Country Sophistication - Located at the end of a winding driveway that sweeps through expansive grounds, you will find this gorgeous country estate. The mudroom entrance opens to the well appointed chef's kitchen, with granite counters, top of the line appliances and sitting area with beach stone fireplace. The combined great room and dining room with limestone fireplace, is filled with natural light from oversized windows, transoms and french doors leading to the exterior on both front and rear of the house. The 1st floor offers a master suite that boasts a Jacuzzi tub with a guest bedroom and bath. Upstairs are 2 additional bedrooms with shared bath and a second staircase leading to a large sitting room above the kitchen. The outside is perfect for entertaining on a grand scale with an expansive lawn, as well as a 20 x 40 gunite pool, all nestled in the beautifully landscaped gardens. Completing this tranquil setting is a 2 car garage with brick flooring, a potting shed and upstairs bedroom, sitting room and bath. The 8 acre parcel allows for a full second structure if desired.

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Immaculate 6 bedroom home with heated pool in beloved Indian Hill area of West Tisbury. Smart decisions throughout ensuring an easy fit for any buyer. Two master bedrooms on the first floor with separation from the additional two bedrooms upstairs. The chefs kitchen is set up nicely with quality appliances, counter top work space, loads of cabinetry and storage and a large pantry. Open to the kitchen is a cozy living room with a fireplace making a great sociable family living space.The great room has vaulted ceilings and French doors to decks on the front and back of the home. At one end of the great room is a fireplace with dining area and the other end houses custom built-ins with entertainment center. The whole space offers various easy options for summer/winter change of use. In addition to the 4 bedrooms there's an additional bedroom/office/ storage room in the main house, plus guest suite comprising of large bedroom/bathroom above the two car garage (with brick flooring) . The property has a tasteful in ground 20x40 gunite pool that fits organically into the landscape with easy access from different areas of the home. The land allows for an additional home to be built as well as generous accessory structures. Excellent rental history makes this property a great investment or a wonderful year round family home.

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Finely crafted West Tisbury estate on 11.95 acres with pool and separate guest suite. Recently renovated and designed by Hutker Architects, this spectacular home features 6 bedrooms and 5 baths. Beautifully built and maintained, the expansive first floor offers plenty of room for easy family living with features that include, a large living room with stone fireplace, dining room lined with multiple windows, gourmet kitchen and pantry, recently updated powder room, first floor master suite and an additional guest bedroom or den. The second floor includes a sitting room, 2 guest bedrooms, renovated guest bath, and a large master bedroom suite with high ceilings and private bath. Venture up to the 3rd level "look-out" that is lined with window seats... a perfect spot for reading a book. This welcoming West Tisbury home also has a detached guest suite complete with a living room, full bath and spacious bedroom. Recent updates include, new roof, updated radiant heating, new decking, renovated baths, refinished maple hardwood floors, and new interior and exterior paint. The outdoor spaces are just as beautiful as the interior, including a circular stone patio with fire-pit, vibrant flower gardens, expansive lawn, and spacious back deck overlooking a gunite pool. The outdoor space is complete with a pool house with changing room, outdoor shower and sauna. With easy access to Lambert's Cove Beach, this is a one-of-a-kind West Tisbury offering.

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Absolutely perfect on the shores of Watcha Pond! With 4.6 acres of water front land, there's plenty of room for your house, guest house & accessory structures. Surrounded by large pastoral fields. No limits to your imagination here! A rare setting, complete with multiple osprey nests. At this price, very little compares...

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Look no further for a property with the living space you need! Currently there is more than 4,000 square feet of finished space ... but wait! The ground level has an additional 3,000 square feet of unfinished space. Pastoral, private, and peaceful... An amazing locations not far from all the island has to offer. Located on a paved road on 9.5 acres of land, this spacious home features four bedrooms and four and a half baths with expansion possibilities of up to seven bedrooms. This post and beam style home has had light use since construction by current owners in 2006. Home has a large living room with vaulted ceiling and fireplace and yellow heart flooring. Great room is open to the gourmet kitchen and breakfast area. Many windows allow natural light to filter through the space. This level has two bedrooms, two and a half baths, and a spacious library. Enjoy out door living on the large deck or covered porch. The second floor has the two additional bedrooms and two full baths. The 7 bedroom septic would allow you to create a space on the ground level. This space has approximately 3,000 sf of space with large windows. The three car garage is an added bonus. Enjoy all West Tisbury has to offer from this property.

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Over $100,000 in income in 2018! Sold turnkey, this newly completed, six bedroom residence and one bedroom guest house are well-located on over an acre and a half in central West Tisbury. The private lot, on a small cul-de-sac, is quiet yet only a short distance to either Vineyard Haven center , West Tisbury center or Lambert's Cove beach. The principal residence utilizes a reverse floor plan to take advantage of the natural contours of the lot. There are multiple spaces for indoor and outdoor entertaining, plenty of room for a pool and the guest house and studio space is distant enough to provide privacy.

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A COUNTRY MANOR HIGH ON A HILL – Designed by owners who understand that elegance and relaxation can co-exist. A graceful stone wall and circular drive create a sophisticated setting on a large parcel of land. The community provides two private beaches within a ½ mile of the property. One beach is at the bottom of a dramatic overlook with spectacular water views and the other, more user-friendly with an ability to walk directly on the beach. As you enter the home, the crafted stairway separates the living space. The living room is enhanced with a classic Vineyard stone fireplace. The piece de resistance is the wood paneled sunken library beyond which becomes a quiet space for reading, games and creative chatter. A casual den leads to an en suite master bedroom with fireplace and private balcony. The meaning of “cook’s kitchen” is not wasted here - there are two stoves and two refrigerators and an over-sized island. There are also a breakfast room and a grand formal dining room. French doors and windows overlook the expansive back yard and pool. Two en suite guest bedrooms with private balconies, one with a fireplace, occupy the second floor and enjoy distant water views. The third floor with more capacious water views, a full bath and balcony can be used as the fourth bedroom or another living room. Chic, European flavor on the Vineyard or transform to chic coastal contemporary. Click on the video tour in the listing under External Links for preview of the property.

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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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Privacy and quiet are hallmarks of this 4.35 acre family compound. This property has had a total renovation inside and out. Newly shingled siding, all new windows, exterior and interior doors, new kitchen and baths, heating and A/C. The 4+ bedroom Colonial home has a spacious and open first floor that features a gourmet kitchen with center island, dining and family room, a first floor bedroom and full bath. A covered porch and deck offer additional living space for outdoor enjoyment. The second floor offers 2 spacious guest bedrooms that share a full bath, a master bedroom with en-suite bath and second floor laundry. The 3rd floor offers extra living space with heating and A/C, perfect studio space. The walkout basement with a full bath has 6 large south facing windows. Many custom details throughout. The 3 bedroom guest cottage has a partially finished walkout basement and is privately sited from the main house. Perfect for guests or extended family. A 3rd structure will need work and includes 300 square feet which has insulation, heating and water that is provided seasonally via connections to the cottage. A 4th structure is a 2 story building looking out to a Beech Tree Forest. Open for your imagination; studio/detached bedroom/ pool house? Septic will allow for a total of 8 bedrooms! The perfect compound!

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A Gentleman's horse farm modeled after an historic Deerfield, MA home. Built in 1994, this replica Federal Colonial sited on 5.02 acres of meadow and pine forest is where you can comfortably call home. The spacious and generous 4000+ square foot colonial style reproduction is reminiscent of yesteryear with all the modern-day comforts. Abundant land could support a guest house and garage. A five (5) bedroom septic is in place. The magnificent radiant-heated kitchen has white marble counter-tops including a butcher-block inlay, a commercial WOLF 6-burner grill-top stove, and 2 kitchen sinks; one unique green soap-stone and a second farm sink. Full of natural light and boasting a cathedral ceiling makes this a kitchen everyone enjoys. You'll enjoy dining al-fresco on the back deck and a cocktail overlooking the in-ground heated PebbleTech pool & spa and picturesque horses grazing beyond. Get cozy in the evenings around the fireplace in the living room. There is a first floor library/office with a separate entrance, perfect for the professional practice. The upstairs master bedroom is the epitome of relaxation with a second fireplace and en suite bath, complete with jacuzzi tub. Two more bedrooms and a shared full bath complete the 2nd floor. The private 3rd floor is a generously sized fully-finished bedroom with work or play space and half-bath. Grand country-living on a striking estate setting complete with a two-stall horse barn with tack room, fully-fenced paddocks and dog run. A frog pond rounds-out the grounds with the sweet sound of pinkletinks on warm evenings. Easy to show.

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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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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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