Oak Bluffs Real Estate

Downtown Oak Bluffs Martha's Vineyard

Search all listings for sale in this Martha's Vineyard village. Originally called “Cottage City”, the town is known for its historic gingerbread cottages. The classic beach town is home to the largest marina on Martha's Vineyard. Oak Bluffs is also home to the popular East Chop neighborhood.

Learn more about Oak Bluffs >>

Browse All Real Estate For Sale In Oak Bluffs, Martha's Vineyard

Contact us for all your questions and for more information about Oak Bluffs. Create an account to save your favorite listings and to receive email updates for similar properties.

Narrow Your Search

r=1-10
1 Bird Street Oak Bluffs MA

Price$1,195,000

Est. Mortgage: $/month

MLS Number 34308

  • Residential
  • Square Feet 2472
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.22

Location! Location! A short 5 minute walk to the ferry, movie theater, town, beach, harbor and library. Come view this private gorgeous newly renovated Cape style home featuring (4) bedroom (3) full baths, attached garage and over 2400 SF of living space. This pristine open concept home includes custom white kitchen cabinets with quartz countertops, center island with seating and a separate eat-in dining area. The kitchen space flows into an oversized family great room. The first floor includes 2 sunny bedrooms with glass patio doors that open onto a private relaxing side deck overlooking the side yard and custom Japanese gardens. The second floor is comprised of brand new construction that includes 2 master bedroom suites with large walk-in closets and 2 modern tiled bathrooms. The home radiates with morning and afternoon sun. Property includes a brand new private custom cedar outdoor shower and a new extra wide driveway with a cobblestone apron. The yard is surrounded by mature plantings that bring color all season long and plenty of privacy. This property is a the perfect investors dream or family Vineyard getaway!

Listed by Premier Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

53 Tia Anna Lane Oak Bluffs MA

Price$2,900,000

Est. Mortgage: $/month

MLS Number 34752

  • Residential
  • Square Feet 2442
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1

Never miss a sunset from this custom built waterfront home! Beautifully designed by Breese Architects with a focus on the stunning water views from each room, this three bedroom, three bath home is the perfect property for entertaining family and friends. Set on one acre of land with stairs to the Lagoon for easy water access and a large, grassy lawn area for all your summer games. The custom built home has a lovely open living space with a field stone gas fireplace anchoring the living room, french doors off of the dining area to the deck and an open kitchen with stainless steel appliances, custom cabinetry and granite counter tops. A second floor Master Bedroom Suite is the only room on this level, with water views from the private balcony, a spacious master bath with double vanity, tile floor and heated towel rack and an office/study area off of the bedroom. There are two guest room wings on the first floor along with two full bathrooms, offering your guests plenty of privacy. A den with built-in bookshelves has access to the loft with a private office space. Finishing off this well designed home is the laundry and mud room with access to a casual side door entry~perfect for coming in off the water. Enjoy the beauty of the Island right from your very own home!

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

26 Firehouse Lane Oak Bluffs MA

Price$899,000

Est. Mortgage: $/month

MLS Number 35155

  • Residential
  • Square Feet 1927
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.2686

Oak Bluffs House with garage apartment and large shed - Centrally located and less than a mile from the center of town this property has plenty to offer. Built by a well-known Island builder and recently renovated, this solid 4 bedroom full-dormered Cape home & Garage Apartment is a must see. Lovingly maintained by an skilled woodworker shows in the many custom details featured throughout the house. The Open living area has a wood burning stove with a brick hearth, as well as a Rinnai gas monitor. The house also has Electric heat. Sliding glass doors open onto a private side deck with retractable awning for outdoor dining. The kitchen features stainless steel appliances, Corian counters, custom glass front cabinets and tiled floor.. Two bedrooms are conveniently located on the first floor along with a full bathroom. The second floor has a large master bedroom suite with an exposed beamed ceiling, large ceiling fan, walk in closet and custom tiled bathroom. The spacious bathroom off the hall contains the washer and dryer. The fourth bedroom has a private exterior staircase. The 1 bedroom 1 bathroom garage apartment is described below.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Oxford Avenue Oak Bluffs MA

Price$290,000

Est. Mortgage: $/month

MLS Number 35125

  • Land
  • Village Central
  • Acreage 0.3399

Don't miss out on your opportunity to own a level, wooded lot in Oak Bluffs. This .33 acres of land could be your perfect spot to call home. You could build a 2 bedroom home with an expanded septic. This is completely raw land. Buyer is responsible for installing all utilities on this property, including but not limited to Water, Septic, and Power.

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

16 Commonwealth Square Oak Bluffs MA

MLS Number 34963

  • Residential
  • Village Downtown
  • Square Feet 1418
  • Bedrooms 4
  • Bathroom 2

COTTAGE DELIGHT - this roomy year 'round victorian cottage home has it ALL! Water views, a terrific location with easy access to Oak Bluffs harbor, beaches, ferries and village amenities. PLUS updated systems and tons of storage. The original restored cottage blends perfectly with an impressive two story addition complete with a full basement and attic storage. Top to bottom there's a lot to LOVE! Harbor views from the porch and second floor covered balcony will beckon you to sit back and enjoy a slower pace! Comfortable parlor leads to a large "heart of the home” kitchen with french doors leading out to the back deck/outdoor shower enclosure/patio/BBQ area and on-site parking. Two staircases, front and back, lead up to 4 ample bedrooms. Well planned, renovated and ready for entertaining - Come see how comfortable life can be in this convenient seaside setting!

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

7 Old Harbor Lane Oak Bluffs MA

Price$1,590,000

Est. Mortgage: $/month

MLS Number 35090

  • Residential
  • Village Sengy
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

VIEWS, VIEWS, VIEWS! This wonderful summer vacation home offers views in every direction whether it's Sengy Pond, State Beach, Nantucket Sound, or natural preserve open space, you'll be captivated by each vista. This retreat boasts inviting, spacious, vaulted ceilings, light and bright bedrooms that each look to the water offering summer living at its best. Bask in the rising sun from one deck and the setting sun from the other deck! LOCATION! This parcel adjoins conservation land offering unobstructed views that reach all the way to Sengy Pond, State Beach and beyond. Waterview Farms is centrally located between three towns; Oak Bluffs, Vineyard Haven & Edgartown yet still very private being an exclusive community adjacent to Farm Neck Golf Course. This neighborhood provides beach access with boat storage and docking available. This spacious parcel is great for events & parties, or flying kites & out door games. Explore quaint nearby walking trails to Pecoy Point, or use your paddle board or kayak to enjoy Felix Neck & State beach! The MV biking trails access is at entrance to the community with an easy ride to town! Two adjoining build-able lots may be available for purchase, please inquire. Owner carry financing available. Agent holds interest in property.

Listed by Sierra Properties & Investments

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

274 Sea View Avenue Oak Bluffs MA

Price$4,450,000

Est. Mortgage: $/month

MLS Number 35074

  • Residential
  • Village State Beach
  • Square Feet 3460
  • Bedrooms 6
  • Bathroom 5

HARTHAVEN WATERFRONT WITH PRIVATE DOCK- An Undeniably special and unique property this Harthaven compound is one of only four homes situated on the picturesque and protected harbor with private dock. Elegant yet casual, vintage yet chic you'll find it all here at this tastefully renovated Oak Bluffs home. The expansive six bedroom property delivers all the amenities one would expect while retaining the charm and character of days gone by. The sprawling first floor boasts commanding water views with access to an expansive covered porch and deck overlooking the protected inlet, barrier beach, and Vineyard Sound - bound to ignite your inner explorer. The private first floor guest wing, complete with deck and beach stone fireplace, combined with the four additional bedrooms and baths on the second level provide the ideal layout for all your family and friends, evident in properties strong rental history. A large boathouse/garage, perched on the water's edge, great for storage of all beach and boating gear, is the perfect complement to this seaside escape. The expansive lawn, beckoning for yard games and laughter, slopes gently to a private dock, offering boaters both protection and easy access to the deeper waters of Nantucket Sound and nearby harbors. The highly sought after location, within the Harthaven community, provides you and your guests with access to tennis and a long stretch of association sandy beach on the calm waters of the sound. A magnificent offering!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

5 John Wesley Park Oak Bluffs MA

Price$1,649,000

Est. Mortgage: $/month

MLS Number 34510

  • Residential
  • Village East Chop
  • Square Feet 2600
  • Bedrooms 4
  • Bathroom 4

EAST CHOP - Have it all, top tier craftsmanship and a phenomenal location! With dedicated attention to detail, this 2,600 sq. foot home features exquisite luxury finishes with every possible modern convenience, and is nestled in a most coveted East Chop enclave. It's truly the best of both worlds, brand new construction, in an iconic Martha's Vineyard setting. This beautifully proportioned home offers 4 generous bedrooms and 4.5 baths, as well as a 1,000 sq. foot ground level finished basement that provides even more living space, with lots of storage. The spacious open floor plan with 9 foot high ceilings is perfect for entertaining. The gourmet kitchen has center island with seating and flows easily to the dining room with dramatic coffered ceiling. The living room has multiple seating spaces. The attached garage conveniently stores your island car. The sweet back yard area will be hardscaped to flow seamlessly from the ground level finished basement space. And of course, the perfect finishing touch in this neighborhood is the subtle and inviting front porch. Is there anything more quintessentially “east chop” than rocking in a chair and greeting your neighbors as they stroll through these quiet, timeless avenues? You and your guests will be walking to the beach (.5 mile), the harbor (.56 mile), the Lighthouse (.75 mile), and possibly spend just as much time in downtown Oak Bluffs as you will in this stunning home. Ready for summer 2019 occupancy.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

12 Marthas Park Road/Harthaven Oak Bluffs MA

MLS Number 35062

  • Residential
  • Square Feet 1351
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 1

Harthaven Cottage - "It's summertime and the living is easy." This magical cottage is tucked away just 2/10's of a mile from the beach and waiting for you to call it your own. A covered porch welcomes you. Once inside, you begin to take in the charming details of this classic summer home. There are cathedral ceilings with exposes painted beams. Home features 4 bedrooms, 1 1/2 baths and outdoor shower with antique rain head. There is a screened-in porch that leads out to a sunny back deck overlooking a variety of flora and fauna. A Vermont Castings propane stove creates a cozy cottage during the spring and fall seasons. Harthaven Association has 2 private beaches, the only private, small boat harbor on the island and tennis. Right off the bike path, you are just over a mile to town, ferry and more. Pack your bags and move right in. Home is being sold fully furnished and is available for you to enjoy this summer!

Listed by Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

61 Ocean Avenue Oak Bluffs MA

Price$560,000

Est. Mortgage: $/month

MLS Number 35037

  • Condominium
  • Village Downtown
  • Square Feet 659
  • Bedrooms 1
  • Bathroom 1

Ocean park Jewel. Amazing and one-of-a-kind opportunity to own a condo on Ocean Park. This one bedroom first floor unit has a fantastic private porch looking out onto picturesque Ocean Park with an equally amazing view of the Ocean beyond. This special window on the world needs to be seen to be appreciated. The interior space features hardwood floors and freshly painted walls. Being sold completely furnished with weekly rentals in place for the 2019 season. The interior fireplace is used for decorative purposes and would need repair to function. The fireplace is the sole responsibility of Unit A and not the condominium association..

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

View Our

Recommended Searches

View Categories