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Martha’s Vineyard Homes with Guest House

Find a variety of homes with a guest house on Martha’s Vineyard, whether you are looking for a seasonal home or year round residence. Martha’s Vineyard has beautiful oceanfront properties, homes with wooded acreage, Cape style homes, and much more. Browse homes on Martha’s Vineyard below. 

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15 Dover Street Oak Bluffs MA

Price$1,995,000

Est. Mortgage: $/month

MLS Number 35251

  • Residential
  • Square Feet 3800
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.3446

(MORE PHOTOS TO COME) Perched above Vineyard Haven harbor in the heart of East Chop, this beautiful home exemplifies the best of Martha's Vineyard. Three full floors of living, each with increasingly expansive water views, combine to offer 5 beds and nearly 4000 sf with multiple living rooms and high-end craftsmanship throughout. The 1st floor is ideal for entertaining, with a renovated kitchen offering premium counters, appliances and built-ins. The dining area and light-filled living room center on a gorgeous two-sided fireplace, which sets a stunning tone. There are balconied master suites on both the 2nd and 3rd floors, each including private baths with luxurious tile and fixtures. Forced air heat/AC provide reprieve through the seasons. The grounds are easily enjoyed from ample decking, and beautifully manicured lawn and garden beds adorn the home and detached two car garage. Inside and out, enjoy the sparkle and calm of the Sound, as well as sailboat/ferry activity. And, within a mile of the home are many Oak Bluffs attractions, including the harbor, East Chop lighthouse, campground, and more. Also, Vineyard Haven is under 2 miles away, making this an exceptionally convenient location amongst some of the true “grand dames” of East Chop. Perfect for year-round use with outstanding rental potential, this home is a rare offering below its assessed value - an opportunity not to be missed!

Listed by Compass

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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12 Green Avenue Edgartown MA

Price$2,650,000

Est. Mortgage: $/month

MLS Number 34242

  • Residential
  • Square Feet 2258
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.2288

Classic Greek Revival in Edgartown Village - Steps from the harbor, downtown, beaches and lighthouse but tucked away on a quiet side street, a lovely reprieve from the hustle and bustle. Terrifically maintained and exuding the charm and character of previous years while boasting many of today's comforts. The original portion of the house has all the architectural details one would expect, such as period millwork and wide planked flooring that flow through-out the home. Accommodations are plenty with five bedrooms and the living areas well planned with french doors in the dining room and living room that open to a large screened porch overlooking the expansive Village yard and connects the interior spaces with the outside. A newer addition at the back of the house is an open “great” room with high ceilings and clerestory windows letting in loads of natural light - the kitchen, casual dining area and family room are found here along with full bath, mudroom and laundry, all with great flow to the brick patio and walkway. Outside shower, ample parking and garage complete this Edgartown Village opportunity!

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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41 Narragansett Avenue Oak Bluffs MA

MLS Number 35246

  • Residential
  • Square Feet 875
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.05

Oak Bluffs In-town Victorian by the Sea -Conveniently located in the heart of Oak Bluffs, just a couple of blocks to beach, harbor, shops, restaurants, & ferries. Enjoy the carefree living of Oak Bluffs in this adorable cottage. This antique charmer has off street parking, private side deck, front porch for rocking your cares away, an outdoor shower to keep the sand at bay. A first floor bedroom and many more surprises await you at this special gem.

Listed by Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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122 Cove Road Vineyard Haven MA

Price$649,000

Est. Mortgage: $/month

MLS Number 35158

  • Condominium
  • Village West Chop
  • Square Feet 1800
  • Bedrooms 2
  • Bathroom 2

Elegant, sun-drenched center unit. Just over a mile from town nestled in a private area on the way to West Chop is Tashmoo Woods, a community with a mix of townhouse condos and single family homes. The light and bright living room has soaring cathedral ceilings with a wood burning fireplace, hardwood floors and doors that open to a private back deck. The dining area has a window seat flanked by built-ins. There is a spacious master bedroom with 4 piece en suite bath. Kitchen features marble counters and white cabinets. There is a second bedroom with an en suite that completes the second floor. One+ car garage also has ample storage space. An outdoor shower too! Tashmoo Wood Association amenities include swimming pool with pool house, wifi and lounging chairs, tennis courts, playground, basketball court, private beach on the Vineyard Sound plus 15 acres of land with frontage and a small dock on Lake Tashmoo. Central air conditioning. Easy access to town, ferries, Mink Meadows and more. The first floor of this unit was renovated in 2010 with cherry floors and a new kitchen. Additional photos will be added this week.

Listed by Island Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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21 Bankers Way Edgartown MA

Price$4,995,000

Est. Mortgage: $/month

MLS Number 35084

  • Residential
  • Village Katama
  • Square Feet 7621
  • Bedrooms 5
  • Bathroom 3

Living the Active Life in Style - This impressive and impeccably designed 7,621 square foot home is situated halfway between Edgartown Village and Atlantic South Beach, within the exclusive private Field Club. Purchased by renowned interior designer, Gil Walsh, the house has undergone complete architectural upgrades and renovation in 2018. Tailored to enhance the MV coastal lifestyle and comfort. Marble countertops and top of the line appliances, Wolf, Sub-Zero and Bosch complete the chef's kitchen. A total of four bedrooms, with the Master Suite located on the first floor with french doors out to patio, Living Room displays a custom fireplace mantel and oak floors run throughout the entire house and finished lower level den/media room. The second floor includes other bedrooms plus a common family room separating the two wings. An office space is nearby. The professionally designed two car garage with studio above is accented by wooden bead board walls, brick floors and a half bath. Architectural moldings, screens and an AC/ Heat unit transforms the space additional living square footage- perfect as an office or party room for summer entertaining. Custom created trellis screening and professional landscaping adds full privacy to the heated pool and deck. A blue stone patio, window flower boxes, period lanterns bring out the beauty of this outdoor oasis. Stone steps in the rear lead direct access to the Field Club. A membership is included with this Deed of Sale. The Club amenities include nine tennis courts, racket sports, lawn games, a kids club, teen activities , and the fitness center offering classes , personal trainers,Spa services - Family pool and Adult only pool. There is a daytime Field Club Restaurant and Pool Bar providing a social resource for summer fun !

Listed by Suzanne Lanzone & Associates LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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