Oak Bluffs MA Real Estate & Homes for Sale
The median home value in Oak Bluffs, MA is $865,000.
This is
higher than
the county median home value of $723,500.
The national median home value is $185,800.
The average price of homes sold in Oak Bluffs, MA is $865,000.
Approximately 30.62% of Oak Bluffs homes are owned,
compared to 8.57% rented, while
60.81% 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! 
ADDITIONAL INFORMATIONThis newly renovated Hidden Cove condo unit is located in an area that includes private pool, tennis, and access to a boat launch on Sengekontacket Pond. Many nice features include all new kitchen and baths, new flooring, carpeting and a new heat pump system for heating and cooling. The main level offers an open kitchen and dining room, living room with fireplace both that open to a private deck and offering stunning ocean and pond views. Second floor is the master suite, lower level includes 2 bedrooms, both with access through sliders to a private patio. Stunning ocean and pond views from each floor. There is also an oversized 1-care garage that includes additional storage of bikes and out door furniture. 
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Courtesy: Ocean Park Realty, Inc.
ADDITIONAL INFORMATIONLOCATION,LOCATION,LOCATION! BUYERS looking to be in Oak Bluffs close enough to town, yet far enough out of town to realize the country feel of what Oak Bluffs really has to offer. Shopping, schools, ferries, and harbor just a 2 minute drive and a very short walk to Lagoon Pond. What more can you ask for? Deeded rights to Lagoon Pond....directly across the street (Barnes Road) from this 4 bedroom two bath home located in the lovely Vineyard Hills Community. This established subdivision offers larger lots along with open space/common areas and has become a very popular go to location of Oak Bluffs. The 1310 square ft home is settled into a hill in the rear of the property thus creating a great opportunity to utilize the walk out basement. In the front yard there may be room enough for a potential guest house/garage with the proper permits and approvals from the town boards. Entering the home into the spacious unfinished mudroom gives you the chance to personalize your entry with your own ideas. The owner has done some renovations about 8 years ago adding new stainless steel appliances, new bathrooms, and A/C,. This is a must see. Yes, there are areas that could use sprucing up but ju 
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Courtesy: Coldwell Banker Landmarks R E
ADDITIONAL INFORMATIONWaterview Farm - 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 views of the sound and pond. Bordering one of the meadows this well cared for contemporary catches the morning light filling the living, dining and kitchen area with sunshine. The spacious deck is embraced by the two wings of the house with multiple sliding doors granting access. The three bedrooms and two baths are separated from the main living area creating privacy and calm in the middle of everyday activities. A loft provides an additional sleeping area or study. Perfect for 3-season living with a woodstove to take the chill away in early spring and fall with backup electric heat, as well as air conditioning splits for your summer comfort. A garden shed at the entrance of the driveway and a privacy fence along the road creates a pleasing entrance to the property. A welcoming deck, outdoor shower and a platform deck sited in the meadow offering distant water views complete this charming property. Well loved by the same family for many years and enjoyed $435,0001 Hebron Ave Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONSea Side Cottage with views of Oak Bluffs harbor! Walk to beaches, ferries, harbor and Oak Bluffs town activities. Original charm paired perfectly with comfortable amenities. Terrific location with views from both the covered porch and 2nd floor balcony. This tastefully remodeled 2 bedroom corner cottage is light filled and airy! With a newer roof, off street stone patio, outdoor shower and propane heater, it's ideal for shoulder season enjoyment as well as summertime fun! The Martha's Vineyard Camp Meeting Association is a treasured setting with over 300 antique gingerbread cottages, historic Tabernacle and beautiful park grounds. Community benefits and municipalities are many - This sweet vintage abode awaits you! $1,095,0001 Bird Street Oak Bluffs, MA 02557
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Courtesy: RE/MAX on Island
ADDITIONAL INFORMATIONINVITING WITH COASTAL FLAIR! Tucked away yet walking distance to Oak Bluffs village amenities, harbor and beaches! The stonework, gardens and tidy brick path lead to the door of this charming expanded cape. Beautifully designed and maintained, this sturdy lightly used four bedroom home is open and spacious. Facing South the sunshine streams in and the many stylish details shine bright. Generous great room, exceptional kitchen design with quartz countertops and custom cabinetry. Two Bedrooms on the first floor take advantage of easy access with glass doors to the private yard and mini oasis of easy care plantings! Newly completed second floor has two enormous bedrooms, each ensuite with tons of closet space. All this plus a fabulous cedar outdoor shower and an attached garage - come see how sweet Island life can be! $1,150,00020 Wood Duck Way Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONContemporary home located in Sengekontacket Association offers lovely pond views from most rooms. A spectacular location and price for this offering. The house needs renovation and is being sold as is. No info on heating system - house is winterized. Septic inspected and passed. Buyers/agents, please verify all info contained herein and also all relating info for the assoc rules as well as for land bank and MV sales. The interior offers 3-4 bedrooms, 2.5 baths, a large open living area with loft space above, eat-in kitchen, multiple porches. Large private lot. See attachment for PAS requirements and WFHM offer submittal info in MLS doc section. $1,150,00020 Wood Duck Way Oak Bluffs, MA 02557
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Courtesy: RE/MAX Spectrum of Osterville
ADDITIONAL INFORMATIONContemporary home located in Sengekontacket Association offers lovely pond views from most rooms. A spectacular location and price for this offering. The house needs renovation and is being sold as is. Buyers/agents, please verify all info contained herein and also all relating info for the assoc rules as well as for land bank and MV sales. The interior offers 3-4 bedrooms, 3 baths, a large open living area with loft space above, eat-in kitchen, multiple porches. Large private lot. See attachment for PAS requirements and WFHM offer submittal info in MLS doc section. $1,095,0001 Bird St Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONINVITING WITH COASTAL FLAIR! Tucked away yet walking distance to Oak Bluffs village amenities, harbor and beaches! The stonework, gardens and tidy brick path lead to the door of this charming expanded cape. Beautifully designed and maintained, this sturdy lightly used four bedroom home is open and spacious. Facing South the sunshine streams in and the many stylish details shine bright. Generous great room, exceptional kitchen design with quartz countertops and custom cabinetry. Two Bedrooms on first floor take advantage of easy access with doors to private yard and gardens. Newly completed second floor has two enormous bedrooms, each ensuite with tons of closet space. All this plus a fabulous cedar outdoor shower and an attached garage - come see how sweet Island life can be! $4,350,000395 Barnes Road Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONRARE OPPORTUNITY ON THE LAGOON WITH A DEEP WATER DOCK - It is rare to find a home in a setting like this on Marthaâs Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet you are so close to all the Island has to offer. Invite your friends and family. This home boasts room to absorb many people without feeling crowded and has plenty of private retreats for the generations to come. West facing views and glorious sunsets help make this a perfect place to spend - and end - a day. Entertaining is a breeze throughout the open concept main floor. Take in a glorious sunset from the screened porch or out near the dock. Clams and scallops are within your reach just offshore. A ball game or two have been known to erupt on the front yard. Sit back and soak in the natural setting - the fish and fowl will keep you entertained. A deep water dock and deep water access, with the added comfort of the protected location. Come for a visit. You will want to stay for a 
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Courtesy: Ocean Park Realty, Inc.
ADDITIONAL INFORMATIONBRAND NEW!!! Custom design will be Ready for Occupancy this SEASON. Features over 3100 square feet with another 1000 in finished walkout basement including another bedroom. Beautiful marble/tile work in all bathrooms, wide oak hardwood flooring, gas fireplace with marble mantle, first floor en suite master, 8' sliders with access to sweeping deck, 9' ceilings and cathedral in the living room, and an open kitchen/dining area with Wolf stove, Sub Zero fridge, Bosch dishwasher, large center island. Also, attached 2 car garage with unfinished space above. This house flows comfortably through the intimate spaces offering easy living, privacy, and the yard has room for a pool. A must see! 
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Courtesy: Ocean Park Realty, Inc.
ADDITIONAL INFORMATIONNew LISTING in Oak Bluffs! Contemporary Ranch Style Home conveniently located off BIKE PATH and only 2 BLOCKS easy STROLL to the LAGOON SANDY BEACH! This home is very charming and has many special finishes and nooks! There are 2 large cheerful bedrooms with walk in closets and 2 updated bathrooms..The kitchen, dining and living areas are all open and are perfect for entertaining ! The built in window seat is an ideal place to read and relax! There are sliders off the living room that open to a pleasant patio. There are 3 bedrooms and 3 bathrooms. Two of the bedrooms are on the main living floor and the third bedroom suite is in the walk out basement which is bright and cheerful! TERRIFIC VALUE ! SHORT WALK BIKE RIDE TO TOWN, FERRIES, BEACHES and OAK BLUFFS HARBOR! 
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Courtesy: RE/MAX on Island
ADDITIONAL INFORMATIONEast Chop -- Distinctive home with 5-bedrooms (3-ensuite), looks out over Mill Square Park, with peeks of water in the distance, and surrounded by the best amenities East Chop has to offer -- beaches, yacht club, and tennis club. This graceful home features a large living room with paneled ceiling and beach stone fireplace, large dining room with Dutch tiled fireplace and, two large, sun-filled, family rooms (one upstairs and one downstairs). Ideally located with just a 7-minute walk to the beaches, tennis courts and harbor during the day, and 12-minutes walk to downtown restaurants and night life in the evening, this vacation home is ideal for those extended family stays! Upgraded to a 220 electrical system/circuit breakers '88-'89. $550,00067 Trinity Park Oak Bluffs, MA 02557
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Courtesy: LAER Realty Partners
ADDITIONAL INFORMATIONYou 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 second floor bedrooms with vaulted ceilings, full bath on first floor with half bath on the second, a she-shed for storage and summer laundry. Enjoy the views of the park in front and the tabernacle along with it's many events all from the front porch. There are a few weeks rented this summer but the best week of the summer has been reserved for your use as the new owner. 
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Courtesy: Ocean Park Realty, Inc.
ADDITIONAL INFORMATIONOak Bluffs Contemporary design located in desirable Lagoon Estates in a private setting over 1.84 acres and abutting acres of conservation land owned by the Land Bank! The interior of the home is OPEN, BRIGHT with HIGH WOOD BEAM CEILINGS and immaculate throughout. There are 3 bedrooms with one master en suite on first floor and one on the second floor along with a guest bedroom. Terrific location in PRISTINE condition throughout! 
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Courtesy: RE/MAX on Island
ADDITIONAL INFORMATIONCharming, Victorian style, main house plus separate 2-car garage with guest apt. Main house built in 1999, has 3 bedrooms, 1 -1/2 bathrooms, in great condition. Detached 2-car garage with a 1-bedroom/1-bathroom apt above it. Main house has a wrap-around farmer's porch, open floor plan on the first floor with kitchen and living room, and separate dining room, and a landscaped back yard with patio. Garage and guest apt built in 2017. Title V septic for 5-bedrooms installed 2017. Property comes mostly furnished, is located on a quiet street, conveniently close to downtown area, and near the ferries, beaches and harbor. $3,150,00053 Circuit Ave Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONSparkling newly renovated mixed-use residential/commercial building in a prime and bustling location in Oak Bluffs. Looking to bring your restaurant concept to Marthaâs Vineyard? This is the perfect turn-key opportunity for a discerning restaurateur. Having been completely rebuilt from top to bottom with design work by Sullivan + Associates, the building is now intelligently configured for use as a high-end restaurant with cocktail bar, espresso bar, seating for up to 99 people, state of the art commercial kitchen, retail space, full commercial basement, and gorgeous apartments upstairs. Originally built in 1900 and once used as an A&P grocery store, the current owners completed extensive renovations from 2012 - 2014, bringing the property to 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. $2,790,000225 East Chop Drive Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONTempting buy on "Telegraph Hill"! This is the perfect âNautical Neighborhoodâ to begin (or continue) your family legacy on Marthaâs Vineyard. Recently renovated to create a touch of class, this elegant, distinctive home overlooks Vineyard Sound and the East Chop Lighthouse. The home was completely re-designed and rebuilt (by South Mountain Company) in 2014-15 to take advantage of the never-ending water view and finished in custom detail to meet the high standards of the owner. From the moment you enter, you will be âwowedâ by the view and quality of craftsmanship. There is beautiful Birch flooring that runs throughout most of the home including the upscale, gourmet âcooksâ kitchen. Andâ¦What a difference a well-designed kitchen makes! This includes a center island work station where you can chop ingredients, roll out pizza dough or cut fresh flowers from the garden. Call to receive a list of all upgrades 
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Courtesy: Ocean Park Realty, Inc.
ADDITIONAL INFORMATIONSENGEKONTACKET 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 end of the room remind you that this is the place where festive people get together to celebrate Summer! Outdoor living with cookouts, sunbathing, entertaining and lots of amenities . The house with natural visuals is tastefully appointed, with an attractive kitchen and intimate sitting areas while the bedrooms and bathrooms conveniently surround this playful setting. This COASTAL CONTEMPORARY BEACH HOME is on the bike path to Town, has been BEAUTIFULLY MAINTAINED, NEW ROOF 3/25/2019, 5 BEDROOM SEPTIC, and includes a community salt water dock offering access to Nantucket Sound, mooring availability, tennis courts, and a spring fed freshwater beach. $1,799,000232 Massachusetts Ave Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONEast Chop -- Distinctive, well-loved, multi-generational home, with 5-bedrooms (3-ensuite), looks out over Mill Square Park, with peaks of water in the distance, and surrounded by the best amenities East Chop has to offer -- beaches, yacht club, and tennis club. This graceful home features a large living room with paneled ceiling and beachstone fireplace, large dining room with Dutch tiled fireplace and, two large, sun-filled, family rooms (one upstairs and one downstairs). Ideally located with just a 7-minute walk to the beaches, tennis courts and harbor during the day, and 12-minutes walk to downtown restaurants and night life in the evening, this vacation home is ideal for those extended family stays! $1,395,000111 New York Oak Bluffs, MA 02557
ADDITIONAL INFORMATIONExceptional and unique opportunity in East Chop -- walking distance to beaches, restaurants, galleries, harbor and ferries! Known for many years as the Marthaâs Vineyard Resort, this 6-bedroom/6-bathroom property with enormous 1st floor great room, 5-ensuite bedrooms upstairs (one with living room and fireplace), and connected property manager's office with 1-bedroom plus loft living quarters, speaks to its use as a rental property/B&B within walking distance to everything downtown. The inviting and spacious outdoor entertainment spaces include wrap around front covered porch, rear covered porch running the length of the house, and a 2nd floor balcony deck also running the length of the house. The full finished basement, with bar, and bathrooms, adds another 1,600 sq feet. Property manager's quarters located off the main floor has an open living-kitchen-office area, bedroom and bathroom on the first floor, and a spiral staircase to the 2nd floor loft bedroom. Partially furnished. $4,350,000395 Barnes Road Oak Bluffs, MA 02557
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Courtesy: Point B Realty
ADDITIONAL INFORMATIONRARE OPPORTUNITY ON THE LAGOON WITH A DEEP WATER DOCK - It is rare to find a home in a setting like this on Martha's Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet you are so close to all the Island has to offer. Invite your friends and family. This home boasts room to absorb many people without feeling crowded and has plenty of private retreats for the generations to come. West facing views and glorious sunsets help make this a perfect place to spend - and end - a day. Entertaining is a breeze throughout the open concept main floor. Take in a glorious sunset from the screened porch or out near the dock. Clams and scallops are within your reach just offshore. A ball game or two have been known to erupt on the front yard. Sit back and soak in the natural setting - the fish and fowl will keep you entertained. A deep water dock and deep water access, with the added comfort of the protected loCome for a visit. You will want to stay for a lifetime. 
ADDITIONAL INFORMATIONThis newly renovated Hidden Cove condo unit is located in an area that includes private pool, tennis, and access to a boat launchon Sengekontacket Pond. Many nice features include all new kitchen and baths, new flooring, carpeting and a new heat pumpsystem for heating and cooling. The main level offers an open kitchen and dining room, living room with fireplace both that open to aprivate deck and offering stunning ocean and pond views. Second floor is the master suite, lower level includes 2 bedrooms, bothwith access through sliders to a private patio. Stunning ocean and pond views from each floor. There is also an oversized 1-caregarage that includes additional storage of bikes and out door furniture. $1,125,00034 Waterview Road Oak Bluffs, MA 02557
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Courtesy: Sandpiper Realty Inc
ADDITIONAL INFORMATIONWaterview Farm - Waterfront neighborhood with association beach, boating, and common lands is an ideal location. The architecturally fabulous three season home is set on a quiet meadow with water views of Sengekontacket Pond and Nantucket Sound. A short walk takes you to the association beach. The owners lovingly renovated the home, creating the ultimate Vineyard experience. With ship lap cathedral ceilings and walls, six skylights, large windows, and three sets of sliders to an oversized deck, the house lives large. It offers incredible natural light throughout the day. The open living room, dining room, and kitchen are intentionally at the back of the house to enjoy the views and exceptional wraparound deck. The master en suite is tucked away from the heart of the house for privacy, with sliders to the deck and outside shower. A cozy guest room, full bath, and laundry complete this floor. A delightful second floor suite will keep your guests coming back to visit. There is a large bedroom with unique angles, skylights, full bath and a relaxing loft to take in the panoramic water views. This property has a strong rental history and unique Vineyard appeal. $1,135,0005 Upper Meadow Lane Oak Bluffs, MA 02557
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Courtesy: Wallace & Co. Sotheby's International Realty
ADDITIONAL INFORMATIONThis Meadow View Farms home offers tremendous value with lots of family space, 3+ bedrooms, and a spectacular, oversized post & beam garage with over 800 sq feet of additional living space above. Solar panels on the garage installed by South Mountain have drastically reduced year-round electric expenses. Meticulously maintained inside and out, this delightful home is attractively sited on .81 acres on a private cul-de-sac. $1,135,0006 Rogers Way Oak Bluffs, MA 02557
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Courtesy: Alisan Lohan-Conway Properties
ADDITIONAL INFORMATIONNEW CONSTRUCTION IN OAK BLUFFS - Currently under construction in a lovely, well maintained association known as Rogers Way which is located off Norris Avenue and Vineyard Avenue Extension in Oak Bluffs. Ground floor comprised of an open floor plan with hardwood floors throughout. Living room is centered around a stone clad fireplace. A nice casual dining area is near by between the custom kitchen and living room and on the way out to the back patio and yard. You'll also find a second living area, or formal dining room. Kitchen will have white painted cabinetry and a large island with a propane/gas stove for the cook! Both will be clad carrara marble countertops. Half bath with laundry. Access to a one car garage. - Upstairs to a lovely bright loft with three bedrooms. Two Bedrooms
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