BOLD MEADOW: BRIMMING WITH VINEYARD CHARM. Quietly sited on a sunny 1.7-acre parcel in the desirable Bold Meadow enclave -- surrounded by a gorgeous landscape buffered by several acres of wooded conservation land and open space -- this quintessential expanded Cape boasts Vineyard charm throughout! The classic, perfectly designed layout is ideal for year-round or seasonal living and features multiple living spaces that are ideal for gathering family and friends. The property blends indoor and outdoor living and entertaining around a spacious deck and a gorgeous yard with mature plantings and perennial gardens. Enjoy morning coffee on the sunny back deck. Jump on your bicycle and head out on a morning bike ride on the nearby bicycle path or on trails through the adjacent State Forest. Pack up the beach gear and head to Long Point or one of the many nearby Edgartown beaches. Spend precious time gathering family and friends year-round and make memories to last a lifetime. While located inside the entrance to Bold Meadow, this property is not a part of the Bold Meadow Association and hence, restrictive covenants do not apply. This property offers the ability to add a 900-square-foot Guest House. (Note: The property may support up to six (6) bedrooms; a variance from the Board of Health plus installation of a new, 6-bedroom enhanced septic system would be required). There is plenty of room for an in-ground pool as well!

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SPLENDOR ON SENGEKONTACKET. Once part of the 240-acre Amoz Smith Farm, this gorgeous estate-sized property abuts Felix Neck Wildlife Sanctuary -- and shares a legacy to Felix Neck as previous owners, Lucia and George Moffett, gifted roughly 200 acres of land that make up Felix Neck Wildlife Sanctuary today. Perched on a gentle knoll, the property enjoys superlative views across meadowlands to Sengekontacket Pond and Nantucket Sound beyond. A protective easement provides a footpath that leads to the shores of Sengekontacket Pond, providing direct water access and opportunities for kayaking, canoeing, paddleboarding, shellfishing and more. Since the property is surrounded by conservation land, there are also miles of nature trails that are ideal for exploring by foot. Bring your creative vision to fruition in this most special and private setting surrounded by water, meadow and woodlands. This special offering is made up of four combined parcels (including 11, 12 and 20 Moffett Way, totaling 9.1 acres). There is currently a Main House and Guest House on the property, which can be renovated and/or replaced by new construction. Buyers can also use the current Guest House while a new home is designed and built on the property. This is a perfect opportunity for a conservation-minded buyer who would welcome the opportunity to become a steward of this most special property.

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Historic Water View Home with views of endless sunsets and sailboat races! On the market for the first time in over 50 years. Originally built in 1915, this stately Dutch Colonial has been enjoyed as a family gathering and celebration place every summer. Everything about this house....the 7 bedrooms, grand foyer, imposing dining and living rooms (both with water view), the original hand crafted woodwork details and the full length wrap around covered veranda overlooking West Chop and Vineyard Sound....will help you create your own family legacy and memories on the island. You will be amazed by the classic architecture of the home and the sweeping back yard inviting games for the young and old alike. A deeded walkway to the beach is included where you can keep a dingy to row out to your moored boat, sit and watch the sun set over West Chop or take a quick dip in the Sound. Remember...this is a home where porch parties are a must!

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The Tree House! One of the most unique houses on Martha's Vineyard! Multi level contemporary style home with lots of glass and light! Three levels of living including a 'tower' room with a private deck. This two bedroom, architect designed home, is on a 15,000 sq.ft. lot, elevated above a huge ground floor mahogany deck. Main living level with kitchen-dining area, two bedrooms, one full bath and an enclosed mahogany deck for dining, or relaxing! Take a few steps up to the next level which has a living room area with fireplace. Go up a cool stairway to the third level, the Tower room and private deck! New roof in 2016, third level deck replaced in 2016. Mid level deck was upgraded in 2015. The entire lower level of the structure is a mahogany deck. Lot size allows guest house of no more than 900sq.ft. Currently a two bedroom lot on a well. Lot will allow three bedrooms with connection to Town Water and installation of an advanced treatment septic system. There are no warranties or representations regarding the present condition of the house. Please contact listing agent for more details. Easy to show. Less than a mile to boat landing on Sengekontacket Pond off the Boulevard and less than 3 miles to Edgartown Harbor. INTERIOR PHOTOS DO NOT REPRESENT CURRENT CONDITION OF THE HOUSE - RATHER THEY SHOW PREVIOUS APPEARANCE.

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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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House & Guest House! Beautifully designed and built 4 bedroom, 2.5 bath home located in the heart of West Tisbury Village. Sited on 4.5 acres, this gracious home has beautiful wood floors, a gourmet kitchen that is any cooks joy, top of the line appliances, granite counter tops, an eat-in kitchen area and a fabulous family room with custom built-ins and stone fireplace. A more formal living and dining room with gas fire place for special occasions. The spacious master bedroom suite has it's own bath with jacuzzi tub and steam shower, 3 guest bedrooms and a shared bath. There is a 2-car garage and a finished family room in the basement with built-in bar and plenty of extra storage. The charming guest house is set privately apart from the main house with it's own garden, outside shower and parking. Lovely details include an open kitchen, dining and living room, 1 bedroom and full bath and an open loft used as a second bedroom. Both homes are heated with Gas FHA and central A/C. Excellent Rental History!

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Located in the desirable community of Sengekontacket, this property has access to tennis courts, dock, boat launch and storage, mooring potential, and use of the community Club House located on Fresh Pond. These amenities enhance the many options available with the property. A pleasant four bedroom home with an expansive wrap around deck with the added benefit of a finished lower level for expanded living space. There is a two car detached garage, that is connected by a breezeway to the house, with a bonus room suite above. This property can be used for personal use with plenty room for extended family and friends, or as an investment property. There is solid rental history in place. NEW 4 BEDROOM SEPTIC INSTALLED!

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Classic Deep Bottom Pond shingled style 4,500 square foot custom designed home. Open floor plan with wood floors and central air-conditioning. There is a first floor Master Suite, powder room, gourmet kitchen and separate sunny breakfast nook, formal living room, spacious family room with fireplace, cathedral ceiling, and built in bookshelves, and separate dining room. There are two additional bedrooms, a full bath and large loft on the second floor. The full basement provides plenty of storage space and the detached 2 car garage contains a full bath, kitchenette, and large bedroom. All sited on a beautiful 2.8 acre hilltop location with terraced rock wall gardens, lawns, and landscaping.

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Exquisite piece of Chilmark available with frontage on Menemsha Pond. This gorgeous parcel has already been staked, surveyed, and the well and septic are already complete and in place! The expansive views of Menemsha Pond and beyond include the Vineyard Sound and Elizabeth islands inclusive of sunset views. Build your dream home and explore the beauty of all that Chilmark has to offer.

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Exciting opportunity in the heart of Katama. Build your dream home on this private 1.5 acre lot in a well-established high-end neighborhood close to South Beach. A spectacular home to be built by an established high-end island builder. There is still time to customize the design and building specifications. The 4 bedroom home will feature ~4000 sq. ft. of living space with exquisite craftsmanship and beautiful finishes throughout. Master bedroom suites on both levels and plenty of space for entertaining inside and out. Purchase price includes main house, 18 x 35 gunite pool with stone patio, detached screened porch with fireplace and a 2-car garage. A new construction opportunity not to be missed! House is UNDER CONSTRUCTION. PRE-COMPLETION PRICE!

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This beautifully designed and appointed Contemporary Colonial is tucked away on a very private 9.2 acre setting directly on Janes Cove, Edgartown Great Pond with private association south shore beach and tennis courts. Waterviews throughout. Enter the property to the circular drive in front of the Main House.This wonderful House offers a spacious great room/living room with vaulted ceilings, 5 ensuite bedrooms including first floor master with fireplace, sunroom/parlor, family/media room, office/bedroom and finished basement with sauna and full sized recessed wine cooler. There is a separate two car garage with lovely one bedroom apartment above. Natural landscaping, apple trees, children's play area.

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This custom home is beautifully designed and built for today's living. The main house has a spacious and casual floor plan that offers a design perfect for large families, entertaining and summer guests. Features include a grand living room with cathedral ceiling, granite fireplace, custom built in cabinets and french doors that lead to a covered porch and deck. The fully equipped chef's kitchen has a center island, corian counters, a sun-filled breakfast room and separate laundry/mudroom. The front parlor and formal dining room offer added living for special occasions and entertaining. The first floor master suite has it's own private outdoor patio, an office area, a full bath with soaking tub and shower. The second floor includes 2 spacious bedrooms that share a full bath and a generous family room. Beautiful wood floors, many nice details throughout. The detached garage is finished with a 2nd floor bedroom/studio, kitchenette, heat, a/c and full bath. The grounds are beautifully landscaped with lovely perennial gardens and mature plantings. Carefully sited on 2.80 acres for added privacy with plenty of room for a pool and pool house. Association tennis courts, several walking trails and access to a private dock on the Great Pond for small boating and traveling to the barrier beach. An exceptional property!

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