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.

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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.

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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!

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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.

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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.

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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.

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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.

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You cannot find a more complete package! This home has covered all the bases for comfort and elegance. Each of the rooms is designed to capture the strong views from the land looking over Edgartown Harbor and the Atlantic Ocean. The house is designed to allow guest and family to be together on the multiple porches or sharing meals as well as relaxing or watching a movie together. The home has several wings for everyone to spread out and have privacy and quiet time as well. Each bedroom has a bathroom and each wing has a private laundry. The views are really outstanding from all points of the house. Patrick Ahearn was able to capture the natural beauty of this property and what it overlooks by designing a home that embraced the land completely with the home design. If you like privacy and easy access to secluded sandy beaches, you should see this home. Conservation land abuts the property securing what is so special about the natural aesthetic of Chappaquiddick open meadows, water views and sandy long beaches.

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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 adjoining acreage. The association land could be improved and used for a range of recreational purposes. This very unique property offers tremendous flexibility to create an unparalleled compound in a beautiful and private setting, all located mid way between downtown Edgartown and South Beach.

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50 Oyster Watcha is one of the most extraordinary settings on Martha’s Vineyard. This property on Edgartown’s south shore has hosted first families and captains of industry, poets and politicians. Few can resist its charms. The house and guesthouse have sweeping views of the Atlantic Ocean over Oyster Pond and the barrier beach. The 11.5 acres of property includes 1,200 feet of private waterfront on Oyster Pond as well as close access to over 2,200 feet of sandy Atlantic beach. The ocean beach is accessible by boat or by traveling half a mile down a shaded country road by car or your private all-terrain vehicle. The property includes an impeccably maintained 4-bedroom main house, 2–bedroom guesthouse, and boathouse. Views from both residences provide a “wow” factor. From the main house the pond, dunes, and Atlantic Ocean are beautifully framed, and you can see and hear the surf rolling onto the beach. Water views from the guesthouse showcase the dunes and Atlantic Ocean over the westernmost cove of Oyster Pond. The interiors of the 1,200 sq ft guesthouse are bright, open, and airy. While the existing structures are immaculate and extremely well-maintained, there is also vast scope for creating a compound of newer structures on the site. This is a canvas any architect would relish. A viewing stand located closer to the ocean designates the optimal location for a new, much larger main house. ABOUT OYSTER WATCHA MIDLANDS ASSOCIATION: This distinguished community is one of the most sought after locations on the Island. It is protected by covenants and restrictions for the enjoyment of owners present and future. The community is spread over 450 total acres and includes vast tracts of conservation lands, tennis courts, and private Atlantic beach with ample parking. There are only 15 building lots in this vast and unspoiled island paradise, and consequently ownership in this neighborhood rarely becomes available. This is a rare opportunity for the discriminating buyer.

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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.

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This unique MV retreat is one of the Island’s finest private compounds, on 22 acres of landscaped grounds, with an extraordinary home designed by Robert A.M. Stern Architects. Every room is appointed with the highest level of craftsmanship. There are 2 curving driveways, one that passes between 2 private ponds, and leads to the residence of over 11,000 sq. ft., with exquisite living areas, sweeping decks and porches. There are 7 bedrooms 7.5 baths. Visitors arrive in the 2-story entrance foyer with a sweeping curved staircase to the 2nd floor. Ahead are a library with fireplace, a private office with fireplace, and entrances to the great room. The expansive great room invites the outdoors with a 20-ft cathedral ceiling, a fireplace up to the ceiling, and 10-foot French doors that lead to a wraparound deck. The octagonal dining room with fireplace has walls of windows overlooking the manicured back lawn. The large gourmet kitchen is exquisitely outfitted. Off to one side is a cozy breakfast nook with built-in seating. A pantry, mudroom, office, half-bathroom, and 2-car heated garage are beyond. The graciously staircase from the foyer leads to a 2nd floor reserved for the master suite, which includes the master bedroom and French doors leading to 2 decks, as well as his-and-her walk-in closets/baths. There are 3 more bedrooms, each with full en-suite bathrooms, in the East wing, and 3 more at the West end of the house. The finished lower lever includes a sitting room, half bath, a children’s playroom, a wine cellar, ample storage space, and laundry room. Off the back terrace is a 20X60 ft pool and separate Jacuzzi. The pool house features a screened porch and a gas fireplace. Inside are a full gym, sauna, massage room, and full bath. The lawn area features flower gardens, and further back, an organic vegetable garden, adjoining blueberry patch, and flower-cutting garden. The compound offers extraordinary privacy, bounded in back by 150 acres of conservation land. Yet the property is within a 10-minute drive to downtown Edgartown, the airport, and a noted golf club. The Boldwater Association provides tennis courts, private access to Edgartown Great Pond for small boating, and a private South Shore beach.

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