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. We will help you find the right vacation home or year round residence! Learn more about Oak Bluffs.

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273 East Chop Drive

Price$1,695,000

Est. Mortgage: $/month

MLS ID 35374

  • Residential
  • Square Feet 1104
  • Bedrooms 3
  • Bathrooms 1
  • Half Bath 1

Located on East Chop Drive, this unique offering provides the opportunity to own one of the Vineyard's quintessential beach cottages. The 1,100 sq ft, three-bedroom, 1.5-bath cottage is in immaculate condition with its restored original look, stone fireplace and wrap around porch. Enjoy the beautiful sunsets from your private waterfront, which is also perfect for a refreshing swim or family barbecue. The property could provide an existing MV property owner with a second location for perfect getaways, and with the property's strong rental history, a great investment.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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112 Park Street

Price$1,789,000

Est. Mortgage: $/month

MLS ID 35058

  • Residential
  • Square Feet 2100
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.31

Year Round East Chop Home offers WATER VIEWS and SPECTACULAR SUNSETS. Nestled on a large double lot in this highly desirable neighborhood. This dazzling home offers classic charm with modern, luxury amenities. The 75 ft. wrap around deck and covered dining rotunda were built for enjoying true Island living. This home has 4 bedrooms and 3 full bathrooms with marble, custom tile and original hard wood floors. Incredible customized high end kitchen and cozy sun room have double french doors that opens onto a pergola covered deck creating a flowing indoor/outdoor living experience. Just completed ! An extensive addition and upgrade to the homes insulation as well as tree removal and trimming enhancing the view easement. If you are searching for your Island dream home or an investment property with over $80,000 a year of rental income this classic Vineyard home is a must see.

Listed by Laer Realty Partners

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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41 Ocean Avenue

Price$750,000

Est. Mortgage: $/month

MLS ID 33696

  • Residential
  • Square Feet 648
  • Bedrooms 1
  • Bathrooms 1
  • Acreage 0.05

Ocean Park Cottage - OPEN for the SEASON! Simple, sweet and stylish this is the perfect in-village seaside abode. Located in the heart of historic Oak Bluffs, mid way between beaches and harbor. Shopping, ferry ports, an array of eateries and town amenities are steps away. Year round single level living with a grassy fenced yard and OCEAN VIEWS VIEWS VIEWS over the parklands towards Nantucket sound. Enclosed porch has large sliding windows that allow the sea breeze to flow through. Charming vintage touches and a RARE attached garage offers options for the creative minded!

Listed by RE/MAX on Island

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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14 Temahigan Avenue

Price$2,600,000

Est. Mortgage: $/month

MLS ID 35290

  • Residential
  • Square Feet 4821
  • Bedrooms 7
  • Bathrooms 3
  • Half Bath 2

Historic Water View Home with views of endless sunsets and sailboat races! On the market for the first time in over 50 years. Originally built in 1915, this stately Dutch Colonial has been enjoyed as a family gathering and celebration place every summer. Everything about this house....the 7 bedrooms, grand foyer, imposing dining and living rooms (both with water view), the original hand crafted woodwork details and the full length wrap around covered veranda overlooking West Chop and Vineyard Sound....will help you create your own family legacy and memories on the island. You will be amazed by the classic architecture of the home and the sweeping back yard inviting games for the young and old alike. A deeded walkway to the beach is included where you can keep a dingy to row out to your moored boat, sit and watch the sun set over West Chop or take a quick dip in the Sound. Remember...this is a home where porch parties are a must!

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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62 Front Street

Price$750,000

Est. Mortgage: $/month

MLS ID 35233

  • Residential
  • Square Feet 1496
  • Bedrooms 2
  • Bathrooms 2
  • Half Bath 1

The covered front porch welcomes you to this custom built home in Oak Bluffs. Step into the spacious living room with wood stove, hardwood floors and lots of natural light. The beautiful kitchen offers tiled floors, ample cherry cabinets, granite counters with center island, stainless steel appliances, and custom built breakfast-nook for dining. The powder room off the center hallway completes the first floor. Upstairs you will find a large master bedroom with en suite bath and walk-in closet along with custom built-ins for storage. There is an additional bedroom with en suite bath and office/den. The lower level is partially finished with TV/Lounge area and bar for entertaining along with laundry area and great storage. House has central AC. Completing the property is the professionally landscaped yard with irrigation, a large shed, outdoor shower and substantial sun-filled deck. Just off the bike path and only minutes to downtown Oak Bluffs with shopping, restaurants and some of the best beaches in New England.

Listed by Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 Dover Street

Price$1,995,000

Est. Mortgage: $/month

MLS ID 35251

  • Residential
  • Square Feet 3800
  • Bedrooms 5
  • Bathrooms 4
  • Acreage 0.3446

Perched above Vineyard Haven harbor in the heart of East Chop, this beautiful home exemplifies the best of Martha's Vineyard. Three full floors of living, each with increasingly expansive water views, combine to offer 5 beds and nearly 4000 sf with multiple living rooms and high-end craftsmanship throughout. The 1st floor is ideal for entertaining, with a renovated kitchen offering premium counters, appliances and built-ins. The dining area and light-filled living room center on a gorgeous two-sided fireplace, which sets a stunning tone. There are balconied master suites on both the 2nd and 3rd floors, each including private baths with luxurious tile and fixtures. Forced air heat/AC provide reprieve through the seasons. The grounds are easily enjoyed from ample decking, and beautifully manicured lawn and garden beds adorn the home and detached two car garage. Inside and out, enjoy the sparkle and calm of the Sound, as well as sailboat/ferry activity. And, within a mile of the home are many Oak Bluffs attractions, including the harbor, East Chop lighthouse, campground, and more. Also, Vineyard Haven is under 2 miles away, making this an exceptionally convenient location amongst some of the true “grand dames” of East Chop. Perfect for year-round use with outstanding rental potential, this home is a rare offering below its assessed value - an opportunity not to be missed!

Listed by Compass

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 Siloam Avenue

Price$599,000

Est. Mortgage: $/month

MLS ID 35216

  • Residential
  • Square Feet 886
  • Bedrooms 4
  • Bathrooms 2

WATER VIEWS, Views and more Views! YEAR 'ROUND SEASIDE Cottage living with front row seats to all that is Oak Bluffs charming. Smart, stylish and renovated - this 4 bedroom Victorian beauty is Open for the Season! Swim at Jetty beach, walk to ferry docks, enjoy harbor dining, watch fabulous sunsets and delight in village activities - ALL are just steps away. Lovingly customized, this cottage home is loaded with charm and comfortable in all seasons. Modern amenities include the newly installed kitchen with dishwasher, updated bathroom with new washer/dryer, a first floor bedroom and tons of clever storage space. Second floor balcony is the perfect perch to watch harbor activity and the trees sway in the breeze. MVCMA community benefits, resources and preserved lifestyle amenities make this a treasured setting beyond compare!

Listed by RE/MAX on Island

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 Spruce Avenue

Price$655,000

Est. Mortgage: $/month

MLS ID 35229

  • Residential
  • Square Feet 1274
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.08

Location! Location! Location! Walk to the ferry, the harbor, the beach, downtown, and library, yet set back from the busy street. Home has been lovingly maintained- redesigned spaces, updated kitchen, and lots of living space! The efficient, monitor heat, new hot water, insulated, tilt-in windows, and relocation of pipes extend the home from seasonal use to year round accommodations! Has a great rental history that offsets your income and expenses.Title V Certificate in place!

Listed by Martha's Vineyard R.E.

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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1 Bird Street

Price$1,159,000

Est. Mortgage: $/month

MLS ID 34308

  • Residential
  • Square Feet 2472
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.22

Location! Location! A short 5 minute walk to the ferry, movie theater, town, beach, harbor and library. Come view this private gorgeous newly renovated Cape style home featuring (4) bedroom (3) full baths, attached garage and over 2400 SF of living space. This pristine open concept home includes custom white kitchen cabinets with quartz countertops, center island with seating and a separate eat-in dining area. The kitchen space flows into an oversized family great room. The first floor includes 2 sunny bedrooms with glass patio doors that open onto a private relaxing side deck overlooking the side yard and custom Japanese gardens. The second floor is comprised of brand new construction that includes 2 master bedroom suites with large walk-in closets and 2 modern tiled bathrooms. The home radiates with morning and afternoon sun. Property includes a brand new private custom cedar outdoor shower and a new extra wide driveway with a cobblestone apron. The yard is surrounded by mature plantings that bring color all season long and plenty of privacy. This property is a the perfect investors dream or family Vineyard getaway!

Listed by Premier Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 Tia Anna Lane

Price$2,700,000

Est. Mortgage: $/month

MLS ID 34752

  • Residential
  • Square Feet 2442
  • Bedrooms 3
  • Bathrooms 3
  • Acreage 1

Never miss a sunset from this custom built waterfront home! Beautifully designed by Breese Architects with a focus on the stunning water views from each room, this three bedroom, three bath home is the perfect property for entertaining family and friends. Set on one acre of land with stairs to the Lagoon for easy water access and a large, grassy lawn area for all your summer games. The custom built home has a lovely open living space with a field stone gas fireplace anchoring the living room, french doors off of the dining area to the deck and an open kitchen with stainless steel appliances, custom cabinetry and granite counter tops. A second floor Master Bedroom Suite is the only room on this level, with water views from the private balcony, a spacious master bath with double vanity, tile floor and heated towel rack and an office/study area off of the bedroom. There are two guest room wings on the first floor along with two full bathrooms, offering your guests plenty of privacy. A den with built-in bookshelves has access to the loft with a private office space. Finishing off this well designed home is the laundry and mud room with access to a casual side door entry~perfect for coming in off the water. Enjoy the beauty of the Island right from your very own home!

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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