Oak Bluffs Homes For Sale

Oak Bluffs, MA, is Martha Vineyard’s original summer resort, dating back to the late Victorian era. Oak Bluffs real estate includes a wide range of homes including quaint capes, charming bungalows, and waterfront estates. You’ll also find homes in Oak Bluffs with the hallmark colorful "gingerbread" aesthetic and views of the ocean.

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

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

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3 Nahomon Street

Price$765,000

Est. Mortgage: $/month

MLS ID 33679

  • Residential
  • Square Feet 1131
  • Bedrooms 2
  • Bathrooms 2
  • Acreage 0.1199

Don't miss this opportunity to own the perfect Oak Bluffs get-away with a pool. Every inch of this Cape-style home has been well cared for. The home features brazilian cherry floors, updated kitchen with stainless appliances, spacious living room with brick fireplace, first floor bedroom and tile bath. Second floor offers a bedroom suite with jacuzzi tub and tile shower. Enjoy lush gardens, large farmers porch, outdoor deck plus a second grilling area all overlooking an in-ground pool. Just a short distance to Oak Bluffs center and Harbor. Excellent rental history!!

Listed by Wallace & Co. Sotheby's

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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33 Ocean Avenue

Price$1,490,000

Est. Mortgage: $/month

MLS ID 33731

  • Residential
  • Square Feet 1586
  • Bedrooms 4
  • Bathrooms 1
  • Half Bath 1

JUST LISTED ON HISTORIC OCEAN PARK in OAK BLUFFS! Across the park is the SANDY BEACH! or WATCH all the BOATS & FERRIES FROM YOUR FRONT PORCH! PANORAMIC WATER VIEWS of VINEYARD SOUND, Ocean Park all the way to Cape Pogue! There is a wonderful welcoming Farmers Porch where you will relax and watch all the activity in the park and the famous Ocean Park Gazebo! There is AN EXQUISITE beach stone wood burning fireplace that highlights the living area! Attractive and beautiful Victorian details and wood work are throughout this home!. There is a HUGE 3 CAR GARAGE & workshop access on Kennebec Avenue! PRIME LOCATION in town, a block to Circuit Avenue where all the shopping, restaurants and galleries are located! Stroll across the park and relax and sun bathe on public sandy beaches! Rare offering !

Listed by Ocean Park Realty Inc

{$office->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: 4.62% last updated on Jun 14, 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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18 Pulpit Rock Road

Price$675,000

Est. Mortgage: $/month

MLS ID 33555

  • Residential
  • Square Feet 1303
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.4

Waterview Farm with its sandy association beach on Sengekontacket Pond, dock, and acres of conservation land is a special Vineyard enclave and the location of this contemporary, 3-season beach house. This locale could be your definition of summer on the Vineyard, a jumping-off point for vacation fun. The house has four bedrooms and two living areas. It is nicely set back on a wooded parcel so you can relax on the sunny expansive deck abutting conservation land. Or enjoy all the recreational activities available on the Pond: kayaking, sailing, access to State Beach and Nantucket Sound by water. Waterview Farm website: http://waterviewfarm.org/index.html.

Listed by Wallace & Co. Sotheby's

{$office->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: 4.62% last updated on Jun 14, 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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89 East Chop Drive

Price$3,295,000

Est. Mortgage: $/month

MLS ID 33701

  • Residential
  • Bedrooms 7
  • Bathrooms 5
  • Half Bath 1
  • 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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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
  • Half Bath 1

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: 4.62% last updated on Jun 14, 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

{$office->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: 4.62% last updated on Jun 14, 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

{$office->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: 4.62% last updated on Jun 14, 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
  • Half Bath 1

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

{$office->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: 4.62% last updated on Jun 14, 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
  • Half Bath 1

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

{$office->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: 4.62% last updated on Jun 14, 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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25 Dreamers Way

Price$1,090,000

Est. Mortgage: $/month

MLS ID 33526

  • Residential
  • Square Feet 2200
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

Completion date within 30 days spring 2018 ~ income potential this summer! Oak bluffs rentals are in demand ....Brand new home in oak bluffs ~shawn chapps designer & builder ~4 bedrooms 4.5 baths........ New construction ....Walk to beaches, town, oak bluffs harbor & circuit avenue!! Stylish & sophisticated..... Custom vineyard design! Located on a corner south facing with an abundance of sunshine! Once complete this will be an... Absolute show place! Spacious, bright with many custom details throughout! Open living & dining area with beautiful wood floors, gas fireplace and magnificent sun room! There is a first floor bedroom & a powder room off kitchen !...Second floor includes 3 additional en -suite bedrooms lots of closets & tiled baths ****pictures in listing are similiar to this home...Preview and tour similiar homes are available ..! More photos soon!

Listed by Ocean Park Realty Inc

{$office->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: 4.62% last updated on Jun 14, 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