Oak Bluffs Real Estate

Downtown Oak Bluffs Martha's Vineyard

Search all listings for sale in this Martha's Vineyard village. Originally called “Cottage City”, the town is known for its historic gingerbread cottages. The classic beach town is home to the largest marina on Martha's Vineyard. Oak Bluffs is also home to the popular East Chop neighborhood.

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Browse All Real Estate For Sale In Oak Bluffs, Martha's Vineyard

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8 Circuit Avenue Extension Oak Bluffs MA

MLS Number 25824

  • Condominium
  • Village Downtown
  • Square Feet 366
  • Bathroom 1

No question that this property is the most affordable, turnkey, WATERVIEW property on the Vineyard. Perched up high overlooking Oak Bluffs Harbor, the ferry boats and all the action.This Victorian style architecture studio suite with wood and tile flooring, stove top, fridge, shower, bathroom and water views of Nantucket Sound, O.B. Harbor, and Sunset Lake is located in the heart of Town. Walk to the Steamship authority, beaches, restaurants and or your private boat at the harbor. Currently being used as a residential rental. Seller is participating in a 1031 tax deferred exchange. Property is currently rented for the 2019 season. At the present time, we can only show property unit on turnover days.

Listed by Dockside Real Estate

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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 Circuit Avenue Oak Bluffs MA

MLS Number 34827

  • Commercial
  • Village Downtown
  • Bathroom 3
  • Bedrooms 5
  • Half Bath 3

Sparkling newly renovated mixed-use commercial building in a prime and bustling location in Oak Bluffs. Looking to bring your restaurant concept to Martha's Vineyard? This is the perfect turn-key opportunity for a discerning restaurateur. Having been completely rebuilt from top to bottom with design work by Sullivan + Associates, the building is now intelligently configured for use as a high-end restaurant with cocktail bar, espresso bar, seating for up to 99 people, state of the art commercial kitchen, retail space, full commercial basement, and three gorgeous apartments upstairs. Originally built in 1900 and once used as an A&P grocery store, the current owners completed extensive renovations from 2012-2014, bringing the property to an exceptional level of finish and quality. The building meets all fire codes, handicap accessibility requirements, and health regulations, and was thoughtfully engineered to be weather and sound proof. Since the renovations, the property has been operated for four summer seasons (roughly one full year) and is in mint condition. Truly a vibrant and irreplaceable offering in the absolute perfect location for high-end bar/restaurant on Martha's Vineyard.

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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6 Mourning Dove Way Oak Bluffs MA

Price$959,000

Est. Mortgage: $/month

MLS Number 34774

  • Residential
  • Village Sengy
  • Square Feet 1728
  • Bedrooms 4
  • Bathroom 1

SENGEKONTACKET ASSOCIATION ~ CONTEMPORARY Island residence situated in the desirable water front community offers a unique Vineyard design featuring an OPEN BRIGHT GREAT ROOM with an ABUNDANCE of GLASS and SUN LIGHT from the lofty skylit cupola, and the sweeping EXPANSIVE MAHOGANY decks at each end of the room remind you that this is the place where festive people get together to celebrate Summer! Outdoor living with cookouts, sunbathing, entertaining and lots of amenities . The house with natural visuals is tastefully appointed, with an attractive kitchen and intimate sitting areas while the bedrooms and bathrooms conveniently surround this playful setting. This COASTAL CONTEMPORARY BEACH HOME is on the bike path to Town, has been BEAUTIFULLY MAINTAINED, NEW ROOF 3/25/2019, 5 BEDROOM SEPTIC, and includes a community salt water dock offering access to Nantucket Sound, mooring availability, tennis courts, and a spring fed freshwater beach.

Listed by Ocean Park Realty Inc

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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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27 Bayes Hill Road Oak Bluffs MA

Price$1,175,000

Est. Mortgage: $/month

MLS Number 34713

  • Residential
  • Village Central
  • Square Feet 3500
  • Bedrooms 4
  • Bathroom 4

A builder's own custom colonial home nestled in a private setting of the Bayes Hill Association in Oak Bluffs. A desirable community of substantial homes with private tennis and easy access to the Lagoon & Sailing Camp. This home is situated on a .76 acre lot with an abundance of mature landscaping offering privacy. This home comfortably accomodates multi-family living with its four floors of finished space. A spacious open kitchen with a eatin bar and lots of cabinetry and dining area leading to the a TV room which includes custom built-ins for storage. The first floor also has a gracious living room with woodburning fireplace and a formal dining room ( or could be a 1st fl bdrm) with glass doors that lead to the back deck and patio area. The second floor is comprised of a master bedroom suite , three guest bedrooms with a shared bath, and a separate wing that functions as a perfect “in- law suite” or 2nd master suite. The suite is complemented with a beautiful atrium window, wet bar and full bathroom. Designed for year around living, with gas FHA heating zones and central A/C,ample storage ,huge garage and laundry room with sink. In addition, the attic has been converted into a spacious and bright office space with large skylights and built in shelving. The basement is fully finished with a second washer / dryer & bath and plenty of storage. Well sited on the lot with a back deck, patio, big yard and garden.Surrounded by an abundance of mature trees and colorful rhododendroms & hydrangeas with irrigation. This home was thoughtfully designed to comfortably accommodate all the family and friends that will come to visit!

Listed by Martha's Vineyard Island-Wide Realty

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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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7 Quail Run Oak Bluffs MA

Price$1,299,000

Est. Mortgage: $/month

MLS Number 34677

  • Residential
  • Village Sengy
  • Square Feet 2877
  • Bedrooms 3
  • Bathroom 3

Custom Contemporary Design!! ! This home shows like a new home! IMMACULATE Residence impeccably maintained is in the desirable Sengekontacket Community of Oak Bluffs! This Exquisite custom design, comfortably on one level, is situated on almost an acre of land with mature landscaping, stone walls and colorful perennial flower beds. Enter an impressive foyer into an OPEN BRIGHT living room highlighted with a beautiful stone European wood burning fireplace and 12 ft ceilings. CENTRAL AC ! The interior design is complemented by attractive furnishings that add to the graceful flow of the floor plan. Gracious Master Suite and 2 additional bedrooms are all spacious and inviting with custom closets, the kitchen is large with high end appliances, and there is a cozy separate den, and a dining room with sunsets. SURPRISE! There is a lower level, fully finished, offering a large media/rec room and multiple gathering spaces along with a full tiled bathroom & spacious workshop with walk out access! TERRIFIC LOCATION with private amenities that include access to both fresh and salt water ponds, community dock, mooring available, with kayak storage and boat ramp, a community clubhouse on the fresh pond (available for private events), tennis courts, and community services such as curbside trash pick-up and snow removal. MUST SEE HOME!

Listed by Ocean Park Realty Inc

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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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10 Prospect Park Oak Bluffs MA

Price$995,000

Est. Mortgage: $/month

MLS Number 34585

  • Residential
  • Village East Chop
  • Square Feet 1691
  • Bedrooms 4
  • Bathroom 1

Classic turn-of-the-century Victorian cottage with beachstone fireplace and distant water views, faces out on to a charming park. The property is located in the heart of East Chop and just a short stroll to the beach, tennis courts,the harbor and downtown. This wood framed house, aptly named The Haven of Bliss, has been lovingly maintained through the years and has two covered porches, a deck off the master bedroom, and a screened, stormed porch off the kitchen. The house has four bedrooms, one and 1/2 bathrooms, and sinks in three of the bedrooms. The living room and dining/sitting rooms have large windows and double doors which are screened or stormed with plexiglass, as are all the windows in the house allowing 3 season use with electric heaters. The outdoor shower is surrounded by mature trees and a landscaped yard.

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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61 Bayes Hill Road Oak Bluffs MA

Price$1,225,000

Est. Mortgage: $/month

MLS Number 22464

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 2745
  • Bedrooms 5
  • Bathroom 3

A must see in Bayes Hill! This spacious two story home on an acre of land with a fantastic backyard is the perfect place to call home. Traditional in style with formal and casual spaces that flow nicely to the multiple gathering areas. The dining room, kitchen and family room span the back of the house and all feature glass doors to the pool area. The outside spaces are amazing - heated gunite pool with pebble tec finish with patio surround and cabana for lounging in the shade. A screened porch offers more outside yet sheltered space, and the expansive decking unifies it all. Four great sized bedrooms occupy the second level including a grand master with walk-in closet and luxuriously appointed bath. A first-floor office/den can also serve as a fifth bedroom. The lower level is nicely finished and offers an additional 700+ square feet of space - perfect for movie watching and gaming. This home has it all - laundry room/mud room, two car garage, attic for storage and more. Bayes Hill is an attractive neighborhood with substantial homes and large parcels providing good privacy; and enjoy association tennis!

Listed by Sandpiper Realty

$
$
%
$/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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31 Tuckernuck Avenue Oak Bluffs MA

Price$1,050,000

Est. Mortgage: $/month

MLS Number 34488

  • Residential
  • Village Downtown
  • Square Feet 1738
  • Bedrooms 4
  • Bathroom 1

A rare opportunity to own a property bordering Waban Park looking out to the ocean beyond. This spacious house with over 1700 square feet of interior space is tied into town sewer. Sit back and relax on the wrap around porch as you gaze over one of the most famous of Oak Bluffs parks an open grassy field and the ocean beyond. The sandy beach is just a block away. The house has been updated with a large kitchen, dining room with built in cabinets, a sun porch and spacious living room that runs the width of the house. Lovingly maintained wood floors and freshly painted walls throughout. Presently there are 4 bedrooms with with an additional second floor sitting room that could potentially be another bathroom or bedroom. The two front bedrooms have doors that open onto the 2nd floor large porch overlooking the park. Just a short distance to all the shops restaurants and entertainment of downtown Oak Bluffs.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/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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267 Barnes Road Oak Bluffs MA

Price$3,900,000

Est. Mortgage: $/month

MLS Number 34265

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 4046
  • Bedrooms 3
  • Bathroom 5

Well appointed 4000+ sq ft Contemporary home surrounded by a little more than one acre of lush landscaped greenery on Lagoon Pond with private beach and potential for a dock. Spacious 3 bedroom 5.5 bathroom with high ceilings, two first floor offices, open living/ dining areas all with views of the Lagoon. The large gourmet kitchen. Sweeping waterviews from every room. A wrap around deck and a screened sun room adjoins the upstairs bedrooms. Full basement ready to be finished. This house has spacious rooms perfect for entertaining . Being sold mostly furnished.

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/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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40 Tiffany Drive Oak Bluffs MA

Price$869,000

Est. Mortgage: $/month

MLS Number 34214

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 1948
  • Bedrooms 3
  • Bathroom 3

Contemporary Saltbox in Lagoon Estates w deeded rights to the Lagoon. Situated on a knoll w mature shrubs and abutting greenbelt. Wrap around deck perfect for summer socializing. This house has never been rented and has been meticulously maintained. Plenty of skylights and patio doors to let the light in. Two huge master bedroom suites w/ baths on each floor. Guest bedroom on the first floor. Large kitchen w plenty of counter space. Brick fireplace w wood stove w/ heatilator and blower, cozy in the winter. Large loft overlooking living room for office, etc. One car garage completes the offering with a 2015 Toyota for sale This lovely house can come mostly furnished, almost turnkey ready for you to use. Private and quiet setting. Please give 24 hours notice for showings.

Listed by Hughes & JC Murphy R.E.

$
$
%
$/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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