Luxury Waterfront Real Estate on Martha’s Vineyard

Each waterfront property on Martha’s Vineyard is truly unique. Luxury waterfront homes on the island offer an alluring range of amenities, including boathouses, private docks, guest houses, private beaches, and spectacular views of Lake Tashmoo, Edgartown Harbor, the Lighthouse, and Katama Bay.

Martha’s Vineyard, the largest and one of the most picturesque islands in New England, has some of the most beautiful waterfront properties.

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87 Bellevue Avenue Vineyard Haven MA

Vineyard Haven, MA87 Bellevue Avenue

Price$3,600,000

Est. Mortgage: $/month

MLS Number 35371

  • Residential
  • MlsStatus Active
  • Square Feet 2398
  • Bedrooms 5
  • Bathroom 2

This extraordinary waterfront home sits on a bluff overlooking the desirable Lagoon Pond, with views spanning to Eastville Point Beach and Vineyard Haven Harbor beyond. This home is sited on 1.57 acres of landscaped lawn with brilliant green oak trees and features 120 feet of frontage on Lagoon Pond. A stunning example of the perfect blend of historic charm and modern amenities, this classic Victorian style home was built in the 1870s as part of the Innisfail Inn, a summer resort that attracted famous actors, operetta stars, and musicians, who spent their days enjoying the ocean breeze and perfecting their craft with informal concerts on the wrap-around porch. This home has been thoughtfully renovated to include updated amenities. The kitchen was expanded; an eight-hundred-square-foot master bedroom suite including private bath, a walk-through closet, an office alcove, and air conditioning was added; and the porch was enlarged to wrap around the new living space. The interior of the house radiates happiness, with cheerful accents of color grounded by crisp white paint. Yet the vintage character of the home remains with original exposed joists, board walls, and open ceilings, keeping the feel of the Victorian cottage intact. In Celtic, Innisfail means "the abode of peace and rest", an accurate translation to convey the tranquility and beauty of this property. This is a rare opportunity to own a lovingly maintained home with a long and storied history, but most importantly, this elegant home is the perfect property for generations of gatherings for family and friends. This home directly abuts the vacant land for sale at 0 Howard Street. A buyer looking to keep the same feel and privacy that 87 Bellevue currently holds, should also consider buying the adjacent land with almost 150 feet of Lagoon frontage and a 4-bedroom septic in place.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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140 Sarita Walker Road West Tisbury MA

West Tisbury, MA140 Sarita Walker Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number 35219

  • Residential
  • MlsStatus Active
  • Square Feet 1500
  • Bedrooms 5
  • Bathroom 2

Traveling home each day you will pass the broad golden fields of hay shimmering in the sunlight. In-season, you'll be greeted by a vast sea of daisies waving in the breeze. You will observe horses grazing in the corrals and you will marvel at the majesty of ospreys hovering high above their towering nests keeping watch over the fields. You'll arrive at the water's edge on the sparkling shores of this scenic place. This is your home, located on Watcha Pond. This a premiere waterfront opportunity. Natural Heritage review is complete. Adjacent 3-acre vacant lot also for sale, bringing the opportunity to acquire over 6 acres of land. A rare find on the Island of Martha's Vineyard. $3,250,000

Listed by Rooney & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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26 Caleb Pond Road Edgartown MA

Edgartown, MA26 Caleb Pond Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 37305

  • Residential
  • MlsStatus Active
  • Square Feet 1194
  • Bedrooms 3
  • Bathroom 2

Imagine a Day in the Life at 26 Caleb's Pond Road. Wake up to the gentle breeze, the sounds of birds, and the sea lapping against the shore line in this waterfront retreat. Then enjoy a cup of coffee on the front deck facing east for the sunrise. There's so much to do - or enjoy doing nothing at all. At one end of the property is some of the best clamming in all of MV. At the other end is your deepwater dock with floating dock for boating, fishing, kayaking, paddle boarding, and more. Want to head into Edgartown for dinner, shopping, or just to enjoy the village buzz? It's a short boat ride over to the town landing, and the Chappy ferry is just a mile away. In the evening, relax on your upper deck overlooking Edgartown Harbor, Katama, and South beach. Enjoy dinner or cocktails with friends as you watch technicolor sunsets. This 3-level home takes full and creative advantage of space sleeping a total of 10 and the nearby bunk house is as charming as can be. The bunkhouse sleeps 2 people comfortably and is perfect for overflow guests or for kids who want sleepover adventures. The casual beach decor is exemplified by the shell fireplace. This is a magical destination home with a front row seat to one of the most scenic waterscapes on the Eastern seaboard.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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13 Oxcart Road Aquinnah MA

Aquinnah, MA13 Oxcart Road

Price$2,600,000

Est. Mortgage: $/month

MLS Number 37151

  • Residential
  • MlsStatus Active
  • Square Feet 1214
  • Bedrooms 3
  • Bathroom 2

BEACHFRONT HOME IN AQUINNAH! This sparkling renovated beach house on Dogfish Bar's coveted Oxcart Road is an absolute gem. The property features +/-100' of private, sandy beach with gorgeous calm waters, gentle dunes, miles of beachfront to explore, and views sweeping across Vineyard Sound to the Elizabeth Islands, mainland and Menemsha nearby. Nestled right amongst the dunes, the home is in immaculate condition, with all new exterior shingle siding and roof, all new windows, and new decking and outdoor shower. On the interior, the living spaces are inviting and bright, also with numerous recent upgrades. There is beautiful wood flooring throughout, and with AC, forced air heating, and wood-burning fireplace - the home offers much more than just the typical summer retreat. Perched upstairs, the master is private and balconied, with the grandest of the property's water views. The location in Aquinnah offers a number of additional nearby beaches to enjoy, as well as boat launches, and trails. And, the roads in Aquinnah are outstanding for cycling enthusiasts. Notably, this area is known by local engineers to be accreting land annually, in contrast to other beachfront areas on-island where erosion is a concern. Look no further in your search for the quintessential beach cottage on Martha's Vineyard.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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 Boldwater Road Edgartown MA

Edgartown, MA9 Boldwater Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 36751

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 8.3

If you are searching for the ideal pondfront lot to create your family compound this opportunity must be seen. Centrally located in the exclusive Boldwater Association and offering over 250 feet of pond frontage on 8.3 acres. This lot has been permitted for a significant 10,000 sq. ft., 7-bedroom home and swimming pool. In addition to the pristine setting, views across the pond and boating access to deeded Atlantic beach ownership, there are 2 association tennis courts and a well planned neighborhood with open land, all within minutes of downtown Edgartown.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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5 Briggs Road Edgartown MA

Edgartown, MA5 Briggs Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 36740

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 9.22

This fabulous waterfront building site is located on the Edgartown Great Pond with 376 ft of Pond frontage. The 9.2 acre wooded site is bordered by conservation and offers peaceful and private surroundings. Site plan with building envelope established, well and electric in, view channels established. This is an opportunity to build the house of your dreams in a location that offers swimming and boating with access by boat to the Land Bank barrier beach. BUYER'S BROKER MUST BE PRESENT AT ALL SHOWINGS AND APPOINTMENTS.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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27 Passamaquoddy Avenue Vineyard Haven MA

MLS Number 37316

  • Residential
  • MlsStatus Active
  • Village Lambert's Cove
  • Square Feet 1563
  • Bedrooms 3

Winterized camp located waterfront on the Vineyard's north shore. The location is outstanding with 180-degree water views. The house is fully depreciated and the setting patiently awaits a new owner's vision. Engineering is being completed for the restoration of the revetment (sea wall).

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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100 Music Street West Tisbury MA

West Tisbury, MA100 Music Street

Price$2,100,000

Est. Mortgage: $/month

MLS Number 37687

  • Residential
  • MlsStatus Active
  • Village Central
  • Square Feet 1644
  • Bedrooms 5

This family-owned historic farmhouse offers the unique opportunity to own a home on West Tisbury's iconic, storied Music Street. Built in 1836, this lovingly maintained 5 bedroom house is filled with charm and character both inside and out. The interior is gracious and bright, with surprisingly high ceilings and large windows, wide-planked, original wood flooring, an elegant staircase with graceful, vintage banister, two fireplaces and a clawfoot tub. In the past, the house was used year-round heated by the fireplaces, but now serves the family as a beloved summer home and rental. The property was once a working farm with horses, sheep, fruit trees and poultry and offers an antique barn, sheep shed and frontage on Glimmerglass Pond on 3.6 generous pastoral acres with beautiful stonewalls and two curving driveways. West Tisbury means access to Lambert's Cove Beach. It's an easy bike or walk to the Ag Hall, or West Tisbury town center with the Farmer's market, Alley's and the town library. Please note: the house does not have a heating system beyond the wood burning fireplaces, and the two cesspools that serve the house function but do not pass Title V. The house is being sold "as is".

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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64 Dike Bridge Road Edgartown MA

Edgartown, MA64 Dike Bridge Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 36937

  • Residential
  • MlsStatus Active
  • Village Chappy
  • Square Feet 1050
  • Bedrooms 3

QUINTESSENTIAL CHAPPY COTTAGE - Enjoy direct access to Poucha Pond and water views from the deck. The location is simply magical - there is no better spot for swimming, fishing, kayaking, paddle boarding and star gazing! Being the last house before the famous Dike Bridge makes it an easy jaunt to East Beach and the beauty of the South Shore. Or take your SUV onto the beach and find a private spot along the ocean or Cape Poge Bay. You can even access Cape Poge Bay by boat from the Pond. There are 3 bedrooms and two full baths. Great views of the pond from several rooms. A lovely fireplace provides a focal point in the living room and there is a half wall between the kitchen and living area, allowing a more open feel than one would expect with a house of this age. With two separate living areas (one up and one down), plus the large deck, there is ample room here for family and friends. Originally built as a camp in 1940 and then completed in 1991. The Chappy Community Center is a wonderful gathering place and offers many programs for all ages and the Trustees of Reservations and Mytoi Gardens are both nearby for easy access to even more activities.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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Howard Street Vineyard Haven MA

Vineyard Haven, MAHoward Street

Price$1,200,000

Est. Mortgage: $/month

MLS Number 35565

  • Land
  • MlsStatus Active
  • Village Lagoon
  • Acreage 1.39

Lagoon front in Vineyard Haven. With over 1 acre and a 4 bedroom septic plan this property is just waiting for a buyer to build their dream home. Directly abutting 87 Bellevue this lot can be sold in conjunction with that home so that a buyer may build another home to compliment their summer cottage and create a compound or to simply maintain the large yard and privacy buffers that currently exist. If not sold with 87 Bellevue it will be offered separately, but not until that home has closed.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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 TourAsk A QuestionMore Details