Oak Bluffs Properties for Sale

Address: 233 East Chop Drive | Town: Oak Bluffs | Link ID: 44725

Price: $7,550,000

Property Description:
Perched high above the East Chop bluffs beside the historic lighthouse, this exceptional waterfront estate offers timeless character, breathtaking views, and an unmatched coastal setting. The main residence has beautifully preserved much of its original charm and features a gracious living room with... Click here for more details

Address: 53 Circuit Avenue | Town: Oak Bluffs | Link ID: 44355

Price: $5,500,000

Property Description:
This exceptional mixed-use property occupies a premier location in the heart of Oak Bluffs thriving Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, the building offers a distinctive combination of commercial and residential spaces in one of Martha's... Click here for more details

Address: 53 Circuit Avenue | Town: Oak Bluffs | Link ID: 44869

Price: $5,500,000

Property Description:
This exceptional mixed-use property occupies a premier location in the heart of Oak Bluffs thriving Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, the building offers a distinctive combination of commercial and residential spaces in one of Martha's... Click here for more details

Address: 43 Sengekontacket Road | Town: Oak Bluffs | Link ID: 36712

Price: $5,495,000

Property Description:
Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your... Click here for more details

Address: 8 Paddock Road | Town: Oak Bluffs | Link ID: 44395

Price: $5,450,000

Property Description:
Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combina... Click here for more details

Address: 4 Canonicus Avenue | Town: Oak Bluffs | Link ID: 43452

Price: $5,225,000

Property Description:
With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been master... Click here for more details

Address: 7 Overview Lane | Town: Oak Bluffs | Link ID: 44341

Price: $5,100,000

Property Description:
A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build... Click here for more details

Address: 8 Fresh Pond Road | Town: Oak Bluffs | Link ID: 44237

Price: $4,695,000

Property Description:
The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, ... Click here for more details

Address: 217 Barnes Road | Town: Oak Bluffs | Link ID: 44172

Price: $4,650,000

Property Description:
This exceptional waterfront estate offers unmatched panoramic views from house and guest house with extraordinary privacy on a nearly two acre setting rarely found in this coveted Oak Bluffs location. Commanding sweeping vistas of Lagoon Pond, Vineyard Haven, Hines Point, the iconic drawbridge, Vine... Click here for more details

Address: 15 Tamarack Lane | Town: Oak Bluffs | Link ID: 44208

Price: $4,600,000

Property Description:
Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane presents a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views of the 7th fairway and 8th tee box, across to Sen... Click here for more details

Address: 99 Ocean Avenue | Town: Oak Bluffs | Link ID: 44771

Price: $3,975,000

Property Description:
A Victorian Grand Dame overlooking Ocean Park -- in a truly spectacular setting with sweeping water views from two stories of verandas. Located in Oak Bluffs most popular and exciting neighborhood and just steps from the beaches of Nantucket Sound, fine restaurants, art galleries, shopping, harbor, ... Click here for more details

Address: 9 Weston Avenue | Town: Oak Bluffs | Link ID: 44615

Price: $3,750,000

Property Description:
This beautifully situated 4-bedroom, 3-bath home sits at the highest point of East Chop, offering sweeping views of Vineyard Sound. The property features a spacious clerestory living room with a fireplace, along with a combined family room and kitchen, also centered around a cozy fireplace. A large,... Click here for more details

Address: 98 Farm Neck Way | Town: Oak Bluffs | Link ID: 44316

Price: $3,750,000

Property Description:
Farm Neck Golf Club – Undeveloped Water View Parcel with Membership A truly rare opportunity to acquire a 1.92-acre undeveloped parcel within the prestigious Farm Neck Golf Club community, one of the last remaining opportunities of its kind. This exceptional offering features sweeping water views... Click here for more details

Address: 28 Beach Road | Town: Oak Bluffs | Link ID: 44662

Price: $3,675,000

Property Description:
ENJOY THE SEA BREEZES AND SPECTACULAR VIEWS. Wake up to the ever-changing beauty of Vineyard Sound, watch the ferries cross in the distance toward Woods Hole, and end the day with sunset views stretching down the Lagoon. Designed to celebrate its extraordinary setting, this 4-bedroom, 2.5-bath home ... Click here for more details

Address: 27 Double Ox Road | Town: Oak Bluffs | Link ID: 44528

Price: $3,400,000

Property Description:
Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built residence offers the perfect blend of sophistication and refined Vineyard style. The spacious floor plan offers over 3,200 square feet of living space, highlighted by a first-floor primary suite... Click here for more details

Address: 6 Brewster Avenue | Town: Oak Bluffs | Link ID: 42895

Price: $3,250,000

Property Description:
Enjoy sweeping water views from this beautifully updated East Chop Victorian, featuring a charming guest cottage. Renovated in 2010, the main home effortlessly blends historic character with modern comfort. The kitchen and bathrooms have been thoughtfully updated, enhancing functionality while prese... Click here for more details

Address: 27 Beach Road | Town: Oak Bluffs | Link ID: 44793

Price: $2,995,000

Property Description:
WATERFRONT WITH DOCK – Nestled along the sparkling shores of Vineyard Haven Harbor, this waterfront cottage presents a rare opportunity to own a piece of Martha's Vineyard history. Originally part of the iconic Mary Guerin Inn, the home blends timeless Vineyard charm with an exceptional setting fe... Click here for more details

Address: 44 Tiffany Drive | Town: Oak Bluffs | Link ID: 44347

Price: $2,800,000

Property Description:
Tucked away in a serene setting and set on 1.38 private acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq. ft. of living space with plenty of room for a backyard pool. The main portion of the house includes a gourmet kitchen, multiple entertaining areas including living room, fam... Click here for more details

Address: 31 Temahigan Avenue | Town: Oak Bluffs | Link ID: 44308

Price: $2,678,000

Property Description:
NEW CONSTRUCTION IN OAK BLUFFS WITH VINEYARD HAVEN HARBOR VIEWS Currently under construction and anticipated to be completed in Fall 2026, this thoughtfully designed four-bedroom, three-and-one-half-bath home pairs contemporary comfort with classic Vineyard character. Offering approximately 2,363 sq... Click here for more details

Address: 59 Tuckernuck Avenue | Town: Oak Bluffs | Link ID: 44701

Price: $2,650,000

Property Description:
Located in the heart of downtown Oak Bluffs, this charming updated home seamlessly blends classic Vineyard character with bright, modern comfort. Greeting you from the street is an expansive wraparound porch framed by vibrant hydrangeas and a cozy second-floor balcony. Step inside to an inviting ope... Click here for more details

Address: 111 Eastville Avenue | Town: Oak Bluffs | Link ID: 36870

Price: $2,600,000

Property Description:
LARGE PRICE DROP. THIS IS A PERFECT LOCATION FOR WEDDING PARTIES. Just steps from the beach and minutes to both Oak Bluffs and Vineyard Haven, this fully furnished, turnkey coastal retreat offers an exceptional location paired with a strong, proven rental history. Set on an oversized lot just two ... Click here for more details

Address: 24 Harrison Avenue | Town: Oak Bluffs | Link ID: 44863

Price: $2,595,000

Property Description:
East Chop with Water View! The perfect size vacation house or year round living, with all the bells and whistles, water views and located in the most desired neighborhood on East Chop! Designed by Hutker Architects, built with high quality craftsmanship by J.G. Early and landscape design by Dan Gord... Click here for more details

Address: 34 Windemere Road | Town: Oak Bluffs | Link ID: 44300

Price: $2,579,000

Property Description:
Set along the shimmering edge of The Lagoon and Brush Pond, this rare offering captures the essence of classic island living, with expansive water views, on a little known enclave of only 9 homes. The house dates back to 1910 and was thoughtfully renovated in 2019, blending a timeless Vineyard loca... Click here for more details

Address: 50 Hidden Cove Road | Town: Oak Bluffs | Link ID: 44263

Price: $2,400,000

Property Description:
Sengekontacket–Walk into a “turn-key” opportunity located within the desirable Hidden Cove community, centrally located to the down-Island villages, ferries, shopping and dininig, and just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovi... Click here for more details

Address: 312 East Chop Drive | Town: Oak Bluffs | Link ID: 43898

Price: $2,295,000

Property Description:
“The Doll House” is a landmark East Chop waterfront retreat overlooking Crystal Lake with sweeping views of Vineyard Sound. Originally a charming fishing cottage, this iconic property has been thoughtfully renovated and impeccably maintained, blending timeless Vineyard character with modern comf... Click here for more details

Address: 4 High Meadow Lane | Town: Oak Bluffs | Link ID: 42967

Price: $2,260,000

Property Description:
Set within the coveted Meadow View Farms community, this exceptional post-and-beam residence offers timeless craftsmanship, generous living spaces, and nearly an acre of private beautifully landscaped grounds with significant potential for expansion. A full-length farmer’s porch creates a graciou... Click here for more details

Address: 35 Double OX Road | Town: Oak Bluffs | Link ID: 43866

Price: $2,250,000

Property Description:
Would you love to live or vacation in a brand-new home on Martha’s Vineyard? We have the LOCATION, REPUTABLE LONG-STANDING BUILDER & PROVEN TRACK RECORD! Come take a tour of the newest home under construction in the Lagoon Ridge neighborhood. Easy to show – Call now! To be built with lot purchas... Click here for more details

Address: 8 Pequot Avenue | Town: Oak Bluffs | Link ID: 44652

Price: $1,925,000

Property Description:
Directly Across from Inkwell Beach, this Victorian Queen has stood the test of time. Partially insulated to extend the season, the new kitchen and bath are cozy in winter and open and bright in summer. 5 bedrooms, 1.5 baths with an outdoor shower, there's plenty of room for family and friends. The... Click here for more details

Address: 9 Chickawaukee Street | Town: Oak Bluffs | Link ID: 44705

Price: $1,895,000

Property Description:
Offered fully furnished, this beautifully updated four-bedroom, two-bath home is a rare turnkey opportunity in Oak Bluffs. Thoughtfully updated and meticulously maintained, it is equally well suited as a year-round residence, vacation retreat, or investment property. Located just 0.8 miles from dow... Click here for more details

Address: 22 Paddock Road | Town: Oak Bluffs | Link ID: 44785

Price: $1,895,000

Property Description:
An exceptional offering—the final homesite available within The Preserve at The Woodlands, one of Oak Bluffs’ most coveted residential enclaves. Create a custom coastal retreat in an extraordinary setting where architecturally designed residences, protected conservation land, and the timeless be... Click here for more details

Address: 33 Vineyard Avenue | Town: Oak Bluffs | Link ID: 44349

Price: $1,875,000

Property Description:
Welcome to 33 Vineyard Avenue in Oak Bluffs, Martha's Vineyard. This fully gut renovated property encompassing 3B/2Ba in total featuring a 2BR/2BA primary home plus a distinctly separate attached 1BR/1BA ADU suite - offering flexible, move-in ready living or investment potential in a prime in-town l... Click here for more details

Address: 22 Old Harbor Lane | Town: Oak Bluffs | Link ID: 44113

Price: $1,850,000

Property Description:
Quintessential Waterview Farm! Built as a year round house with all the charm of the original cottages, this well-loved family home awaits a new generation. The sunny, open floor plan has two bedrooms and a full bath on each level and plenty of room to spread out. The skylit kitchen is cleverly tuck... Click here for more details

Address: 18 Wood Duck Way | Town: Oak Bluffs | Link ID: 44018

Price: $1,800,000

Property Description:
Your opportunity in Sengekontacket! Being sold turnkey. This modern home has four bedrooms and three full baths. Large windows and high vaulted ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors comple... Click here for more details

Address: 2 Great Rock Road | Town: Oak Bluffs | Link ID: 44054

Price: $1,765,000

Property Description:
Ready - Set - Go! This gorgeous centrally located private 1.5 acre wooded property is ready for you to complete. The Town approved this property to accommodate a 9 bedroom septic system, 20' x 40' in-ground pool, a 7 bedroom main house, garage and a 2 bedroom accessory dwelling unit. The town buildi... Click here for more details

Address: 68 Front Street | Town: Oak Bluffs | Link ID: 44077

Price: $1,755,000

Property Description:
Nestled at the end of a quiet street, this charming and spacious Cape-style home offers both privacy and convenience, just a short distance from the Oak Bluffs School and town center, and walking distance to the Lagoon. Thoughtfully maintained, the sun-filled main level boasts an open floor plan wit... Click here for more details

Address: 14 High Meadow Lane | Town: Oak Bluffs | Link ID: 44750

Price: $1,750,000

Property Description:
Welcome to this sun-drenched, reverse contemporary-style home located in the lovely Meadow View Farms community! This multi-level home has boundless potential. The second level features a bright, open floor plan with cathedral ceilings, living, dining, and kitchen areas, and 3 sliding doors that tak... Click here for more details

Address: 11 Beach Road | Town: Oak Bluffs | Link ID: 44641

Price: $1,745,000

Property Description:
Oceanfront Cottage on .21 acre of waterfront property and over 50ft of shoreline on East Chop. Wake up to breathtaking ocean views and the soothing sound of waves from this charming two-bedroom oceanfront cottage. Perfectly positioned along the shoreline, this inviting coastal retreat offers the ra... Click here for more details

Address: 17 John Wesley Avenue | Town: Oak Bluffs | Link ID: 44267

Price: $1,650,000

Property Description:
Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by a... Click here for more details

Address: 20 Hidden Cove Road | Town: Oak Bluffs | Link ID: 44691

Price: $1,625,000

Property Description:
Nestled in this desirable Hidden Cove community, this contemporary residence offers a quintessential retreat centered on outdoor recreation and coastal living. Residents enjoy premier neighborhood amenities, including direct water access to Sengekontacket Pond for seamless kayaking and paddleboardin... Click here for more details

Address: 7 Ploughshare Lane | Town: Oak Bluffs | Link ID: 44518

Price: $1,599,000

Property Description:
Nestled in a quiet cul-de-sac within the coveted Hidden Cove neighborhood, this delightful property offers an exceptional Island lifestyle. The association delivers rare water access via a private dock on Sengekontacket Pond, plus newly resurfaced tennis and pickleball courts. The open-concept layou... Click here for more details

Address: 40 Hidden Cove Road | Town: Oak Bluffs | Link ID: 44469

Price: $1,595,000

Property Description:
Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, m... Click here for more details

Address: 40 Hidden Cove Road | Town: Oak Bluffs | Link ID: 44671

Price: $1,595,000

Property Description:
Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, m... Click here for more details

Address: 46 Kennebec Avenue | Town: Oak Bluffs | Link ID: 44374

Price: $1,350,000

Property Description:
This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbo... Click here for more details

Address: 3 Troy Street | Town: Oak Bluffs | Link ID: 44213

Price: $1,295,000

Property Description:
Set on a generous 0.3-acre lot in desirable Oak Bluffs, this property offers exceptional potential just moments from Vineyard Sound. A newly installed 6-bedroom septic system opens the door to a variety of expansion opportunities. The home is thoughtfully designed with two separate living areas, ide... Click here for more details

Address: 11 Stanley Street | Town: Oak Bluffs | Link ID: 44832

Price: $1,255,000

Property Description:
Nestled on a cul-de-sac is this sweet 3 bedroom ranch. Located on a .34 acre lot with plenty of room to expand this solid home and still have enough space for an ADU on this spacious lot. Well maintained over the years with recent upgrades including, roof, siding, new insulation, flooring and paint.... Click here for more details

Address: 0 Pennsylvania Avenue | Town: Oak Bluffs | Link ID: 43914

Price: $1,250,000

Property Description:
Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round o... Click here for more details

Address: 323 County Road | Town: Oak Bluffs | Link ID: 44799

Price: $1,225,000

Property Description:
This charming Cape-style home is set on a beautifully landscaped lot filled with colorful blooming perennials, offering a peaceful setting just off the bike path. Ideally located, it's only a short ride to the town center and ferry, making it an excellent year-round residence, vacation getaway, or p... Click here for more details

Address: 47 Winemack Avenue | Town: Oak Bluffs | Link ID: 44490

Price: $1,199,000

Property Description:
Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new fl... Click here for more details

Address: 2 Winemack Street | Town: Oak Bluffs | Link ID: 44805

Price: $1,195,000

Property Description:
Located at the southern end of Winemack Street, this inviting 3-bedroom, 2-bath Oak Bluffs home offers a quiet residential setting in a neighborhood of both year-round and seasonal homes, while remaining remarkably close to everything Oak Bluffs has to offer. Just approximately 1.2 miles from downto... Click here for more details

Address: 30 Double Ox Road | Town: Oak Bluffs | Link ID: 44649

Price: $1,150,000

Property Description:
Create an extraordinary Martha's Vineyard estate in the exclusive Lagoon Ridge community of Oak Bluffs. This mostly wooded estate parcel of over one acre features gently rolling topography, providing an exceptional canvas for a custom-designed luxury residence. Privately situated within an intimate ... Click here for more details

Address: 54 Towanticut Avenue | Town: Oak Bluffs | Link ID: 44808

Price: $1,100,000

Property Description:
Living is easy in this beautifully maintained 3-bedroom, 2-bath air-conditioned Ranch located just one mile from the center of Oak Bluffs. Features include a spacious living room with a wood-burning fireplace, an updated kitchen with granite countertops and stainless-steel appliances, and a dining a... Click here for more details

Address: 170 Barnes Road | Town: Oak Bluffs | Link ID: 44775

Price: $1,095,000

Property Description:
Solid Cape-style home located one block from Sailing Camp Park and Medeiros Cove offering water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundr... Click here for more details

Address: 0 Temahigan Avenue & Dover Street | Town: Oak Bluffs | Link ID: 43457

Price: $1,049,000

Property Description:
Welcome to # 0 Temahigan Ave & Dover Street, Oak Bluffs. Build Your Martha’s Vineyard Dream Home. Rare opportunity to own a level, cleared corner lot in desirable Oak Bluffs, with paved roads bordering two sides, ready for construction of your Martha’s Vineyard dream home. Approved for up to 6 b... Click here for more details

Address: 68 Pond View Drive | Town: Oak Bluffs | Link ID: 44714

Price: $975,000

Property Description:
Create your ideal island retreat on this exceptional 1.068-acre parcel in Oak Bluffs. This desirable homesite comes with approved plans for a six-bedroom septic system, saving valuable time and expense as you begin the building process. The property also includes a topographic/boundary survey and so... Click here for more details

Address: 3 Dukes County Avenue | Town: Oak Bluffs | Link ID: 44841

Price: $935,000

Property Description:
A Gem of a Marthas Vineyard Camp Meeting House Association Home, 3 Dukes County Ave. Located down from the Oak Bluffs Harbor. A couple house from Sunset Pond. Convenient to Beaches,Harbor, Resturants, Shopping, Dancing Music and walk to and from the Steamship Authority. 2 bedroom,1 queen bedroom 1 f... Click here for more details

Address: 4 Quail Run | Town: Oak Bluffs | Link ID: 44252

Price: $925,000

Property Description:
Welcome to this FULLY FURNISHED, private, 2-bedroom, end-unit townhouse offering 1,208 sq ft of effortless coastal living. With seasonal rentals already in place this opportunity is the defenition of TURN KEY. Thoughtfully designed with both comfort and style in mind, this coastal retreat blends rel... Click here for more details

Address: 37 Circuit Avenue | Town: Oak Bluffs | Link ID: 44276

Price: $899,000

Property Description:
In the heart of Downtown Oak Bluffs- Restless Winds Condominium Unit #4 comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a ships feel with custom wood features and a ships ladder leading to the roof top deck. This cond... Click here for more details

Address: 37 Circuit Avenue | Town: Oak Bluffs | Link ID: 44275

Price: $869,000

Property Description:
In the heart of Downtown Oak Bluffs Restless Winds Unit #5 comes with an amazing roof top deck shared with only one other condo (unit #4). You're in the middle of it all with this great location, yet you have easy access to a private and peaceful deck overlooking the town of Oak Bluffs and the surro... Click here for more details

Address: 61 Winemack Street | Town: Oak Bluffs | Link ID: 44815

Price: $850,000

Property Description:
Located in Oak Bluffs' desirable East Chop neighborhood, this 10,000± sq. ft. R2-zoned property offers an exceptional opportunity to renovate or build new (subject to applicable approvals). The existing two-bedroom, one-bath home is being sold as is. The level lot features a spacious yard and is i... Click here for more details

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

Price: $849,000

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

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

Price: $839,000

Property Description:
This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with tons of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA ... Click here for more details

Address: 19 Perkins Avenue | Town: Oak Bluffs | Link ID: 44425

Price: $825,000

Property Description:
Located under a mile from the heart of downtown Oak Bluffs, this charming property offers endless potential in a highly convenient location. Set on a level lot, the home is ready for its next chapter — whether as a summer getaway or year-round residence. Enjoy easy access to town, beaches, ferries... Click here for more details

Address: 7 Highland Avenue | Town: Oak Bluffs | Link ID: 44502

Price: $809,000

Property Description:
Rare opportunity in East Chop. Beautiful lot in a serene, wooded area, walking distance to town, beach, and ferries. Secluded yet accessible. This is a pre-existing nonconforming lot, with a legal opinion letter attached stating buildability. Buyer to perform all due diligence regarding town buildin... Click here for more details

Address: 60R Carol Lane | Town: Oak Bluffs | Link ID: 44640

Price: $794,000

Property Description:
Tucked away down a quiet lane just moments from downtown Oak Bluffs, sits this charming home. Nestled on just over an 8,400 sq. ft. lot, the property offers compact single-story living, ideal for those seeking simplicity while being close to everything the island. The bright, open concept features... Click here for more details

Address: 24 Towanticut Avenue | Town: Oak Bluffs | Link ID: 44062

Price: $789,000

Property Description:
OAK BLUFFS - EIGHT (8) BEDROOM LOT. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by t... Click here for more details

Address: 35 Double Ox Road | Town: Oak Bluffs | Link ID: 43296

Price: $695,000

Property Description:
GOING, GOING… GONE! This is the LAST 3-bedroom lot available in Cluster C. 12 lots SOLD 9 homes already built. Welcome to Lagoon Ridge Oak Bluffs’ newest and most sought-after neighborhood. This exceptional 3-bedroom building lot sits on a lofty setting approximately 95 feet above Lagoon Pond, ... Click here for more details

Address: 0-B California Avenue | Town: Oak Bluffs | Link ID: 43507

Price: $675,000

Property Description:
Oak Bluffs Buildable Lot – Prime Location This flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot pres... Click here for more details

Address: 0-A California Avenue | Town: Oak Bluffs | Link ID: 43517

Price: $625,000

Property Description:
Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot pre... Click here for more details

Address: 112 Dukes County Avenue | Town: Oak Bluffs | Link ID: 44094

Price: $549,000

Property Description:
Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. Thi... Click here for more details

Address: 21 island Inn Road | Town: Oak Bluffs | Link ID: 44847

Price: $527,500

Property Description:
Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommoda... Click here for more details

Address: 0 California Avenue | Town: Oak Bluffs | Link ID: 42933

Price: $429,000

Property Description:
Nice level building lot ready for your ideas on how best to create your near town home on a quiet street. This is an established neighborhood and one of the last lots left to build on. Perc test has been done. This is in Zone 2 which allows for a one bedroom home of any size. Water and electric are ... Click here for more details

Address: 0 Heather Lane | Town: Oak Bluffs | Link ID: 44811

Price: $425,000

Property Description:
Rare opportunity to build your dream retreat tucked away on a quiet lane just off Wing Road. This desirable vacant lot offers the perfect blank canvas to design a custom coastal home, seasonal sanctuary, or smart island investment. Enjoy the ideal balance of residential privacy and effortless conven... Click here for more details

Address: 21 Island Inn Road | Town: Oak Bluffs | Link ID: 44749

Price: $389,900

Property Description:
HERE'S YOUR CHANCE TO OWN A PIECE of the ISLAND!!! Live the beautiful Island Life with this gorgeous seasonal condo at the Island Inn Resort. AFFORDABLE & PRICED APPROX $100,000 less than an identical unit that Just Sold this summer!! Don't miss this delightful one and a half bedroom seasonal condo... Click here for more details

Address: 27 Island inn Road | Town: Oak Bluffs | Link ID: 44850

Price: $310,000

Property Description:
Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha’s Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A uniq... Click here for more details

Address: 27 Island Inn Road | Town: Oak Bluffs | Link ID: 44849

Price: $287,500

Property Description:
Welcome to 27 Island Inn, Unit 9C, an inviting Martha’s Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free W... Click here for more details

Address: 33 Island Inn Road | Town: Oak Bluffs | Link ID: 44851

Price: $260,000

Property Description:
Welcome to 27 Island Inn, Unit 27F, a comfortable studio offering the perfect combination of a Martha’s Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn... Click here for more details

Address: 27 Island Inn Road | Town: Oak Bluffs | Link ID: 44650

Price: $250,000

Property Description:
Island Inn ....tucked behind the ever-popular Noman's Restaurant. Located off the Beach Road in Oak Bluffs. Fully furnished and updated 2nd floor studio. New: floors, appliances, television, mini-split AC and two double mattresses, Fully furnished galley kitchen. Use the convenient bike path to... Click here for more details

Address: 33 Island Inn Road | Town: Oak Bluffs | Link ID: 44790

Price: $239,000

Property Description:
Want to own a slice of Martha's Vineyard? As an owner of this studio style "Condo-tel", you will enjoy the convenience of worry free ownership. This unit has newer flooring, an updated bathroom, updated kitchenette and a cathedral ceiling. This is casual resort style living that includes associatio... Click here for more details