brown Assoc.

Address: 168 East Chop Drive Town: Oak Bluffs Link ID: 38342

Price: $2,450,000

Property Description:
Dramatic Vineyard Sound Views on East Chop Drive - Charming cottage on desirable East Chop Drive - Enjoy spectacular views of Vineyard Sound & boats passing by from your front deck of this cozy Martha's Vineyard retreat. The cottage is just under 1,000 Sf and sits on 12,256 SF of land, and currently... Click here for more details

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

Address: 7 Oakland Avenue Town: Oak Bluffs Link ID: 39594

Price: $2,295,000

Property Description:
This property is perfect for anyone looking to run a business with an opportunity to build a home onsite. An uncommon asset on Martha's Vineyard. A new owner can construct a home for themselves or perhaps two apartments for a mix of personal use and employee housing or rental units. A successful bus... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 3 Poplar Lane Town: Oak Bluffs Link ID: 40267

Price: $2,248,000

Property Description:
Spacious Colonial in Vineyard Hills is waiting for you to make it your own. This gracious home has 3 floors of living space that include 5 bedrooms and 3.5 baths. The backyard is an oasis with tiered landscaping, an in-ground pool, deck, pergola with trumpet vines, and a large, partially finished ... Click here for more details

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

Address: 67 Madison Avenue Town: Oak Bluffs Link ID: 39587

Price: $1,985,000

Property Description:
East Chop – Nestled on the corner of Madison and Green Avenues is a vintage two-story summer home with all the charm of a by-gone era. A superb location, only one block from the East Chop Tennis Club, two blocks from the East Chop Lighthouse and gorgeous bluff views. Ownership of this address prov... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 17 Beach Road Town: Oak Bluffs Link ID: 39735

Price: $1,850,000

Property Description:
OAK BLUFFS BEACHFRONT AND DOCK- Spectacular frontage and views of Vineyard Haven Harbor are achieved from this classic three-bedroom, two-bath home. The charming cottage has been well maintained and offers a practical layout that will easily accommodate all who visit. However, not much time will b... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 114-116 Dukes County Avenue Town: Oak Bluffs Link ID: 40084

Price: $1,650,000

Property Description:
One bedroom apartment PLUS Warehouse/Garage. Take immediate use of over 2,000 square feet of first floor storage space with two bay garage, 16' ceilings and two half bathrooms. The separate year-round apartment is ready for immediate occupancy. This B1 zoned property in downtown Oak Bluffs is perfec... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 53 Harthaven Road Town: Oak Bluffs Link ID: 40313

Price: $1,595,000

Property Description:
Become part of the Harthaven community, a wonderful enclave on the outskirts of Oak Bluffs on the way to Edgartown with beauty, privacy and history. This 1.89-acre parcel abutting conservation land, is ready to build. The gently sloping, wooded lot can support up to an 8-bedroom home. Owner has 6... Click here for more details

Property description and photographs provided by listing agent: Conroy & Company R.E., Inc.

Address: 24 Winemack Street Town: Oak Bluffs Link ID: 39761

Price: $1,345,000

Property Description:
New price and now partially furnished! Come see this beautifully renovated home located about a mile to downtown Oak Bluffs and less than a mile to Eastville Beach! The interior is pristine, bright, and cheerful with a wonderful attention to detail. There is a first floor primary bedroom and two bed... Click here for more details

Property description and photographs provided by listing agent: Viewpoints

Address: 84 California Avenue Town: Oak Bluffs Link ID: 40261

Price: $1,299,000

Property Description:
This newly constructed house is ready for you to make it your home. Located less than 1.5 miles from Circuit Ave, this 1,870 sq. ft. one bedroom, 3 full bath custom colonial is just getting its finishing touches. Enter through the wrap-around covered porch and be welcomed by this thoughtfully-design... Click here for more details

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

Address: 30 Fairmount Avenue Town: Oak Bluffs Link ID: 40332

Price: $1,275,000

Property Description:
CHARMING CAPE WITH COTTAGE STYLING. Renovated in 2019, this charming cape features many tasteful upgrades and offers a picturesque and serene setting. The first floor is comprised of an open-designed floor plan combining a sunlit Living/Dining and Kitchen with updated appliances and cabinets. Slidin... Click here for more details

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

Address: 47 Winemack Avenue Town: Oak Bluffs Link ID: 39261

Price: $1,100,000

Property Description:
East Chop Oak Bluffs. Two existing dwellings on the property.- A great place to start in a desirable location close to beaches and downtown Oak Bluffs. These 2 year-round homes are move in ready needing some TLC. A good change to live in one and rent the other or draw 2 sources of income from this m... Click here for more details

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

Address: 86 Washington Avenue Town: Oak Bluffs Link ID: 40140

Price: $795,000

Property Description:
This inviting A-Frame style 2-bedroom cottage lives large with a first floor bedroom and full bath, an open floor plan with living room, kitchen and dining area. Located in a quiet neighborhood just a short walk to the Lagoon Pond access and a short drive to Featherstone Center for the Arts, the YMC... Click here for more details

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

Address: 112 County Road Town: Oak Bluffs Link ID: 40011

Price: $750,000

Property Description:
12636 sqft corner lot cleared and ready for building. 4 bedroom septic design, town water. Neighboring lot 110 County Road also on the market.

Property description and photographs provided by listing agent: Laer Realty Partners

Address: 27 Island Inn Road Town: Oak Bluffs Link ID: 39015

Price: $699,000

Property Description:
Lucrative Vacation Rental..can be occupied weekly thru the winter. 2 Bedrooms, sleeps 6 comfortably. Newer bathroom with walk in shower. Stainless steel appliances and hardwood floors. A highly sought after condo! This end unit overlooks the lovely, sprawling landscaped yard and pool area. E... Click here for more details

Property description and photographs provided by listing agent: Jane Brown Assoc.

Address: 25 Oak Avenue Town: Oak Bluffs Link ID: 39979

Price: $600,000

Property Description:
Located on a dead end street on approximately a quarter acre of land. This antique vintage home can be your next project. This home needs someone with vision and great ideas. Rehab the home or use the land and start fresh with your own new home. Community offers close access to shopping, restaurants... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

Address: 25 Oak Avenue Town: Oak Bluffs Link ID: 40001

Price: $600,000

Property Description:
Located on a dead end street with approximately a quarter acre of land. Tear down the current building and start fresh, or use the footprint and create a 5 bedroom home. Community offers close access to shopping, restaurants and the beach. Currently there is a cesspool on the property, the land has ... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

Address: 110 County Road Town: Oak Bluffs Link ID: 39479

Price: $600,000

Property Description:
Cleared, level, buildable lot in Oak Bluffs on Martha's Vineyard. Approved septic plan for a 4 bedroom home. Electric already brought to the property with cable and telephone accessible. Border row of Arborvitae planted along one boundary line. 15 minute walk to town, local beach, elementary school,... Click here for more details

Property description and photographs provided by listing agent: Laer Realty Partners

Address: 3 Dukes County Avenue Town: Oak Bluffs Link ID: 38323

Price: $598,000

Property Description:
Here is your opportunity to own a Campground Cottage,(MVCMA) Built in 1873 with its own driveway with 2 parking spaces, and beautiful yard.Private feel but right down town. Through the Antique Beach stone archway covered with tea roses, to the Living room with cathedral ceiling and ceiling fan and B... Click here for more details

Property description and photographs provided by listing agent: Laer Realty Partners

Address: 45 Menahan Street Town: Oak Bluffs Link ID: 40070

Price: $589,000

Property Description:
OAK BLUFFS - 4 Bedroom lot in a quiet location, down a lovely treed street, yet less than a mile to all the activity of beautiful Oak Bluffs Harbor, boating, restaurants and stores! Close enough to Town for easy access by foot, bike or car, yet distant enough for quieter living. Included in the sa... Click here for more details

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

Address: 21 Island Inn Road Town: Oak Bluffs Link ID: 39885

Price: $499,000

Property Description:
PLUG AND PLAY!! Condo living - no lawn mowing or other home maintenance tasks to worry about! Enjoy your time at the Island Inn Country Club with ease. Walk to the beach to relax, enjoy a game of tennis and swim in the large, heated pool. Cook in your updated kitchen with granite countertops or gra... Click here for more details

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

Address: 33 Island Inn Road Town: Oak Bluffs Link ID: 38977

Price: $275,000

Property Description:
Delightful 1st floor seasonal condo located at the impressive Island Inn Country Club has been in the same family for 19 years. Thoughtfully upgraded with fabulous flooring made for holding up to sand and beach wear. Bright and sunny along with upgraded kitchen with granite counters. The wood cei... Click here for more details

Property description and photographs provided by listing agent: Jane Brown Assoc.

Address: 27 Island Inn Road Town: Oak Bluffs Link ID: 39005

Price: $269,000

Property Description:
1st Floor! Bright and Sunny Studio condo that currently sleeps 4 at the fabulous Island Inn Country Club Resort. Very sweet fabulous price point for property ownership on Martha's Vineyard with a bundle of amenities. This END unit provides extra window for light and feeling of better space. Higher ... Click here for more details

Property description and photographs provided by listing agent: Jane Brown Assoc.

Address: 21 Island Inn Road Town: Oak Bluffs Link ID: 39886

Price: $269,000

Property Description:
PLUG AND PLAY!! Condo living - no lawn mowing or other home maintenance tasks to worry about! Enjoy your time at the Island Inn Country Club with ease. Walk to the beach to relax, enjoy a game of tennis and swim in the large, heated pool. Cook in your updated kitchen with granite countertops or gra... Click here for more details

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

Address: 27 Island Inn Road Town: Oak Bluffs Link ID: 39902

Price: $259,900

Property Description:
1st Floor! Bright and Sunny 1 bedroom studio condo at the fabulous Island Inn Country Club Resort. A fabulous price point for property ownership on Martha's Vineyard with a bundle of amenities. This unit has a great feeling of space. Higher level of upgrades include granite counters with under-moun... Click here for more details

Property description and photographs provided by listing agent: Jane Brown Assoc.

Address: 27 Island Inn Rd Town: Oak Bluffs Link ID: 39907

Price: $249,000

Property Description:
Call the Vineyard HOME! FABULOUS VACATION RESORT OPPORTUNITY! The Family Friendly Island Inn has it all! Heated pool, tennis, firepits, BBQ's, playground, expansive outdoor areas & private kitchen w/Oak Bluffs beaches/village/ bike paths/ golfing close by. PLUS NOMANS new popular restaurant adjace... Click here for more details

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