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.

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.

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28 Beach Road

Price$1,595,000

Est. Mortgage: $/month

MLS ID 32752

  • Residential
  • Square Feet 1800
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.9899

VIEWS, VIEWS & MORE VIEWS! Designed to not only capture the views of Vineyard Sound and beyond to Woods Holes as well as a straight shot down the Lagoon, but this home was also created to be a comfortable home for year-round and summer living. Newly built 4 bedroom/2.5 bath home has commanding views from almost EVERY room with 2-levels of covered decks on the Vineyard Sound side of the home and 2-levels of decks on the Lagoon side. First level features 3 bedrooms, spacious family room, a full bath with laundry and ample storage. The second level features a sun-drenched open floor plan with a gourmet kitchen with stainless Thermador appliances, Silestone counters and an abundance of cabinets. Take in the long view down the Lagoon from the living area with gas fireplace and custom mantel. The master en suite has high ceilings with bathroom features that include a double-sink vanity with marble counters and glass shower enclosure finish this level of the home. There are sliding doors on both levels that open to the front and side decks. High-efficiency heat pump system, central air and more. Home is ready for you to pack your bags and move in. Did we mention the views? Come tour this unique home and see them for yourself. Home is being sold furnished.

Listed by Island Real Estate

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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: 4.32% 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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28 Beach Road

Price$1,595,000

Est. Mortgage: $/month

MLS ID 32743

  • Residential
  • Square Feet 1800
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.9899

OAK BLUFFS VIEWS GALORE! Dramatic views of Vineyard Haven Harbor, Outer Harbor, Vineyard Sound and a penetrating vista right up the length of Lagoon Pond. This property stands out alone, without competition, and offers easy access to a sandy beach across the street and to Vineyard Haven Town Center. Features a sunny bright open living/dining/kitchen area with powder room and out side decks, a master suite with private bath, exterior deck, and sunset view over Harbor, 3 more bedrooms, another full bathroom, family room, and plenty of storage below. Professionally built with state of the art efficient heat pump system, ash flooring, propane fireplace, Thermador kitchen appliances, Silestone counters, over 800 square feet of decks, and so much more!

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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23 Green Avenue

Price$1,447,500

Est. Mortgage: $/month

MLS ID 33048

  • Residential
  • Square Feet 2923
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.45

EAST CHOP - A meticulously cared for and thoughtfully designed home and guest cottage, well set from the road on almost a half-acre of land with stone walls, beautifully manicured lawn and gardens and mature trees providing excellent privacy. The main house, a perfect blend of traditional character and casual living, is well suited for the island lifestyle. The central core of the home is a beautiful, great-room anchored by an impressive beach stone fireplace and is open to the well-appointed kitchen drenched in sunlight by a full wall of windows. Many rooms flow to the outdoors and the covered and screened porches, providing comfortable space for summer living. The guest cottage is contemporary in design and has unique elements which allow natural light giving both brightness and interest to the space. East Chop is an upscale summer community, an ideal location with the beach, harbor, and town just a short distance away. This home is just a block from East Chop Drive, the iconic East Chop Lighthouse and some of the most dramatic, active water-views on the Vineyard.

Listed by Sandpiper Realty

{$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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63 Webster Avenue

Price$1,425,000

Est. Mortgage: $/month

MLS ID 33052

  • Residential
  • Square Feet 3496
  • Bedrooms 5
  • Bathrooms 4
  • Acreage 0.6297

Fabulous East Chop home with income potential..... this should be on the top of your list because of it's close proximity to beach, town, lighthouse and there is a water view from the 2nd level looking over Vineyard Sound at the West Chop Lighthouse, and all the way to Woods Hole and Nobska Lighthouse! Picture this; warm summer evenings on the 2nd level deck watching the colorful sun set over West Chop, listening to the “ding-ding-ding” of the bell buoys off in the distance and the soothing sounds of fog horns on a steamy night. This is simply a perfect location. This “Double Delight” property has a 4 bedroom Main House and a “SWEEEET” 1 bedroom accessory apartment above the massive 2 car garage. Main house has many recent updates. The main level is ideal for entertaining with an open floorplan and a wonderful deck for “eating out”. Upstairs is the master suite comprised of the master bedroom and private office (also acts as the 4th bedroom). Walk out onto the 2nd floor deck for “never ending” views with Nobska Lighthouse beaconing in the distance. The other 2 bedrooms and 2 bathrooms are private, giving your guests their own private area. Abutting the home is a large 2 car garage and basement area perfect for family room, media room…etc. AND the picture-perfect apartment above. Once you see this “compound” you will want to own it. This is by far the best value on East Chop today.

Listed by RE/MAX on Island

{$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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15 Harvester Way

Price$1,400,000

Est. Mortgage: $/month

MLS ID 32505

  • Residential
  • Square Feet 2766
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 1.877

A rare and refreshing find...privacy, beautiful ever-changing views, impeccably maintained, tastefully furnished and appointed, lush lawn and spectacular gardens, water access on Sengy, detached garage for your island car and boats...not a stitch to do. Start making your family memories the moment you cross the threshold of this gorgeous home.

Listed by Sandpiper Realty

{$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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20 Bayes Hill Road

Price$1,225,000

Est. Mortgage: $/month

MLS ID 33198

  • Residential
  • Square Feet 2401
  • Bedrooms 3
  • Bathrooms 3
  • Acreage 0.76

Bayes Hill Charmer...Three bedroom three and a half bath home surrounded by lovely perennial gardens with a wonderful open porch on the front and large private deck across the back of the home.

Listed by Point B Realty LLC

{$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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65 Winemack Street

Price$1,149,900

Est. Mortgage: $/month

MLS ID 31438

  • Residential
  • Square Feet 3828
  • Bedrooms 5
  • Bathrooms 4
  • Acreage 0.35

Practical East Chop Vacation or Year-Round Home. This spacious, well maintained, 5-bedroom (septic was built for 6-bedrooms) traditional center hall New England Colonial was built in 2001. Located in East Chop, the 3,828 sq. ft. house sits on 0.35 acres. Convenient to tennis, beaches, the harbor, public transportation, the hospital and downtown! The house includes 4 full bathrooms, living room, dining room, kitchen with loads of cabinet space and large center island with counter seating, large family/media room, and full basement. House is being sold fully furnished. Outdoor shower, shed, ample parking and tasteful landscaping complete the property. Septic has been designed for 6 bedrooms so that a detached garage with sixth bedroom above can be constructed, but verify any such plans with appropriate town building and health departments. Strong rental history. Showings can be arranged Tuesdays, Thursdays and Saturdays at around 11:30, please allow for a minimum of 24-hour notice.

Listed by RE/MAX on Island

{$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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227 Buddys Drive

Price$1,070,000

Est. Mortgage: $/month

MLS ID 32174

  • Residential
  • Square Feet 2762
  • Bedrooms 6
  • Bathrooms 3
  • Acreage 0.59

BEAUTY, SPACE, TRANQUILITY Nestled in a quiet neighborhood with only two streets, this handsome roomy, beautifully maintained colonial stands ready for your big family, lots of friends, or a bevy of summer tenants. Six- yes Six!- bedrooms including two master suites, one conveniently located on the main level. The open living/dining/kitchen area opens onto a large deck and spacious backyard-- perfect for outdoor entertaining or just relaxing with a cup of coffee in the morning sunshine. And there's more: A large, unfinished space over the two-bay garage awaits your imagination. Studio? Playroom? Teen hangout? Work shop? Man cave? Enjoy the protected sanctuary of the State Forest, abutting your landscaped, irrigated half acre lot. Or pedal to any of the down - island towns from the nearby bike trail. No wonder this property captures excellent vacation rental income. It's a special find! NOTICE: The home is finally free of tenants and is EASY to show. AND Just UPDATED! NEW Granite counter tops and cabinet hardware in the kitchen. NEW Central AC through out the home. Newly painted house trim. Power washed and oiled the large deck. Full yard cleanup Please watch the VIDEO of the property below. BRING YOUR BUYERS OR PREVIEW FOR YOURSELF....

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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103 Winemack Street

Price$990,000

Est. Mortgage: $/month

MLS ID 32781

  • Residential
  • Square Feet 1536
  • Bedrooms 4
  • Bathrooms 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

{$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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25 Nahomon Street

Price$979,000

Est. Mortgage: $/month

MLS ID 32894

  • Residential
  • Square Feet 2419
  • Bedrooms 6
  • Bathrooms 4
  • Acreage 0.2295

Close to East Chop and 1/2 mile to Oak Bluffs harbor boasts this new construction custom built home.This Colonial style home with its large farmers porch and beautiful dormers is truly charming with tons of character and curb appeal. 2,419 plus sq. ft. of living space that consists of 6 bedrooms and 4 full bathrooms was tastefully designed with an open floor plan on the first floor with a first floor bedroom and bath. The custom kitchen cabinets are a white shaker style made of solid maple with a Silestone Quartz counter top, Kitchen Aid stainless steel appliances and an island bar. 5 inch plank solid oak flooring and tile throughout the entire home with Andersen windows (400 series) and Jeld-Wen doors. The HVAC system is forced hot air propane, central AC, and 2 mini splits on the 3rd floor and open cell insulation. The second floor has 3 additional bedrooms with a bathroom and a master suite with its own bathroom. The 3rd floor Grand Master Suite is the get away from it all with its own bedroom and bathroom. Large Trex deck and outdoor shower complete this home to enjoy many Vineyard memories. Additional interior photos to follow soon.

Listed by Dockside Real Estate

{$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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