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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61 Bayes Hill Road, Oak Bluffs, MA

Price$1,295,000

Est. Mortgage: $/month

MLS Number 22464

  • Residential
  • Square Feet 2745
  • Bedrooms 5
  • Bathroom 3
  • Acreage 1

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

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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
  • Square Feet 1738
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 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 be another bathroom or another bedroom. The two front bedrooms have doors that open onto the 2nd floor large porch. Just a short distance to all the shops restaurants and entertainment of downtown Oak Bluffs.

Listed by Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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8 Uncas Avenue, Oak Bluffs, MA

MLS Number 34478

  • Commercial
  • Area Downtown
  • Bathroom 5
  • Bedrooms 8
  • Half Bath 2

Exciting and Unique! FOUR Contemporary Loft style apartments AND a spacious first floor Commercial Space. It feels like a Tribeca loft, but your IN-TOWN OAK BLUFFS..in a convenient location just a few blocks to the Ferry, Harbor, Inkwell beach, shopping. Each apartment has a bright airy design highlighted with designed fixtures, beautiful granite kitchens, tiled bathrooms, high end fixtures, private patios/decks and a common back yard. This place is gorgeous! And excellent rental income! More pictures to come...........

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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30 Inca Road, Oak Bluffs, MA

Price$835,000

Est. Mortgage: $/month

MLS Number 34458

  • Residential
  • Area Lagoon/Harbor
  • Square Feet 1764
  • Bedrooms 4
  • Bathroom 3

Privacy abounds from this sprawling 4 bedroom 3 bathroom home with over 1760 square feet of interior space. This well throughout custom built home features a first floor bedroom, finished basement with walkout exterior access, a detached shed/studio presently a 12X16 two-story shed/studio which has the possibility to expand following local building codes and permits. The grounds are well maintained with mature plantings giving the property a feeling of privacy yet you are just over a mile to the center of Oak Bluffs and 2 miles from Vineyard Haven center.

Listed by Anchor Realty of Martha's Vineyard

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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 34445

  • Commercial
  • Area 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 Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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, Oak Bluffs, MA

Price$2,295,000

Est. Mortgage: $/month

MLS Number 34382

  • Residential
  • Area East Chop
  • Square Feet 3884
  • Bedrooms 5
  • Bathroom 4

Sensational water view contemporary design set high on a landscaped hilltop with penetrating views of vineyard haven outer harbor and vineyard sound to the coast of cape cod. This exciting residence, in pristine condition, has amazing sunsets each evening over the outer harbor! Offering 2 master suites, a total of 5 bedrooms and 4 sparkling tiled bathrooms (renovated 2016), spacious open concept ! Features include multiple private balconies, 3 porches, 2 car garage, granite gas fireplace, gourmet kitchen (renovated 2016), central ac, gleaming hardwood flooring, media room, koi pond, mature plantings, and many quality custom details throughout!

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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$4,500,000

Est. Mortgage: $/month

MLS Number 34265

  • Residential
  • Area 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

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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11 Winthrop Avenue, Oak Bluffs, MA

Price$659,000

Est. Mortgage: $/month

MLS Number 34342

  • Residential
  • Area Downtown
  • Square Feet 1286
  • Bedrooms 3
  • Bathroom 2

Charming oak bluffs in town location! Walk to beaches, galleries, restaurants & harbor! Ranch style home offering 3 bedrooms 2 bathrooms a spacious bright living & dining area! Walk in pantry and eat in kitchen! The home has been well cared for and offers a warm loving feeling throughout! The furnace is approximately 4 years old along and a newer stainless roth double walled oil storage tank!. Newer roof & windows! Sellers in process of designing & installation of a brand new title 5 septic system! Perfect location for year round & summer vacations!! ! Terrific value!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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11 Pennsylvania Avenue, Oak Bluffs, MA

MLS Number 34287

  • Multi-Family
  • Area Lagoon/Harbor
  • Bedrooms 3
  • Bathroom 2

Two family home. Main level contains open plan living, dining, kitchen, master bedroom and full bath; large loft area. and large deck. hardwood floors. Lower level contains open plan living, dining, kitchen, 2 bedrooms and full bath, small porch off rear. Shared laundry area. Separate parking for both units. Large front and side yards. New septic, new metal roof, new windows, shingles and deckwork.

Listed by Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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$889,000

Est. Mortgage: $/month

MLS Number 34214

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

Private Contemporary Saltbox situate on a nicely treed lot and abutting greenbelt. Bright, gracious, beautifully maintained home with oak hardwood floors in the living areas. Beamed dining area and kitchen with plenty of counter space and all appliances. Living room with cathedral ceiling and skylight, brick fireplace with wood stove w/ heatilator w blower, plus three sliders to deck. Ensuite master suite/ sitting area , another bedroom w bathroom off the hall. On the second level one finds another generous Ensuite master suite and private deck w slider. On this floor also, a spacious sky lit loft overlooking the living room, now used as an office and sitting room. All living areas and bedrooms have paddle fans. The walk out basement contains a water filtration system, dehumidifier, work bench that includes most tools and washer and dryer. Over sized one car garage completes the offering. Exterior of house was painted in 2017. This lovely house comes mostly furnished and almost turnkey. Property has deeded rights to Lagoon Pond where you can keep a kayak/canoe and do some fishing! 2015 Toyota for sale also.

Listed by Hughes & JC Murphy R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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