Oak Bluffs MA Real Estate & Homes for Sale
The median home value in Oak Bluffs, MA is $985,000.
This is
higher than
the county median home value of $802,600.
The national median home value is $219,700.
The average price of homes sold in Oak Bluffs, MA is $985,000.
Approximately 28.4% of Oak Bluffs homes are owned,
compared to 7.75% rented, while
63.85% are vacant.
Oak Bluffs real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Oak Bluffs real estate agent to arrange a tour today! $12,850,00039 Farm Pond Road Oak Bluffs, MA 02557
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Courtesy: LandVest MV
ADDITIONAL INFORMATIONThis magnificent home lies on an 1-acre lot in the very special Harthaven community and has spectacular views across Farm Pond, the barrier beach and Vineyard Sound. Built of the highest quality with an extraordinary sense of style and design, the home features a grand entry foyer, a great room with a 20ft wall of glass, dramatic stone fireplace and cantilevered 2nd floor balconies. The gourmet kitchen and pantry look through the grand dining room, all offering amazing views. There is a ground floor master suite and as well as four 2nd floor suites, each as nice as the next and all loaded with detail and craftsmanship. As one steps outside, they are greeted with a large patio surrounding an infinity-edge pool, jacuzzi, firepit and exterior kitchen. There is an abundance of stonework, and the entire property is professionally landscaped with a rolling, lush lawn stretching to the ponds edge and private pier to access water activities. This property is quite special on all fronts, is being offered in excellent condition and is a must see for any discerning buyer. $2,195,00028 Narragansett Avenue Oak Bluffs, MA 02557
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Courtesy: Anchor Realty of MV
ADDITIONAL INFORMATION''The Pink Lady'' -Located in the heart of Oak Bluffs in the historic Copeland District, this Grand Victorian home has 9 bedrooms; room for the whole family or a great rental property. Charming and spacious with a view of Ocean Park and the water beyond. Two first floor bedrooms including a separate bedroom suite, the second floor has 7 bedrooms many adorned with private porches or balconies. This great dame is just steps away from the beach and town center with shops, restaurants, and entertainment. A long rental history makes this property a solid investment. $1,550,0003 Hidden Cove Road Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONLocated within the desirable Hidden Cove Association- A WATER ACCESS COMMUNITY created on over 65 acres with homes privately nestled with direct access to Sengekontacket Pond and Nantucket Sound. A lovely area with private boat dockage, walking trails and tennis all within the outskirts of Oak Bluffs with easy access to other towns. This inviting contemporary residence is designed to comfortably accommodate a large family with many special high-end touches throughout. The main floor greets you with a gracious living room anchored by a maple wood burning fireplace. There is lots of natural light from floor to ceiling windows. A wonderful chefâs kitchen with marble counters with wood paneled Décor appliances seamlessly integrating the custom cabinetry. The upper level is dedicated as the Principal suite with room for a sitting area and office space with access to a private balcony and a stylish ensuite bathroom. The garden level offers additional three bedrooms and 2 full baths. $2,650,000168 E Chop Drive Oak Bluffs, MA 02557
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Courtesy: Wallace & Co. Sotheby's International Realty
ADDITIONAL INFORMATIONDramatic 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 features 2 bedrooms and 1 bath. Permits are being prepared for the potential of a new 4 bedroom septic system. This setting offers unbelievable views from a remarkable location in Oak Bluffs. $1,800,00060 Pennacook Avenue Oak Bluffs, MA 02557
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Courtesy: Anchor Realty of MV
ADDITIONAL INFORMATIONNestled in the heart of the Cottage City and Copeland Historic Districts, this antique home is within walking distance to everything. Beaches, Boats, Restaurants, Shopping, Playground, Basketball, Pickleball, Tennis, Parks, Bike Path and more. Watch the world go by as you laze on your shaded front porch after a day on the beach and a soak in the hot tub. This corner lot in a quintessential Victorian neighborhood offers much privacy overlooking Pennacook Park and much convenience with it's central location. $605,00019 Butler Ave Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONVintage Cottage Delight! Sweet as can be and ready for summertime fun! This story book cottage is tucked away yet convenient to Oak Bluffs harbor, ferries, beaches - village shops and eateries. Beautifully preserved, this two bedroom abode is sited opposite Beulah park and walking paths. Large shed makes the most of the grassy back yard with on-site parking. Inside and out, loads of charm and vintage details intact. Light and bright and thoughtfully renovated. This comfortable cottage home enjoys multiple doors, high ceilings, a new wall AC and four installed ceiling fans. Your wait is over - come see this treasured setting and be ready to fall in love! $1,450,000105 Eastville Avenue Oak Bluffs, MA 02557
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Courtesy: Anchor Realty of MV
ADDITIONAL INFORMATIONLocated near Eastville Beach and the hospital you will admire the large yard with wrapping deck. Walking into this restored Antique home you will find wide plank wood flooring while you take in the large light filled livingroom with fireplace. The first floor offers a den with fireplace, mudroom with side entry, full bath and a separate half bath tucked under the stairs, a spacious bedroom with wall storage and closet, gorgeous dining room with built-in china cabinets and doors to the deck area and outdoor shower. Continue through this main floor to find a vaulted kitchen with sky light and exposed beams. The laundry with another exterior door to a garden patio and wrapping deck complete this room. While in the home, take note of the woodwork moldings of years gone by. The second floor offers a bathroom with claw foot tub and 3 spacious bedrooms. The attic is a great space for storage. Come and enjoy this true Vineyard home while gathering on the deck overlooking the spacious yard. Winter peak views of the water. $1,595,00022 Narragansett Avenue Oak Bluffs, MA 02557
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Courtesy: Ocean Park Realty, Inc.
ADDITIONAL INFORMATIONIn-Town OAK BLUFFS Classic Victorian STEPS from the Public Beach on Nantucket Sound and a few blocks to town center, popular Circuit Avenue, shopping, ferries, Oak Bluffs Harbor and town Parks! This gracious residence has been upgraded and carefully maintained over the years. Features a wrap-around porch with views to Nantucket Sound with an enclosed three season porch section on the other side, a welcoming parlor room, dining room with built-in china closet, completely modern kitchen with cozy breakfast nook and pantry, separate laundry room, upgraded full bathroom, a bedroom on the first floor, a small basement for utilities, and an outside shower. The interior is highlighted by bead board on ceilings and walls, and an attractive medley of Oak, Black Walnut and Pine flooring. There is ample off street parking in the driveway that includes a small garage. The second floor 3 more bedrooms, a pass through bedroom, 2 private balconies, and another full bathroom. The house shows larger with additional versatile spaces that have been used for overflow of guests. Tastefully furnished, this offering is turn key and ready for occupancy. Excellent rental history. $1,050,00053 Columbian Avenue Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONEnjoy the Vineyard at its very best from this centrally located home in Oak Bluffs. This custom colonial, built in 2018, has all the amenities and upgrades. Cook a true Vineyard feast from the wonderfully designed chef's kitchen with Wolf Gas stove. Enjoy the beautiful granite counter tops with a wonderful grain. The kitchen flows seamlessly into the dining area, the dining room and living room. The entire first floor features rich ash wood floors and tile in the full bath. Second floor includes a bright large sunny family area with its own dedicated full bath. The main bedroom has a beautiful full bath and plenty of closet space. The expansive yard has a four zone sprinkler system. A backyard deck is perfect for those evening cookouts. Enjoy the outdoor shower after a day at the beach. Downtown Oak Bluffs is a short 1.5 miles away. Please call the listing agent for closing date requirements and list of furnishings that could remain. Buyer agent incentive for completed offer by 7/4/2 
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Courtesy: Ocean Park Realty, Inc.
ADDITIONAL INFORMATIONIn-town Oak Bluffs Ranch within 5 minutes walking to Circuit Avenue, public beaches, town parks and Oak Bluffs Harbor! This home has been in the same family for over 37 years and is in very good condition. A total of 3 bedrooms and 3 full bathrooms. There is a spacious master bedroom with en suite. A full finished basement and full bathroom along with irrigation and central air conditioning. MOVE RIGHT in! 
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Courtesy: Donnelly + Co.
ADDITIONAL INFORMATIONBuilt in 1785, this light, bright cape with southern exposure has been loved by generations. The first floor has two rooms currently used as bedrooms, the bathroom, kitchen and open living/dining room with wood burning fireplace. Original wide board floors are underneath new flooring. There have been many recent updates including a 3 bedroom Title 5 septic, electrical panel, water heater, connection to town water, propane for the kitchen, extensive land clearing and a fenced in kitchen garden. Although this house is not registered as historic, improvements will need a review from the MV Commission. This property is being sold AS IS. 
ADDITIONAL INFORMATIONBuilt in 1785, this light, bright cape with southern exposure has been loved by generations. The first floor has two rooms currently used as bedrooms, the bathroom, kitchen and open living/dining room with wood burning fireplace. Original wide board floors are underneath new flooring. There have been many recent updates including a 3 bedroom Title 5 septic, electrical panel, water heater, connection to town water, propane for the kitchen, extensive land clearing and a fenced in kitchen garden. Although this house is not registered as historic, improvements will need a review from the MV Commission. This property is being sold AS IS. $1,695,000312 East Chop Drive Oak Bluffs, MA 02557
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Courtesy: Wallace & Co. Sotheby's International Realty
ADDITIONAL INFORMATION''The Doll House'' is an iconic home on East Chop Drive with waterfront on Crystal Lake and views of Vineyard Sound. Once a quaint fishing cottage, this home has been carefully renovated and meticulously maintained over the years. With nearly 150 feet of waterfront on Crystal Lake, you can enjoy swimming, kayaking or paddling from your backyard. The main house features a comfortable sunporch, open living room with a stone fireplace, a sun filled master bedroom with waterviews, updated cook's kitchen and dining room both featuring stunning brick floors. French doors in the kitchen open to a spacious yard for outdoor entertaining and a charming ''boathouse'' that has been converted to a dining area. A modern spiral staircase takes you to an expansive rooftop deck where you can spend the day bathing in the sun and watching the Ferry boats come and go. A delightful guest cottage offers 2 additional guest bedrooms with high ceilings and a full bath. Other amenities include a private outdoor shower and a one-car garage with an attached artist studio. This wonderful location is also an easy bike ride to the tennis, beach and yacht clubs and to both downtown Oak Bluffs and Vineyard Haven. $1,400,00011 Isaac Ave Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONNew Construction Underway in Oak Bluffs! Just a short walk to the Lagoon or a quick bike or drive to downtown, this new home is conveniently located for year round or summer use. The property features an open concept kitchen and dining area with hardwood floors throughout the first floor. The kitchen has quartz countertops and a center island with induction cooktop and range hood. The dining area has access to the mahogany side deck for outdoor entertaining and to the living room with pocket doors for added privacy. A home office, half bathroom and laundry/mudroom finish off the first floor living space. The second floor includes two guest bedrooms and a shared full bathroom with carrara marble double sink vanity and tile floors. The Primary Bedroom Suite includes a walk-in closet and private bath with carrara marble double sink vanity, walk-in shower and dual rain and hand held shower heads. A functional and thoughtful floor plan with many of the features you're looking for in a home. $3,395,00089 East Chop Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONThis spectacular direct oceanfront residence is located in East Chop an exclusive area of historic Oak Bluffs on Martha's Vineyard. With nearly one acre of land, there are endless opportunities to keep the home as is or build the new home of your dreams. Enjoy spectacular unobstructed and panoramic views of Nantucket Sound. Wake up to amazing sunrises, enjoy the daily "boat show" and watch the sun go down as you roast marshmallows on your own private beach area. An easy stroll takes you to the harbor, town, great restaurants, shops, and an abundance of other activities that make East Chop a very special place for the whole family to enjoy. In the market for more space for your home-based business or work from office - the finished lower level provides ocean views as well as its own entrance giving you the best of both worlds! This unbelievable setting must be seen to be appreciated. Don't miss out on the opportunity to acquire this generational asset! $3,150,00053 Circuit Ave Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONSparkling newly renovated mixed-use building in a prime, bustling location in Oak Bluffs. Completely rebuilt from top to bottom with design work by Sullivan + Associates, the building is immaculate and gorgeous. In the past the property was an A&P grocery store, a 99-occupancy restaurant, and is now being utilized for both high-end retail and residential. The 1st floor includes a dramatic retail/restaurant/bar space, a state of the art commercial kitchen, three half baths and rear loading area. A new large basement provides an incredible space for clean, dry storage and business operations. On the top floor are two gorgeous apartments, that feature 5 bedrooms in total, along with a studio/office. Originally built in 1900, the recent extensive renovations to the building featured an exceptional level of finish and quality. The building meets all fire codes, handicap accessibility requirements, and health regulations, and was thoughtfully engineered to be weather and sound proof.
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