Over 63 acres in Chilmark. As you turn off of Middle Road you are met by a cobblestone driveway that leads you through 7+acres of conservation land and up to the towering Carriage House archway that is the entryway to this majestic property. Emerging through the archway you are greeted by a unique assemblage of structures including the contemporary main house, guest house, and studio. These are surrounded by old stonewalls and newer detailed stonework that creates a harmonious balance between old farmland and new modern design. The Main House contains 4-bedrooms, large open living space and a rooftop deck. The nearby Guest House with 2-bedrooms and full kitchen overlooks raised bed gardens and rolling hills. Also located on the property is another 2-bedroom cottage with a full kitchen and an unfinished pool with pool house. On the far side of the property is over 45 acres of conservation land including portions of the Tiasquam River, all creating the utmost in privacy. There is potential to build one more single-family home on a portion of the property, or simply update the existing structures and enjoy the pristine land that surrounds you. The options for this property are many and varied.

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This property exudes fine craftsmanship and a well rounded experience with pool, privacy and Menemsha Pond access nearby. Located in the Flanders Lane area near Menemsha, this post and beam home was built with only the best materials - red oak timberframe, quarter sawn red oak floors, radiant heat, Alaskan yellow cedar shakes, copper gutters and mahogany barn doors. It is solid, and elegant. This property needs to be experienced to be appreciated fully. The living spaces are generous and customized with built-ins. The bedrooms are large and private from each other. The 1000 s.f. garage and workshop space has radiant heat and beautiful timberframe structure and is ready for conversion to a first floor master suite, a rec room or whatever needs suit you. There is a new heated, Gunite saltwater pool which connects to the stone patio and the expansive lawn and gardens beyond. This is truly a hidden treasure.

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Spectacular post and beam home set among rolling Chilmark hills. This house sits beautifully on the land and is tucked into two knolls. The pastoral views are endless. Gaze out the large window wall and watch the magnificent sunset views. Or gather in one of the two porches for entertaining a crowd. Enjoy the cathedral ceiling, large windows and fireplace in the living which then flows seamlessly to the open dining and kitchen area. The master bedroom suite is on the first floor complete with a comfortable library. Several generous bedrooms are on the second floor with room for extra guests in the office or loft area. This home has top of the line heating and cooling systems and is supplemented by a vast array of solar panels. Newly painted garage and garage floor with room for two cars is right off the entryway. Association tennis is right down the street. This is an incredible opportunity to surround yourself with privacy and beauty and to enjoy the wonderful Chilmark Beaches.

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A special opportunity for a hill top post and beam with stunning sunset views across the Chilmark Valleys. Built in 2002 by Yankee Barn, this well constructed, spacious and bright home was designed as the "dream house" for the current owners. The thoughtful attention to design, space and proportion are obvious. The house is packed with charm, imbued with character and has many extra details like a generator and solar panels. Master suite with soaring ceilings on the first floor allows for easy living when the home is less than full. Radiant heat is under the whole first floor and there is AC for those hot summer days. Drive in garage keeps you dry. A petite fish pond with waterfall behind the home brings a calming din to the morning sounds as you enjoy the day. Step out of the gardeners room onto your breakfast patio for the morning sun. The rolling meadow below has lots of opportunity for flowers and there is plenty of property for an orchard, a pool (after 2 years) and there is a great guest house spot, allowable after 5 years in Chilmark. This home is priced very accurately, packed with value and will be one of the fastest homes to sell this season. It could not be rebuilt for the price it is being offered. Sellers can not close until mid June but the good news is it just got painted and needs nothing! For the outdoor lovers, this home is located in the center of a massive trail system and has wonderful biking, and hiking opportunities out the back door with literally miles of trails that enable you to wander for hours and end up at some of the hidden gems of Chilmark.

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Lovely four bedroom on six acres of rolling hills and meadow. Portion of land held in conservation, Open floor plan with a large screened in porch. New Windows installed in 2019. For virtual tour, please copy and paste in a new tab the following link: virtual tour https://my.matterport.com/show/?m=XwSejuiNXGN&brand=0

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This four bedroom, three bath home with ocean views and a private, south shore beach, is located on Rockrose Path off of Meetinghouse Road in Chilmark. This heated, year round house is sited on one and a half acres in a private setting with a large front yard and easy to care for landscaping. The open living room, dining area and kitchen have direct views to the Atlantic. The master bedroom and bath also have ocean views. The lower level of the home has one bedroom and one full bath (under construction), and plenty of storage space. This property is being sold with access to a private Atlantic Ocean beach, Thumb Cove, and access to a dock on Chilmark Pond for launching of a small boats, kayaks, and paddle boards. This home is being sold "as is"....bring your architect and builder for renovation and expansion plans! Furnishings available separately.

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One of the unique aspects of this hilltop home is it’s location at the top of a rise where it captures the stunning water views looking westerly over the Atlantic to Squibnocket point and the amazing sunsets. Connect with nature within the abutting Land Bank preserve. Several favorite vantage points are the new master suite/office again with those amazing views, the cathedral ceiling living room with gas wood stove and the expansive deck. Free wheeling with a beach Jeep included and a short drive to exclusive Lucy Vincent Beach.. Shed for storage, Out door shower, air conditioning and excellent rental history.

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CHARMING IN CHILMARK. Nestled among the rolling hills of Chilmark, this expanded Cape welcomes those who wish to retreat to its magical comfort. The thoughtful design captures the southern light traversing the first floor living area as the day unfolds. The Chef’s kitchen, open concept design and large deck allow for an exceptional space in which to entertain. Three outbuildings grace the property allowing for additional storage, gardening tools and a space for simple solitude, play or work. Just minutes away from Lucy Vincent and Squibnocket as well as Alley’s and the famous Liz Lemon at 7A. See additional details below.

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Unique opportunity to enjoy the Vineyard the way it use to be on this lovely country lane just steps from the Homeport and Menemsha Pond. Nestled in among vintage cottages this charming, fully renovated home offers all of the amenities buyers are looking for in an expanded Cape with three floors for entertaining family and summer guests. The home offers a beach theme design with its white beadboard wainscoting and offers rich wood floors, ceramic tile floors and baths. The home includes three spacious bedrooms and three full baths as well as a cozy sun room off the kitchen and a large finished basement. Winter water views from upstairs. This location offers your family and guests the unique ability to walk to a day at the beach, watch a Menemsha sunset, go to dinner and never have to get into a car or struggle to find a coveted parking space. Most Furnishings Included. There is over 600 additional sq feet of living space on the lower level that is not included in the square footage listed. Check out the 3D Virtual Tour.

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Custom built home set hillside with lovely terraced gardens, patio and glacial rocks. Ample family space on two levels. Bright and fully equipped kitchen opens onto the screened porch for dining alfresco. The en-suite master bedroom opens to private deck. Propane heat, fireplace and central AC. Great location just minutes to Beetlebung Corner and Lucy Vincent Beach.

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Located down an idyllic country lane, this beautiful 3 bedroom home offers an inviting open floor plan with cathedral beamed ceilings perfect for entering summer family and friends. Renovated in 2004, updates include a new kitchen with granite counters and new appliances, updated bathrooms, new roof and new outside shower. This charming space flows gracefully out to a spacious sun room leading out to a large back deck. The private, first floor master en-suite includes a large inviting window seat perfect for morning coffee. Two second floor bedrooms and a small loft complete the picture. Located just minutes to Menemsha for an early morning swim or idyllic sunset lobster dinner. Small stained glass insert in front door to be replaced with clear glass. Reduced Price is "as is". Check out the 3D Tour - https://livetour.istaging.com/590cc123becd360054078dae?ui=true

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Historically known as the Cooper Gallery, this endearing icon of Menemsha has remained in the same family for years. A 3 bedroom cottage with a wonderful location, centrally located to all things Menemsha has to offer. Large Kitchen space with dining space, spacious living room, full bathroom and a bedroom make up the first floor plus a large deck space. Upstairs is two bright bedrooms with skylights.

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