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: $12,000,000

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: 22 Paddock Road Town: Oak Bluffs Link ID: 38557

Price: $4,995,000

Property Description:
THIS IS THE ONLY LOT AVAILABLE in the PRESERVE at The WOODLANDS! COMING SOON...TO BE BUILT...by SHAWN CHAPPS...UNDER EARLY STAGES OF DESIGN and STILL TIME to CUSTOMIZE with YOUR OWN PERSONAL TOUCHES! Sophisticated Sprawling Contemporary Barn Style Residence with Clean Classic Lines, Natural Timber B... Click here for more details

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

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: 138 Edgartown Vineyard Haven Road Town: Oak Bluffs Link ID: 39430

Price: $3,199,000

Property Description:
Luxury home very close to perfection with an oversized privately located lot in the center of the island includes most of the items in your checklist. Spectacular heated shotcrete pool with both a jacuzzi and a stone water fall is surrounded by a thermal bluestone deck. Adjacent to the pool is a sto... Click here for more details

Property description and photographs provided by listing agent: Premiere Broker 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: 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: 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: 28 Narragansett Avenue Town: Oak Bluffs Link ID: 39849

Price: $2,750,000

Property Description:
This historic home, with over 3,000 square feet of interior space, nine bedrooms and four bathrooms. Sitting on a corner lot on Narragansett Avenues with a direct view of Ocean Park. Conveniently located close to shops and restaurants, and only steps away from Inkwell beach. Renovated top to bottom ... Click here for more details

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

Address: 25 Harthaven Road Town: Oak Bluffs Link ID: 39790

Price: $2,700,000

Property Description:
Harthaven ~ An opportunity that doesn't come often! An expanded Cape in pristine condition with over 3,500s/f, 4 spacious bedrooms, 3.5 baths, great room, large cook's kitchen, dining area plus cozy den. The location and amenities included in Harthaven are exceptional and especially unique for a dow... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 25 Atlantic Avenue Town: Oak Bluffs Link ID: 39676

Price: $2,600,000

Property Description:
EAST CHOP Water Views!! This Nicely maintained Four bedroom Tri-level contemporary will delight you in all that it has to offer. Two En Suit Bedrooms and much more! A reverse open concept floor plan that has a bright sunny kitchen, dining area and living room. A spacious primary bedroom that has a... Click here for more details

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

Address: 20 Pulpit Rock Road Town: Oak Bluffs Link ID: 39666

Price: $2,595,000

Property Description:
WATERVIEW FARM provides a truly idyllic setting to enjoy year 'round island life. Centrally located and near the Farm Neck Golf Course this private waterfront community features an association beach and dock on Sengekontacket Pond with access to Nantucket Sound and acres of common land offering view... Click here for more details

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

Address: 90 Meadow Avenue Town: Oak Bluffs Link ID: 39785

Price: $2,495,000

Property Description:
Coastal living on East Chop! This well renovated, year-round, bungalow "cottage" is full of contemporary creature comforts, but honors the character and charm of "old Vineyard living". The architectural style draws one immediately to the wrap around porch, and upon entering the home, the sparkling... Click here for more details

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

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: 47 Tiffany Drive Town: Oak Bluffs Link ID: 39516

Price: $2,349,000

Property Description:
POOL! POOL! POOL! This much sought-after amenity is part of a compound on just over 1.5 acres in Lagoon Heights. A carefree and easy lifestyle can be yours in this expansive home featuring 2,500 s/f of living space with four bedrooms, open concept kitchen and dining areas, spacious living room, offi... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

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: 16 Atlantic Avenue Town: Oak Bluffs Link ID: 39649

Price: $2,225,000

Property Description:
Incredible Opportunity, Location and property. Main House and new Guest Cottage with a full poured concrete basement. Atlantic Avenue is a short road that runs parallel to East Chop Drive, a block over from the East Chop Lighthouse and within earshot of the musical sounds of the ocean. The Main hou... Click here for more details

Property description and photographs provided by listing agent: Breakwater MV

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

Price: $2,200,000

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: 6 Little Pond Road Town: Oak Bluffs Link ID: 39508

Price: $2,100,000

Property Description:
An oasis of tranquility awaits you at this "end of the road" setting. Central yet tucked away, this custom built, cross-gabled crafted homestead truly takes advantage of its location. Surrounded by conservation land, including Tisbury Meadows, Greenlands Preserve, Wapatequa Woods, Thimble Farm and t... Click here for more details

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

Address: 12 New York Avenue Town: Oak Bluffs Link ID: 39775

Price: $1,850,000

Property Description:
Overlooking Oak Bluff Harbor and Sunset Lake, this Oak Bluffs home is located in a prime location. This cottage-style home features an open first floor with high ceilings and a spacious kitchen, dining room and full bath. The second level includes 4 bedrooms and a guest bath. Well maintained over ... Click here for more details

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

Address: 50 Pondview Drive Town: Oak Bluffs Link ID: 39023

Price: $1,499,000

Property Description:
Lovely 3 bedroom 2.5 bath home on nearly an acre in the desirable Vineyard Hills Association, with room for a pool! Conveniently located off of Barnes Road and less than a mile to the Lagoon private association beach. You may enter this home through the large screened porch leading into an equally... Click here for more details

Property description and photographs provided by listing agent: eXp Realty

Address: 8 Dreamers Way Town: Oak Bluffs Link ID: 39687

Price: $1,290,000

Property Description:
IMPRESSIVE! Spacious!! Almost 2,000 s/f of living space and everything in this home shows like NEW! The foyer invites you into a nicely appointed open floor plan where you will find a delightfully large kitchen with ample counter space and maple cabinets. This room seamlessly connects to the dining ... 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: 64 & 66 Garvin Street Town: Oak Bluffs Link ID: 39848

Price: $1,249,000

Property Description:
IN 2000 COMPLETE RENOVATION THROUGHOUT RE BUILT~ WELCOMING OAK BLUFFS CONTEMPORARY STYLE RESIDENCE in an EXCEPTIONAL LOCATION that is both PEACEFUL and STEPS to downtown, harbor, ferry ports, sandy beaches, restaurants and parks! SUNFILLED SPACIOUS OPEN floorplan with sturdy wood beams and soaring c... Click here for more details

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

Address: 97 Shawanue Avenue Town: Oak Bluffs Link ID: 39842

Price: $1,200,000

Property Description:
You can't beat the location at this charming three-bedroom two-bath Oak Bluffs property. A wooded path, accessed directly from the backyard, leads you to the Lagoon's sandy shores and calm waters. When not at the beach, your time will be spent on the expansive three-season screened-in porch, allowin... Click here for more details

Property description and photographs provided by listing agent: Sandpiper 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: 9 Brunswick Avenue Town: Oak Bluffs Link ID: 39572

Price: $1,099,000

Property Description:
Built in 1862, this original MVCMA cottage was relocated from the Vineyard Highlands area to its current site in 1907. Affectionately referred to as “Talawa”, a Jamaican phrase meaning “small but stalwart”, this cottage is full of history, charm, and original architecture. Set in a very qu... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

Address: 10 Lagoon Road Town: Oak Bluffs Link ID: 39964

Price: $929,000

Property Description:
A terrific location close to the Lagoon Pond, town, and a public boat landing at the end of the street. This cozy three bedroom two bath home was built in 1987 and has been well maintained. A nicely landscaped yard wraps around the entire house. An office area in the basement gives you a getaway spa... Click here for more details

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

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: 7 Central Avenue Town: Oak Bluffs Link ID: 39405

Price: $850,000

Property Description:
The "Sea Shrimp" has been owned by the same family since 1968 and now it is time for it's 9th owner since it's transformation from a tent to a wood structure, circa 1870. This charming year round cottage is set to the rear of on an oversized lot with a beautiful front yard. The large covered porch m... Click here for more details

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

Address: 66 Canonicus Avenue Town: Oak Bluffs Link ID: 39563

Price: $749,000

Property Description:
Adorable Oak Bluffs Cottage "The Pinkeltink " located in a family- friendly setting on desirable Canonicus Avenue abutting serene salt marsh where there are singing Pinkeltinks in the early Spring along with an aviary of assorted birdlife including Red Wing Black Birds along with a variety of colo... Click here for more details

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

Address: 16 West Clinton Avenue Town: Oak Bluffs Link ID: 39663

Price: $749,000

Property Description:
OAK BLUFFS Classic 4 Bedroom 1.5 Beautiful Victorian located in the Historic Martha's Vineyard Camp Meeting Association on desirable West Clinton Avenue with Inviting Views overlooking Oak Park. This Cottage is filled with Victorian Charm and Attractive Gingerbread Detail. A Terrific In -Town LO... Click here for more details

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

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

Price: $715,000

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: $695,000

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

Price: $650,000

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: 8 Siloam Avenue Town: Oak Bluffs Link ID: 39519

Price: $649,000

Property Description:
SEA SIDE COTTAGE CHARMER - You've found a heavenly setting for endless summers and nightly sunsets! Directly across from famed Sunset Lake and steps to the Oak Bluffs harbor, ferries, village amenities and minutes to island beaches. WATER VIEWS await you - just pull up a rocker on the ample porch or... Click here for more details

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

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... Click here for more details

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

Address: 0 Heather Lane Town: Oak Bluffs Link ID: 39614

Price: $585,000

Property Description:
Lovely untouched piece of land waiting for you to create your own special island retreat. Property, being sold "AS IS", is nestled on a quiet dead end road off of DeBettencourt Place in Oak Bluffs. Conveniently located within walking distance to downtown OB, OB Ferry, beaches, parks, arts district ... Click here for more details

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

Address: 21 Island Inn Road Town: Oak Bluffs Link ID: 38630

Price: $549,999

Property Description:
BUYERS - Best Price to own a Condo with a FABULOUS LIFESTYLE on Martha’s Vineyard. The Island Inn is recognized as a gem on this island. It's location is nestled off Beach Road, almost hidden, yet a short easy walk to sandy beaches, fishing, clamming, kayaking just to name a few of the nearby spor... Click here for more details

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

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

Price: $525,000

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: 89 California Avenue Town: Oak Bluffs Link ID: 39637

Price: $525,000

Property Description:
Partially wooded 3 bedroom building lot close to the Hudson Ave. access of beautiful Lagoon Pond! In area of many newly built homes. OB water dept. says there is a 6-inch water main in California Ave in front of the lot. Standard Title V septic should be ok as lot is not in the Zone II. Buyer... Click here for more details

Property description and photographs provided by listing agent: On-Island Realty

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: 85 California Avenue Town: Oak Bluffs Link ID: 39635

Price: $475,000

Property Description:
15,000 sq. ft. partially wooded building lot, just off Barnes Rd., near public access to Lagoon Pond. Located in the Zone II district so limited to 2 bedrooms with enhanced septic system. According to OB water dept., there is a 6-inch water main in the road. Lot is being divided from larger lot, s... Click here for more details

Property description and photographs provided by listing agent: On-Island Realty

Address: 2 Lincoln Avenue Town: Oak Bluffs Link ID: 39803

Price: $449,000

Property Description:
Enchanting Fairy Tale Campground Cottage this is a studio in Historic Martha's Vineyard Camp-Meeting Association is tucked away in a magical park setting with distant views of the famous Tabernacle where there are weekly events to enjoy all Summer. The convenience of being in town, within steps to M... Click here for more details

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

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: $259,900

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