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.

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103 Winemack Street, Oak Bluffs, MA

Price$990,000

Est. Mortgage: $/month

MLS Number 32781

  • Residential
  • Square Feet 1536
  • Bedrooms 4
  • Bathroom 1
  • Acreage 0.35

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 house sits on one third acre of land in a prime neighborhood. There are two small garage buildings and ample room for expansion. This house faces on two streets, Winnemack and West Streets. This property is being sold AS IS.

Listed by Martha's Vineyard Seacoast Properties

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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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.

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179 Circuit Avenue, Oak Bluffs, MA

Price$799,000

Est. Mortgage: $/month

MLS Number 32898

  • Residential
  • Square Feet 2845
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.18

Unique & intriguing opportunity near downtown Oak Bluffs- A completely restored antique church from the late 1800's. With 3000 sq.ft of open space, six arch shaped- 5 ft windows, 20 foot ceilings and a 20 x 16 stage area. Previously used as a community building and most recently operating as a vocal training center. A bustling location with several galleries and a restaurant nearby. Offering lots of possibilities in downtown Oak Bluffs! This property is being offered separately or with the abutting property fronting Dukes County Rd located within a B1 commercially zoned area.

Listed by Martha's Vineyard Island-Wide Realty

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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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.

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27 Eastville Avenue, Oak Bluffs, MA

Price$539,000

Est. Mortgage: $/month

MLS Number 32786

  • Residential
  • Square Feet 720
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.1147

Centrally located is this adorable Oak Bluffs year round cottage within walking distance to Oak Bluffs Harbor. Property is move in condition with recent replacement of roof shingles and painted exterior. Open floor plan to kitchen, dining, and living with full basement. There is a 3 bedroom Title 5 septic on site so the possibility of an additional bedroom exists.

Listed by Dockside Real Estate

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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.

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20 Pocasset Avenue, Oak Bluffs, MA

Price$749,000

Est. Mortgage: $/month

MLS Number 32376

  • Residential
  • Square Feet 1152
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.0899

In Town location for this Vineyard style YEAR ROUND home which offers 3 bedrooms 2 baths. One of the few properties in this area that does not need a renovation. The home was constructed in 2007 with an an open floor plan, 1 st floor bedroom, Andersen bay windows, cherry hardwood flooring, granite counter tops, Jacuzzi tub, cherry cabinets, FHA propane, central AC, and full basement.. Relax on your wooden rockers with that glass of wine on your farmers porch.

Listed by Dockside Real Estate

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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.

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8 Rural Circle, Oak Bluffs, MA

Price$425,000

Est. Mortgage: $/month

MLS Number 32845

  • Residential
  • Square Feet 648
  • Bedrooms 2
  • Bathroom 1

Oak Bluffs ONE OF A KIND CAMPGROUND COTTAGE INSULATED with HEAT! Soaring cathedral ceilings with large windows throughout! This campground cottage was totally re built in the 1980's and offers newer updates throughout! Gorgeous hard wood floors in the living & loft area, stylish black & white kitchen floor tile and glass cabinetry complete kitchen area! First floor bonus "den" sleeping area( no door) and full bathroom with laundry! The loft area bedroom fits queen size, love seat sofa and lots of closet space! THIS IS A MUST SEE! A BLOCK to CIRCUIT AVENUE, a STROLL to Oak Bluffs Beaches, Ocean Park, Oak Bluffs Harbor, public transportation and all the in town parks! THIS IS TRULY A MAGICAL PLACE TO LIVE & ENJOY YEAR ROUND! BETTERMENT FEE IS PAID in FULL..!

Listed by Ocean Park Realty Inc

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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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.

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76 Trinity Park, Oak Bluffs, MA

Price$525,000

Est. Mortgage: $/month

MLS Number 32837

  • Residential
  • Square Feet 640
  • Bedrooms 2
  • Bathroom 1

Year Round Campground Cottage located on Trinity Circle 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 tabernacle events front your porch overlooking large lawn on Trinity Park and The Tabernacle. Onsite parking outside the back door. Oil forced hot water and a newer hot water heater, cottage is fully insulated. Only a short walk to Circuit Avenue, beaches and ferry ports! NEW PHOTOS COMING SOON! VACANT EASY TO SHOW!!

Listed by Ocean Park Realty Inc

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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

30 Fairmont Avenue, Oak Bluffs, MA

Price$579,000

Est. Mortgage: $/month

MLS Number 32699

  • Residential
  • Square Feet 1365
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2299

This three bedroom beautifully landscaped Cape has a four bedroom septic allowing for expansion. At the end of a dead end road, it is quiet , yet close to Farm Neck and a baseball field for kids to play in. It has a new roof and three different heating sources which include a Propane Moniter, Wood Stove and Electric heat for back up. There is an oversize deck which wraps the house with access to and sturdy outside shower. The house has a nice flow to it with an open kitchen dining area and a cozy living room. The basement is partially finished as works as a large play room for both kids and adults! Outside the home there are many different levels of landscaping made with the wood from the original Jaws bridge! At the entrance there are three spectacular burning bushes followed by an exotic mature yellow tea rose shrub. Surrounded by a nice woods belt, there is a comfortable feeling of privacy!

Listed by Jane Brown Assoc.

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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

56 Head Of The Pond, Oak Bluffs, MA

Price$795,000

Est. Mortgage: $/month

MLS Number 32694

  • Residential
  • Square Feet 2095
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.64

Bright 3 bedroom Contemporary Saltbox with an inground swimming pool on 1.64 serene & pastoral acres that abutt Thimble Farm. Nearby Land Bank trails access the State Forest, and Little Duarte's Pond is a short walk. The main floor has 3 spacious living areas to relax or entertain. The updated kitchen with Corian counters is flanked by a Post & Beam den and light-filled family room. Three sets of sliders open to the spacious deck and pool beyond, all surrounded by mature landscaping. This year round property offers gracious living, and exceptional investment value with its strong rental history. Offered turnkey.

Listed by Martha's Vineyard Seacoast Properties

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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

122 Tellette Street, Oak Bluffs, MA

Price$474,900

Est. Mortgage: $/month

MLS Number 32785

  • Residential
  • Square Feet 896
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.3443

Ranch style residence situated on large gently sloping lot in quiet residential neighborhood features an open kitchen/living/dining area with brick fireplace, hardwood flooring, high ceilings, lots of natural wood detail, slider to exterior deck, two bedrooms, full bathroom, and a finished 2 room walkout basement. Seller is getting an approved 3 bedroom septic design and buyer is responsible for septic installation.

Listed by Ocean Park Realty Inc

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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

42 Meadow View Road, Oak Bluffs, MA

Price$865,000

Est. Mortgage: $/month

MLS Number 32332

  • Residential
  • Square Feet 2480
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.78

This immaculate 3 level contemporary presides over one of the most desirable neighborhoods in Oak Bluffs. Newly renovated and offered to include beautiful furnishings and appointments, this property is ready to become your family gathering spot for all seasons (think Thanksgiving and Christmas on the island!). The layout is perfect for multi-generational living, with 3 bedrooms on the first level and bright, open living space with fireplace and separate den on the second floor. A large sunny deck and screened porch beckon summer relaxation and cookouts. The entire third floor comprises a master suite with separate living space with fireplace and small kitchenette. It features a private deck to enjoy your morning coffee or afternoon libation overlooking the back yard and common lands behind. If summer rentals are part of your plan, the property has a strong rental history, with many repeat tenants who would love to continue coming back. Great quality and location in this price range!

Listed by Sandpiper Realty

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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