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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7 Starbuck Neck Road Edgartown MA

Edgartown, MA7 Starbuck Neck Road

Price$16,950,000

Est. Mortgage: $/month

MLS Number 35569

  • Residential
  • Square Feet 3751
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 2

Truly a once in a lifetime chance to live in one of Edgartown's most desirable locations. Only one of five homes in this exclusive enclave, you have a front row seat to watch the activity of the outer harbor, lighthouse, sailboats, Chappy Beach Club-a 180 degree view. This home embodies all of what in-town Edgartown living is, a quiet winding street, waterfront, walk to town and the beach. Easy in and out of town access without the hassle of traffic. This classic Shingle Style home has been meticulously restored to preserve its exquisite design details. There is a lovely living room with grand views over the water and an intimate seating area near the fireplace. You will find a spacious open dining room to a beautifully paneled billiards room and half bath. The kitchen is well designed and feels open to the house but does allow for privacy if one wanted, a clever design. There are multiple bedroom suites upstairs for generational living as well as a privately sited guest cottage. A two car garage has ample space for boat storage and cars. Enjoy all that Edgartown has to offer with the ease of this location and historic beauty of this home.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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1005 Main Street Vineyard Haven MA

Vineyard Haven, MA1005 Main Street

Price$13,900,000

Est. Mortgage: $/month

MLS Number 35775

  • Residential
  • Square Feet 5050
  • Bedrooms 9
  • Bathroom 7
  • Half Bath 1

Presenting one of the most outstanding real estate assets on Martha's Vineyard. 1005 Main Street was built in 1891 and purchased in 1948 by the Singer family who have owned it since. The setting is front and center in West Chop and includes a large private beach and 210-degree views so expansive that you can enjoy sunrises and sunsets from the same chaise lounge on the deck. The views are extremely active with ferries and fishing boats passing in the distance, sailboat races, and at closer range smaller craft including perhaps your own children in a laser or kayak. There are 8 large bedrooms, 7 full baths, and a 2-bedroom apartment in the lower level. The home still exudes olde worlde charm despite all 5,050 sq ft having been completely renovated between 1995 and 2005 with new insulation, HVAC system, and updated plumbing and electric. The 400 ft of private beach is a rare asset, and the walkway down to it has been trod by many who have come to love this home and incomparable setting. Of course, with its multiple decks and spectacular views, the home has always been a prime location for entertaining friends and family and so it is helpful to have so much parking - eight spaces plus a two-car garage. The sea wall assures that this property will be here for future generations. Membership at the West Chop Club would confer a host of privileges including use of nearby "middle pier" for loading and unloading.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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22 Lelands Path Edgartown MA

Edgartown, MA22 Lelands Path

Price$12,900,000

Est. Mortgage: $/month

MLS Number 33684

  • Residential
  • Square Feet 11677
  • Bedrooms 8
  • Bathroom 8
  • Half Bath 2

This spectacular estate was built in 2003 and offers over 11,000 sq. ft. of well designed living space with 8 bedrooms. Arguably the finest house on Chappaquiddick Island, highly situated and offering incredible views for 270. The house lies on 6-acres of manicured landscaping, rolling pastures and stonewalls. Surrounded by over 40-acres of unbuildable land adds to the majestic feeling of this world class estate setting and offers the ultimate seclusion and privacy, while just 3.5-miles to town.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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22 Lelands Path Edgartown MA

Edgartown, MA22 Lelands Path

Price$12,900,000

Est. Mortgage: $/month

MLS Number 33391

  • Residential
  • Square Feet 10099
  • Bedrooms 8
  • Bathroom 9
  • Half Bath 2

This exceptional Chappaquiddick estate is truly unique with breathtaking waterviews and stunning interiors. Designed by one of America's top classical architects, Patrick Ahearn, this custom residence is perched high on a hill on 5.95 acres with over 180 degrees of unobstructed water views of Katama Bay, Edgartown Harbor and the Atlantic Ocean beyond. Surrounded by acres of conservation land, this magical location offers unmatched privacy. Constructed with the utmost craftsmanship, this home features over 10,000 square feet of luxurious living space, 8 bedrooms and 11 baths. Dual master suites offer convenience, with the second level master suite featuring an expansive deck overlooking the ocean. Built for today's lifestyle and technology, the property has numerous amenities which include, an expansive living room for large family gatherings, 4 fireplaces, screened porch, wine cellar, gym, sauna, steam shower, roof top deck, custom woodwork, arched ceilings, 3 car garage and a top of the line gourmet kitchen with adjacent morning room. Truly a rare and unique opportunity to own and enjoy a generational quality estate.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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22 Lelands Path Edgartown MA

Edgartown, MA22 Lelands Path

Price$12,900,000

Est. Mortgage: $/month

MLS Number 34890

  • Residential
  • Square Feet 10099
  • Bedrooms 8
  • Bathroom 9
  • Half Bath 2

Set on a commanding perch above the shores of Katama Bay, this luxurious 10,000 sf gambrel home, designed by renowned architect Patrick Ahearn, awaits the buyer searching for the best of coastal estates in New England. With nearly 6 acres private and over 40 acres of surrounding conservation parcels, peace and serenity are what define this Martha's Vineyard residence. Manicured lawns and meadows, comforting oak and pine trees, swans frolicking in nearby waters, sweeping water views, magical sunsets, and extensive sandy beaches combine to create relaxing outdoor environs. The interior of the home features a rarely achieved level of quality with views of the water readily available from every room. The master bedroom suite offers a breathtaking private outdoor space and luxurious bathroom, while guests can choose from multiple private bedroom suites with grand proportions. The home also features a beautifully appointed kitchen, extensive custom millwork, and smart home technology. Located on Chappaquiddick Island, the property sits in one of Martha's Vineyard's least travelled areas. Uncrowded, private and pristine, “Chappy”, as it is known locally, calls to those that move against the mainstream.

Listed by Compass

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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44 Forest Road West Tisbury MA

West Tisbury, MA44 Forest Road

Price$12,800,000

Est. Mortgage: $/month

MLS Number 34815

  • Residential
  • Square Feet 4436
  • Bedrooms 6
  • Bathroom 4
  • Acreage 4.2

Quintessential Seven Gates waterfront compound. Outstanding Martha's Vineyard retreat. Stunning views and immediate sandy beachfront. The property features a main residence and barn designed and built by South Mountain Company. Immaculately kept, the structures are virtually turn-key. The interiors offer rich details, displaying highest level craftsmanship, and elegant design, perfect for seaside relaxation. Views of the Sound and Elizabeth Islands are readily available from nearly every room, including from the guest suite above the barn. Just off the main house is an inviting pool area, complete with bluestone patio, extensive stone walls and hardscape, and separate hot-tub area. The property is set within one of the most incomparable private areas of the Island. Seven Gates Farm has a rich history, and comprises approximately 1600 acres. In addition to generous private lot sizes, nearly 1000 common acres are held in permanent conservation with The Trustees of Reservations. Many gorgeous open fields, woodlands, ponds and private trails abound. Properties in the farm enjoy access to miles of private beach, two piers and two tennis courts. This is a coveted opportunity to reside within a timeless community, originally a collection of large farms, that has been deeply focused on preservation and stewardship since the late 1800's when the Head of Geology for Harvard University first developed his vision for Seven Gates Farm as a 'civil wilderness' that should be enjoyed, cherished and protected. Note: 2% fee to Seven Gates Farm in addition to purchase price and Land Bank. See below for additional details.

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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52 Mill House Way Vineyard Haven MA

Vineyard Haven, MA52 Mill House Way

Price$11,500,000

Est. Mortgage: $/month

MLS Number 34506

  • Residential
  • Square Feet 7101
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 2

This gracious, impeccably detailed, three-story air conditioned home with guest house and garage overlooks Vineyard Haven harbor towards the East Chop lighthouse, steps away from its own sandy beach and an easy stroll to downtown Vineyard Haven. Thoughtfully sited and designed, the 5,787- sf house on 1.55 acres includes four bedrooms, an expansive living and dining room, and multiple porches with spectacular water views. A graceful gambrel designed house was built in 2004 which incorporates an abundance of windows, red cedar shingles, and copper gutters. The first floor boasts an open living room with a dramatic fieldstone fireplace and a wall of French doors with views of the harbor. The gourmet kitchen adjoins a screened in porch for that perfect sunset dinner. Enjoy multiple outside sitting areas including a porch, another screened in porch and an outside kitchen and dining table on a sunny bluestone terrace. The second floor has a breathtaking master suite with an enviable master bathroom. Completing the second floor are three more bedrooms en suite and two sitting rooms. A third floor with large open spaces and sweeping views, especially from the widow's walk, will entice you for that afternoon read. Additional amenities include a full walkout basement with wet bar, an exercise room, a media room, plus a state of the art wine cellar and an elevator. This is a very special offering!

Listed by Viewpoints

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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1153 Main Street Vineyard Haven MA

Vineyard Haven, MA1153 Main Street

Price$10,499,000

Est. Mortgage: $/month

MLS Number 33954

  • Residential
  • Square Feet 5345
  • Bedrooms 8
  • Bathroom 6
  • Half Bath 1

Located on a winding private road, this original 1896 West Chop waterfront home was completely renovated to exacting standards in 1992. With 8 bedrooms and 6 and a half bathrooms, and a classical layout with formal and informal areas in which to relax and pass the time, this home encompasses all that this desirable location provides for multi-generational family gatherings and summer memories at West Chop. A stately front entrance leads to the formal living room with adjoining separate sitting room, with fireplace, that opens to the expansive water facing porch providing active views of the Vineyard Sound and additional entertaining space to while away a lazy summer afternoon. The home offers an exceptional combination of elegant charm and modern amenities including the large gourmet kitchen breakfast room, with Wolf and Sub Zero appliances, bespoke cabinetry and a butler's pantry that leads through to the formal dining room. The staircase leads to a large master suite with full bath, office and balcony overlooking the water. Three further bedrooms and 2 additional bathrooms occupy the remainder of the second floor with 4 further bedrooms and 3 baths on the third floor. The huge walk out basement was created during the renovation, and could be finished to create living space for wine cellar, family room or gym. Air Conditioning has been installed throughout for 2019. Walk from the house through established perennial gardens to the beautiful sandy beach for easy swimming, tide rides to the pier and docks and enjoyment of the water. This is a rare opportunity to buy in the heart of the West Chop community. Contact us for more information about this special North Shore private setting with opportunities for beaches, tennis, golf, and more.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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18 Austin Pasture Road Chilmark MA

Chilmark, MA18 Austin Pasture Road

Price$8,900,000

Est. Mortgage: $/month

MLS Number 34345

  • Residential
  • Square Feet 4000
  • Bedrooms 5
  • Bathroom 3
  • Acreage 16.38

A magical setting on Squibnocket Pond with endless waterviews of Squibnocket Pond, Atlantic Ocean and Nomans Land Island. Perched high up on a hill on over 16 acres of untouched land, sits this inviting Chilmark home that has been crafted to take in the beautiful surroundings and private landscape. The home features wonderful wood throughout, a generous main level with an open living room and a stone fireplace, a built-in window seat, a spacious dining room and a large gourmet kitchen with an over-sized island. The master suite includes a spacious bath and access to a lovely porch overlooking Squibnocket Pond and beyond. A separate guest wing includes 2 additional bedrooms and full guest bath. Oversized windows allow for spectacular waterviews in every direction. The lower level features a comfortable sitting room with a wood stove, 2 guest bedrooms, full bath and access to a one car garage and storage area. Venture down a peaceful footpath to the water's edge and boat, kayak, or paddle board with ease on Squibnocket Pond. With over 16 acres of grounds, this home is sited to take in mesmerizing waterviews and its serene setting is the perfect retreat to create memories for a lifetime.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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 Clay Pit Lane Aquinnah MA

Aquinnah, MA7 Clay Pit Lane

Price$5,800,000

Est. Mortgage: $/month

MLS Number 35397

  • Residential
  • Square Feet 5000
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

Stunning waterfront home with panoramic waterviews. The home was designed by Hutker Associates, built by Andrew Flake, and landscaped by Michael Van Valkenburgh - three of the most renowned names in Martha's Vineyard home creation. Little wonder it was featured on the cover of Beautiful Home magazine and has been included in several other home design magazines and books. The 5000 sq ft house with 5 bedrooms and swimming pool is a finished product and is being sold turnkey minus artwork and some personal pieces of furniture. The living spaces are supremely elegant and take full advantage of the spectacular water views from almost every room - in front of you Menemsha Pond and Red Beach, and to the north, Vineyard Sound. The landscape and gardens are a masterpiece. A walkway and boardwalk leads down to a private beach on Menemsha Pond where a mooring is being conveyed along with a classic 12 1/2' Herreshoff sailboat.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

Vineyard Haven, MA741 Main Street

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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138 & 138B State Road Chilmark MA

Chilmark, MA138 & 138B State Road

Price$4,950,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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