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.

Register with us to save your favorite Martha's Vineyard real estate listings and receive notification when similar properties become available.

r=1-12
655 Herring Creek Road Vineyard Haven MA

MLS Number 34854

  • Residential
  • Square Feet 928
  • Bedrooms 2
  • Bathroom 1
  • Acreage 1.26

Embrace the romantic character of Martha's Vineyard and experience true relaxation at this irresistible beachfront cottage. Set amongst the dunes, right on Vineyard Sound, this perfect two bedroom home is absolutely adorable with sandy beach, calm waters and active water views that include fishing and sailing activity, and ferry crossings to Woods Hole. Sunsets on the waterfront deck are sublime, with ample room to enjoy with many. Inside the home, the open, sun-filled living room, with dining and kitchen, is fabulous and features high ceiling, white brick fireplace, hardwood floors, and immediate water views. The property, 1.26 acres in total, also includes waterfront and mooring on Lake Tashmoo - an amazing recreational amenity. Next door is a total of 7 acres in conservation, owned by the Land Bank and the town of Tisbury, with 550' of beach on the Sound and +/-800' of waterfront on Lake Tashmoo.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

15 Doctors Creek Path Chilmark MA

Price$1,900,000

Est. Mortgage: $/month

MLS Number 34870

  • Residential
  • Square Feet 989
  • Bedrooms 3
  • Bathroom 1
  • Half Bath 1

You can "see for miles and miles and miles and miles" from this uniquely located Chilmark cottage. 180 degree water views looking easterly over Chilmark Pond, to the Barrier Beach and beyond and westerly over the Atlantic to Nomans Land. Simply Stunning! Colorful Sunsets! Includes a deeded beach lot on South Beach. The cottage is a cozy camp with beach stone fireplace; used seasonally. This is a "one of kind" south shore location that is not often available for purchase. Short walk to the shores of Chilmark Pond from the cottage where you can wade across, in the summer, to the boardwalk that leads to your private access to South Beach! Expansion possibilities still being researched

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

593 Herring Creek Road Vineyard Haven MA

MLS Number 28442

  • Residential
  • Square Feet 1104
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.89

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: 4.06% last updated on May 23, 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

139 Hines Point Road Vineyard Haven MA

Price$1,800,000

Est. Mortgage: $/month

MLS Number 34903

  • Residential
  • Square Feet 1911
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.76

Waterfront on Magical Hines Point - Location, location, location! Proximity to town and the ferry, yet on a quiet peninsula in an exceptional neighborhood. Known as Quawk Cottage, built in 1920, the same family has enjoyed this charming vintage home for over 60 years. The relaxed style of the house, tranquil water views of both sides of the Lagoon, and 152' of private sandy beach which provides summer water activities and great clamming are all elements dreams are made. The four-bedroom, 2 bath home with heat and AC has an expansive yard and great lawn that rolls down to the water's edge. The interior is a pleasant step into the past with many casual rooms for separate activities, 2 fireplaces, a master suite on the first floor, along with 3 unique bedrooms on the second floor. The wrap around porch and screened porch overlooking the Lagoon add to the charm of the property. An exceptional offering in a desirable location - a once in a lifetime opportunity.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

23 Oxcart Road Aquinnah MA

Price$1,795,000

Est. Mortgage: $/month

MLS Number 35059

  • Residential
  • Square Feet 909
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.71

Experience life among the dunes with the beach at your doorstep! This authentic cottage exudes character and simple seaside living. The open and airy great room features a wall of windows bringing the beauty of the natural surroundings in. Just off the main living area, you'll find a master suite with water views. Extensive decking provides outdoor living areas and access to three more bedrooms and another bathroom/laundry room. This location on Oxcart is exceptionally private. Good well/water! With world class fishing, miles of beach to walk, swimming, boating, and a stack of books to read, you'll never want to leave this special place!

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

23 Oxcart Road Aquinnah MA

Price$1,795,000

Est. Mortgage: $/month

MLS Number 35107

  • Residential
  • Square Feet 950
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.7

Relax with the calming sounds of nature at this wonderfully simple Ox Cart Road camp in Aquinnah. While the private beach access lay at your doorstep, you can enjoy sunset views, bird watching, dogfish bar fishing and the lulling sound of the ocean. An open floor plan, spacious deck areas and an interesting layout. The enduring appeal of this property is reminiscent of times gone by. An escape surrounded by the beauty of the Vineyard.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

43 Calebs Pond Road Edgartown MA

Price$1,650,000

Est. Mortgage: $/month

MLS Number 34532

  • Residential
  • Square Feet 1536
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3

YEAR ROUND HOME IN A NATURAL, WATERFRONT SETTING -Designed by renowned, Vineyard-based, Danish architect Niels Gabel-Jorgensen, this open and airy Cape style home sits nestled along the shores of Caleb's Pond. The conservation-minded buyer will appreciate the Sheriff's Meadow Conservation that surrounds this home which is located on a point of land stretching to the edge of the pond. With the ease of access to the shoreline and easy access for canoe, kayak or paddle boards, ply the waters of the pond or out into the Edgartown Harbor and into Katama Bay. All the offerings of Chappy with ease of access to Edgartown for shopping and dining. Enjoy this beautiful setting from inside looking out over the water through a wall of glass or out on the new, large deck. An open and airy Kitchen, Living and dining area with easy access to the expansive deck allows for fabulous options in entertaining. Two large guest rooms with a shared bath complete the first floor. The Master bedroom spans the entire second floor of this home with a bath en-suite. Did we mention the private tennis court that graces this 3 acre property?

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

135 Middle Point Road West Tisbury MA

Price$1,649,000

Est. Mortgage: $/month

MLS Number 33239

  • Land
  • Village South Shore
  • Acreage 6

Tisbury Great Pond ~ A superb parcel that stretches from Thumb Cove to Middle Cove. Six lushly treed acres with direct water frontage on Thumb Cove. Enjoy access to the Pond and boat to a pristine south shore barrier beach for swimming and beaching, recreational fishing and shell fishing. Tisbury Great Pond and its many coves offer some of the best waters for kayaking and boating on the island. Privacy and nature abound. Proximate to hundreds of acres of Trustees of Reservations Conservation land/Long Point Wildlife Refuge.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

Middle Coomb Chilmark MA

Price$1,550,000

Est. Mortgage: $/month

MLS Number 31201

  • Land
  • Village South
  • Acreage 3

Old field community, in the quansoo area of the tisbury great pond in chilmark. 3 private wooded acres with pond view of this small waterfront association community. Land includes multiple deeded access to both the great pond beach and atlantic ocean dunes by boat. Untouched area of lower chilmark from a time gone by! Enjoy the sporting life with sailing, paddle boards or motor boats.From this bucolic nature retreat to build your dream home. *septic plan approved for 6 bedrooms ! !

Listed by Suzanne Lanzone & Associates LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

7 Middle Coomb Chilmark MA

Price$1,550,000

Est. Mortgage: $/month

MLS Number 31000

  • Land
  • Village South
  • Acreage 3

Private 3-acre wooded parcel on Middle Coomb Pond. Pond views and within walking distance to Tisbury Great Pond and Middle Coomb. Part of the Old Fields Community, ownership includes association common land and two deeded accesses to Tisbury Great Pond with some of the best clamming, fishing and boating in Chilmark. Boat across to the Atlantic Ocean. Privacy assured with the adjacent conservation land . Approved six bedroom septic design. The last of its kind!

Listed by Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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

2 Swan Neck Road Edgartown MA

Price$1,500,000

Est. Mortgage: $/month

MLS Number 33352

  • Land
  • Village South Shore
  • Acreage 5.49

Waterfront lot on Jacob's Neck Pond with access to Edgartown Great Pond and Land Bank beach on the South Shore. Build your Vineyard home on this private 5.49 Acre parcel. High-end Edgartown neighborhood with substantial homes and privacy. Newly subdivided and surveyed. Natural Heritage & Endangered Species work in progress. (Note: Current assessment not noted because of new lot line change). Adjacent 6.8 acre lot (6 Swan Neck Road) available for purchase.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

6 Swan Neck Road Edgartown MA

Price$1,500,000

Est. Mortgage: $/month

MLS Number 34298

  • Land
  • Village South Shore
  • Acreage 6.8

Waterfront lot on Jacob's Neck Pond with access to Edgartown Great Pond and Land Bank beach on the South Shore. Build your Vineyard home on this private 5.49 Acre parcel. High-end Edgartown neighborhood with substantial homes and privacy. Newly subdivided and surveyed. Natural Heritage & Endangered Species work in progress. (Note: Current assessment not noted because of new lot line change). Adjacent 5.49 acre lot (2 Swan Neck Road) available for purchase.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details