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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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.

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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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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.

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A rare opportunity to create the ultimate Edgartown Harbor front compound has become available at Green Hollow Way for the first time in over 50 years. The 2.5-acre parcel includes 3 dwellings, which combine for a total of 8 pre-existing bedrooms, offering complete planning flexibility. The property provides an incredibly rare sense of privacy and yet is conveniently located between downtown Edgartown and South Beach. The property also includes a 180 +/- feet deep-water dock, which has a classic harbor beach cottage that could never be replicated.

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Rarely does a brand new home become available in such a distinguished neighborhood. Set on 14 waterfront acres in Boldwater on the south shore of Martha’s Vineyard stands this 4,250 sq foot home built to the very highest specifications. The open floor plan allows the entire family to gather in the Great Room with living, dining, and kitchen areas all combined beneath soaring cathedral ceilings. The bedrooms are large and offer gorgeous water views. There are several outdoor spaces to take full advantage of the stunning natural surroundings. In the morning you can sit and enjoy a cup of coffee while you watch the osprey swoop and soar to the background music of the ocean waves. The screened porch is a gathering place in the evenings before dinner is served. A short boardwalk leads to your private shoreline on the shores of Edgartown Great Pond, where a mere 10-minute boat ride has you stepping into the barrier beach and the great Atlantic Ocean. There are recreational opportunities for young, old, and everyone in-between - sailing, paddle boarding, kayaking, swimming, fishing, surfing, and many miles of trails for walking or biking right from your back door. Guest house and swimming pool are permitted.

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35-acre WATERFRONT estate on Edgartown Great Pond with spectacular views and deeded access to Boldwater's association beach. This offering consists of two parcels with a house, carriage house, and pool on one parcel and the potential for a complete buildout on the other. The house and carriage house totaling 5 bedrooms spread over 4500 sq ft were designed to take maximum advantage of the wide Ocean views over Edgartown Great Pond. Keep a boat or two or three on the 500-ft stretch of private beach you own on Edgartown Great Pond where it is a quick jaunt to the barrier beach. On one side of this barrier beach are calm waters where kids enjoy building sandcastles and chasing crabs, and on the other side is the vastness of the Atlantic Ocean with its roaring surf. The acreage is comprised of many different features including stone walls, open fields, pond front beaches, and secret paths leading to tranquil waterfront spots. Boldwater is one of the most distinguished and desirable communities on the south shore and this 35-acre estate is among its preeminent settings.

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This unique Edgartown harbor front parcel offers the rare opportunity to construct a newly built house on historic North Water Street with amazing views of the lighthouse and entrance to the harbor. Complimenting the property is the most charming two-bedroom boathouse just steps to the sandy shoreline. There is a deeded dock slip for a 17-foot boat on the neighboring dock. A very special property that must be seen if considering an inner harbor property acquisition.

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Custom built by and for high end Island builder so endless details abound! The house measures over 9,000 square feet with 5 ample bedrooms, 6 full baths and 3 powder rooms. It is wide open with rambling qualities to accommodate generational family gatherings. Easy going and aristocratic simultaneously blending old with new using sustainable materials including 200 year old flooring and beams. Perfect for summer entertaining with large covered porch complete with dining for 12, 2 fireplaces and wonderful living area overlooking the pool, yard and gardens. Every amenity possible including steam shower, sauna, 2 outside showers, hot tub, gym, theater, game room, mahogany inside/outside bar, office and breathtaking Lew French living room fireplace set in an inverted hull mahogany ceiling with 3 balconies overlooking this Great Room. Absolutely spectacular and a must see!

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The Captain Morse House is the largest and finest Captain's Homes in the heart of the Historic Village of Edgartown. This stately home sits on the prominent location at the corner of North Water Street and Morse Street with water views across to Edgartown Harbor. This property is being offered for sale for the 1st time in 65 years. The family has fully renovated, adding all the modern amenities including central air, while preserving it's Historic Granduer! There are 26 rooms,12 bedrooms , 7 baths, two new kitchens, two covered porches, 8 fireplaces, a private rear yard with gardens and patio for dining and entertaining. Stroll to downtown Shops, Restaurants, the Lighthouse and Town Beaches. * Strong Rental History in place. A must see !

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Located within Edgartown’s charming Historic District and offering magical views across a tidal pond to Edgartown Harbor, lies this unique 5 bedroom residence. The home underwent a complete renovation in 2010 preserving every historic detail while introducing a fresh and stylish flair. The first floor offers a gourmet kitchen, family room, dining room and large living room with fireplace and French doors leading to the harbor facing deck. The 2nd floor offers 4 bedrooms and 3 baths. There is an entire wing offering an dramatic master bedroom suite with a 20 foot high, cathedral ceiling, an office, sitting room and luxurious bathroom. The lower level offers a second living space, bathroom and walkout to the covered grill area, exterior shower and pool / terrace area. Complimenting the property is a 2-car garage and perfectly landscaped lot which stretches from South Water Street to the waters edge, all located less than three blocks from Main Street.

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VINTAGE CHIC CAPTAIN'S HOME + GUEST COTTAGE WITH SWEEPING HARBOR VIEWS. Built originally at the turn of the century, this exquisite home was beautifully renovated by Parker & Company in 2012 and transformed into an ultra chic, luxurious harborside residence loaded with vintage charm. The MAIN HOUSE features refinished original wood floors and custom millwork throughout -- including coffered ceilings, raised paneling, beaded board paneling, built-in window seats and bookshelves.The gourmet cook's kitchen is highlighted by vaulted ceilings with pressed tin tiles, custom turned leg cabinetry, marble countertops, a counter-height bar with seating and top notch appliances throughout. There are sweeping views of the Edgartown Harbor and Lighthouse from most every room in the house including the second-floor Master Bedroom suite with a built-in desk and outdoor deck, both positioned to take advantage of the magnificent water views. A spacious COVERED PORCH expands the full width of the Main House and is a perfect place to enjoy alfresco dining and entertaining . . . or simply enjoying views of boats coasting by on the bustling harbor. A PRIVATE COURTYARD connects the Main House and Guest Cottage and is another perfect place to enjoy morning coffee or a relaxing afternoon lounging with a book. The delightful GUEST COTTAGE features French doors that open into a beautiful first-floor Living Area with vaulted ceilings, a kitchenette with farmer's sink and full bath. For sleeping accommodations, there is a private bedroom on the first floor and a second-floor loft sleeping area with built-in twin beds.The professionally landscaped yard features terraced perennial gardens with stone walls and steps that lead to an expansive lawn and boathouse, framed by a picket fence and Collins Beach as the backdrop. The BOATHOUSE is located on the edge of the property, adjacent to Collins Beach and a perfect place for storing watercraft and bicycles -- it or can also be used as a Game Room with ping pong table! Exquisite designer furnishings and contents are available for separate purchase for a complete turnkey purchase opportunity! Rarely does a home of this quality and character come onto the market - truly a gem!

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