Martha’s Vineyard Cottages - Oak Bluffs

Scroll down to find the latest Martha's Vineyard cottages in the town of Oak Bluffs. Whether you're looking for expansive views of the Lagoon, a campground cottage, or an antique cottage, you'll find a great variety of cottages in Oak Bluffs. Look through a variety of listings to find your new Martha's Vineyard home. Register with our site to save your favorite properties, and you can get email updates when new listings match your search criteria. For more information, questions, or to schedule a showing, please contact us today!

33 Beach Road, Oak Bluffs, MA

Price$1,500,000

Est. Mortgage: $/month

MLS Number 34185

  • Residential
  • Square Feet 1622
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.1899

Smell it! Feel it! Taste it...the sea that is! Waterfront 3 season cottage looking westerly over Vineyard Haven Harbor. Sunsets and sailboats everyday plus a DEEPWATER DOCK for all your boating needs. Originally known as "Station #7" of the NY Yacht Club, this historic home was used "back in the day" to give club members a comfortable place to tie up their tenders and step ashore while sailing the waters around the Vineyard. Classic cottage appeal inside and out.

Listed by RE/MAX on Island

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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331 East Chop Drive, Oak Bluffs, MA

Price$895,000

Est. Mortgage: $/month

MLS Number 33868

  • Residential
  • Square Feet 444
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.1796

LOWEST PRICED BEACH FRONT ON MARTHA'S VINEYARD. EAST CHOP COTTAGE, SPECTACULAR VIEWS, PERFECT GETAWAY COTTAGE. Beach cottage, a rare find these days and just perfectly cute. The cottage is located along the waterfront on East Chop Drive, a very desirable area of Oak Bluffs. The porch looks out over the beach and beyond to Vineyard Sound. Relax on the covered porch and take in the outstanding water views and the parade of boats heading to and from the harbor. The interior has been freshened with updated kitchen, an adjacent dining area and a bedroom with a bath with shower. There is also a loft area currently used for storage. An outside shower tops the list and is so loved by the family. Strong rental history and rentals in place for 2018.

Listed by Martha's Vineyard Vacation Rentals

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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117 Barnes Road, Oak Bluffs, MA

Price$1,200,000

Est. Mortgage: $/month

MLS Number 33648

  • Residential
  • Square Feet 560
  • Bedrooms 2
  • Bathroom 1
  • Acreage 1.2099

Moved to the current site in 1916 this charming cottage offers expansive views of the Lagoon and outer harbor. Known as "The Outlook" the views extend past West Chop to the Cape. A wraparound porch provides the perfect spot for relaxing, either with a good book or an al fresco meal. Grab a front row seat and enjoy the spectacular sunsets. The comfortable living/dining room, kitchen and two bedrooms and bath, plus outdoor shower, provide a carefree get away. Walk down the path to the 100+ feet of beach. Pull up your kayak or moor your boat. This is summer living at its best.

Listed by Coldwell Banker Landmarks

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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109 Barnes Road, Oak Bluffs, MA

Price$895,000

Est. Mortgage: $/month

MLS Number 33643

  • Residential
  • Square Feet 682
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.4932

"Vintage Vineyard" accurately describes this delightful cottage set on a bluff overlooking the Lagoon with views to the harbor and Vineyard Sound. Solidly constructed by a well known builder of yesteryear, this two-bedroom, 1-bath home features a comfortable living room with brick fireplace and west facing views of the Lagoon and spectacular sunsets. The porch has been enclosed to provide additional dining space. Step onto the patio, convenient for grilling and outdoor "meals with a view". The galley style kitchen is more than adequate for preparing meals. The requisite outdoor shower completes this charming Island get-away.

Listed by Coldwell Banker Landmarks

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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9 Victorian Park, Oak Bluffs, MA

Price$559,000

Est. Mortgage: $/month

MLS Number 33378

  • Residential
  • Square Feet 1015
  • Bedrooms 4
  • Bathroom 1

RARE OFFERING in the Martha's Vineyard Camp Meeting Association! This beautiful Victorian Gingerbread Cottage has been in the same family for over 50 years! Terrific location a block to Circuit Avenue easy stroll to public beaches, shopping & dining on a famous Circuit Avenue, Oak Bluffs Harbor, ferry ports and all the Oak Bluffs Town Parks! Classic Camp Ground Cottage located a in quiet section of the Martha's Vineyard Camp-Meeting Association has all of its original charm and character. Relaxing front porch looking out on Victorian Park, living room, dining room, kitchen, full bathroom and bedroom on the first floor. Upstairs are three more ample bedrooms. Private backyard with landscaping a storage shed and on site parking. Unique opportunity! EASY to SHOW! You will love this MAGICAL SETTING! ON -SITE PARKING for 2+ CARS !

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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3 Dukes County Avenue, Oak Bluffs, MA

Price$499,000

Est. Mortgage: $/month

MLS Number 32998

  • Residential
  • Square Feet 582
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.1021

LOCATION-LOCATION-LOCATION!!! This charming year round Camp Ground cottage is a designers delight! A stone's throw to harbor, village & beaches. The BeachStone archway invites you into this magical property. Cathedral ceiling living room has fantastic eyebrow window, beach stoned fireplace & beautiful wood floors. The kitchen counters are artistically designed with local materials. There's two sleeping areas plus a new stove & refrigerator. Stained glass windows, antique bead board and outdoor tub/sink and shower add to the allure. Imagine garden parties in this secret garden w/ huge yard. This enchanting cottage w/ private parking is fabulous for its privacy yet steps to restaurants beaches and all!

Listed by Austin R.E. Properties of MV

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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103 Winemack Street, Oak Bluffs, MA

Price$990,000

Est. Mortgage: $/month

MLS Number 32781

  • Residential
  • Square Feet 1536
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 2

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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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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$499,000

Est. Mortgage: $/month

MLS Number 32837

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

In town Oak Bluffs on Famous TRINITY CIRCLE! 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 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! VACANT EASY TO SHOW!!

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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6 Mourning Dove Way, Oak Bluffs, MA

Price$965,000

Est. Mortgage: $/month

MLS Number 32529

  • Residential
  • Square Feet 1312
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 2

Sengekontacket Association: This stylish, year-round bungalow is the perfect spot to begin your vacation. This low maintenance home is not your traditional mainland house - as you ascend the entryway stairs, you leave the daily stress behind. In front of you is the simple elegence that vacation dreams are made. Designed as a classic one-story cottage, it has 4 comfortable bedrooms that surround the centrally located living / dining / kitchen space. The window-lined cupola and vaulted ceiling add to the openness of the living area. Nestled in a private neighborhood, all you see from the windows is the green canopy of trees on the nearly acre lot. Escape to one of the two large decks with your morning coffee or evening cocktail is the true essence of the house. This house is ideal whether you are looking for a private get-a-way during the off-season or a great space to entertain your friends on a warm summer evening. The amenities within the lovely Sengekontacket Association only enhance your experience. Centrally located between Edgartown, Oak Bluffs and Vineyard Haven, the association has 2 tennis courts, a clubhouse, an association beach, a boat launch with kayak storage and dock. Bring your boat; there are moorings available through the Town of Oak Bluffs.

Listed by Martha's Vineyard R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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98 Park Street, Oak Bluffs, MA

Price$698,000

Est. Mortgage: $/month

MLS Number 31596

  • Residential
  • Square Feet 800
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.2399

Find your perfect foothold in Oak Bluffs with this adorable property in East Chop! Enjoy all that Oak Bluffs has to offer - the lighthouse is just moments away, as are beaches, tennis, downtown and the harbor. Offered with plans for a much larger home with attached garage, this property has outstanding potential, just waiting for your vision. At the same time, the existing home, a quaint cottage, is charming as-is, ideal as a cozy Vineyard retreat. The location is superb, with a number of elegant homes in the immediate surrounds. A fantastic opportunity. Note: there is an existing waterview of the Sound and ferries that was established by clearing, with permission, on a neighboring property.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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