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Oak Bluffs Homes for Sale

Scroll down to explore single family homes in Oak Bluffs Massachusetts and reach out to us with questions.  You can also sign up for an account to save all of your favorite houses and properties.

42 Farm Pond Road, Oak Bluffs, MA

Price$879,000

Est. Mortgage: $/month

MLS Number 33516

  • Residential
  • Square Feet 1996
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.6899

Harthaven Contemporary - With this reverse-style contemporary home you will enjoy the association beaches, harbor and tennis that are all part of the welcoming community of Harthaven. Home is located just over 1 mile to town and just off of the bike path. House features an open floor plan with living, dining and kitchen areas that have an abundance of sliders that open to a large deck. Also on the second floor is a private, master bedroom suite. There is a full bathroom that finished this level. The first floor has 2 bedrooms with a shared bath, mudroom/sitting area and laundry. Newer furnace and newer septic. Rentals in place for 2018 and solid rental history for the last 2 seasons. Purchase now and enjoy the rental income. Furnishings and household items available with the house.

Listed by Island Real Estate

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Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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36 Pulpit Rock Road, Oak Bluffs, MA

Price$825,000

Est. Mortgage: $/month

MLS Number 33480

  • Residential
  • Square Feet 1478
  • Bedrooms 2
  • Bathroom 3
  • Acreage 0.55

This charming year-round post and beam home in Waterview Farm has been painted white throughout, and combines the beauty of natural wood beams and walls with a crisp, fresh look. Light floods in through large, south facing windows and there is a pretty view of Sengekontacket from the kitchen window.* Waterview Farm Association is a very desirable enclave and provides use of 22 acres of common land, sandy beach on Sengy with boat storage and dock. Please note that the ELA above does not include living space in the basement and that the .55 acre lot allows for expansion of the existing house.

Listed by Sandpiper Realty

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Chickawaukee Street, Oak Bluffs, MA

Price$885,000

Est. Mortgage: $/month

MLS Number 33318

  • Residential
  • Square Feet 2276
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.365

A Hidden Gem...this beautifully maintained 4 bedroom, 3 bath home has all the amenities you're looking for in a Vineyard property. A great option for use as a summer rental/investment home with its close proximity to Oak Bluffs harbor and all the downtown restaurants and shops. Many features both you and your tenants will love such as the architect-designed family room with gas fireplace and blue stone hearth~ which serves as the perfect spot to entertain friends and family, the classic kitchen design with granite counter tops and oak cabinets, the living room finished with crown molding and oak hardwood floors, a master bedroom suite with walk in closet and private bath, central AC, fenced in yard with stone walls and perennial plantings and so much more. A must see to appreciate!

Listed by Coldwell Banker Landmarks

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Victorian Park, Oak Bluffs, MA

Price$579,000

Est. Mortgage: $/month

MLS Number 33378

  • Residential
  • Square Feet 1015
  • Bedrooms 4
  • Bathroom 1

RARE OFFERING in the Martha's Vineyard Camp Meeting Association! This beautiful Victorian Gingerbread Cottage has been in the same family for over 50 years! Terrific location a block to Circuit Avenue easy stroll to public beaches, shopping & dining on a famous Circuit Avenue, Oak Bluffs Harbor, ferry ports and all the Oak Bluffs Town Parks! Classic Camp Ground Cottage located a in quiet section of the Martha's Vineyard Camp-Meeting Association has all of its original charm and character. Relaxing front porch looking out on Victorian Park, living room, dining room, kitchen, full bathroom and bedroom on the first floor. Upstairs are three more ample bedrooms. Private backyard with landscaping a storage shed and on site parking. Unique opportunity! EASY to SHOW! You will love this MAGICAL SETTING! ON -SITE PARKING for 2+ CARS !

Listed by Ocean Park Realty Inc

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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32 Harthaven Road (formerly 72), Oak Bluffs, MA

Price$1,549,000

Est. Mortgage: $/month

MLS Number 19565

  • Residential
  • Square Feet 2990
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.9

Harthaven Gem. Beautiful Colonial-style home is located in desirable Harthaven and has access to association beaches, private small boat harbor, tennis and more. This lovely home features 4 bedrooms with private baths and walk-in closets. Enjoy your evenings on the spacious, screened-in porch overlooking acres of conservation land. There is a spacious living room with sliders to the porch. Kitchen has granite counters and ample storage. It opens to the dining area and porch perfect for entertaining. Office/family room in lower level. Home has many special features including central air conditioning, ceiling fans, alarm, irrigation and more. Two-car attached garage. Property abuts Tradewinds, a 71 acre land bank property. Very successfully rental history. Home is being sold turn-key.

Listed by Island Real Estate

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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3 Checama Path, Oak Bluffs, MA

Price$799,000

Est. Mortgage: $/month

MLS Number 33310

  • Residential
  • Square Feet 1818
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.527

This light-filled, post and beam saltbox home is comfortable, move-in ready, and full of charm. Updated and very well-maintained, the house is worry-free and ready to enjoy both year round and seasonally. The first floor features the living room with a wood-burning fireplace and brick chimney built in 2005 - perfectly cozy on a brisk day. Also on the first floor is the cheerful, granite kitchen with a walk-in pantry, a full bathroom, and the spacious dining room. The second floor has four bedrooms and a full bathroom. Plus there are stairs to a bonus insulated attic space on the third level, which could be transformed to be another living space. The full, dry basement has both interior and exterior egresses. Also, there is refreshing central air and efficient central heat installed in 2005, as well as Harvey windows also installed in 2005. Set on 1.5 acres, it has a generous deck overlooking the large back yard and gardens. The neighborhood has substantial homes and lot sizes. All this plus a very short walk to serene Little Duarte's Pond, perfect for kayaking and canoeing. The central location is convenient to several towns and it is close proximity to miles of bike paths in the State Forest. Don't miss out on this uniquely wonderful property!

Listed by Viewpoints

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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3 Mourning Dove Way, Oak Bluffs, MA

Price$1,249,000

Est. Mortgage: $/month

MLS Number 33284

  • Residential
  • Square Feet 3134
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.76

A mini estate in the fabulous Sengekontacket community offering tennis, swimming, dock for boating and use of a clubhouse. The beautifully landscaped yard accessed through a gated driveway is planted on all bounds and is an oasis of privacy . The outstanding custom design of the home with an attached garage provides three floors of quiet spaces to tuck away and large spaces for all to gather. The relaxed open country kitchen with family room and fireplace is the center of activity. An expansive deck off the kitchen is accessed through French doors. A formal living room with fireplace and dining room off the kitchen are ready for those special events. An en suite bedroom is tucked away in a quiet corner behind the family room. The delightful screened porch overlooking the pleasant gardens complete the first floor. A large master suite and study separated by a two sided fireplace and a large master bath occupy a primary location on the second floor. Two bright guest bedrooms and bath are located in the east wing of the house. A finished, walk out lower level is the entertainment center of the house with kitchenette, office, full bath, study and cedar closet. This property has it all.

Listed by Sandpiper Realty

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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

32 Iron Hill Road, Oak Bluffs, MA

Price$995,000

Est. Mortgage: $/month

MLS Number 33283

  • Residential
  • Square Feet 1534
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.517

An amazing house! Down island with short drives to all downtowns ,yet very private with an up-island feel. Thirty Two Iron Hill Farm has been owned and occupied by artist Richard Dunbrack ! Between the twelve foot clock on the exterior wall, which is regulated by a satellite feed, and the massive restored stain glass windows placed in the barn entry, the energy of the home is both warm and entertaining. The incredible landscaping was a labor of love for over 20 years of collecting and placing New England antique hand cut stone. The finishing touches inside create a feeling of being transmitted to a time where reality, relaxation, and a whole new dimension of life exists ! Also, there is an extra 1600 square feet of vast space with vaulted ceilings that could be finished into many different configurations to accommodate personalized living space! A must see for those who appreciate the arts ! Property sits on high ground and slopes down to an abutting common 9 acre field. This offers an excellent opportunity for a barn and rights to have two horses on the property. There is also access to a large pond for swimming, fishing and skating. Property is being sold by owner who is an agent working at Jane Brown Associates.

Listed by Jane Brown Assoc.

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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

439 Neal Way, Oak Bluffs, MA

Price$949,000

Est. Mortgage: $/month

MLS Number 33245

  • Residential
  • Square Feet 2368
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.437

Oak Bluffs located at the entrance of Meadow View Farms in Oak Bluffs~Custom Contemporary Design located in desirable sunny location on a sprawling 1.43 acre lot and abuts greenbelt! This attractive residence offers an abundance of light throughout the open spacious living dining area and a sun filled solarium offering picturesque views over a tastefully landscaped backyard! Peaceful setting and meticulously maintained,and recently painted inside! Walk out basement with workshop,office, laundry area and utility room! Strong RENTAL POTENTIAL! Room for a pool and or garage with town approvals! Easy to show call for an appointment to see this unique BEAUTIFUL home!

Listed by Ocean Park Realty Inc

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 33249

  • Residential
  • Square Feet 1568
  • Bedrooms 1
  • Bathroom 2
  • Acreage 0.25

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

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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