Martha's Vineyard Luxury Waterfront Homes

Browse all luxury waterfront homes for sale on Martha's Vineyard below. Contact us to ask questions or schedule a tour.

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138 & 138B State Road Chilmark MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 34994

  • Residential
  • Square Feet 2558
  • Bedrooms 5
  • Bathroom 4
  • Acreage 4

An amazing Chilmark waterfront property that sits between Stonewall and Nashaquitsa ponds just past Hariffs Bridge. A 3 bedroom main house and 2 bedroom guest house occupy 4 acres of private natural land, and include access to Stonewall pond and Stonewall beach. The "Lenom" property has been in the same family since the 1970's and is being offered for the first time in over 50 years. This year- round home has been lovingly maintained over the years and AC was added in 2017. A lovely cathedral height living room is punctuated with an in impressive stone fireplace for cozy winters and glass doors and three large picture windows to maximize the views and summer indoor/outdoor living and entertaining. The open kitchen was expanded and renovated in 2013 and has views over Nashaquitsa and there's also a great viewing roof deck to enjoy sunrises and sunsets and 360 degree water views all day long. There are three comfy bedrooms and three baths plus an outdoor shower. The "Boathouse" guest cottage was converted from the original boathouse to a comfy one bed plus loft bedroom escape right at the waters edge. A full kitchen, bathroom and living room with ample sleeping spaces make this a great space for extra guests or extended family to stay. A new 2 bed septic has been designed and approved for this building. This one-of-a-kind property is part of a 3 home compound also being offered for sale together for $10,300, 000 ( link id 33559) and the third home "Lorca" is being offered separately for $4,800,000 ( link ID 33561)

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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741 Main Street Vineyard Haven MA

Price$5,475,000

Est. Mortgage: $/month

MLS Number 35258

  • Residential
  • Square Feet 2424
  • Bedrooms 6
  • Bathroom 3
  • Acreage 0.69

Priced under assessed value, this wonderful 6 br. beach home is located on a private, sandy beach overlooking the outer harbor and Sheriff's Meadow. One of a kind opportunity to own a home that could not be replicated today. First floor has been renovated with state of the art kitchen opening to informal dining and living room with panoramic water views. Casual living with window seats viewing a rolling, manicured lawn and a sandy beach path leading to some of the best swimming on the island. A private, over sized master with adjoining den abuts the conservation land with private outside access to early morning or late night swims. There is an additional bedroom off the kitchen, again with beautiful water views. The second floor is old age charm with 3 bedrooms viewing the Sound. This property is a rare offering with your own private beach and can be packaged with the house next door to form a breathtaking waterfront compound.

Listed by Viewpoints

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$
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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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 Naushon Road West Tisbury MA

Price$5,250,000

Est. Mortgage: $/month

MLS Number 34099

  • Residential
  • Square Feet 4137
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 1

6-bedroom waterfront home with sweeping water views and a private sandy beach right in front of the house. This 4200 sq ft home in Upper Makonikey was built by the current owner - a construction professional - to the very highest specifications. The house has four main sections - a central great room area, master bedroom wing, guest bedroom wing, and then a “party wing” closest to the water. All the bedrooms have full ensuite bathrooms. Most of the common living space spills out onto wraparound decks and then to a large lawn that stretches to the top of the bluff with the huge water views beyond. There is also a squash court that could be converted into the ultimate kids' rec room. The professional landscaping helps the home feel settled into the environment. Two-car garage completes the package. With 4200 sq ft there are so many opportunities to adapt this home to your family's needs - or to keep it as is. Property cannot be shown until the week of 8/20.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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4 Windy Way West Tisbury MA

Price$4,650,000

Est. Mortgage: $/month

MLS Number 31464

  • Residential
  • Square Feet 2640
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.3

One of the most dramatic and sweeping water views on the Vineyard - at over 100' above sea level, the unobstructed views are stunning and stretch from Aquinnah to Woods Hole. The 3.3 acre private setting is most picturesque with grassy lawn and rolling dunes and only a short stroll away is 3,000+ feet of sandy association beach. Nestled into the countryside is a comfortable and sunny four bedroom contemporary style home that was designed to achieve water views from many rooms. Also included is a detached artist's studio that may be transformed into a future guest house. Renovate the current home or build your dream home, options are plenty with a 6 bedroom septic in place. Located in Upper Makonikey, an exclusive rural enclave that boasts the up-island lifestyle yet is an easy drive to town. Enjoy long days on the beach and savor the endless sunsets at this special place, where the rest of the world feels far away.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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 Kuffies Point Way Vineyard Haven MA

MLS Number 31874

  • Residential
  • Square Feet 4034
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 1

Waterfront on Lake Tashmoo with sweeping water views. This highly sophisticated home with deeded north shore beach access was built by Mark Baumhofer and bears all the hallmarks of a luxury residence. The design blends rustic elements with contemporary styling, all to dramatic effect. Privacy is assured with three of the four bedrooms being bedroom suites, one upstairs and two semi-detached. The lush landscape by renowned Tea Lane Nursery is all-organic. Custom details include plaster walls, CWM copper-clad windows, doors and windows made from the highest grade Tahitian mahogany, radiant floors, and a 23 ft ceiling height in the Great Room. The property abuts 50 acres of Sheriff's Meadow conservation land to the west, and to the east, a 6-acre parcel that cannot be subdivided. A 42-acre farm lies immediately to the south. The 150-ft north shore beach to which owners have deeded access is reachable via a quiet country road or by kayak, canoe, or paddleboard. This beach offers excellent swimming and beautiful sunsets. Please view imagery and request a specifications sheet for more information on this spectacular property.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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 Squibnocket Road Chilmark MA

Price$4,375,000

Est. Mortgage: $/month

MLS Number 33963

  • Residential
  • Square Feet 2018
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated with many tasteful, modern enhancements and sustainably-sourced materials, and yet retains some of the most charming elements of its past. The airy floor plan offers a family-friendly open kitchen, living and dining area, a master bedroom, and a guest wing with three more bedrooms. The lower level is finished, adding about 1350 square feet of space including a spacious 30' x 20' recreation room and laundry room. The property is surrounded by stone walls, a bluestone patio facing the Atlantic, and a path to the Pond (with rights to build an elevated walkway and kayak rack). Originally known as the Hilly Mayhew House, this property was for over 80 years the haven for the international modernist painter Vaclav Vytlacil and his family. He created hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found on the island and around the world. Walk to the beach, kayak in the pond, or just sit out on your patio watching the day unfold, osprey fish and surfers ride the waves.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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225 East Chop Drive Oak Bluffs MA

Price$3,950,000

Est. Mortgage: $/month

MLS Number 33942

  • Residential
  • Square Feet 2449
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain & Company of the former residence resulted in a masterpiece of modern living and superb style. Upon entering you are immediately greeted with water views and the breathtaking landscape and it continues to unfold as you go through the home. The single story home was designed with the living and entertaining area at the core with the master wing tucked privately away and a two bedroom guest wing down its own corridor. The baths are luxurious, the kitchen a work of art and the finishes throughout are simply exquisite. East Chop is an upscale summer community, a most ideal location with the beach, harbor and town just a short distance away.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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733 Main Street Vineyard Haven MA

Price$3,250,000

Est. Mortgage: $/month

MLS Number 33134

  • Residential
  • Square Feet 2081
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.91

This contemporary A-frame located by Sheriff's Meadow in West Chop has unsurpassed views over the Meadow towards the Cape and the Sound and over 145 feet of private beach looking out towards East Chop and the outer harbor. The detached guest house is complete with office, kitchen, bedroom and bath which could not be duplicated today. The main 3 br. house enjoys a 415 sq. ft. deck and a 96 sq. ft. porch area to view all the summer boat activity. This house could be part of a magnificent waterfront compound with the purchase of 741 Main St. next door. This is a very special spot and a rare opportunity.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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56 Boghouse Way West Tisbury MA

Price$3,200,000

Est. Mortgage: $/month

MLS Number 35178

  • Residential
  • Square Feet 1810
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.03

WATERFRONT beach house with PRIVATE SANDY BEACH connected to Lambert's Cove - Martha's Vineyard's most popular beach. This home has been completely renovated by one of Boston's hottest young designers and is being offered turnkey - fully stocked down to the brand-new kitchenware and linens. The fixtures and furnishings have been sourced by a team of professional designers who have combined them to create a sophisticated but casual vibe. In addition to the 3 bedrooms in the main house there is a guest wing with a bedroom suite and bonus area. There is also a detached TV and game room. Special Tadelakt plaster finishes by a trained artisan from New York City are just one of a number of unique features. Others include the cypress board exterior and buffed concrete floor. The roof is white cedar. All the brand-new windows are Pella. A 300-ft mahogany deck provides extra elbow room for entertaining. The secluded fire pit area with teepee is the ideal setting for the kids to tell ghost stories and roast marshmallows. A short walk down a sandy path takes you to a quiet overlook with 180-degree views of Vineyard Sound. The sunsets from here are spectacular. Beside that is a staircase leading to your private sandy beach. Look to your left and there is a white sand beach belonging to Sheriffs Meadow and beyond that, stunning Lambert's Cove Beach. This is the life!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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63 Boghouse Way West Tisbury MA

Price$3,100,000

Est. Mortgage: $/month

MLS Number 33732

  • Residential
  • Square Feet 2745
  • Bedrooms 8
  • Bathroom 5
  • Acreage 2

Spectacular waterfront setting on Vineyard Sound with private sandy beach. Enjoy unobstructed waterviews from almost every corner of this 2.0 acre site. This home features Old-Vineyard charm and boasts 8 bedrooms. Enjoy as-is or create your Vineyard dream home. A magical setting not to be missed!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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 Trapps Pond Road Edgartown MA

Price$2,950,000

Est. Mortgage: $/month

MLS Number 33503

  • Residential
  • Square Feet 1574
  • Bedrooms 4
  • Bathroom 2
  • Acreage 10.72

Over 10 special acres stretching from Beach Road to the waters of Trapps Pond - all less than a mile away from Edgartown village. This property is sub-dividable (proposed plan available upon request). The cottage at the water's edge is charming, and from just yards away from the deck you can set off to explore the pond by kayak, paddle-board, or dinghy. The birdlife here is extraordinary, and so are the sunsets over the barrier beach from Nantucket Sound. This waterfront property will be the setting of family memories for generations to come.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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29 Road to the Gut Edgartown MA

Price$2,925,000

Est. Mortgage: $/month

MLS Number 33749

  • Residential
  • Square Feet 3230
  • Bedrooms 4
  • Bathroom 2
  • Acreage 5.57

Tucked between the calm waters of the bay and the Atlantic Ocean, under the guard of the Cape Poge Lighthouse, rests a retreat like no other. Lovingly restored and meticulously maintained, the three bedroom main house and one bedroom boathouse offer all the amenities one would expect, but not necessarily anticipate, from off the grid living. The ideal lifestyle choice for water sport and outdoor enthusiasts alike; with boating, kayaking, kite surfing, and shell-fishing at your doorstep, or for those seeking refuge and relaxation from the bustle of everyday life. Protected by the surrounding 500 acres of conservation, and accessed only over sand or by sea, this truly is the greatest escape.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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