Waterfront Property for sale in Dukes County Massachusetts | Lake Houses of America
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Waterfront Property for sale in Dukes County Massachusetts

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$16,250,000 29.3 acres 7 Beds | 9 Baths | 1 ½ Bath | 6892 sqft
79 Turkeyland Cove Road, Edgartown, MA 02539 - Dukes County

29.3 acres Edgartown, MA

This stunning home sits on over 29 /- acres directly on the Edgartown Great Pond. The sprawling lawn and incredible water views make for the perfect family compound setting for generations to come. The nearly 7,000 sf residence is finished with the finest details and is designed with 7 bedrooms, 8 baths, multiple entertaining spaces including a vaulted ceiling living room with stone fireplace, a Chef's kitchen, and formal dining room surrounded by a wall of windows. There are 2 wings and an impressive master suite with fireplace and private sundeck. Your summer days can be spent poolside in a garden-like setting or exploring Great Pond and outer barrier beach. A property of this stature needs to be seen to be experienced.
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$3,500,000 0.81 acres 6 Beds | 4 Baths | 3935 sqft
55 Jewett Lane, Vineyard Haven, MA 02568 - Dukes County

0.81 acres Vineyard Haven, MA

HISTORIC WATERFRONT ANTIQUE - Come live a bit of history in this beautifully restored six-bedroom, four-bath Colonial, formerly a tavern built in 1768, visited by seamen until the 1850's. Many of the small rooms of the tavern were combined into larger spaces when the building was converted into a home. Original architectural details remain including dentil work on the mantel of the living room fireplace, gunstock corners, beaded wainscoting and wide pine floors. Enjoy relaxing on the breezy porch watching the busy activity in the harbor or walk down the garden path to the stairs leading to the shore front lounging deck offering spectacular views of Vineyard Sound. Keep your dingy or kayak on the newly refurbished beach to easily reach your
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$17,500,000 2.1 acres 4 Beds | 6 Baths | 2 ½ Baths | 6700 sqft
12 Guernsey Lane Lane, Edgartown, MA 02539 - Dukes County

2.1 acres Edgartown, MA

This Edgartown harbor front compound was built in 2009 and offers 3 buildings with over 7,000 sf of classically designed living space. The main residence offers a cathedral ceiling living room with fireplace, large kitchen, dining room, office, den and screened porch. The 2nd floor has 4 bedroom suites, 2 of which have access to a water facing deck. The lower level offers media room, living room and powder room. The 3-car carriage house offers 2 bedrooms and living room above. The rear yard is beautifully landscaped with large pool and Jacuzzi. Lastly, there's a pool house with bedroom, half bath and separate laundry. The 2.1-acres of property slopes down to 120 ft. of harbor frontage, deep-water pier and mooring. This property is located
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$14,850,000 3 acres 4 Beds | 6 Baths | 1 ½ Bath | 2228 sqft
95 Stonewall Road, Chilmark, MA 02535 - Dukes County

3 acres Chilmark, MA

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 siding 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 field stone 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 sp
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$1,995,000 3.9 acres
55 Naushon Road, West Tisbury, MA 02575 - Dukes County

3.9 acres West Tisbury, MA

Pristine 3.9 acre waterfront building lot with nearly 200' of frontage on Vineyard Sound. Survey and staking has been completed with potential building envelope already defined. Located within the exclusive Upper Makonikey association, all you'll need is your imagination!
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$2,250,000 9.2 acres
5 Briggs Road, Edgartown, MA 02539 - Dukes County

9.2 acres Edgartown, MA

This 9.2-acre pond front lot offers a buyer the opportunity to create an incredible family compound with established water views, over 350 feet of Edgartown Great Pond frontage and boating/beach access to the barrier beach. The lot is substantially cleared with views already in place as well as approvals for a substantial 5-bedroom main house, a detached garage with guest quarters, swimming pool and landscaping. One of the better opportunities to offer a beautiful and pristine setting, great water views, no zoning uncertainties and all within a 5-minute drive to downtown Edgartown.
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$2,400,000 3.74 acres 5 Beds | 5 Baths | 1 ½ Bath | 2200 sqft
21 Ice Pond Lane, Oak Bluffs, MA 02557 - Dukes County

3.74 acres Oak Bluffs, MA

ARM NECK - This 3.74-acre property is part of the Farm Neck community and is being sold with a full stock membership which confers all the benefits of this Island institution. The 4-bedroom house is set overlooking Fresh Pond and has charming water views. Set a distance away through mature landscape there is a one-bedroom apartment above a 2-car garage. The property is extremely private and abuts 73 acres of conservation land to the east, west and north. To the south - literally at the bottom of the 250-ft backyard - is Fresh Pond. In addition to having access to boating in Fresh Pond, Sengekontacket Pond is a short distance away and Farm Neck stockholders may moor a boat there.
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$3,100,000 1.24 acres 3 Beds | 6 Baths | 3 ½ Baths | 3884 sqft
34 Pond View Way, Vineyard Haven, MA 02568 - Dukes County

1.24 acres Vineyard Haven, MA

When a premier builder builds his own home, he applies all the innovative and state-of-the-art qualities, appointments, and technology he has made for his clients over the years. It becomes the best of the best in every respect. This home is that property. The term ''over the top'' is applicable here. Combining this with the impeccable taste of his wife is a win/win situation. Not only is the home remarkable but the landscaping, the views, and access to the private beach on the Lagoon enhance an already unique property. There are custom cabinets and woodwork throughout the home, each ceiling has a different height and design, and the study/office curved ceiling made of fir bead board. The 8' high custom entrance door and custom sized
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$5,650,000 3 acres 4 Beds | 5 Baths | 1 ½ Bath | 5310 sqft
44 Caleb Pond Road, Edgartown, MA 02539 - Dukes County

3 acres Edgartown, MA

HIGH ON A BLUFF- DEEPWATER DOCK- Designed by renowned Vineyard architect Niels Gabel-Jorgensen, the welcoming presence of this home can be felt immediately. Perched high on a bluff with a commanding view of the celebrated Edgartown harbor and replete with a deepwater dock permitted to accept 9 vessels. At the age of 35, this home remains grand and relevant in the current market. Vaulted ceilings throughout the living areas and wall of glass connect to the expansive harbor views and vistas beyond. The spectacular sunsets cannot be rivaled! Call the launch to meet you at your dock and whisk you into town for dinner or shopping. Located just 1 Mile from the Chappy Ferry, it is also and easy bike ride. Offered individually or with an adjacent p
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$1,650,000 3 acres 3 Beds | 2 Baths | 1536 sqft
43 Caleb's Pond Road, Edgartown, MA 02539 - Dukes County

3 acres Edgartown, MA

YEAR ROUND HOME IN A NATURAL, WATERFRONT SETTING -Designed by famed, Vineyard based, Danish architect Niels Gabel-Jorgensen, this open and airy Cape style home sits nestled along the shores of Caleb's Pond. The conservation-minded buyer will appreciate the Sheriff's Meadow Conservation that surrounds this home which is located on a point of land stretching to the edge of the pond. With the ease of access to the shoreline and easy access for canoe, kayak or paddle boards, ply the waters of the pond or out into the Edgartown Harbor and into Katama Bay. All the offerings of Chappy with ease of access to Edgartown for shopping and dining. Enjoy this beautiful setting from inside looking out over the water through a wall of glass or out on the n
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$4,350,000 3.2 acres 5 Beds | 7 Baths | 2 ½ Baths | 5691 sqft
32 Temahigan Avenue, Oak Bluffs, MA 02557 - Dukes County

3.2 acres Oak Bluffs, MA

Historic East Chop Waterfront Estate With Boathouse And Deep Water Dock - Originally built in 1870 with all of the grandeur of a 19th century seaside estate, this grand historic home features over 6,000 square feet of finished interior living space which was meticulously renovated from top to bottom in the year 2000, under the direction of noted architect, Joseph Dick and island builder, Everett Whorton. Today, this luxurious home maintains all of the original character and architectural details of the era, including beautiful coffered ceilings, gorgeous custom wood paneling, and finely crafted millwork throughout. The property boasts sweeping views from three floors of living space -- plus a spacious outdoor deck -- across the 3.2-acre pro
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$21,000,000 9 acres 6 Beds | 7 Baths | 1 ½ Bath | 10000 sqft
65 Butler's Cove Road, Edgartown, MA 02539 - Dukes County

9 acres Edgartown, MA

Located in the exclusive Herring Creek Farm Association and offering over 10,000 sf of exquisitely appointed living area, lies this magnificent waterfront estate. The ground floor includes a grand entrance with dining room, gourmet kitchen, family room, screened porch, living room, sunroom and den. There is a ground floor suite plus 5 additional 2nd floor bedrooms including master suite. The residence is complimented by a 3-car garage, large pool and patio area and porch with stone fireplace. The beautifully landscaped grounds offer sunset views across the pond and barrier beach as well as views across the open fields and stable to the east. The common association land offers 100 acres of conservation land, horse stable and over 1,500 ft o
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$3,250,000 4.3 acres 4 Beds | 4 Baths | 1 ½ Bath | 3688 sqft
107 Washque Avenue, Edgartown, MA 02539 - Dukes County

4.3 acres Edgartown, MA

Waterfront property on Chappaquiddick with extensive private beach and water views that stretch as far as the eye can see. Spread out over 4 acres, this property is ideal for the buyer who wants a beach vacation for their family and guests. Sweeping water views are available from most interior living space, and the large decks each offer their own different perspectives. The 5-bedroom ''modern rustic'' home is immaculately maintained - the pickled wood beams pay tribute to the driftwood found on the surrounding beaches. And speaking of beaches, the property has 400 feet of sandy private beach on Katama Bay, and abuts rarely-used conservation land with an even longer stretch of sandy barrier beach. A quick paddle across the calm, shallow wat
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$4,875,000 3.4 acres 2 Beds | 3 Baths | 1 ½ Bath | 2298 sqft
82 Turkeyland Cove Road, Edgartown, MA 02539 - Dukes County

3.4 acres Edgartown, MA

Located at the end of a private drive and set on over three bucolic acres, this spectacular waterfront property is comprised of a Main House plus Guest House -- with a total of SEVEN bedrooms -- making it an ideal family compound or rental property. Both shingle-style contemporary homes feature open-designed living spaces highlighted by vaulted ceilings, an abundance of glass and expansive decks to maximize indoor and outdoor living. This property boasts one of just three private docks on the Edgartown Great Pond, which is ideal for exploring by boat, kayak, canoe or paddle board. Nearby Sheriff's Meadow conservation land offers beautiful walking trails -- and access to a private, sandy South Shore beach is also just minutes away by boat.
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$3,500,000 0.65 acres 4 Beds | 5 Baths | 1 ½ Bath | 2825 sqft
78 Hines Point Road, North Tisbury, MA 02568 - Dukes County

0.65 acres North Tisbury, MA

78 Hines Point, designed by Breese Architects and built in 2008 by Holmes Hole Construction, features 2800 /- square feet of living space on two levels with water views from every room. Two master suites flank each end of the first floor with a central gathering space between...the kitchen, dining and living room with wood burning fireplace. The second level holds two bedrooms with en suite baths. A screened porch with wood burning fireplace is the perfect room to catch the sunsets over Vineyard Sound. Outdoor areas include parking for four cars, irrigated gardens and landscape, outdoor showers, wide flagstone patios and steps down to the beach. A dock at water's edge eases the launching of kayaks, paddle boards and other watercraft for sum
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$4,750,000 1.53 acres 5 Beds | 5 Baths | 1 ½ Bath | 4034 sqft
122 Kuffie's Point Way, North Tisbury, MA 02568 - Dukes County

1.53 acres North Tisbury, MA

Waterfront on Lake Tashmoo with sweeping water views. This highly sophisticated home with deeded north shore beach access bears all the hallmarks of a luxury residence. The design blends rustic elements with contemporary styling, all to dramatic effect. Privacy is assured with three of the four bedrooms being bedroom suites, one upstairs and two semi-detached. The property abuts 50 acres of Sheriff's Meadow conservation land to the west, and to the east, a 6-acre parcel that cannot be subdivided. A 42-acre farm lies immediately to the south. The 150-ft north shore beach is reachable via a quiet country road or by kayak, canoe, or paddleboard. This beach offers excellent swimming and beautiful sunsets. Please view imagery and request a speci
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$3,200,000 0.69 acres 3 Beds | 4 Baths | 2 ½ Baths | 1194 sqft
26 Caleb's Pond Road, Edgartown, MA 02539 - Dukes County

0.69 acres Edgartown, MA

Waterfront property with deepwater dock on the Chappy side of Edgartown Harbor. Less than a mile to the Chappy ferry. The water views extend from the village to South Beach. Enjoy a front row seat to one of the most scenic waterscapes on the eastern seaboard. Watch multimillion dollar wooden boats under full sail and oystermen harvesting their catch. The main level features an open living and entertaining area with water views everywhere you look and a full kitchen and dining area. The main living area transitions seamlessly onto the 400 sq ft mahogany deck that is partially shaded with an awning. In total there is 1000 sq ft of decking. The bunkhouse is charming. It sleeps two comfortably and is perfect for overflow guests or kids who want
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$3,875,000 6.3 acres 4 Beds | 3 Baths | 2146 sqft
24 & 28 Litchfield Road, Chappaquiddick, MA 02539 - Dukes County

6.3 acres Chappaquiddick, MA

Perched on the edge of a bluff overlooking pristine Caleb's Pond, ''Clamalott'', as it's affectionately known, is a wonderful family retreat offering much privacy and natural beauty. This 4-bedroom / 3-bath home offers panoramic, water views with spectacular Western sunsets over the Caleb's Pond. The property totals 6.3-acres, which are comprised of two separate, fully buildable lots (3.3 and 3.0 acres respectively). The additional lot offers the flexibility of creating a family compound or could be developed separately to maximize one's investment.The property also includes a private mooring and use of the Caleb's Shore Association Beach. Just a short walk or bike ride to the Chappy Ferry, providing parking and quick, convenient access to
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$8,450,000 20 acres 4 Beds | 4 Baths | 1 ½ Bath | 3651 sqft
32 Boldwater Road, Edgartown, MA 02539 - Dukes County

20 acres Edgartown, MA

This amazing property is one of the premier ocean facing properties in theexclusive Boldwater area of Edgartown.The well-designed and meticulouslyconstructed residence offers open livingareas, unique features and an abundanceof windows and doors facing the water andlandscaped grounds. The main residenceoffers 4-bedrooms/3.5-baths as wellas detached guest quarters above 2-cargarage. In addition to a pool, pool house,expansive yard, views to the barrier beachand Atlantic Ocean, the 20.8-acre lot offersexpansive fields with stonewalls, a privatepond and trails that lead to the sandy shoreoffering private boating access. Additionaladjoining 14.4-acre building lot available.Included in the Boldwater Assoc. are theusage of tennis courts and a pri
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$27,500,000 11 acres 12 Beds | 7 Baths | 1 ½ Bath | 5134 sqft
189 Katama Road, Edgartown, MA 02539 - Dukes County

11 acres Edgartown, MA

Landmark Edgartown Harbor Estate '' One of the most important offerings in recent times. Two parcels, 11 acres in total, 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 is 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 w
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$5,200,000 8 acres 5 Beds | 5 Baths | 1 ½ Bath | 3770 sqft
11 Azalea Lane, Chilmark, MA 02535 - Dukes County

8 acres Chilmark, MA

With 425 ft of private ocean beach, this offering deserves its reputation as the ''ultimate beach house.'' The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide access to a wide swath of sand that many consider the most beautiful stretch of beach on Martha's Vineyard. To fully appreciate this extraordinary setting, view the images in the ''photo gallery'' and watch this drone video: https://vimeo.com/175588276
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$2,250,000 6.46 acres
39 Jeremiah Road, Edgartown, MA 02539 - Dukes County

6.46 acres Edgartown, MA

Excellent waterviews at ground level will become more spectacular with a deck and a 2 story house.There is over 200 feet of waterfront on Katama Bay with a total of 6.46 acres of land, enough for a 6 bedroom house plus a 2 bedroom guest house if you so desire. This property overlooks Katama Bay to the barrier beach stretching from South Beach Edgartown toward Chappaquiddick. The building envelope is about 40 ft above sea level, staked out and all of the property is surveyed with walking paths established. This is part of the Quammox West Subdivision totaling 9 in total. See 37 Jeremiah Road for other lot of 9.02 acres. See Listing agent for complete details. Priced below Assessed Value. Buyer responsible for well installation, septic insta
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$3,100,000 2 acres 8 Beds | 5 Baths | 2745 sqft
63 Boghouse Way, West Tisbury, MA 02575 - Dukes County

2 acres West Tisbury, MA

Spectacular waterfront setting on Vineyard Sound with private sandy beach. Enjoy unobstructed waterviews from almost every corner of this 2.0 acre site. Built in 1910, this home features Old-Vineyard charm and boasts 8 bedrooms. Enjoy as-is or create your Martha's Vineyard dream home. A magical setting not to be missed!
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$2,595,000 9.02 acres
37 Jeremiah Road, Edgartown, MA 02539 - Dukes County

9.02 acres Edgartown, MA

Over 200 feet of waterfront on Katama Bay with a total of 9.02 acres of land, enough for a 6 bedroom main house and a 2 bedroom guest house if you so desire. This property overlooks Katama Bay to the barrier beach stretching from South Beach toward Chappaquiddick. The building envelope is about 43 ft. above sea level, staked and surveyed with walking paths established. This is part of the Quammox West Subdivision totaling 9 lots. See 39 Jeremiah Road for other lot of 6.46 acres. Priced to sell well below the Assessed Value. Buyer responsible for well installation, septic installation and perc test, and utilities. Up to 8 bedrooms are allowed on this property plus out buildings and pool with proper permits. Property is also known as Lot 9. .
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$1,649,000 6 acres
135 Middle Point Road, West Tisbury, MA 02575 - Dukes County

6 acres West Tisbury, MA

Tisbury Great Pond ~ A superb parcel that stretches from Thumb Cove to Middle Cove. Six lushly treed acres with direct water frontage on Thumb Cove. Enjoy access to the Pond and boat to a pristine south shore barrier beach for swimming and beaching, recreational fishing and shell fishing. Tisbury Great Pond and its many coves offer some of the best waters for kayaking and boating on the island. Privacy and nature abound. Proximate to hundreds of acres of Trustees of Reservations Conservation land/Long Point Wildlife Refuge.
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$3,995,000 4.68 acres 5 Beds | 2 Baths | 2486 sqft
35A North Neck Road, Edgartown, MA 02539 - Dukes County

4.68 acres Edgartown, MA

North Neck a truly spectacular setting with amazing, endless views from Edgartown Harbor, across Nantucket Sound and around to Cape Poge Bay. A casual and highly functional layout, a large common area complete with soaring ceilings and fireplace is flanked by two bedroom wings, ideal for easy summer living. The property includes 4.6 acres of land,nearly 500' of private sandy beach and dock - swimming, boating and fishing are just steps away!
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$3,200,000 9.08 acres 4 Beds | 2 Baths | 1574 sqft
12 Trapps Pond Road, Edgartown, MA 02539 - Dukes County

9.08 acres Edgartown, MA

9 special acres stretching from Beach Road to the waters of Trapps Pond - all less than a mile away from Edgartown village. This property is sub-dividable (plan available upon request). The cottage at the water's edge is charming, and from just yards away from the deck you can set off to explore the pond by kayak, paddle-board, or dinghy. The birdlife here is extraordinary, and so are the sunsets over the barrier beach from Nantucket Sound. This waterfront property will be the setting of family memories for generations to come.
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$1,500,000 6.8 acres
6 Swan Neck Road, Edgartown, MA 02539 - Dukes County

6.8 acres Edgartown, MA

Waterfront lot on Jacob's Neck Pond with access to Edgartown Great Pond and Land Bank beach on the South Shore. Build your Vineyard home on this private 5.49 Acre parcel. High-end Edgartown neighborhood with substantial homes and privacy. Newly subdivided and surveyed. Natural Heritage & Endangered Species work in progress. (Note: Current assessment not noted because of new lot line change). Adjacent 5.49 acre lot (2 Swan Neck Road) available for purchase.
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$1,500,000 5.49 acres
2 Swan Neck Road, Edgartown, MA 02539 - Dukes County

5.49 acres Edgartown, MA

Waterfront lot on Jacob's Neck Pond with access to Edgartown Great Pond and Land Bank beach on the South Shore. Build your Vineyard home on this private 5.49 Acre parcel. High-end Edgartown neighborhood with substantial homes and privacy. Newly subdivided and surveyed. Natural Heritage & Endangered Species work in progress. (Note: Current assessment not noted because of new lot line change). Adjacent 6.8 acre lot (6 Swan Neck Road) available for purchase.
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$14,750,000 6.56 acres
16 Bayside North-Lot 1, Edgartown, MA 02539 - Dukes County

6.56 acres Edgartown, MA

This property represents one of the finest opportunities on the Edgartown Waterfront. The 6.5-acres and 380 feet of direct Katama Bay waterfront is accessed through 23 acres of pristine association land. The property has wonderful rolling pastures, rising from a tidal pond at the bays edge to a large building envelope that could afford a substantial main house, guest house and any number of accessory usages with up to 10 bedrooms. Expansive views stretch across Katama Bay to Chappaquiddick and the barrier beach. There is a substantial dock and the option to buy additional acreage. This very unique property offers tremendous flexibility to create an unparalleled compound in a beautiful and private setting, all located mid way between downto