Oak Bluffs Properties for Sale

Address: 267 Farm Neck Way Town: Oak Bluffs Link ID: 39712

Price: $15,500,000

Property Description:
A RARE OFFERING, a merger of water views and unparalleled views of fairways at FARM NECK, a world premier golf course and club. This offering comes with an immediate STOCKHOLDER MEMBERSHIP! The architecturally designed home is in excess of 10,000 sf of exquisite living space, providing 5 bedrooms, ... Click here for more details

Property description and photographs provided by listing agent: Vineyard Village Realty

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: 34 Windemere Road Town: Oak Bluffs Link ID: 39595

Price: $3,200,000

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: 19 Ocean Avenue Town: Oak Bluffs Link ID: 38735

Price: $3,000,000

Property Description:
Ocean Park Beauty: This historic home on Ocean Park has been loving maintained and ready to pass along to the next generation. The four season two-family home is equipped With 2 separate kitchens, living areas, and dining rooms. There is plenty of space for the whole family with seven bedrooms, 3.5... Click here for more details

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

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: 283 East Chop Drive Town: Oak Bluffs Link ID: 40205

Price: $2,950,000

Property Description:
Oceanfront home on East Chop Drive. A true Vineyard Beach house with a waterview from nearly everyroom. Swim, kayak or just watch the ferry and boats go by from this 4 bedroom home with over 2450 square feet of interior space with even more phenominal space outside. The oceanfront patio, grill and b... Click here for more details

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

Address: 283 East Chop Drive Town: Oak Bluffs Link ID: 40217

Price: $2,950,000

Property Description:
This classic beach cottage built in 1900 lies on the shores edge of historic East Chop Drive. The mostly original structure is fortified by jetty rocks and a poured concrete bulkhead. The house features an open frame concept with tall ceilings, beach stone fireplace, 4-bedrooms, 2.5-baths and covere... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

Address: 20 East Side Road Town: Oak Bluffs Link ID: 40165

Price: $2,900,000

Property Description:
The property boasts of an expansive Lagoon Waterfront and stunning sunsets that take your breath away. There are a few steps to small beach area for sunbathing, swiming or kayaking. There is also a transfer of a mooring that is included in the sale. Buyer pays annual fee. Open floor plan includes ... Click here for more details

Property description and photographs provided by listing agent: eXp Realty

Address: 79 Circuit Avenue Town: Oak Bluffs Link ID: 39276

Price: $2,750,000

Property Description:
ICONIC OAK BLUFFS COTTAGE - This lovely two-story Victorian, built in 1875, has been occupied year-round since 1926. Home to several generations of families and now the iconic Good Dog Goods, 79 Circuit has always been a gathering place. With B1 zoning and past use as a family home, possibilities ab... Click here for more details

Property description and photographs provided by listing agent: Portfolio Real Estate, Inc.

Address: 79 Circuit Avenue Town: Oak Bluffs Link ID: 39225

Price: $2,750,000

Property Description:
ICONIC OAK BLUFFS COTTAGE - This lovely two-story Victorian, built in 1875, has been occupied year-round since 1926. Home to several generations of families and now the iconic Good Dog Goods, 79 Circuit has always been a gathering place. With B1 zoning and past use as a family home, possibilities ab... Click here for more details

Property description and photographs provided by listing agent: Portfolio Real Estate, Inc.

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

Price: $2,298,000

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: 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: 32 Iron Hill Road Town: Oak Bluffs Link ID: 39985

Price: $2,290,000

Property Description:
This peaceful and private gem in the Iron Hill Association has incredible charm and interior beauty due to the thoughtful and tasteful recent renovations, including; wide plank flooring, artistic stained glass and wrought iron details, completed in 2022. This spacious three bedroom home lives large... Click here for more details

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

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: 20 John Wesley Avenue Town: Oak Bluffs Link ID: 40169

Price: $1,495,000

Property Description:
A Rare Opportunity in East Chop Oak Bluffs! Available for the first time in 48 years. One of the most Desired Locations on Martha's Vineyard close to Harbor! Three bedrooms two full bath home with wraparound porch and outdoor shower. Inviting, relaxing spaces with abundant natural light. The many ar... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

Address: 32 Meshaket Way Town: Oak Bluffs Link ID: 40003

Price: $1,395,000

Property Description:
MOVE IN READY! This 3BR 2BA Ranch has been recently updated and is available just in time for the Holidays! Conveniently located, and moments away from the YMCA or Performing Arts Center. Just a quick drive to any of the down island towns, restaurants, shops, ferries and beaches. Easy access to bike... Click here for more details

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

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

Price: $1,349,000

Property Description:
Currently under construction home located less than 1.5 miles from Circuit Ave. This is the last 6 homes built in the neighborhood by Reagan Construction and will be ready for occupancy in January 2023. Enter through the wrap-around covered porch and be welcomed by this thoughtfully-designed and we... Click here for more details

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

Address: 33 Circuit Avenue Town: Oak Bluffs Link ID: 38763

Price: $1,260,000

Property Description:
This classic turn-of-the-century building is in the heart of Circuit Avenue's pedestrain bustle. A new roof and many updates make this well-cared-for building a winner. The vibrant clothing store with ample windows and generous ceiling height on the first floor has steadily grown in success for over... Click here for more details

Property description and photographs provided by listing agent: Tashmoo Realty

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

Price: $1,100,000

Property Description:
East Chop Oak Bluffs. Two existing dwellings- A great place to start in a desirable location close to beaches and downtown Oak Bluffs. These year-round homes are ready to go: Rent one and live in the other, options abound for this multi dwelling property. The two bedroom home has interior access to ... Click here for more details

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

Address: 56 Garvin Street Town: Oak Bluffs Link ID: 40314

Price: $965,000

Property Description:
This adorable single-story home is located just steps from downtown shops, restaurants, beaches and the ferry. With two bedrooms, a den/office and spacious living areas, it's the perfect place to make your own. It's been very well maintained, with the roof, siding, decks, windows and and heating sys... Click here for more details

Property description and photographs provided by listing agent: Compass | MV Team

Address: 17 Old Harbor Lane Town: Oak Bluffs Link ID: 38872

Price: $929,000

Property Description:
Escape to this private Half Acre lot ready for your new dream getaway home. This lot (#17) set in stunning Waterview Farms is the ideal location to rest and retreat. With open meadows and private access to the Waterview Farms Beach, one is sure to step into the peace and tranquility of beach livin... Click here for more details

Property description and photographs provided by listing agent: Sierra Properties & Investments

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:
Refreshing, bright and comfortable this single story 2 bedroom condo has been thoughtfully upgraded. Most recent, is the new bathroom with walk in shower. Stainless steel kitchen appliances and hardwood floors. Sleeps 6 comfortably and highly sought after in rental market. This is an end unit ov... Click here for more details

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

Address: 10 Siloam Avenue Town: Oak Bluffs Link ID: 38991

Price: $685,000

Property Description:
Original Campground classic cottage brought up to date with new mahogany decks and wide pine floors. Sit on the porch watching the sun going down over Sunset Lake or wake up in the morning to see extensive views of Oak Bluffs Harbor and Nantucket Sound from the balcony. The dining room is warmed by ... Click here for more details

Property description and photographs provided by listing agent: Gay Head Realty

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

Price: $625,000

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: $625,000

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: 31 Second Avenue Town: Oak Bluffs Link ID: 39703

Price: $490,000

Property Description:
Close to Oak Bluffs center and harbor. This lot has been staked and survey.

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

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

Address: 0 Alpine Avenue Town: Oak Bluffs Link ID: 39599

Price: $59,000

Property Description:
Credit Land Only. This parcel is a 2000 sf deeded nitrogen credited land. Add this parcel to your pre-existing Zone II undersized lot to become a buildable lot. This parcel may also allow a Zone II homeowner the ability to expand and add an additional bedroom to their home. (Note: Minimum lot size i... Click here for more details

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