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.

Contact us to ask questions or schedule a tour, or scroll down to browse all luxury waterfront real estate on Martha’s Vineyard.

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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: 2.8% last updated on Oct 22, 2020
* 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 pass 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 redevelopment 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: 2.8% last updated on Oct 22, 2020
* 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: 2.8% last updated on Oct 22, 2020
* 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: 2.8% last updated on Oct 22, 2020
* 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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: 2.8% last updated on Oct 22, 2020
* 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: 2.8% last updated on Oct 22, 2020
* 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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37 Jeremiah Road Edgartown MA

Edgartown, MA37 Jeremiah Road

Price$2,300,000

Est. Mortgage: $/month

MLS Number 33853

  • Land
  • MlsStatus Active
  • Village Chappy
  • Acreage 9.02

EXTRAORDINARY WATERFRONT PROPERTY! We have engaged an established, ecology-minded East Coast architect to provide “Concept Drawings” for a waterfront Chappaquiddick home of 4,279 Sq. ft. having 5 bedrooms, 5.5 bathrooms, a 2-car garage, and an in-ground pool. The proposed building will sit atop a 9.02 acre lot or upon the optional adjacent 6.46 acre lot, both 43 ft +/- above sea level, providing panoramic water views over Katama Bay and the Atlantic Ocean beyond. If you purchase this lot you can create a “team” of this architect or other(s) plus a builder to see your waterfront dream house become a reality. See the architect's Concept Drawings of a home design as part of this listing in PHOTOS above. You can best experience the site by visiting it. All bounds are staked off and the large building envelope is cleared and staked as well. A temporary driveway is cut in and paths to the waterfront have been established right down to the 221 ft. private shoreline. Listed price for #37 Jeremiah Road (Lot 9) 9.02 acres is $2,300,000. Its 2019 Edgartown assessment was $3,503,500. Listed price for #39 Jeremiah Road (Lot 10), the 6.46 acre adjacent lot, is $1,800,000. Its 2019 Edgartown assessment was $2,965,900. Buying both Parcels (15.48 acres) for $3,800,000 provides exceptional privacy and additional building options. Note: The offering prices are for vacant land ONLY. Buyer is responsible for all building cost and related expenses, permits, engineering, architect fees, and utilities. No flood insurance is needed

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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

39 Jeremiah Road Edgartown MA

Edgartown, MA39 Jeremiah Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 33846

  • Land
  • MlsStatus Active
  • Village Chappy
  • Acreage 6.46

EXTRAORDINARY WATERFRONT PROPERTY! Concept drawings for a 37 Jeremiah Road home will also fit on this lot (39 Jeremiah Road). We have engaged an established, ecology-minded East Coast architect to provide “Concept Drawings” for a waterfront Chappaquiddick home of 4,279 Sq. ft. having 5 bedrooms, 5.5 bathrooms, a 2-car garage, and an in-ground pool. The proposed building will sit atop this 6.46 acre lot or upon the adjacent 9.02 acre lot, both 43 ft +/- above sea level, providing panoramic water views over Katama Bay and the Atlantic Ocean beyond. If you purchase this lot you can create a “team” of this architect or other(s) plus a builder to see your waterfront dream house become a reality. See the architect's Concept Drawings of a home design as part of this listing in PHOTOS above. You can best experience the site by visiting it. All bounds are staked off and the large building envelope is cleared and staked as well. A temporary driveway is cut in and paths to the waterfront have been established right down to the 266 ft. private shoreline. Listed price for #39 Jeremiah Road (Lot 10) 6.46 acres is $1,800,000. Its 2019 Edgartown assessment was $2,965,900. Listed price for #37 Jeremiah Road (Lot 9) 9.02 acres is $2,300,000. Its 2019 Edgartown assessment was $3,503,500. Buying both Parcels (15.48 acres) for $3,800,000 provides exceptional privacy and additional building options. Note: The prices are for vacant land ONLY. Buyer is responsible for all building cost and related expenses, permits, engineering, architect fees, and utilities. No flood insurance is needed.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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: 2.8% last updated on Oct 22, 2020
* 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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593 Herring Creek Road Vineyard Haven MA

MLS Number 28442

  • Residential
  • MlsStatus Active
  • Village Tashmoo
  • Square Feet 1104
  • Bedrooms 2

With Lake Tashmoo in your front yard and all of Vineyard Sound at your back door, this is the perfect setting to recreate the summers of our childhoods - digging clams to cook & eat on the beach - swimming 'til our lips were blue while Dad fished - reading under beach towel "tents" until we were allowed back in the water. This enchanting beach house has a front-to-back living/dining room, offering views of both the Sound and Lake Tashmoo. The master bedroom is generous in size and its vaulted ceiling and views out to the Sound make it light and airy. The guest bedroom is just delightful with windows on three sides offering incredible views of the Sound and the lulling effect of the waves lapping against the shoreline is irresistible. The 2003 renovations of the home kept its vintage appeal while including all new Anderson replacement windows, updated kitchen, new exterior shingles and interior beadboard. At the same time, the owners undertook a complete rebuild of the separate studio/bunkhouse which has insulation, electricity and cable, oak flooring, all new drywall and skylights. There are two built-in couches/day beds, creating plenty of sleeping space for 6 - and the generous number of windows look out to big views of Lake Tashmoo. Come - be a kid again.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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14 Wood Duck Way Oak Bluffs MA

Oak Bluffs, MA14 Wood Duck Way

Price$1,399,000

Est. Mortgage: $/month

MLS Number 37420

  • Residential
  • MlsStatus Active
  • Square Feet 1477
  • Bedrooms 3
  • Bathroom 2

A picture perfect water view and access to all Sengekontacket Association amenities make this unique three bedroom ranch style home an amazing opportunity for building a life here on Martha's Vineyard. The wide open living and dining space create a welcoming setting for relaxing while enjoying a big view of Fresh Pond. The bedroom wing offers a nice buffer between living and sleeping spaces, and each bedroom has easy access to two full bathrooms. The primary bedroom has gorgeous views of the pond and a lofty cathedralled ceiling. Believe it or not, there are two extra finished rooms on the lower level, with amazing light, and privacy. These rooms are perfectly suited for a separate home office and a gym studio. The detached garage provides plenty of room to store beach gear, and an island car. The little footpath down to the shore of Fresh Pond couldn't be more magical. Come experience this lovely hidden location yourself, and be captivated by all that Sengekontacket offers, tennis, water access, boat dock, clubhouse and privacy.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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