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.

Learn more about Oak Bluffs >>

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

Contact us for all your questions and for more information about Oak Bluffs. Create an account to save your favorite listings and to receive email updates for similar properties.

Narrow Your Search

r=1-10
11 Winthrop Avenue, Oak Bluffs, MA

Price$659,000

Est. Mortgage: $/month

MLS Number 34342

  • Residential
  • Square Feet 1286
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.1595

Oak bluffs new listing ! The perfect in town location! Walk to beaches, galleries, restaurants & harbor! Oak bluffs 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! Perfect location for year round & summer vacations!! Title 5 septic system in place ! Terrific value! Call for an appointment! Abutting commercial & residential lot located at 95 dukes county avenue available call for details package pricing !

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

2 Pennacook Avenue, Sea View Condo, Oak Bluffs, MA

MLS Number 34070

  • Condominium
  • Village Downtown
  • Square Feet 1077
  • Bedrooms 2
  • Bathroom 2

This condo unit is located on the first-floor of the building and is a corner unit with views of Nantucket Sound across from Sea View Avenue. This two bedroom, 2 bath unit has a small adjoining patio off the living room and master bedroom. The patio overlooks Nantucket Sound over Sea View Avenue. It is in close proximity to the ferry and downtown shopping and restaurants. This unit comes with one parking spot. There is an additional special assessment for five years at $4,824 per year. Subject to Court Approved License to Sell.

Listed by Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

11 Pennsylvania Avenue, Oak Bluffs, MA

MLS Number 34287

  • Multi-Family
  • Village 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: 4.9% last updated on Oct 11, 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

40 Tiffany Drive, Oak Bluffs, MA

Price$889,000

Est. Mortgage: $/month

MLS Number 34214

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

Private Contemporary Saltbox situate on a nicely treed lot and abutting conservation. 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, and irrigation system updated. 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: 4.9% last updated on Oct 11, 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

385 County Road, Oak Bluffs, MA

Price$525,000

Est. Mortgage: $/month

MLS Number 34289

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 954
  • Bedrooms 1
  • Bathroom 2

Raised ranch, set up off the road on a knoll, near Farm Neck Golf. Large side and rear yard. Main level contains open plan living, dining, kitchen, master bedroom and full bath with laundry facilities. Lower level contains 3 additional rooms and full bath. A large deck runs the length of the house. House needs work; being sold "as is".

Listed by Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

Oak Bluffs, MA

Price$649,000

Est. Mortgage: $/month

MLS Number 34334

  • Land
  • Acreage 2.177

Harthaven - One of the last remaining parcels of land available within the Harthaven association, this 2.1 acre parcel will allow for a house and guest house (after 5 years) with up to 9 bedrooms. Enjoy all that the association has to offer including private beach, small boat harbor and tennis. Surrounded by conversation land with walking trails. Easy access to town, ferries and more. Perc test has been completed. Staking and a plot plan are be finalized and then paths will be created for easy viewing.

Listed by Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

4 Meshaket Way, Oak Bluffs, MA

Price$499,000

Est. Mortgage: $/month

MLS Number 34323

  • Land
  • Village Central
  • Acreage 1.38

Build your very own custom Island getaway or year-round home in this desirable neighborhood of attractive homes. This level 1.38 acre lot can accommodate a 5 bedroom home with a future 1 bedroom guest house. Approved 6 bedroom disposal system permit, soil test and septic design completed in 2014. This level corner parcel allows for privacy buffers from roads and neighbors. You've even got plenty of room for a pool. Very convenient to all three down-island towns.

Listed by Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

7 Pennacook Avenue, Oak Bluffs, MA

Price$1,950,000

Est. Mortgage: $/month

MLS Number 34316

  • Multi-Family
  • Village Downtown
  • Location 41.452340,-70.555809
  • Bedrooms 8
  • Bathroom 4

Own a bit of history in the Copeland district! The Dunmere by the Sea has one hundred fifty years of hospitality behind it's name and under its roof. Built as a small hotel, it was converted to apartments by an architect in 1970. It has been family owned and operated for over 40 years. It is ideally situated, 150' from the famous Inkwell beach and minutes from shops and restaurants of "downtown" Oak Bluffs and the ferries. The town playground and tennis courts are two whole blocks away. Off road parking. Water views from every floor. Enjoy the ocean breeze and sunrise over Inkwell beach as you relax on the deep wrap around porch. Sewer hook up in place and approved.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

78 Isaac Avenue, Oak Bluffs, MA

Price$610,000

Est. Mortgage: $/month

MLS Number 34302

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 1568
  • Bedrooms 1
  • Bathroom 2

Brand New in Oak Bluffs. This thoughtfully designed home is spacious and bright with gleaming hardwood floors throughout the open living room, dining area and kitchen complete with new stainless steel appliances. Lovely bedroom with full bath, two additional bonus rooms and another full bath. Full unfinished basement, large maintenance free deck and out door shower complete this home. Centrally Located, Just minutes to the harbor, town beaches, restaurants and shops.

Listed by Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

8 Melrose Avenue, Oak Bluffs, MA

Price$675,000

Est. Mortgage: $/month

MLS Number 34274

  • Multi-Family
  • Village Lagoon/Harbor
  • Bedrooms 3
  • Bathroom 4

House and guest house privately set back off the street. The main house contains 2 bedrooms plus large loft area and two full baths. Hardwood floors in kitchen/dining room and living room. First floor laundry room.The full basement is finished with additional rooms and full bath with separate entry. The cute guesthouse has open plan living, dining, kitchen and laundry. Upstairs a large bedroom. Plenty of off street parking for both residences. Excellent rental history.

Listed by Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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