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Oak Bluffs Properties

Originally called “Cottage City”, Oak Bluffs is a classic beach town, filled with fun restaurants, bars, shops and beaches. It’s one of the island’s principal points of arrival for summer tourists, and is home to the Camp Meeting Association, or “Campgrounds”; a renowned area consisting of hundreds of colorful, unique “gingerbread” cottages in the center of town. Also in Oak Bluffs is Circuit Avenue, the commercial heart of the town with restaurants, souvenirs, and ice cream shops, as well as the spacious waterfront grounds of Ocean Park, and the long stretch of Joseph A. Sylvia State Beach that extends into Edgartown.

Within Oak Bluffs you’ll find properties along the winding roads on East Chop, historic cottages in Ocean Park and the Campground, and waterfront properties along the long stretch of Lagoon Pond.

Contact Sandpiper Realty to learn more about one of the Oak Bluffs real estate listings below.  Register with our site if you would like to stay up to date on your favorite Oak Bluffs homes.  You might also like to view Vineyard Haven properties or Chilmark properties.

34 School House Village Marthas Vineyard MA

MLS Number 28033

  • Residential
  • Village Oak Bluffs
  • Square Feet 1632
  • Bathroom 2
  • Bedrooms 3

Located in an attractive neighborhood this immaculate Colonial abuts acres of Oak Bluffs conservation woodlands. Set back on over a one-half acre parcel this property offers a pristine three bedroom, two bath home with two fireplaces, an open living area, separate family room, cook's kitchen, an oversized walk-in tile shower, beautiful wide pine flooring throughout, central air-conditioning, finished basement and many updates including ten new windows and new roof. Separate from the home is a two car garage with a spacious studio above that has a mahogany in-laid ceiling, oak flooring, skylights and windows overlooking the woods. Professionally landscaped with an 8-zone irrigation system, blue stone patio, hot tub, outdoor shower and garden shed. Centrally located to all three down Island villages and conveniently near the bike path, Featherstone Center for the Arts, YMCA, Ice Arena, MV Skating Park, State Forest, Community Services and High School. Perfect for year-round or seasonal living.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

25 Lagoon Road Marthas Vineyard MA

MLS Number 28039

  • Residential
  • Village Oak Bluffs
  • Square Feet 1904
  • Bathroom 2
  • Bedrooms 3

Great investment opportunity within walking distance to a town beach, so bring your boat! And a fabulous rental history for both the main house and guest cottage. The main house(built 2002) is designed for entertaining with an open great room warmed by a gas fireplace, a large deck that is perfect for BBQing and private yard that will invite everyone out for some yard games. Gorgeous kitchen has all the bells and whistles including a Stillwater brand wine cooler and commercial gas range. Central air and garage too! While the main house faces Gull Landing, the private 900 sq ft guest is accessed off Lagoon Rd. Cottage has 1 bedroom, eat in kitchen, living room, full bath, laundry area and office. Rental history for both dwellings available upon request.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

211 Newton Road Marthas Vineyard MA

MLS Number 27916

  • Residential
  • Village Oak Bluffs
  • Square Feet 947
  • Bathroom 1
  • Bedrooms 3

1950's Vineyard Cottage - This property has access to the lagoon and a public boat ramp only a short distance from the house. The home is dated and does require some renovation to both the existing bathroom floor and the current septic system. There is a very nice open yard with a garden shed, front porch, side deck and outside shower. A little TLC would make this charmer the perfect Vineyard homestead.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5 John Wesley Avenue Marthas Vineyard MA

MLS Number 28019

  • Land
  • Village Oak Bluffs
  • Acreage 0.1400

Rare offering build your dream house in East Chop on a paved road! A short walk to East Chop Jetty Beach, Oak Bluffs Harbor, ferries, Circuit Avenue where all the in town action is! Vineyard Land Surveying conducted survey in 2009...! Abutting house for sale $699,000 ! Offer on both ! Perfect location for a family compound!

Listed by Ocean Park Realty Inc

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 John Wesley Avenue Marthas Vineyard MA

MLS Number 28011

  • Residential
  • Village Oak Bluffs
  • Square Feet 1593
  • Bathroom 3
  • Bedrooms 4

Charming Victorian home located on a private corner lot in East Chop..about a 5 minute walk stroll to Oak Bluffs Harbor, Jetty Beach and East Chop Beach Club! Very private setting across the street is the Baptist Temple town Park.. Offering 4 bedrooms with 2 MASTERSUITES on each floor, 3 full baths, open spacious floor plan, built ins, hardwood floors, beautiful original diamond windows... ,insulated from outside in! Great Farmers porch and spacious outside deck! STRONG EXISTING RENTAL HISTORY and MUCH MORE!! YOU WILL LOVE THIS PLACE!

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

41 Dudley Avenue Marthas Vineyard MA

MLS Number 27993

  • Land
  • Village Oak Bluffs
  • Acreage 0.4600

East Chop: Located in the heart of East Chop on a quiet side street, just a few hundred yards from the East Chop Bluffs, this level wooded home site offers a great setting for your new construction. Any house built will have Dudley Ave. address. Perc test and soil testing completed and found suitable for Title V for single family dwelling. Lot abuts an East Chop Association park. Water main runs along Dudley Ave.

Listed by RE/MAX on Island

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

11 Crescent Road Marthas Vineyard MA

Oak Bluffs MA11 Crescent Road

Price$1,895,000

Est. Mortgage:$/month

MLS Number 27978

  • Residential
  • Village Oak Bluffs
  • Square Feet 2600
  • Bathroom 6
  • Bedrooms 6

Beautiful new home on East Chop with lovely waterviews from many of the rooms and outdoor spaces! From the Farmer's porch and into the entryway of this gracious home that features an open living dining area, a gourmet kitchen with stainless Thermador appliances and an island with a wine refrigerator, 6 bedrooms which include a first and a second floor master suite, 4 more bedrooms with en suites, a powder room, mudroom, screened-in porch, finished lower level and more. Just off of the entry, the "great room" truly embraces the open living concept. The kitchen is open to the dining and living areas to create an area perfect for both intimate get-togethers and large gatherings. French doors open to the deck and marry the indoor and outdoor living spaces. Climb the open, wrap-around staircase to a spacious second floor with another master suite that has double vanity, shower with a glass enclosure, waterviews and private deck. Three more bedrooms each with a private bath complete the second floor. A finished lower level adds 1,300 sq. ft. of living space to make a total of 3,900 sq. ft.. The lower level includes the sixth bedroom and bath, a family room/rec room that is wired for all of your media needs, laundry and utility rooms. The outdoor shower with mahogany surround is just off of the mudroom. Multi-zone central air conditioning. Radiant heat on the lower level, first floor and second floor master bath. Forced hot water for the second floor. Don't miss this opportunity to purchase a brand new home located on East Chop and just minutes from everything the area has to offer. Home will be ready for April 1st. (Please note - The first and second floor are 2,600 sq. ft. and the finished lower level adds an additional 1,300 sq. ft.)

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

11 Crescent Road Marthas Vineyard MA

MLS Number 27984

  • Residential
  • Village Oak Bluffs
  • Square Feet 2600
  • Bathroom 6
  • Bedrooms 6

BRAND NEW East Chop design situated a block from the bluffs in a quiet wood setting with VIEWS OF THE SOUND features a bright sunny open kitchen/dining/living area with ash flooring, Thermador stainless steel appliances, lots of quality detail, intimate spaces, master bedroom suite with separate sitting area and access to cozy porch and sweeping sun deck. Upstairs has another master bedroom suite with private viewing deck and 4 more sweet bedrooms with stylized berber carpet and each has its own tiled full bathroom. The 1300sq.ft. basement area is finished for with another full bathroom, bedroom and lots of space for pool, ping pong and entertainment. With intricate combination of gas hot water heat and comfortable radiant heat and central AC this house is ideal for year round and gracious summer living. Plenty of yard for a garage, pool or accessory building and Great Rental Potential!

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Tia Anna Lane Marthas Vineyard MA

Oak Bluffs MA29 Tia Anna Lane

Price$569,000

Est. Mortgage:$/month

MLS Number 27980

  • Residential
  • Village Oak Bluffs
  • Square Feet 1768
  • Bathroom 3
  • Bedrooms 4

Located on a lovely dirt road in the outskirts of Oak Bluffs, this four bedroom three bath home is within close proximity to the bike path and lagoon. Open floor plan with a good size screened porch off the back of the house. Thoughtfully designed with lots of closet space, southern yellow pine floors, and full basement. It is situated on a level lot with an irrigation system. Easy living.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Tia Anna Lane Marthas Vineyard MA

Oak Bluffs MA29 Tia Anna Lane

Price$569,000

Est. Mortgage:$/month

MLS Number 27976

  • Residential
  • Village Oak Bluffs
  • Square Feet 1768
  • Bathroom 3
  • Bedrooms 4

This well laid out floor plan makes this the perfect year round or vacation home. There is a first floor bedroom with full bath and very generous closet space. In fact, this house has been designed with large closets throughout. Upstairs there is the master bedroom with ensuite bath and large walk-in closet. There are two more bedrooms, one with it's own walk-in closet, and an additional full bath. The large screened in porch makes the perfect setting for evening relaxation or summer dining venue. There is an 8X12 foot garden shed that is big enough for all your tools, bikes, and outdoor equipment. This home has been kept in pristine condition and must be seen to be appreciated.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.80% last updated on 2015-02-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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