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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9 Briggs Road Edgartown MA

Edgartown, MA9 Briggs Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 37475

  • Residential
  • MlsStatus Active
  • Square Feet 6049
  • Bedrooms 6
  • Bathroom 6

This amazing, newly built home lies on nearly 5-acres of beautifully landscaped grounds with 385 ft of private pond frontage. The attention to detail and elegant style of the house is abundant. The main residence features a spacious and open floor plan with entry hall, large living room with fireplace, gourmet kitchen and eat-in area, all of which have tall ceilings and oversized doors and windows facing the pool, gardens and waterviews. There is a large 1st floor master bedroom suite and 4 second floor bedrooms with private baths. The 2-car carriage house compliments the main house architecture and offers a large 2nd floor space that could be utilized for any number of uses including additional bedrooms. The in-ground pool, patios, retaining walls and gardens are meticulously designed and 2 different paths offer access to the ponds edge for boating and beach access. Too many features to mention in a peaceful and private setting yet located less than 10 minutes to downtown Edgartown.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Green Hollow Road Edgartown MA

Edgartown, MA44 Green Hollow Road

Price$11,900,000

Est. Mortgage: $/month

MLS Number 37270

  • Residential
  • MlsStatus Active
  • Square Feet 2847
  • Bedrooms 6
  • Bathroom 3

Edgartown Water Front Opportunity - The Minnow, an existing 1925 vintage “camp” cottage has been re-imagined by the thoughtful eye of esteemed architect, Patrick Ahearn. The following have been approved: 6 bedroom septic and a house/carriage house. The total net SQ FT of the proposed home is 6,230 SF (including the basement at 1,713 SF). The detached guest floor above the garage is 766 net SF. Perfectly sited to enjoy the views of Katama Bay, the property includes a deep water dock and sandy beach. Property and plans are easy to show. The plans and approvals are included with the land listing price of $11,900,000.

Listed by The Vineyard Life Brokered by eXp Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 36702

  • Residential
  • MlsStatus Active
  • Square Feet 7101
  • Bedrooms 6
  • Bathroom 6

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: 2.8% last updated on Oct 22, 2020
* 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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37, 5 and 20 Stillpoint Meadows Road West Tisbury MA

MLS Number 34587

  • Residential
  • MlsStatus Active
  • Square Feet 6726
  • Bedrooms 9
  • Bathroom 7

"Stillpoint", this stunning compound is reintroduced with a fresh perspective and price. Stillpoint is the feeling when you enter this tranquil estate in West Tisbury on beautiful Martha's Vineyard. Classical New England elegance is combined with European influences that immediately transport one to Tuscany or the Cotswold's whilst encompassing quintessential American style. This 50 acre country estate is comprised of three dwellings; the elegant main Federal style home dates from 1795 and was brought to the Vineyard in 1987 from it's original site in the Berkshires. Complete with swimming pool and pool house, gorgeous landscaping and views over Priester Pond. Classical proportions provide 4 comfortable en suite bedrooms, ample living and entertaining rooms, and a fabulous gourmet kitchen with double doors to an amazing brick floor conservatory/sun room with bar area and another set of French doors to the pool terrace and gardens. The home is surrounded by beautiful landscaping including an Italian inspired terrace complete with fountain and meadow views. At the opposite end of the pool is a studio/ pool house currently used as an art studio. Across the driveway is a contemporary barn, built by South Mountain Company in 2012. The 2700 square foot barn is currently used as an event space, workshop and art space, but the building could easily convert to additional living space. A bank of solar roof panels provide power for this structure plus the main house. There's a outdoor fire pit and established vegetable garden. Across the lawn from the main home is an equally immaculate second home, which has been restored with the most impeccable attention to detail and taste. The Luce Athearn House, dates to 1714 and has 5 bedrooms and 4 bathrooms. see full description under "2nd dwelling". The whole property has so many unique and interesting places to explore and just be at one with nature and the surrounding . 50 acres of meadow, woodland and frontage on two ponds.....and if that isn't enough, the property abuts Polly Hill arboretum and Land bank conservation land. A Stillpoint one feels like one could be anywhere in the world yet its just a 5 minute drive to West Tisbury center. A 10 minute drive to the airport or to the Vineyard Haven ferry. When it's time to finally leave one is left with a feeling of gratitude at being able to experience this jewel of a property. The peace and tranquility will draw you back.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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$9,999,500

Est. Mortgage: $/month

MLS Number 33954

  • Residential
  • MlsStatus Active
  • Square Feet 5345
  • Bedrooms 8
  • Bathroom 6

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 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 a 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 a wine cellar, family room or gym. The home was fully air conditioned in 2019 and there is potential to add a pool. Directly in front of the property is a beautiful private conservation trust protected beach ideal for sunning, swimming, tide rides to the dock, kayaking, fishing and of course breathtaking water views and dreamy sunsets. This is a rare opportunity to buy in the heart of West Chop. Privately located, yet close to Mink Meadows Golf, the Vineyard Haven Yacht Club and conveniently close to ferry service, hospital and town center restaurants and shops. West Chop is a unique Vineyard community where families have enjoyed the fellowship of friends and neighbors for generations. See further description under "Comments/Directions" for the benefits of being part of the West Chop community in this special North Shore setting.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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$9,999,500

Est. Mortgage: $/month

MLS Number 33535

  • Residential
  • MlsStatus Active
  • Square Feet 5345
  • Bedrooms 8
  • Bathroom 6

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, open lawns, and most importantly multiple possible sites for a pool. 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. This private community affords easy access to beaches, independence and activities for all members, and an appealing lifestyle away from the hustle and bustle of other parts of the island. We are happy to provide all the wonderful amenities available in the West Chop area.

Listed by Viewpoints

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Quitsa Lane Chilmark MA

Chilmark, MA22 Quitsa Lane

Price$9,995,000

Est. Mortgage: $/month

MLS Number 36756

  • Residential
  • MlsStatus Active
  • Square Feet 3888
  • Bedrooms 6
  • Bathroom 4

Spectacular and charming; this cottage style home and guest annex is located in one of the most picturesque parts of Martha's Vineyard. This home is full of character with access to private beach just steps from the home and unforgettable ocean views from nearly every vantage point on the property. The main house offers a large gourmet kitchen, amazing patio space for outdoor dining, quaint bedrooms and several entertainment and gathering space. The recently constructed guest annex and garage space is tastefully done with room for overflow family and friends.

Listed by Flanders Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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30 Beach Pebble Road West Tisbury MA

West Tisbury, MA30 Beach Pebble Road

Price$9,985,000

Est. Mortgage: $/month

MLS Number 35654

  • Residential
  • MlsStatus Active
  • Square Feet 6228
  • Bedrooms 4
  • Bathroom 3

This stylish waterfront home tucked into the North Shore was designed and built by Tom Tate. The current owners purchased the property in 2017 and continued to work with Tate Builders to enhance and finish the home to incorporate a completely finished lower level, an infinity swimming pool, pool cabana, two car garage and extensive landscaping with stylized stone work by Vineyard artisan, Eben Armor. The four bedroom home includes a private master wing with huge custom lift-and-slide glass doors that open to the north shore water views. There are three further guest bedrooms, also with luxurious bathrooms, and one that has the same large glass doors that open to the pool side decks and cabana. The bathrooms all have frame-less glass showers and teak finished details. The open contemporary kitchen with solid teak kitchen island that spans the length of the kitchen incorporates the dining area with another set of custom glass sliding doors that open on to the sun deck seamlessly connecting the house with the beautifully landscaped exterior . The living room has a Isokern European fireplace and a set of glass doors to the outside living space and pool. The finished lower level has large living room/entertainment room with a kitchen/bar. A climate-controlled wine tasting room, private office, gym with “natural light wall”, laundry room second TV/Den and storage. State of the art systems have been installed and designed with every consideration to comfort and easy beach front living. One can choose to swim in the ocean from your private beach or take a dip in the heated pool. This elegant home sits high on the bluff overlooking the Vineyard Sound and the Elizabeth Islands. The 25 x 15 foot pool is 7 and a half feet at the deep end and blends nicely into the landscape with the ocean view cabana and deck area to create an additional secluded oasis for guests and family to enjoy. No expense has been spared on this beautiful waterfront property which truly has to be seen to understand. This is an incredible opportunity to buy a finished modern home like no other on Martha's Vineyard.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Little Homers Pond Road Lot 5A West Tisbury MA

MLS Number 36480

  • Residential
  • MlsStatus Active
  • Square Feet 3542
  • Bedrooms 4
  • Bathroom 3

This is a Martha's Vineyard ocean front estate like no other available. A private oasis on over 13 acres with a Har-Tru tennis court, 12,000 bottle wine cellar, salt water swimming pool, hot tub, gym, sauna and steam room. The views are expansive over the open meadows and Atlantic Ocean beach which is exclusive to this property. One of the strongest features of this estate is that a new owner can have two main dwellings onsite creating a compound in the privacy of what this association offers. In addition to owning and potentially developing 46 acres with a few members, this property also shares the ownership of 141 acres of conservation land that protects the value of this private enclave. The home was designed by Gary Graham of Graham Meus, Inc. - the design embraces the easy beach lifestyle which this property represents. All of the rooms offer sunlight and ocean views. The home is designed with three different wings which are connected by decks on the first and second floor. This is a playful approach to island living allowing for great communal spaces and privacy if desired. It is quite special to have a property with so many amenities already existing onsite. This is a tremendous and unusual opportunity to own ocean front acreage so closely located to Edgartown and the airport yet still feeling so secluded. The estate has 1200 feet of exclusive private south shore sandy beach.

Listed by Tea Lane Associates

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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
  • MlsStatus Active
  • Square Feet 4000
  • Bedrooms 5
  • Bathroom 3

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: 2.8% last updated on Oct 22, 2020
* 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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100 Watcha Club Road West Tisbury MA

West Tisbury, MA100 Watcha Club Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 36565

  • Residential
  • MlsStatus Active
  • Square Feet 4380
  • Bedrooms 8
  • Bathroom 5

WATERFRONT ESTATE ON THE SOUTH SHORE Secluded 12.6 acres beside pristine Watcha Pond and conservation land to the north. The 5 bedroom 3 bath 3,000+ sq ft main house has been lovingly maintained and offers stunning views of Watcha Pond and the Atlantic Ocean from all floors. These cleared views and sweeping lawn would not be possible were this an undeveloped building site, and the guest house may be used while a future owner designs a new home in the stunning setting. The 3 bedroom 2 bath 1100 sq ft guest house has sparkling water views of Watcha Pond and conservation land to the east and the Atlantic to the south. Designed by architect Joseph Dick and completed in 2015 the guest house has been lightly used and feels brand new. A large semi-attached “bunkhouse” with another half bath and outdoor shower makes a delightful summer home for children, or the bright room could be used as an artist studio or workspace. Shady moss-covered paths criss-cross the property's woods leading to the sandy Watcha Pond shore where you launch your kayak, canoe, or sailboat for the short trip across the pond to a deeded 500 foot stretch of Atlantic beach just 350 yards away. Idyllic summer days can be spent swimming and body surfing in the Atlantic, then diving into the sweet water of Watcha Pond. The area offers some of the Island's best birding and Watcha is a fisherman's paradise, full of Perch and ancient Pike. A subdivision plan has been drafted and sellers would consider selling the main house on 7.15 acres (addition of a guest house would be permitted). The property also has membership in a small Beach Association for walking and vehicle access to an Atlantic beach half a mile away via a quiet dirt road. A portion of this beach is expected to erode over the next decades, but the property's deeded beach access over Watcha Pond will remain in perpetuity.

Listed by Wallace & Co. Sotheby's

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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1 Azalea Lane Chilmark MA

Chilmark, MA1 Azalea Lane

Price$7,500,000

Est. Mortgage: $/month

MLS Number 37179

  • Residential
  • MlsStatus Active
  • Square Feet 2511
  • Bedrooms 5
  • Bathroom 3

Rarest of the rare - Ocean-view Chilmark home with swimming pool, 440 feet of private ocean beach, and big, beauteous ocean views. The house is being completely renovated and price shown is for the completed product. For buyers interested in purchasing the property at a lower price and taking over the construction project, full documentation is available to show 1) what has been done and how much it cost, 2) what is left to do and how much it will cost, and 3) proposed timeline for the completion of the work. Note that the images shown are of the house BEFORE renovation. Detached garage.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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