Oak Bluffs Private Homes

Scroll down to find the latest private homes for sale in Martha's Vineyard, MA's town of Oak Bluffs. Look through a variety of listings to find your new home. Register with our site to save your favorite properties, and you can get email updates when new listings match your search criteria. For more information, questions, or to schedule a showing, please contact us today!

27 Bayes Hill Road Oak Bluffs MA

Price$1,189,000

Est. Mortgage: $/month

MLS Number 34713

  • Residential
  • Square Feet 3000
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 2

A builder's own custom colonial home nestled in a private setting of the Bayes Hill Association in Oak Bluffs. It is a desirable community of substantial homes with private tennis and easy access to the Lagoon & Sailing Camp. This home is situated on a .75 acre lot with an abundance of mature landscaping offering privacy. The home offers a tremendous amount of living space . It has a spacious open kitchen with bar, 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 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”. The suite is complemented with a beautiful atrium window, wet bar and 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. Well sited on the lot with a back deck, patio, big yard and garden.Surrounded by an abundance of mature trees and rows of hydrangeas. 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: 4.31% last updated on Mar 14, 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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3 Old Dirt Road Oak Bluffs MA

Price$687,000

Est. Mortgage: $/month

MLS Number 34611

  • Residential
  • Square Feet 1440
  • Bedrooms 3
  • Bathroom 1
  • Half Bath 1

Must see! Perfect year-round, seasonal or rental investment property - move right in or start booking your rentals! Stylish and pristine three bedroom home in Oak Bluffs with deeded access to Lagoon Pond. Extensively renovated in 2014, the home features a new kitchen, new bathrooms, new flooring, new windows, new exterior siding, dual heat pump/ac split system on the main level, new electric heat units in the lower level, mahogany enclosed outside shower and irrigation. The floor plan is a reverse layout with three bedrooms on the first level with full bath and the kitchen, dining room, living room, powder room and deck on the upper level. Stone patio off the bedrooms and beautiful grassy back yard with stone wall accents. Set back in the woods for privacy but just off the main road for super convenience to all down island towns.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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$1,295,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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
  • Square Feet 1764
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.3016

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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$2,195,000

Est. Mortgage: $/month

MLS Number 34382

  • Residential
  • Square Feet 3884
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.37

This Custom built home, with SENSATIONAL WATER VIEWS CONTEMPORARY DESIGN SITS 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, includes most of the designer top of the line furnishings, has amazing SUNSETS over the Outer Harbor! Offering 2 master suites, a total of 5 bedrooms and 4 sparkling marbled bathrooms (renovated 2016), SPACIOUS OPEN CONCEPT! Features include multiple private balconies, 3 porches, 2 car garage, and parking for 8 vehicles, Granite fireplace, GOURMET KITCHEN (renovated 2016), CENTRAL AC, GLEAMING HARDWOOD FLOORING, media room, outside pond, mature plantings, and MANY QUALITY CUSTOM DETAILS THROUGHOUT! Comes with entertainment systems and TV's mounted on walls, and a security system installed. A special property, in a unique and historical location, that offers privacy and accessibility, as you watch the ferries come and go!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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 Paddock Road Oak Bluffs MA

Price$2,370,000

Est. Mortgage: $/month

MLS Number 33638

  • Residential
  • Square Feet 4000
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

4000 sq ft of brand-new construction tucked nicely on a beautiful lot in the prestigious subdivision of "The Preserve". This home meets all the modern buyer's needs with its open floor plan, 1st and 2nd floor master bedroom suites, chef's kitchen, hardwood floors throughout, custom tile bathrooms, expansive outside entertaining space, and lush landscaping. This is a "family compound in the making," a swimming pool and poolhouse may also be installed if a buyer chooses to do so. With its generous living spaces this home is ideal for entertaining friends and family. There is also lots of opportunity for privacy, thanks to the separate bedroom suite and bathroom above the garage. This is the summer house of your dreams, and can also be your escape during the cooler months thanks to the modern, efficient systems. This spectacular home will be the ideal place to host large family dinners at Thanksgiving or the holiday season with the fireplace as the perfect setting to gather round at the end of the day.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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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507 Barnes Road Oak Bluffs MA

Price$899,000

Est. Mortgage: $/month

MLS Number 33389

  • Residential
  • Square Feet 2592
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.3842

.HOUSE, BARN, 2 CAR GARAGE on 1.38 ACRES! Country living in a convenient central "down-island" location (Oak Bluffs-Barnes Road), complete with a 24' x 30' horse barn, main house and an oversized garage plus enclosed storage area, all on 1.38 acres of land abutting 35.3 acres of conservation land. Great property for anyone that wants a country living experience within a 5 minute drive to town or the Ferry. Much of the value lies in the excellent location, degree of privacy, amount of land, and existing two structures. Brand New 4 bedroom Septic System has just been installed. Very close to Featherstone Art Gallery and the Lagoon Pond Herring Run. Only minutes to the VH Ferry. Please call 24 hrs. before a requested showing. House occupied. Dog on premise.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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