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.

446 County Road

Price$799,000

Est. Mortgage: $/month

MLS ID 33957

  • Residential
  • Square Feet 1959
  • Bedrooms 2
  • Bathrooms 2
  • Half Bath 1

OAK BLUFFS: WATERVIEW FARMS!! Sweeping MEADOW VIEWS and some distant peek views of Nantucket Sound and Sengekontacket Pond from this spacious year round residence. Short walk to community beach and dock area and potential for a mooring in The Pond with access to the OCEAN for small boats. LOTS OF BANG FOR YOUR BUCK! Open sun-filled living/dining room with cathedral ceilings and access to deck, large eat-in kitchen, 2 ample bedrooms and 2 full bathrooms on the first floor and a finished second floor with a half bathroom, and a full basement. Exterior is good condition with newer cedar shingle roof. A MUST SEE!!!!

Listed by Ocean Park Realty Inc

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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: 4.53% last updated on Jul 12, 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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16 Atlantic Avenue

Price$899,000

Est. Mortgage: $/month

MLS ID 33972

  • Residential
  • Square Feet 1785
  • Bedrooms 5
  • Bathrooms 1
  • Half Bath 2

Exceptional East Chop cottage located near the Lighthouse and tennis club. Antique home (circa 1890) has many recent improvements including roof, sidewall shingles, 7 bedroom septic system, refinished wood floors and more! This is a work in progress so you are afforded the opportunity to complete the home to your "taste". The wrap around front porch and rear screened porch extend the living area outside. Plus there is a 2 car garage and room for a guest house. Included with the sale are architectural plans for the guest cottage.

Listed by RE/MAX on Island

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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: 4.53% last updated on Jul 12, 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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115 Dukes County Avenue

MLS ID 33969

  • Residential
  • Square Feet 1435
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.08

Located near the Arts district just a short walk to downtown Oak Bluffs, this home features two first floor bedrooms with a third bedroom on the second floor. Walk in to an open kitchen/dining area with a large pantry off the kitchen. Down the hallway there is a full bathroom and a den/living room. The basement is partially finished with a full bathroom and separate laundry room with a washer and dryer. The backyard is fenced in with a large deck and a shed. There is off-street parking in the gravel driveway with room for 2 cars. Please give 24 hour notice for all showings

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: 4.53% last updated on Jul 12, 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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225 East Chop Drive

Price$3,950,000

Est. Mortgage: $/month

MLS ID 33942

  • Residential
  • Square Feet 2449
  • Bedrooms 3
  • Bathrooms 3
  • Half Bath 1

Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain & Company of the former residence resulted in a masterpiece of modern living and superb style. Upon entering you are immediately greeted with water views and the breathtaking landscape and it continues to unfold as you go through the home. The single story home was designed with the living and entertaining area at the core with the master wing tucked privately away and a two bedroom guest wing down its own corridor. The baths are luxurious, the kitchen a work of art and the finishes throughout are simply exquisite. East Chop is an upscale summer community, a most ideal location with the beach, harbor and town just a short distance away.

Listed by Sandpiper Realty

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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: 4.53% last updated on Jul 12, 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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48 Cannahoot Street.

Price$429,500

Est. Mortgage: $/month

MLS ID 33901

  • Residential
  • Square Feet 616
  • Bedrooms 1
  • Bathrooms 1
  • Acreage 0.1148

An all-seasons, compact cottage, complete with appliances, furniture and furnishings - move in condition. A ruggedly built quaint cottage on wooded lot that has charm, warmth and cuteness. Located on a nicely treed lot, with off-street parking and only a bike ride to town. Mostly fenced which, gives a feeling of privacy. The first floor is open with a combined living room, kitchen & dining area plus a full bath(tub & shower) and one bedroom. The second floor has two loft sleeping areas that are bright and airy with windows and skylights. The first floor is heated by a ac/heat split and the 2nd level (reached via a living-rm stairway) has baseboard electric. To the rear is an attached deck w/sun awning. To the rear of the residence is a 12x15ft shed which is used mostly for storage. This home comes fully furnished and is ready to move into.... Ideal starter home or income producer.

Listed by Towne & Country Realty

{$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: 4.53% last updated on Jul 12, 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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90 South Circuit Avenue

Price$1,669,000

Est. Mortgage: $/month

MLS ID 33863

  • Residential
  • Square Feet 2780
  • Bedrooms 3
  • Bathrooms 3
  • Acreage 0.33

Oak Bluffs: Custom design in special location just a short walk to town and public beach...but offering Up Island Privacy with views over Farm Pond, barrier beach and Nantucket Sound to the Southeast and over a cedar meadow to the Southwest. Bright great room with high ceilings lots of South facing glass, intimate sitting arrangements, large beamed dining room, great kitchen and pantry, broad sunny deck, huge bedrooms, new roof, marble vanities in the bathrooms, 2 car garage with loft storage, wonderful outside shower. Heat Pump AC mini splits throughout! RARE OFFERING & ONE of A KIND LOCATION!

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: 4.53% last updated on Jul 12, 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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105 Eastville Avenue

Price$997,000

Est. Mortgage: $/month

MLS ID 33848

  • Residential
  • Square Feet 1879
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

This restored antique home is in pristine condition. Located near Eastville Beach, hospital and a short distance to downtown Oak Bluffs. Spacious manicured lawn, wraparound deck and outdoor shower. The inviting interior has wide plank floors, freshly painted walls, first floor bedroom, living room, family room, kitchen and formal dining area. There are three fireplaces on the first floor and a roomy bathroom with stand-up shower. The first floor bedroom has built-in wall storage, closet and ceiling fan. The living room is inviting and filled with natural light and centered fireplace with wood mantle. The family room has exposed wood beam ceiling and exquisite window and door moldings, a second fireplace and half bath tucked under the stairway. The formal dining area has beautiful built-in cabinets with glass doors, drawers and shelving. A third fireplace can be found in the dining area with a nice mantle and woodwork. The kitchen at the rear of the property is modern with adequate cabinet storage space, vaulted ceiling with exposed beams, skylight and hardwood oak flooring. The side door off kitchen leads to the large outside wraparound deck and access to the outdoor shower. A great spot to barbeque, read or just enjoy the outdoors. The second floor has a spacious landing and leads to the entry of all three 2nd floor bedrooms and the full bath with tiled flooring and claw foot tub. There is storage in the attic area and storage in the clean and dry basement. The expansive lawn and grounds are a pleasure to walk. Great rental history.

Listed by Martha's Vineyard R.E.

{$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: 4.53% last updated on Jul 12, 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

Price$895,000

Est. Mortgage: $/month

MLS ID 33868

  • Residential
  • Square Feet 444
  • Bedrooms 1
  • Bathrooms 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. Why buy a beach key when you can buy the beach!!??!

Listed by Martha's Vineyard Vacation Rentals

{$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: 4.53% last updated on Jul 12, 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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7 Old Harbor Lane

Price$2,925,000

Est. Mortgage: $/month

MLS ID 33797

  • Residential
  • Square Feet 2488
  • Bedrooms 4
  • Bathrooms 4
  • Acreage 1.547

Waterview Farms Opportunity: One of the most spectacular vistas of Sengekontacket Pond and Nantucket Sound. Beautifully landscaped with specimen plantings, perennial hydrangea, seasonal flowers, and semi bordered by stone walls. Open floor plan, large living room, kitchen with granite counter tops, and stainless appliances. Living room opens to a large deck with hot tub. Contemporary ranch with four bedrooms and four full baths. Three of which are suites. Adjacent to "Farm Neck” is the 3rd green… Short stroll through the meadow leads to the beach access for water sports. ( 24 hr notice required for showings)

Listed by Island Home 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: 4.53% last updated on Jul 12, 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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8 Rock Avenue

Price$465,000

Est. Mortgage: $/month

MLS ID 33821

  • Residential
  • Square Feet 955
  • Bedrooms 3
  • Bathrooms 1

Location Location Vacation ~ Magical Setting in the Martha's Vineyard Camp Meeting Association! Rare offering with 2 side yards and large Farmers Porch! This Charming Victorian Gingerbread Cottage is located a block to public beaches, shopping & dining on a famous Circuit Avenue, Oak Bluffs Harbor, ferry ports and all the Oak Bluffs Town Parks! There are 3 bedrooms, 1 full bathroom and a SPACIOUS & BRIGHT LIVING & DINING AREA!

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: 4.53% last updated on Jul 12, 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