Oak Bluffs Homes For Sale

Oak Bluffs, MA, is Martha Vineyard’s original summer resort, dating back to the late Victorian era. The real estate in Oak Bluffs includes a wide range of homes, including houses with the hallmark colorful "gingerbread" aesthetic and views of the ocean. 

Residents revel in the lively scene of Circuit Avenue and the harbor front, day and night, while the outlying neighborhoods contrast in serenity. Oak Bluffs has some of the most in-demand Martha’s Vineyard real estate, from luxurious waterfront houses to vacation condos and more. Learn more about Oak Bluffs.

Our team at Coldwell Banker Landmarks take great pride in connecting home buyers with the perfect Martha's Vineyard vacation home. Contact us today to learn more.

89 East Chop Drive

Price$3,295,000

Est. Mortgage: $/month

MLS ID 33701

  • Residential
  • Bedrooms 7
  • Bathrooms 5
  • Acreage 0.8

This 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 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 Oak Bluffs a very special place for the whole family to enjoy. Great rental history.

Listed by Vineyard Realty Group

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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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52 Eastville Avenue

Price$310,000

Est. Mortgage: $/month

MLS ID 33681

  • Residential
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.6418

This is not a habitable home. Located on corner lot at the end of County Road and Eastville Avenue. Easy access location to all points Vineyard Haven and Oak Bluffs as well as public transportation. Wooded lot over 1/2 acre. Potential for 3 bedroom home with a raised water view. Selling "as is."

Listed by Ocean Park Realty Inc

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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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97 Pond View Drive

Price$834,000

Est. Mortgage: $/month

MLS ID 33554

  • Residential
  • Square Feet 1824
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.65

BEAUTIFULLY RENOVATED ~Located in the Desirable Vineyard Hills community in Oak Bluffs, this Classic Custom Built Colonial situated on .66 landscaped acres abutting a large parcel of protective greenbelt is in PRISTINE MOVE IN CONDITION! Recent updates, include NEW QUARTZ Counter tops and appliances, 2 YEAR OLD ROOF and interior painting! This IMMACULATE home offers gleaming hardwood flooring, cathedral family room with sturdy wood beams, and rustic style brick wood burning fireplace! Plenty of room for expansion and or POOL! DEEDED access to Lagoon Pond enjoy the colorful Sunsets,swimming, fishing, kayaking and boating! Easy access to Sailing Camp!

Listed by Ocean Park Realty Inc

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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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74 Columbian Avenue

Price$597,000

Est. Mortgage: $/month

MLS ID 33492

  • Residential
  • Square Feet 1579
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.25

Just listed in Oak Bluffs! Classic Cape Style home located in a desirable location close to the lagoon with easy access to clamming, swimming, sunset and fishing! Open and BRIGHT living and dining area. Two first floor bedrooms with a full bathroom and first floor laundry. The second floor is SUN FILLED with an AMPLE bedroom and cozy loft area along with a full bathroom! The full basement offers plenty of storage and potential area to be finished off with approvals from the town! Well cared for and in a TERRIFIC LOCATION!

Listed by Ocean Park Realty Inc

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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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283 East Chop Drive

Price$1,699,000

Est. Mortgage: $/month

MLS ID 33651

  • Residential
  • Square Feet 2456
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.31

Private beach on East Chop with gorgeous water views of the Vineyard Sound from each room, including all bedrooms! Quintessential Vineyard shingled house right on the water; swim, kayak or watch the ferry and boats from your private deck or porch just a few steps to the Sound. 2456 square foot house with four bedrooms (two of them enormous), two and one half baths, large separate laundry room, open floor plan to include fully equipped kitchen, dining room and living room with a large stone fireplace, all with stunning water views. Second floor family room and ample closet space in every bedroom. Enjoy countless hours relaxing on the side deck with outdoor living space in addition to the new stone patio for all your grilling needs. Convenient to both Oak Bluffs, Vineyard Haven and to the Telegraph Hill Lighthouse. Perfectly situated within one mile of East Chop Beach Club, Yacht Club and Tennis Club. Great rental history too. This home will not disappoint.

Listed by Anchor Realty of Martha's Vineyard

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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

Price$1,320,000

Est. Mortgage: $/month

MLS ID 33648

  • Residential
  • Square Feet 560
  • Bedrooms 2
  • Bathrooms 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

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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

Price$929,000

Est. Mortgage: $/month

MLS ID 33643

  • Residential
  • Square Feet 682
  • Bedrooms 2
  • Bathrooms 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

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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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42 Paddock Road

Price$2,195,000

Est. Mortgage: $/month

MLS ID 33543

  • Residential
  • Square Feet 4200
  • Bedrooms 5
  • Bathrooms 4

OAK BLUFFS - new, luxury enclave - The Preserve at the Woodlands! Enjoy the best of both worlds in this lovely area abutting 200 acres of conservation land yet centrally located off County Road near Farm Neck Golf Club with bike paths that provide easy access into downtown Oak Bluffs, Edgartown and Vineyard Haven. Relax and enjoy pond views and panoramic meadow views. This brand new home has high quality construction and features 5 bedrooms and 4.5 bathrooms with 9 foot high ceilings. The wooded 1.8 acre lot offers a spacious backyard with a bluestone patio for entertaining and outdoor shower. The option to add a pool is available upon request. An open floor plan features a large gourmet kitchen with a Sub-Zero fridge, Wolf range and other professional stainless steel appliances. The dining area has lovely views of the pond and the family room has custom built-ins and a gas fireplace. A first floor master bedroom contains an en suite bath, dressing area and walk-in closet. For your convenience, there is a first floor laundry room, mud room and powder room. Upstairs there are four spacious bedrooms - two of which are master bedrooms with en suite baths and vaulted ceilings. The two additional bedrooms share a hallway bathroom with double sinks. Two of the bedrooms offer pond views. There is an additional washer and dryer upstairs. Don't miss this opportunity to select your finishes and enjoy this beautiful investment or year round home!

Listed by Ocean Park Realty Inc

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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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53 Netock Avenue

Price$685,000

Est. Mortgage: $/month

MLS ID 32919

  • Residential
  • Square Feet 1784
  • Bedrooms 2
  • Bathrooms 2
  • Acreage 0.23

What's not to love about a relaxing home on a quiet corner, within an easy bike or bus ride from in-town Oak Bluffs and Vineyard Haven, too? Set back on a level lot with an oversized feel, the well-tended home features a shady farmer's porch to the front and an open deck to the rear. Inside, you'll find plenty of open common space for family and friends to spread out, including a lofty family room with a wood stove in gleaming candy-apple red. Yet you could be enticed to laze the day away in the expansive, skylit master suite upstairs. There's plenty of space on the parcel to add a garage, and then some. The home is equally well suited to vacation or year-round living. Central air upstairs and mini-split AC downstairs keep summers comfy. Vacation rentals will be a breeze. The three-bedroom septic may inspire future adaptations. For now, just bring your toothbrush: The home is move-in ready -- and furnishings are included! NOTE: Per estate rules, the property will remain actively listed on the market until a close of sale occurs.

Listed by Coldwell Banker Landmarks

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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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39 California Avenue

Price$597,000

Est. Mortgage: $/month

MLS ID 33440

  • Residential
  • Square Feet 1960
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.11

Great Oak Bluffs location - bike or walk to lagoon, Sailing Camp, beach and town - open and bright home! Classic wood shingle home in quiet neighborhood. The reverse floor plan has entrances to both the upstairs and downstairs rooms. The second floor has an open floor plan with a large kitchen area, dining room and living room area that leads out to a large deck for outside R&R. There are two good size bedrooms on either side of a full bathroom. The inside staircase leads to a laundry area and large first floor bedroom and full bath. The first floor also has an outside entrance from the parking area that leads into a mud room plus utility area and three bonus rooms that have sliding doors leading to the yard. Efficient oil heat provides year round warmth and comfort. The yard is landscaped and there is a parking area for 3-4 cars making this home ideal for a large family and/or great rental income!! Being sold furnished - move in ready!!

Listed by Ocean Park Realty Inc

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details