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.

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189 & 191 Katama Road Edgartown MA

Price$27,500,000

Est. Mortgage: $/month

MLS Number 33623

  • Residential
  • Square Feet 6766
  • Bedrooms 12
  • Bathroom 6
  • Half Bath 1

Landmark Edgartown Harbor Estate - One of the most important offerings in recent times. Eleven acres, over 300' of frontage, sandy private beach and deep water dock. Two waterfront homes - the original grand dame, an early 1900's vintage Colonial with 9 bedrooms on three levels and the most commanding views of the harbor, lighthouse, Chappaquiddick and Nantucket Sound beyond and the second, a 1970's contemporary also with stunning views. Set far from Katama Road down a long private drive yet is in the most prime location less than a mile to the village or even less by boat. Lawn games overlooking the harbor and tennis tournaments on the private court may be an annual event. Other structures include a boathouse at the water's edge and a bathhouse just steps from the beach. The property has been held in and treasured by the same family for generations and presents the next owners a number of options to create one of Edgartown's finest compounds.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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Lot 3 at Homers Pond West Tisbury MA

Price$21,000,000

Est. Mortgage: $/month

MLS Number 34295

  • Land
  • Village South Shore
  • Acreage 46.6

This newly offered 46.6 acre oceanfront parcel represents one of the Vineyard's most extraordinary properties. The property is located in West Tisbury in the center of the Island's South Shore, and represents one of the largest, singular, oceanfront lots with tremendous building flexibility. The entire lot is actually already subdivided into 3 different parcels, which offers an owner the ability to sell off parcels or have multiple residences. As the premier lot in the exclusive Homers Pond Association, one additionally owns over 141 acres of conservation-restricted land, which provides a beautifully created, majestic entrance to the property. Also included are 43.7 acres of common association land that can be improved to offer any number of uses for the association. With engineering and utilities in place, buildable rights are far greater than most properties and you have the ability to walk through the dunes from your home to access over 1,200ft of pristine beach. There really is no better opportunity on Martha's Vineyard to create a world-class oceanfront compound.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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65 Butlers Cove Road Edgartown MA

Price$21,000,000

Est. Mortgage: $/month

MLS Number 34264

  • Residential
  • Village Katama
  • Square Feet 10000
  • Bedrooms 6
  • Bathroom 6

Located in the exclusive Herring Creek Farm Association and offering over 10,000 square feet of exquisitely appointed living area, lies this magnificent waterfront estate. The classic architecture is complimented by the well-executed floor plan. The ground floor offers wonderful living spaces including a grand entrance with dining room, gourmet kitchen, family room and screened porch to one side, and a living room, sunroom and den to the other. There is a ground floor suite plus 5 additional 2nd floor bedrooms including a luxurious master suite. The residence is complimented by an attached 3-car garage with parking courtyard, a large pool and patio area and a open porch with stone fireplace. The beautifully landscaped grounds offer sunset views across the pond and barrier beach as well as expansive views across the open fields and stable to the east. The common association land offers over 100 acres of open fields, a horse stable and over 1,500 feet of private Atlantic beach. Complete privacy, a luxurious turn-key house in a amazing setting, with private beach and all within a short drive to downtown Edgartown, makes this property one of the island's finest.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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12 Milikin Way Edgartown MA

Price$19,000,000

Est. Mortgage: $/month

MLS Number 34747

  • Residential
  • Village Katama
  • Square Feet 3509
  • Bedrooms 5
  • Bathroom 4

This extraordinary waterfront house and guest house sits majestically on the shores of Katama Bay and features a dramatic 180-degree waterview across Katama Bay to Norton Point and as far as the eye can see. The 4 bedroom home is immaculately maintained and features an open kitchen, living room with dramatic waterviews and three guest bedrooms on the first floor. The second floor includes a master bedroom suite overlooking Katama Bay. A separate and charming 661 +/- square foot guest house with a full kitchen completes this stunning compound. A manicured footpath and boardwalk lead you through tall beach grasses to a private dock on the water's edge. This is the summer retreat you have been looking for!

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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12 Guernsey Lane Edgartown MA

Price$17,500,000

Est. Mortgage: $/month

MLS Number 34675

  • Residential
  • Village Katama
  • Square Feet 6346
  • Bedrooms 6
  • Bathroom 6

This spectacular Edgartown harbor front compound was newly built in 2009 and offers 3 buildings with over 7,000 sq. ft. of classically designed living space offering great flexibility in use. The main residence offers a cathedral ceiling living room with fireplace and antique beams. The home has a very livable floor plan with great flow. The 1st floor also includes a large kitchen, dining room, office, den and screened porch. The second floor has 4 bedrooms with 4 baths, two of which have access to a water facing deck. All of the above offers tremendous views over Edgartown Harbor to Chappaquiddick and across Katama Bay to South Beach. There is also a lower level with media room, large living room, powder room and private entrance from the exterior. There is a 3-car carriage house with an additional 2 bedrooms, living room and kitchenette. The rear yard is beautifully landscaped with a large pool, Jacuzzi, grill area and spacious pool deck. Lastly, there's a pool house with bunk beds and separate laundry and a garden storage shed. The 2.1-acres of property offers expansive manicured lawns sloping down to over 120 ft. of harbor frontage, deep-water pier and mooring. This property is located down a quiet drive, 1 mile from town and represents one of the great Edgartown Harbor properties.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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

Price$14,900,000

Est. Mortgage: $/month

MLS Number 33391

  • Residential
  • Village Chappy
  • Square Feet 10099
  • Bedrooms 8
  • Bathroom 9

Magnificent Chappy estate overlooking Katama Bay and surrounded by conservation land. Designed by Patrick Ahearn, this custom residence is perched high on a hill on 5.95 acres with over 180 degrees of unobstructed water views. 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. Offering over 10,000 square feet of luxurious living space, this home features 8 bedrooms and 11 baths. 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: 4.31% last updated on Mar 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

Price$14,900,000

Est. Mortgage: $/month

MLS Number 33684

  • Residential
  • Village Chappy
  • Square Feet 11677
  • Bedrooms 8
  • Bathroom 8

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: 4.31% last updated on Mar 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

Price$14,900,000

Est. Mortgage: $/month

MLS Number 34890

  • Residential
  • Village Chappy
  • Square Feet 10099
  • Bedrooms 8
  • Bathroom 9

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: 4.31% last updated on Mar 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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95 Stonewall Road Chilmark MA

Price$14,850,000

Est. Mortgage: $/month

MLS Number 34135

  • Residential
  • Village South
  • Square Feet 3008
  • Bedrooms 6
  • Bathroom 5

Paradise is located at the magical intersection of the Atlantic Ocean and Stonewall Pond. A true seaside retreat, this 4-acre property with main house and guesthouse welcomes you to an enchanted life. Massive sliding glass doors that showcase truly unparalleled views grace nearly every room. Interior space flows out to decks, past a sprawling lawn to beautiful Stonewall Beach and tranquil Stonewall Pond. You'll enjoy the amenities at the main house with its chef's kitchen, living room with fireplace, 4-bedrooms and 4.5-baths. The guesthouse with fieldstone fireplace offers an intimate setting steeped with Vineyard charm. Short paths lead to swimming, kayaking, surfing, the treats of summer. In the category of a property that embodies the spirit of the Vineyard, this is top of the class. Enjoy the virtual tours of these properties found in the external links section.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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Lot 5 at Homers Pond West Tisbury MA

Price$14,500,000

Est. Mortgage: $/month

MLS Number 34297

  • Residential
  • Village South Shore
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 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: 4.31% last updated on Mar 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

Price$14,000,000

Est. Mortgage: $/month

MLS Number 34815

  • Residential
  • Village Lambert's Cove
  • Square Feet 4436
  • Bedrooms 5
  • Bathroom 4

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: 4.31% last updated on Mar 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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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: 4.31% last updated on Mar 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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