Oak Bluffs Properties for Sale

Address: 267 Barnes Road Town: Oak Bluffs Link ID: 34265

Price: $4,500,000

Property Description:
Well appointed 4000+ sq ft Contemporary home surrounded by a little more than one acre of lush landscaped greenery on Lagoon Pond with private beach and potential for a dock. Spacious 3 bedroom 5.5 bathroom with high ceilings, two first floor offices, open living/ dining areas all with views of th... Click here for more details

Property description and photos provided by listing broker Martha's Vineyard Seacoast Properties.

Address: 225 East Chop Drive Town: Oak Bluffs Link ID: 33942

Price: $3,950,000

Property Description:
Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain and Company of the former residence resulted in a masterpiece of modern living and superb style. Upon entering you are immediately greeted with water views and the br... Click here for more details

Property description and photos provided by listing broker Sandpiper Realty.

Address: 53 Circuit Avenue Town: Oak Bluffs Link ID: 34827

Price: $3,150,000

Property Description:
Sparkling newly renovated mixed-use commercial building in a prime and bustling location in Oak Bluffs. Looking to bring your restaurant concept to Martha's Vineyard? This is the perfect turn-key opportunity for a discerning restaurateur. Having been completely rebuilt from top to bottom with design... Click here for more details

Property description and photos provided by listing broker Compass.

Address: 35 Circuit Avenue Town: Oak Bluffs Link ID: 34818

Price: $2,400,000

Property Description:
Rare Martha's Vineyard Opportunity For Sale. Retail/Commercial/Residential Use with 5,296 SF of space. Offered for $2,400,000. Over 5,000 SF of retail space with 3 residential apartments and the potential for 5 apartments. Rear entrance with parking. Property backs up to the historic Oak Bluffs Camp... Click here for more details

Property description and photos provided by listing broker Hartel Realty.

Address: 10 Paddock Road Town: Oak Bluffs Link ID: 33638

Price: $2,370,000

Property Description:
4000 sq ft of brand-new construction tucked nicely on a beautiful lot in the prestigious subdivision of "The Preserve". This home meets all the modern buyer's needs with its open floor plan, 1st and 2nd floor master bedroom suites, chef's kitchen, hardwood floors throughout, custom tile bathrooms, ... Click here for more details

Property description and photos provided by listing broker Wallace and Co. Sotheby's.

Address: 311 East Chop Drive Town: Oak Bluffs Link ID: 33800

Price: $2,250,000

Property Description:
Smell the sea and touch the sky from this unique vintage waterfront home on East Chop.Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can watch the sun rise as you bathe in the antique tub and then watch the sun set from the patio or mast... Click here for more details

Property description and photos provided by listing broker Coldwell Banker Landmarks.

Address: 15 Dover Street Town: Oak Bluffs Link ID: 34382

Price: $2,195,000

Property Description:
This Custom built home, with SENSATIONAL WATER VIEWS CONTEMPORARY DESIGN SITS HIGH ON A LANDSCAPED HILLTOP with penetrating views of Vineyard Haven Outer Harbor and Vineyard Sound to the coast of Cape Cod. This exciting residence, in PRISTINE CONDITION, includes most of the designer top of the line ... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 283 East Chop Drive Town: Oak Bluffs Link ID: 34871

Price: $1,699,000

Property Description:
Private beach on East Chop with gorgeous water views of the Vineyard Sound from each room, including all bedrooms! Quintessential Vineyard shingled house right on the water; swim, kayak or watch the ferry and boats from your private deck or porch just a few steps to the Sound. 2456 square foot hou... Click here for more details

Property description and photos provided by listing broker Anchor Realty of Martha's Vineyard.

Address: 7 Quail Run Town: Oak Bluffs Link ID: 34677

Price: $1,325,000

Property Description:
IMMACULATE Residence impeccably maintained is in the desirable Sengekontacket Community of Oak Bluffs! This Exquisite custom design, comfortably on one level, is situated on almost an acre of land with mature landscaping, stone walls and colorful perennial flower beds. Enter an impressive foyer int... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 61 Bayes Hill Road Town: Oak Bluffs Link ID: 22464

Price: $1,295,000

Property Description:
A must see in Bayes Hill! This spacious two story home on an acre of land with a fantastic backyard is the perfect place to call home. Traditional in style with formal and casual spaces that flow nicely to the multiple gathering areas. The dining room, kitchen and family room span the back of the ho... Click here for more details

Property description and photos provided by listing broker Sandpiper Realty.

Address: 27 Bayes Hill Road Town: Oak Bluffs Link ID: 34713

Price: $1,189,000

Property Description:
A builder's own custom colonial home nestled in a private setting of the Bayes Hill Association in Oak Bluffs. It is a desirable community of substantial homes with private tennis and easy access to the Lagoon and Sailing Camp. This home is situated on a .75 acre lot with an abundance of mature lan... Click here for more details

Property description and photos provided by listing broker Martha's Vineyard Island-Wide Realty.

Address: 10 Eastville Avenue Town: Oak Bluffs Link ID: 34837

Price: $1,149,000

Property Description:
Walk to Town from this lovely 'Like new' four bedroom Home, with 2 Master Bedroom Suites (6 Bedroom Septic System) on an oversized 15,000 sq.ft. lot. Main living level has an open floor plan with clearly defined spaces. Living room has an Aspen Fieldstone clad fireplace, Bluestone hearth, crown mo... Click here for more details

Property description and photos provided by listing broker Alisan Lohan-Conway Properties.

Address: 71 Pennacook Avenue Town: Oak Bluffs Link ID: 34791

Price: $1,149,000

Property Description:
CLASSIC BEAUTY IN THE HEART OF OAK BLUFFS, The Pennacook House is set on a slight hill on a large landscaped yard. YEAR ROUND 6 bedroom, 2.5 bath home has a lovely eat-in kitchen, formal dining and living rooms with bay windows, den/study, hardwood flooring, outdoor shower, gorgeous period details ... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 31 Tuckernuck Avenue Town: Oak Bluffs Link ID: 34488

Price: $1,050,000

Property Description:
A rare opportunity to own a property bordering Waban Park looking out to the ocean beyond. This spacious house with over 1700 square feet of interior space is tied into town sewer. Sit back and relax on the wrap around porch as you gaze over one of the most famous of Oak Bluffs parks an open grassy ... Click here for more details

Property description and photos provided by listing broker Anchor Realty of Martha's Vineyard.

Address: 52 Pennacook Avenue Town: Oak Bluffs Link ID: 34697

Price: $1,025,000

Property Description:
Downtown Oak Bluffs - Located in the heart of Oak Bluffs and in close proximity to beach, town and ferries is this sprawling Victorian-style home that was thoughtfully renovated in 2012. With 7 bedrooms, there is plenty of space for your family and friends. Enjoy your morning coffee or afternoon co... Click here for more details

Property description and photos provided by listing broker Island Real Estate.

Address: 42 Narragansett Avenue Town: Oak Bluffs Link ID: 34772

Price: $999,000

Property Description:
EXCEPTIONAL OPPORTUNITY IN TOWN OAK BLUFFS WALK to BEACHES, GALLERIES, RESTAURANTS and FERRY PORTS ! This VICTORIAN MULTI FAMILY offers a total of 3 renovated apartments with newer kitchens, tiled bathrooms and wood floors! Apartment #1 in the front on the first floor offers high ceilings with op... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 10 Prospect Park Town: Oak Bluffs Link ID: 34585

Price: $995,000

Property Description:
Classic turn-of-the-century Victorian cottage with beachstone fireplace and distant water views, faces out on to a charming park. The property is located in the heart of East Chop and just a short stroll to the beach, tennis courts,the harbor and downtown. This wood framed house, aptly named The Hav... Click here for more details

Property description and photos provided by listing broker RE/MAX on Island.

Address: 6 Mourning Dove Way Town: Oak Bluffs Link ID: 34774

Price: $959,000

Property Description:
SENGEKONTACKET ASSOCIATION ~ CONTEMPORARY Island residence situated in the desirable water front community offers a unique Vineyard design featuring an OPEN BRIGHT GREAT ROOM with an ABUNDANCE of GLASS and SUN LIGHT from the lofty skylit cupola, and the sweeping EXPANSIVE MAHOGANY decks at each e... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 52 Head of the Pond Road Town: Oak Bluffs Link ID: 34050

Price: $935,000

Property Description:
This contemporary 5 bedroom home is located in a nice area of fine homes and close to farm fields and conservation walking trails. The open floor plan includes a newly renovated kitchen, spacious living ,dining room with sliders to a screened-in porch and deck. First floor master bedroom and bath. T... Click here for more details

Property description and photos provided by listing broker Karen M. Overtoom R.E..

Address: 37 Puritan Drive Town: Oak Bluffs Link ID: 32330

Price: $934,900

Property Description:
Impeccably maintained custom cape in the conveniently located Tower Ridge development.This property features a open floor plan with dining room galley kitchen and living room with a gas fireplace. A bonus family room over the garage with a gas fireplace and full bath. A three level deck which faces... Click here for more details

Property description and photos provided by listing broker Ledden Properties LLC.

Address: 507 Barnes Road Town: Oak Bluffs Link ID: 33389

Price: $899,000

Property Description:
.HOUSE, BARN, 2 CAR GARAGE on 1.38 ACRES! Country living in a convenient central "down-island" location (Oak Bluffs-Barnes Road), complete with a 24' x 30' horse barn, main house and an oversized garage plus enclosed storage area, all on 1.38 acres of land abutting 35.3 acres of conservation land. G... Click here for more details

Property description and photos provided by listing broker Sandpiper Realty.

Address: 40 Tiffany Drive Town: Oak Bluffs Link ID: 34214

Price: $889,000

Property Description:
Contemporary Saltbox w deeded rights to the Lagoon. Situated on a knoll w mature shrubs and abutting greenbelt. Wrap around deck in the back of the house overlooking the woods, perfect for summer socializing. This house has never been rented and has been meticulously maintained. Plenty of skylights... Click here for more details

Property description and photos provided by listing broker Hughes and JC Murphy R.E..

Address: 103 Winemack Street Town: Oak Bluffs Link ID: 32781

Price: $850,000

Property Description:
East Chop Gem: Ranch style 4 Bedroom Vintage Cottage with a gable roof, patio, and charming windows. The center great room boasts a soaring ceiling and separates two wings of the house. There is a grand stone fireplace with wood stove insert, which can be accessed from the rear of the house. The ho... Click here for more details

Property description and photos provided by listing broker Martha's Vineyard Seacoast Properties.

Address: 30 Inca Road Town: Oak Bluffs Link ID: 34458

Price: $835,000

Property Description:
Privacy abounds from this sprawling 4 bedroom 3 bathroom home with over 1760 square feet of interior space.This well throughout custom built home features a first floor bedroom, finished basement with walkout exterior access, a detached shed/studio presently a 12X16 two-story shed/studio which has t... Click here for more details

Property description and photos provided by listing broker Anchor Realty of Martha's Vineyard.

Address: 61 New York Avenue Town: Oak Bluffs Link ID: 34814

Price: $825,000

Property Description:
Morning or night, walk into the beautifully lit open kitchen of this immensely appealing farmhouse and never want to leave. Renovated from the studs on up, this circa 1830 house masterfully embodies intimacy in its composed spaces along with a spacious luminosity in its design. The open, gourmet... Click here for more details

Property description and photos provided by listing broker Tashmoo Realty.

Address: 32 Iron Hill Road Town: Oak Bluffs Link ID: 33283

Price: $809,000

Property Description:
A must see hidden gem this home lies on 1.52 acres featuring over 100k of reclaimed antique stone work. Located in a very private setting down island, 10 minutes from ferry and 15 minutes from beaches, this home has the feel and tranquility of being up island. The main house offers 3 bedrooms 2 bat... Click here for more details

Property description and photos provided by listing broker Jane Brown Assoc..

Address: 3 Checama Path Town: Oak Bluffs Link ID: 34755

Price: $799,000

Property Description:
This light-filled, post and beam saltbox home is comfortable, move-in ready, and full of charm. Updated and very well-maintained, the house is worry-free and ready to enjoy both year round and seasonally. The first floor features the living room with a wood-burning fireplace and brick chimney built ... Click here for more details

Property description and photos provided by listing broker Viewpoints.

Address: 8 Pulpit Rock Road Town: Oak Bluffs Link ID: 34670

Price: $785,000

Property Description:
Waterview Farms, a wonderful small community on the shores of Sengecontacket pond is where you will call home. This impeccably furnished and wonderful contemporary farmhouse will delight the senses with its good taste and comfort. Being sold turnkey with 3 spacious bedrooms and a bonus room that op... Click here for more details

Property description and photos provided by listing broker Feiner Real Estate.

Address: 3 Nahomon Street Town: Oak Bluffs Link ID: 33679

Price: $695,000

Property Description:
Don't miss this opportunity to own the perfect Oak Bluffs get-away with a pool. Every inch of this Cape-style home has been well cared for. The home features brazilian cherry floors, updated kitchen with stainless appliances, spacious living room with brick fireplace, first floor bedroom and tile ... Click here for more details

Property description and photos provided by listing broker Wallace and Co. Sotheby's.

Address: 3 Old Dirt Road Town: Oak Bluffs Link ID: 34611

Price: $687,000

Property Description:
Must see! Perfect year-round, seasonal or rental investment property - move right in or start booking your rentals! Stylish and pristine three bedroom home in Oak Bluffs with deeded access to Lagoon Pond. Extensively renovated in 2014, the home features a new kitchen, new bathrooms, new flooring, n... Click here for more details

Property description and photos provided by listing broker Sandpiper Realty.

Address: 9 Second Avenue Town: Oak Bluffs Link ID: 34515

Price: $679,000

Property Description:
Oak Bluffs Victorian Style YEAR ROUND RENOVATED HOME within walking distance to Oak Bluffs Harbor, town, public beaches and ferry ports! The BLUE CANOE is the PERFECT VACATION HOME or YEAR ROUND RESIDENCE! Offering 2 bedrooms 1 bathroom and a large exterior deck EFFICIENT FLOOR PLAN and potential fo... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 93 Shawanue Avenue Town: Oak Bluffs Link ID: 34589

Price: $665,000

Property Description:
"Good things come in small packages." In other words, it doesn't have to be large to be good. The quote fits this property to a tee! This house has been lovely renovated over the last year with all new furniture. Some of the renovations are: all new windows, new kitchen, all new appliances, new hot ... Click here for more details

Property description and photos provided by listing broker C McManus Realty Group.

Address: 11 Winthrop Avenue Town: Oak Bluffs Link ID: 34342

Price: $659,000

Property Description:
CHARMING OAK BLUFFS IN TOWN LOCATION! WALK TO BEACHES, GALLERIES, RESTAURANTS and HARBOR! RANCH STYLE HOME offering 3 bedrooms 2 bathrooms a spacious bright living and dining area! Walk in pantry and eat in kitchen! The home has been well cared for and offers a warm loving feeling throughout! The fu... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 44 Paddock Road (Lot #20) Town: Oak Bluffs Link ID: 34186

Price: $650,000

Property Description:
GOING GOING GONE . . . 17 LOTS SOLD! THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is surrou... Click here for more details

Property description and photos provided by listing broker Point B Realty LLC.

Address: 0 Harthaven Road Town: Oak Bluffs Link ID: 34334

Price: $649,000

Property Description:
BUILD YOUR DREAM HOME IN HARTHAVEN - One of the last remaining parcels of land available within the Harthaven association, this 2.1 acre parcel will allow for a house and guest house (after 5 years) with up to 9 bedrooms. Enjoy all that the association has to offer including private beaches, small ... Click here for more details

Property description and photos provided by listing broker Island Real Estate.

Address: 247 County Road Town: Oak Bluffs Link ID: 34717

Price: $635,000

Property Description:
This charming Cape Style home is sun-filled and delightful. The open living spaces include a modern kitchen with granite counters, center island, living and dining room. There is screened in porch for additional summer living space and a den for TV. The second floor includes a spacious bedroom with... Click here for more details

Property description and photos provided by listing broker Karen M. Overtoom R.E..

Address: 36 Paddock Road (Lot #16) Town: Oak Bluffs Link ID: 34830

Price: $600,000

Property Description:
GOING GOING GONE . . . 17 LOTS NOW SOLD! THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is su... Click here for more details

Property description and photos provided by listing broker Point B Realty LLC.

Address: 9 Victorian Park Town: Oak Bluffs Link ID: 34887

Price: $559,000

Property Description:
RARE OFFERING in the Martha's Vineyard Camp Meeting Association! This beautiful Victorian Gingerbread Cottage is SPACIOUS and BRIGHT with an ABUNDANCE of SPACE and PARKING! Terrific location a block to Circuit Avenue easy stroll to public beaches, shopping and dining on a famous Circuit Avenue, Oak... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 67 Trinity Park Town: Oak Bluffs Link ID: 34914

Price: $550,000

Property Description:
You can enjoy year round or vacation living in this Martha's Vineyard Camp Ground Cottage. Lovingly Renovated, insulated and full of charm, this two bedroom one and one half bath cottage has beautiful wood floors, custom made kitchen counter tops, mini spits for heating and air conditioning, two sec... Click here for more details

Property description and photos provided by listing broker Laer Realty Partners.

Address: 20 Paddock Road (Lot #9) Town: Oak Bluffs Link ID: 34889

Price: $550,000

Property Description:
GOING GOING GONE . . . 17 LOTS SOLD! THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is surro... Click here for more details

Property description and photos provided by listing broker Point B Realty LLC.

Address: 21 Kennebec Avenue Town: Oak Bluffs Link ID: 34874

Price: $535,000

Property Description:
Commercial condo located in the heart of the OAK BLUFFS business center. Tired of paying rent for your office space? This B1 Zoned first floor condo unit centrally located with plenty of foot traffic. Ideal for a retail shop, day spa, hair salon, or ultra convenient office space. Just steps to other... Click here for more details

Property description and photos provided by listing broker Anchor Realty of Martha's Vineyard.

Address: 385 County Road Town: Oak Bluffs Link ID: 34289

Price: $525,000

Property Description:
Raised ranch, set up off the road on a knoll, near Farm Neck Golf. Large side and rear yard. Main level contains open plan living, dining, kitchen, master bedroom and full bath with laundry facilities. Lower level contains 3 additional rooms and full bath. A large deck runs the length of the house. ... Click here for more details

Property description and photos provided by listing broker Martha's Vineyard Island-Wide Realty.

Address: 281 County Road Town: Oak Bluffs Link ID: 30435

Price: $499,900

Property Description:
Excellent location for an in home business. Cape style home in good condition within walking distance to Farm Neck Golf Coarse and the elementary school. Easy access to bike path and close to Town. This home features first floor bedroom and full bathroom, mahogany deck, thermal pane windows,heated... Click here for more details

Property description and photos provided by listing broker Dockside Real Estate.

Address: 4 Meshaket Way Town: Oak Bluffs Link ID: 34323

Price: $499,000

Property Description:
Build your very own custom Island getaway or year-round home in this desirable neighborhood of attractive homes. This level 1.38 acre lot can accommodate a 5 bedroom home with a future 1 bedroom guest house. Approved 6 bedroom disposal system permit, soil test and septic design completed in 2014. T... Click here for more details

Property description and photos provided by listing broker Laer Realty Partners.

Address: 76 Trinity Park Town: Oak Bluffs Link ID: 32837

Price: $499,000

Property Description:
Oak Bluffs in the VILLAGE! Located on Trinity Park~ is this CHARMING Year Round Campground Cottage in HISTORIC MARTHA'S VINEYARD CAMP MEETING ASSOCIATION. Open spacious living area with high painted ceilings, 2 bedrooms one bedroom area is " loft style" with wood floors! Enjoy all the wonderful tab... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 11 Jessica Lane Town: Oak Bluffs Link ID: 34551

Price: $497,300

Property Description:
Terrific opportunity to build your dream home. Private and level, this 1.39 acre parcel with mature trees is ready for development. Plenty of room for substantial main residence, guest house (5 years after the existence of the main house), pool and more! 8 Bedroom septic plan and approval is in proc... Click here for more details

Property description and photos provided by listing broker Sandpiper Realty.

Address: 49 Waterview Road Town: Oak Bluffs Link ID: 30785

Price: $389,000

Property Description:
Build your new 5 bedroom house in Waterview Farm on a third of an acre. The 5 bedroom septic system has already been installed, the lot is ready to go. Association waterfront and dock for direct swimming and boating access to Sengekontacket Pond.

Property description and photos provided by listing broker Priestley Smadbeck and Mone.

Address: 0 Isaac Avenue Town: Oak Bluffs Link ID: 34843

Price: $335,000

Property Description:
Great location of buildable property ! Year round community a few steps from the Sailing Camp and to the beautiful shores of Lagoon Pond. Beautiful sunsets, plenty of clams and scallops to dig, sailing and boating, and all water sports to enjoy or just a leisurely stroll to relieve life's stresses... Click here for more details

Property description and photos provided by listing broker Ocean Park Realty Inc.

Address: 8 Circuit Avenue Extension Town: Oak Bluffs Link ID: 34847

Price: $299,900

Property Description:
This Victorian style architecture studio suite with tile flooring, stove top, fridge, shower, bathroom, insulated, mini split heat and AC, and water views of Nantucket Sound is located in the heart of Oak Bluffs. Walk to the Steamship authority, beaches, restaurants and or your private boat at the h... Click here for more details

Property description and photos provided by listing broker Dockside Real Estate.

Address: 8 Circuit Avenue Extension Town: Oak Bluffs Link ID: 25824

Price: $299,900

Property Description:
No question that this property is the most affordable, turnkey, WATERVIEW property on the Vineyard. Everyone will be talking about how this one got away. Perched up high overlooking Oak Bluffs Harbor, the ferry boats and all the action.This Victorian style architecture studio suite with wood and til... Click here for more details

Property description and photos provided by listing broker Dockside Real Estate.

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