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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79 Turkeyland Cove Road Edgartown MA

Price$14,850,000

Est. Mortgage: $/month

MLS Number 35388

  • Residential
  • Square Feet 6892
  • Bedrooms 7
  • Bathroom 8
  • Half Bath 1

This stunning custom home sits on 29 +/- private acres directly on the Edgartown Great Pond. Custom-designed by Bradenburger Taylor Lombardo Architects from San Francisco, and built by reputable Island builder, John Early, this unique & lavish home is in a league by itself. The long and winding driveway, sprawling lawn and incredible water views make for the perfect family compound setting for generations to come. The nearly 7,000 sq ft main residence is finished with the finest details and is designed with 7 bedrooms, and 8.5 baths, multiple seating and entertaining spaces, a modern Chef's kitchen, and a formal circular dining room surrounded by a wall of windows overlooking the grounds. The spacious and dramatic living room space boasts vaulted ceilings with exposed steel beams and a focal point stone fireplace. There are two guest wings and an impressive master suite with fireplace, private sun deck and spectacular water views. Your summer days can be spent poolside in a garden-like setting with the sounds of the waves lapping in the distance, or exploring the expansive Great Pond and outer barrier beach for a full day on the water. A property of this stature needs to be seen to be experienced.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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59 & 61 Butlers Cove Road Edgartown MA

Price$14,500,000

Est. Mortgage: $/month

MLS Number 35460

  • Residential
  • Square Feet 7102
  • Bedrooms 9
  • Bathroom 9
  • Half Bath 2

Situated on over 15 waterfront acres on the Edgartown Great Pond, you will enjoy breathtaking views in a truly unique and special setting in Herring Creek Farm. The 5,500+ sq ft main house features hardwood floors, exposed wood beams, six bedrooms, a fitness center, great floor plan, an expansive outdoor patio and stunning water views. The recently built chic guest cottage sits privately next door with three bedrooms, three baths, an open kitchen/living space, deck and gorgeous lawn. Both homes take advantage of a winding boardwalk that leads to your private access to the Pond. Herring Creek Farm also provides homeowners with access to the private association barrier beach on the Atlantic Ocean. This is truly a special opportunity to create a waterfront compound to have for generations to come.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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

Price$14,000,000

Est. Mortgage: $/month

MLS Number 34815

  • Residential
  • Square Feet 4436
  • Bedrooms 5
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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103 Main Street Vineyard Haven MA

Price$13,500,000

Est. Mortgage: $/month

MLS Number 33742

  • Residential
  • Square Feet 7046
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 2

VINEYARD HAVEN HARBOR WATERFRONT WITH A POOL - A premier location on Vineyard Haven Harbor with expansive views of all the activity. Set back on 1.7A, with 146' of private beach, this property offers a spectacular pool, surrounding landscaping, and a 5 bedroom, 7,046 sf home, 2 car garage impeccably designed by premier architect, Patrick Ahearn. A dramatic foyer separates the casual side of the house from the more formal rooms. The spacious kitchen to the left, with a view of the Harbor, incorporates a casual sitting area with fireplace and a separate bar area. Wide French doors open to a large porch with stone fireplace, where you will enjoy the smell of the ocean, breezes, and feeling of what summer is all about on the Vineyard. The outstanding dining room overlooks the entire harbor and is centrally located beyond the foyer. The south wing of the first floor includes the formal living room with fireplace, all season porch, and study. The second floor is devoted to the master suite and guest quarters with broad views which deliver varying angles of the Harbor. A long balcony hallway leads to the master suite on the right with an over sized walk in closet, bath and French doors overlooking the lawn and pool to the Harbor beyond. Next to the master suite is a stairway to the widows' walk and the Harbor and stars. The north wing of the house is devoted to three guest bedrooms. A fifth bedroom studio is above the 2 car garage, with sleeping quarters, bath, living space, and kitchenette. It has a private access from the garage or accessed from the guest suite on the second floor. A stunning property with stunning views with proximity to town and the ferry.

Listed by Sandpiper Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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

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: 3.55% last updated on Aug 22, 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

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: 3.55% last updated on Aug 22, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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34 Cow Bay Road Edgartown MA

Price$12,750,000

Est. Mortgage: $/month

MLS Number 34810

  • Residential
  • Square Feet 8310
  • Bedrooms 8
  • Bathroom 7
  • Half Bath 3

This spectacular compound is located in the very special Cow Bay section of Edgartown - featuring gorgeous private association Nantucket Sound beach and easy access to town. Built in 2004 to the highest standards, this designer curated home blends the best of New England tradition and contemporary family life features in 7500 sq ft of living space. Traditionally defined rooms integrate seamlessly with one other - allowing for modern family living as well as privacy. All primary living spaces and bedrooms face the water with unobstructed views across Trapps Pond, the barrier beach, Nantucket sound and on a clear day, the Cape. Covered and screened porches provide mesmerizing water views, and both sunrises and sunsets in all conditions. The three-car mahogany paneled garage complements the no-detail spared, but understated and easy to maintain design features of the entire property. Recreation alternatives abound - at the wide private beach which includes shared cabana use and storage - and at home with ping-pong and billiards rooms, a gorgeous 60 ft swimming pool, two outdoor showers, and a barn outbuilding which houses a regulation squash court, wet-bar, lounging space and more. The 2.3 acres of pond-front property are beautifully landscaped with cutting and herb gardens and expansive lawns and fields of wildflowers that combine with stunning views across Trapps Pond and the barrier beach. There is rarely a reason to leave this home. Cow Bay shares over 20 acres of common land just a stone's throw away from downtown Edgartown.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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Lot 5 at Homers Pond West Tisbury MA

Price$12,500,000

Est. Mortgage: $/month

MLS Number 34297

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 2
  • Acreage 22.2

This 22.2-acre South Shore ocean front property offers a four-bedroom residence with salt-water swimming pool, hot tub, Har-Tru tennis court and an impressive underground 12,000 bottle-capacity wine cellar. The home was designed by Gary Graham of Graham Meus, Inc. to highlight the home's proximity to the beach. Each bedroom and living space has wonderful views of the ocean. The residence features a media room, exercise room, office, two sitting rooms, three full bathrooms, two half bathrooms, two outdoor showers and five fireplaces. The home is divided into three wings, which are connected by decks on both the first and second floors. As one of the lots in Homers Pond Association, you commonly own 141 acres of conservation restricted land which provides a majestic entrance to the properties. In addition you are one of 3 lots that commonly own over 46 acres of association land which can be improved to offer any number of usages and represents great value. One can also walk directly from the property through the dunes to access over 1,200 sf of private beach. With engineering and utilities in place, tremendous build ability and the ultimate secluded location, this is an amazing opportunity.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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117 North Water Street Edgartown MA

Price$11,995,000

Est. Mortgage: $/month

MLS Number 35468

  • Residential
  • Square Feet 2957
  • Bedrooms 7
  • Bathroom 3
  • Half Bath 1

CLASSIC CAPTAIN'S HOME WITH DEEP WATER DOCK ON EDGARTOWN HARBOR. Located on prestigious North Water Street and in the heart of historic Edgartown Village, this premier harborfront home combines the best of in-town and waterfront living, with the advantages of a deep water dock on Edgartown Harbor. Built in 1998, the home was designed using historic house plans from the 1800's and its traditional style blends perfectly within the neighborhood of historic sea captain's homes. On the harborfront side of the home, there are two expansive decks with panoramic views across the harbor to Chappaquiddick Island and Nantucket Sound creating an idyllic outdoor living and entertaining spot with the Edgartown Lighthouse as the picture-perfect backdrop. There are a total of SEVEN BEDROOMS making the property an exceptional retreat for hosting family and friends (current owners are using the first-floor bedroom as a Family/TV Room). As an extra bonus, the property features wonderful attributes of historic village homes, such as the four wood-burning fireplaces and the widow's walk, which is the perfect place for enjoying the Fourth of July fireworks or a perfect starlit summer light. The professionally landscaped yard features beautiful perennial gardens and an expansive lawn that stretches to meet a sandy shoreline at the harbor's edge. The property boasts an impressive rental history and furnishings are available separately for a turnkey purchase opportunity.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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

Price$11,750,000

Est. Mortgage: $/month

MLS Number 33535

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

This three-story shingle-style air conditioned home on Vineyard Sound, an easy walk to the West Chop Club, epitomizes the relaxed elegance of late 19th-century seaside living. Beautifully restored and decorated, the 5,345-sf house ideally located on a peaceful private road, includes eight bedrooms, multiple formal and informal gathering areas, and wide porches with spectacular water views. A superb example of traditional coastal New England architecture with its cedar shingles and abundance of windows, gables, and gambrels, this meticulously maintained house was built in 1897 and renovated in the early 1990s, paying tribute to its historical detail while adding many amenities. A spacious gourmet kitchen, outfitted with high-end appliances, adjoins a casual dining/lounging area and connects through a butler's pantry to the formal dining room. Two living rooms, one with a large fireplace, comfortably accommodate a large gathering. The expansive master suite includes a balcony with water views, brick fireplace, spacious master bath, and adjoining sitting room and office. The .59-acre property makes the most of its dramatic setting with graceful perennial gardens and open lawns. A private path leads to the West Chop Trust's north shore beach for lazy days in the sun, tide rides, and fishing. Just two miles from the center of Vineyard Haven, a West Chop classic similar to this home rarely comes on the market, and provides the perfect setting to create memories of your own for generations to come.

Listed by Viewpoints

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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

Price$11,750,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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