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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55 Naushon Road West Tisbury MA

Price$1,995,000

Est. Mortgage: $/month

MLS Number 30998

  • Land
  • Village Lambert's Cove
  • Acreage 3.9

Pristine 3.9 acre waterfront building lot with nearly 200' of frontage on Vineyard Sound. Survey and staking has been completed with potential building envelope already defined. Located within the exclusive Upper Makonikey association, all you'll need is your imagination!

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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Sarita Walker Road West Tisbury MA

Price$1,995,000

Est. Mortgage: $/month

MLS Number 32391

  • Land
  • Village South Shore
  • Acreage 4.6

Absolutely perfect on the shores of Watcha Pond! With 4.6 acres of water front land, there's plenty of room for your house, guest house & accessory structures. Surrounded by large pastoral fields. No limits to your imagination here! A rare setting, complete with multiple osprey nests. At this price, very little compares...

Listed by Rooney & Company

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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655 Herring Creek Road Vineyard Haven MA

MLS Number 34854

  • Residential
  • Village Tashmoo
  • Square Feet 928
  • Bedrooms 2
  • Bathroom 1

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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42 Looks Pond Way West Tisbury MA

Price$1,895,000

Est. Mortgage: $/month

MLS Number 35163

  • Residential
  • Village Downtown
  • Square Feet 3041
  • Bedrooms 5
  • Bathroom 3

POND FRONT PROPERTY - STUNNING GARDENS AND A PRIVATE SMALL ISLAND. This unique and magical property on Looks Pond has fabulous views and one of the grandest gardens on the Vineyard. A property you have to see in person to capture the true essence. As magnificent as all of Martha's Vineyard is, there are special spots that exceed expectations, and this property is one of them. Tucked away off Music Street down a winding road it sits on the edge of Look's Pond. The home is an " Enchanted Cottage" and more enchanting as you walk over a bridge to your private Island. Robbie MacGregor has added another dimension to the property by applying his artistic skills working with natural trees and branches in the construction of the gazebo, trellises and fences. The beautifully designed and manicured gardens are by far West Tisbury's best! The vistas are beautiful and the character of the home fits the environment. The single building includes the main house with an elegant living room and wood burning fireplace, a spacious master bedroom suite overlooking the gardens and the Pond, and an open garden and dining room, with an efficient kitchen to the right. Walk through the magic door into the other section of the house which is a separate apartment with four bedrooms, two baths, and kitchen. Imagine the possibilities of using it all for your family and guests or renting the private separate apartment, as the owners do today.

Listed by Sandpiper Realty

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%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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139 Hines Point Road Vineyard Haven MA

Price$1,800,000

Est. Mortgage: $/month

MLS Number 34903

  • Residential
  • Village Lagoon
  • Square Feet 1911
  • Bedrooms 4
  • Bathroom 2

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

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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23 Oxcart Road Aquinnah MA

Price$1,795,000

Est. Mortgage: $/month

MLS Number 35059

  • Residential
  • Village North
  • Square Feet 909
  • Bedrooms 4
  • Bathroom 2

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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23 Oxcart Road Aquinnah MA

Price$1,795,000

Est. Mortgage: $/month

MLS Number 35107

  • Residential
  • Village North
  • Square Feet 950
  • Bedrooms 4
  • Bathroom 2

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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 Doctors Creek Path Chilmark MA

Price$1,700,000

Est. Mortgage: $/month

MLS Number 34870

  • Residential
  • Village South
  • Square Feet 989
  • Bedrooms 3
  • Bathroom 1

You can "see for miles and miles and miles and miles" from this uniquely located Chilmark cottage that includes a deeded beach lot on South Beach...a $300,000 value! . 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! 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! Included is an approved septic design for a 3 bedroom system.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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273 East Chop Drive Oak Bluffs MA

Price$1,695,000

Est. Mortgage: $/month

MLS Number 35374

  • Residential
  • Village East Chop
  • Square Feet 1104
  • Bedrooms 3
  • Bathroom 1

Located on East Chop Drive, this unique offering provides the opportunity to own one of the Vineyard's quintessential beach cottages. The 1,100 sq ft, three-bedroom, 1.5-bath cottage is in immaculate condition with its restored original look, stone fireplace and wrap around porch. Enjoy the beautiful sunsets from your private waterfront, which is also perfect for a refreshing swim or family barbecue. The property could provide an existing MV property owner with a second location for perfect getaways, and with the property's strong rental history, a great investment.

Listed by Landvest MV

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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43 Calebs Pond Road Edgartown MA

Price$1,650,000

Est. Mortgage: $/month

MLS Number 34532

  • Residential
  • Village Chappy
  • Square Feet 1536
  • Bedrooms 3
  • Bathroom 2

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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593 Herring Creek Road Vineyard Haven MA

MLS Number 28442

  • Residential
  • Village Tashmoo
  • Square Feet 1104
  • Bedrooms 2
  • Bathroom 1

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.

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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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.

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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