Sales & Rentals
Residential & Commercial
P.O. Box 88
55 New York Ave.
Oak Bluffs, MA 02557
508-693-1100

Towne and Country Realty on Martha's Vineyard

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LINK ID: 31993
Town: Vineyard Haven
Type: Single Family
$2,795,000.00

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Location, Location, Location! Walk or bike to everything. This majestic harbor view property offers living at its best in a vibrant area of well maintained and preserved period homes just one block to Main Street or Owen Park's deep water dock, beach, bandstand, and boat moorings. Enjoy all the benefits with the village mere steps away, clay tennis courts around the corner, and two blocks to the Tisbury school. The Steamship ferry dock is ultra convenient for commuters and excursions to the mainland. Located in the heart of William Street, this Bracketed-Italianate style gem is known as the Capt. Benjamin Cromwell House and was carefully sited on the highest point of the property. Perfectly proportioned cross gable and cupola, impeccably renovated and updated throughout, features include 6 bedrooms, 5 baths, chef's kitchen, oil heat, a/c, spacious finished attic with soaring peaks. Don't forget the adorable cabin guest house with its climbing roses plus the two car garage while overlooking the .66 acre manicured grounds. Skip over to Owen Park to your dinghy or kayak, grab a morning swim or stretch on the beach, or simply soak up a magical sunrise or reflective sunset while the sea ebbs and flows nearby. As the captain of the old Island Line transportation service with steam-powered side-wheelers, the Eagle's Wing and later the Monohansett, this property was an emblem of the Captain's success and enhanced by its prominent physical setting with surrounding decorative caste iron fencing. The architectural details, water views, spacious veranda, gleaming wood floors, 9' ceilings, crown molding, and more will captivate the attention of the most discerning buyer. The historic port of Holmes Hole became Vineyard Haven in 1871 and later Tisbury. William Street was the second street laid out by the village in 1831 and has consistently maintained its look. Truly a rare, in-town, luxury opportunity, in turn-key condition - a property which needs to be seen to be appreciated. Furnishings available separately.
LINK ID: 35362
Town: Vineyard Haven
Type: Single Family
$2,895,000.00

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Custom Timber Peg Post and Beam Home on a private beautifully landscaped 5.6 Acre Lot located in highly desirable neighborhood of Lower Makonikey. A three minute stroll down your path to the private association North Shore Beach overlooking Vineyard Sound. Four bedrooms, open concept kitchen and dining room, the living room includes a wood burning fireplace and a second charming separate sunny garden room to relax in. A perfect home for summer by the beach, as well as, year round living. The house has been meticulously maintained and there are extensive mature perennial gardens overlooking the many porches and patio's providing easy outdoor care. Bonus - a luxury detached professional Office/ Studio space over the garage. This enchanting setting offers the ultimate Vineyard Lifestyle of having your own heavenly nature retreat !
Front door and walkin basement enterence LINK ID: 33574
Town: Vineyard Haven
Type: Single Family
$2,950,000.00

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**RECENTLY INSTALLED 5 BEDROOM SEPTIC ** Rare opportunity to own this vintage, dutch colonial waterfront home situated atop a West Chop bluff offering unparalleled views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Elevated above a secure bluff, enjoy breathtaking views with your friends and family from every vantage point! This unique property has its own private white sand beach with a private stairway and swimming dock, which was completely rebuilt in the spring of 2015. Enjoy the feeling of seclusion from your oasis within walking distance of shopping, restaurants, the ferry and all that downtown Vineyard Haven has to offer. Also includes a detached one car garage, lush landscaping and grass, mature trees and an extra downstairs toilet and shower for after beach use (not included in 2.5 bath figuring). Owned by a single family since 1955 and while it has been updated over the years, the original charm of this delightful home remains entirely intact. This house could not be replicated today in its current location. Don't miss this opportunity!
Alternate paint visual LINK ID: 35197
Town: Vineyard Haven
Type: Single Family
$2,995,000.00

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Set perfectly in the heart of Mink Meadows, this fabulous turn-key residence offers a remarkably high level of finish and quality. Thanks to extensive renovations by local contractor Joe Grillo and landscape and hardscape design by Kristin Reiman, the property presents as a rare, completely finished product. The main house centers on an expansive great room with open kitchen, dining, and living areas. The master suite occupies its own wing, featuring a private bathroom with all new fixtures and private outdoor shower. Upstairs are two more bedrooms with ensuite bathrooms - both completely renovated. Above the detached two-car garage is an immaculate private guest apartment with the fourth bedroom, bath, and full kitchen. In renovations, the improvements to the structures were all-encompassing, but some of the upgrades include all new electrical systems (everything new from wiring to fixtures, and switches), Lutron system, Sonos sound, new heating and cooling system, refinished hardwood floors, and new cedar shingle roof on both the main and guest/carriage house. The grounds of the property feature exceptional privacy, due to extensive screening and new plantings. Irrigated lawn and gardens are beautifully defined, with blue stone walkways and other custom elements perfectly situating the property's structures in a distinctly calming environment. The location in Mink Meadows is amazing on multiple levels. For the golf enthusiast, Mink Meadows' nine hole course is readily available to enjoy - the property fronts on the golf course's 7th green and 8th tee/fairway. The private association beach on the north shore offers picturesque views, sandy beachfront and pristine waters. The West Chop Club and Lighthouse are close by, as are a number of conservation lands and amenities for trails and other outdoor pursuits.
First floor den LINK ID: 34941
Town: Vineyard Haven
Type: Single Family
$2,995,000.00

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Ready for summer use! Close to downtown on a quiet side street, this 2,325-SF house with water views and magical morning light is steps away from a secluded beach overlooking the town's outer harbor. With three en-suite bedrooms upstairs and a downstairs den, first-floor and upper decks facing the water, and proximity to the Vineyard Haven Yacht Club and West Chop, this architect-designed contemporary offers comfortable and convenient summer living. The open floor plan flows around a floor-to-ceiling central fireplace, with expansive windows and plenty of built-in storage. The .20-acre corner lot features mature landscaping and a large sunny lawn with a field stone wall. Other amenities in this beautifully renovated home include a spacious garage, central air, unfinished basement, and an airy, light-filled mudroom. SELLER is offering a $5000 bonus to the selling agent with a Purchase and Sale executed before October 1, 2019 and with a closing thereafter.
Looking east from beach path LINK ID: 33134
Town: Vineyard Haven
Type: Single Family
$3,250,000.00

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This contemporary A-frame located by Sheriff's Meadow in West Chop has unsurpassed views over the Meadow towards the Cape and the Sound and over 145 feet of private beach looking out towards East Chop and the outer harbor. The detached guest house is complete with office, kitchen, bedroom and bath which could not be duplicated today. The main 3 br. house enjoys a 415 sq. ft. deck and a 96 sq. ft. porch area to view all the summer boat activity. This house could be part of a magnificent waterfront compound with the purchase of 741 Main St. next door. This is a very special spot and a rare opportunity.
LINK ID: 35371
Town: Vineyard Haven
Type: Single Family
$3,600,000.00

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This extraordinary waterfront home sits on a bluff overlooking the desirable Lagoon Pond, with views spanning to Eastville Point Beach and Vineyard Haven Harbor beyond. This home is sited on 1.57 acres of landscaped lawn with brilliant green oak trees and features 120 feet of frontage on Lagoon Pond.A stunning example of the perfect blend of historic charm and modern amenities, this classic Victorian style home was built in the 1870s as part of the Innisfail Inn, a summer resort that attracted famous actors, operetta stars, and musicians, who spent their days enjoying the ocean breeze and perfecting their craft with informal concerts on the wrap-around porch. This home has been thoughtfully renovated to include updated amenities. The kitchen was expanded; an eight-hundred-square-foot master bedroom suite including private bath, a walk-through closet, an office alcove, and air conditioning was added; and the porch was enlarged to wrap around the new living space. The interior of the house radiates happiness, with cheerful accents of color grounded by crisp white paint. Yet the vintage character of the home remains with original exposed joists, board walls, and open ceilings, keeping the feel of the Victorian cottage intact. In Celtic, Innisfail means "the abode of peace and rest", an accurate translation to convey the tranquility and beauty of this property. This is a rare opportunity to own a lovingly maintained home with a long and storied history, but most importantly, this elegant home is the perfect property for generations of gatherings for family and friends. This home directly abuts the vacant land for sale at 0 Howard Street. A buyer looking to keep the same feel and privacy that 87 Bellevue currently holds, should also consider buying the adjacent land with almost 150 feet of Lagoon frontage and a 4-bedroom septic in place.
Deck looking out towards Naushon and Woods Hole LINK ID: 35176
Town: Vineyard Haven
Type: Single Family
$3,999,000.00

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Breathtaking views from this ideally situated 4-bedroom home overlooking Vineyard Sound, the Elizabeth Islands, and Mink Meadows Pond. Step out your door to deeded access to the beach plus use of the Mink Meadows Association beach! Enjoy majestic sunsets from almost every room in the house and especially from the 1,112-s.f. deck! The combined living room and dining area feature expansive windows and sliders, all with panoramic views. This is easy living, with a den or fourth bedroom on a quiet lower level. A classic contemporary, it offers maximum privacy on 2.45 acres, convenient to Mink Meadows Golf Club, West Chop Woods nature preserve, the West Chop Club community, and downtown Vineyard Haven. A birdwatcher's dream, the peaceful tranquility and wildlife of the protected pond area are mesmerizing. Owned, loved, and well-maintained by the same family for over 55 years, this is a rare opportunity to purchase north shore waterfront with panoramic views of sunsets and ferry watching plus direct water access to a deeded West Chop beach. Please call listing office for more beach information. Heat is solar-assisted panels with electric backup.
Rear of house at twilight LINK ID: 31874
Town: Vineyard Haven
Type: Single Family
$4,400,000.00

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Waterfront on Lake Tashmoo with sweeping water views. This highly sophisticated home with deeded north shore beach access was built by Mark Baumhofer and bears all the hallmarks of a luxury residence. The design blends rustic elements with contemporary styling, all to dramatic effect. Privacy is assured with three of the four bedrooms being bedroom suites, one upstairs and two semi-detached. The lush landscape by renowned Tea Lane Nursery is all-organic. Custom details include plaster walls, CWM copper-clad windows, doors and windows made from the highest grade Tahitian mahogany, radiant floors, and a 23 ft ceiling height in the Great Room. The property abuts 50 acres of Sheriff's Meadow conservation land to the west, and to the east, a 6-acre parcel that cannot be subdivided. A 42-acre farm lies immediately to the south. The 150-ft north shore beach to which owners have deeded access is reachable via a quiet country road or by kayak, canoe, or paddleboard. This beach offers excellent swimming and beautiful sunsets. Please view imagery and request a specifications sheet for more information on this spectacular property.
LINK ID: 35258
Town: Vineyard Haven
Type: Single Family
$5,475,000.00

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Priced under assessed value, this wonderful 6 br. beach home is located on a private, sandy beach overlooking the outer harbor and Sheriff's Meadow. One of a kind opportunity to own a home that could not be replicated today. First floor has been renovated with state of the art kitchen opening to informal dining and living room with panoramic water views. Casual living with window seats viewing a rolling, manicured lawn and a sandy beach path leading to some of the best swimming on the island. A private, over sized master with adjoining den abuts the conservation land with private outside access to early morning or late night swims. There is an additional bedroom off the kitchen, again with beautiful water views. The second floor is old age charm with 3 bedrooms viewing the Sound. This property is a rare offering with your own private beach and can be packaged with the house next door to form a breathtaking waterfront compound.
LINK ID: 29771
Town: Vineyard Haven
Type: Single Family
$5,700,000.00

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Not all vineyard waterfront properties are the same. This waterfront estate on the shores of Lake Tashmoo is truly unique. Located on 6.4 acres of woods, the house is on a point of land with water on three sides. There is a main house and several outbuildings. The property is landscaped with two circular drives, brick walkways and over 700 feet of deepwater frontage on Lake Tashmoo. A sandy beach is a few steps away from the front porch. It slopes gently into the water and is ideal for young children. There is a plentiful supply of shellfish just off the property. There is a family of otters, a pair of ospreys that live near the shore and an occasional sighting of harbor seals. It is a bird watcher's paradise. The house has five comfortably sized bedrooms, two of which have their own outside entrances and private decks. The master bedroom and bath occupies the entire second floor of the house, and has the utmost privacy. It has a loft, built-in bureaus, a fireplace and a wraparound outside deck. The living room has fireplace, wood paneling, yellow pine floors and a cathedral ceiling with skylights. A glass wall opens into a screened porch, a favorite place to dine in the summer. The dining room is connected to the kitchen by a set of French doors. It has yellow pine floors, wood paneling and wraparound windows. There is also a family room with a very private screened porch overlooking the dock. The entire house is very bright and cheerful with skylights and an abundance of windows. Have you been searching for Vineyard waterfront properties with a deep water dock? Search no more! Don't miss the opportunity to own this stunning Lake Tashmoo property.
LINK ID: 35038
Town: Vineyard Haven
Type: Single Family
$6,250,000.00

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Panoramic views over Vineyard Sound and the Elizabeth Islands, frontage on Mink Meadows Pond, and a tranquil wooded setting with beautiful mature plantings make this 3.53-acre property feel like a secluded and serene island retreat. A relaxed gathering spot for family and friends, the 4,704-SF house includes seven bedrooms and four-and-a-half baths, separate guest quarters, screened porch, two-car garage, and nearly 2,000 SF of outdoor decking. The great room anchors the house with its soaring cathedral ceiling, brick fireplace, and a wall of windows framing the dramatic sunset water views. The light, airy kitchen is outfitted with a spacious white granite island and countertops, Gaggenau ovens and cooktop, and walk-in pantry. Custom built-in shelves and cupboards throughout provide lots of storage space. Enjoy easy access to the sandy Mink Meadows association beach, along with preferential member status at Mink Meadows golf course. Nearby are West Chop Woods 85-acre nature reserve, Lake Tashmoo, the West Chop community, and Vineyard Haven Yacht Club. Making the most of its peaceful, private location and panoramic views, this beautifully crafted home, with renovation design by renowned island architect Ben Moore, has room for everyone, inside and out. Please call listing office for details on flexible financing.
LINK ID: 35174
Town: Vineyard Haven
Type: Single Family
$7,500,000.00

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Tashmoo Farm, originally built before the Revolutionary War, has been meticulously and tastefully restored to preserve the historic character and grandeur. This gracious home is in pristine condition and now features 6 bedrooms, 5 full baths, 3 half baths, several sitting rooms, a more formal living room, dining room and family room. All new heating and A/C. The newly renovated kitchen includes 2 Sub Zero refrigerators, a Bosche dishwasher, Thermador double ovens and a five burner stove top. Many complimenting features include original moldings, 7 fireplaces, wide pine and fir floors and all new windows. A har-tru tennis court, gunite pool and a delightful pool house were added in the late 1990's. The pool house is accessible to both tennis and pool through oversized doors that lead to private patios covered by a pergola. It's is well equipped for entertaining with grill area and wet bar, a changing room and full bath. Beautifully landscaped grounds with expansive lawns overlooking rolling meadows, extensive perennial gardens surrounded by stone walls offers exceptional privacy. Access to Lake Tashmoo and the association dock.
LINK ID: 34055
Town: Vineyard Haven
Type: Commercial
$8,000,000.00

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A once in a lifetime opportunity to own a large portion of the Vineyard Haven harbor front. These four distinct commercial properties, with a total of seven buildings, have been in the same family for a generation. All four properties are being sold as a package only. Properties will not be sold individually and are being sold "as is". There are a total of 7 buildings and a total of 2 residences. One residence is a second floor apartment and the other is a free standing cottage on the beach. The four parcels total approximately 185 feet of frontage on Vineyard Haven Harbor. All rooms, bedrooms, bathrooms, assessments and taxes reflect a total of all four properties combined. Includes a 120 foot + dock in the harbor. 30 Beach Rd. has approx. 16,200 square feet of land with two buildings. Present tenants are the M.V. Times and Gannon and Benjamin Boat Builders.34 Beach Rd. with approx. 17,400 sq. ft. of land has three buildings, including two art galleries, one has a second story apartment. Also a separate one bedroom cottage located on the beach.42 Beach Road has approx. 12,000 sq. ft. of land with a warehouse. 46 Beach Road has approx.. 5,700 sq. ft. of land. Includes a building that used to house a paint store. The properties are zoned as waterside management and commercial waterfront. Area is designated as a DCPC- District of Critical Planning Concern. Within 100 feet of the shore, the uses are restricted to waterdependent businesses. All present tenants are "tenants at will". Rental rates, water ,and sewer use charges available upon request.
Aerial views of outer harbor LINK ID: 34506
Town: Vineyard Haven
Type: Single Family
$11,500,000.00

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This gracious, impeccably detailed, three-story air conditioned home with guest house and garage overlooks Vineyard Haven harbor towards the East Chop lighthouse, steps away from its own sandy beach and an easy stroll to downtown Vineyard Haven. Thoughtfully sited and designed, the 5,787- sf house on .55 acres includes four bedrooms, an expansive living and dining room, and multiple porches with spectacular water views. Thg house was totally renovated in 2004 and the it's graceful gambrel design incorporates an abundance of windows, red cedar shingles, and copper gutters. The first floor boasts an open living room with a dramatic fieldstone fireplace and a wall of French doors with views of the harbor. The gourmet kitchen adjoins a screened in porch for that perfect sunset dinner. Enjoy multiple outside sitting areas including a porch, another screened in porch and an outside kitchen and dining table on a sunny bluestone terrace. The second floor has a breathtaking master suite with an enviable master bathroom. Completing the second floor are three more bedrooms en suite and two sitting rooms. A third floor with large open spaces and sweeping views, especially from the widow's walk, will entice you for that afternoon read. Additional amenities include a full walkout basement with wet bar, an exercise room, a media room, plus a state of the art wine cellar and an elevator. This is a very special offering!
Elegant Palladian doorway entrance LINK ID: 33954
Town: Vineyard Haven
Type: Single Family
$11,750,000.00

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Located on a winding private road, this original 1896 West Chop waterfront home was completely renovated to exacting standards in 1992. With 8 bedrooms and 6 and a half bathrooms, and a classical layout with formal and informal areas in which to relax and pass the time, this home encompasses all that this desirable location provides for multi-generational family gatherings and summer memories at West Chop. A stately front entrance leads to the formal living room with adjoining separate sitting room, with fireplace, that opens to the expansive water facing porch providing active views of the Vineyard Sound and additional entertaining space to while away a lazy summer afternoon. The home offers an exceptional combination of elegant charm and modern amenities including the large gourmet kitchen breakfast room, with Wolf and Sub Zero appliances, bespoke cabinetry and a butler's pantry that leads through to the formal dining room. The staircase leads to a large master suite with full bath, office and balcony overlooking the water. Three further bedrooms and 2 additional bathrooms occupy the remainder of the second floor with 4 further bedrooms and 3 baths on the third floor. The huge walk out basement was created during the renovation, and could be finished to create living space for wine cellar, family room or gym. Air Conditioning has been installed throughout for 2019.Walk from the house through established perennial gardens to the beautiful sandy beach for easy swimming, tide rides to the pier and docks and enjoyment of the water. This is a rare opportunity to buy in the heart of the West Chop community. Contact us for more information about this special North Shore private setting with opportunities for beaches, tennis, golf, and more.
LINK ID: 33535
Town: Vineyard Haven
Type: Single Family
$11,750,000.00

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This three-story shingle-style air conditioned home on Vineyard Sound, an easy walk to the West Chop Club, epitomizes the relaxed elegance of late 19th-century seaside living. Beautifully restored and decorated, the 5,345-sf house ideally located on a peaceful private road, includes eight bedrooms, multiple formal and informal gathering areas, and wide porches with spectacular water views. A superb example of traditional coastal New England architecture with its cedar shingles and abundance of windows, gables, and gambrels, this meticulously maintained house was built in 1897 and renovated in the early 1990s, paying tribute to its historical detail while adding many amenities. A spacious gourmet kitchen, outfitted with high-end appliances, adjoins a casual dining/lounging area and connects through a butler's pantry to the formal dining room. Two living rooms, one with a large fireplace, comfortably accommodate a large gathering. The expansive master suite includes a balcony with water views, brick fireplace, spacious master bath, and adjoining sitting room and office. The .59-acre property makes the most of its dramatic setting with graceful perennial gardens, open lawns, and most importantly 2 possible sites for a pool. A private path leads to the West Chop Trust's north shore beach for lazy days in the sun, tide rides, and fishing. Just two miles from the center of Vineyard Haven, a West Chop classic similar to this home rarely comes on the market, and provides the perfect setting to create memories of your own for generations to come.
The spacious foyer is an inviting entrance to a gracious home. LINK ID: 33742
Town: Vineyard Haven
Type: Single Family
$13,500,000.00

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VINEYARD HAVEN HARBOR WATERFRONT WITH A POOL - A premier location on Vineyard Haven Harbor with expansive views of all the activity. Set back on 1.7A, with 146' of private beach, this property offers a spectacular pool, surrounding landscaping, and a 5 bedroom, 7,046 sf home, 2 car garage impeccably designed by premier architect, Patrick Ahearn. A dramatic foyer separates the casual side of the house from the more formal rooms. The spacious kitchen to the left, with a view of the Harbor, incorporates a casual sitting area with fireplace and a separate bar area. Wide French doors open to a large porch with stone fireplace, where you will enjoy the smell of the ocean, breezes, and feeling of what summer is all about on the Vineyard. The outstanding dining room overlooks the entire harbor and is centrally located beyond the foyer. The south wing of the first floor includes the formal living room with fireplace, all season porch, and study. The second floor is devoted to the master suite and guest quarters with broad views which deliver varying angles of the Harbor. A long balcony hallway leads to the master suite on the right with an over sized walk in closet, bath and French doors overlooking the lawn and pool to the Harbor beyond. Next to the master suite is a stairway to the widows' walk and the Harbor and stars. The north wing of the house is devoted to three guest bedrooms. A fifth bedroom studio is above the 2 car garage, with sleeping quarters, bath, living space, and kitchenette. It has a private access from the garage or accessed from the guest suite on the second floor. A stunning property with stunning views with proximity to town and the ferry.
A landmark property like no other LINK ID: 35775
Town: Vineyard Haven
Type: Single Family
$13,900,000.00

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Presenting one of the most outstanding real estate assets on Martha's Vineyard. 1005 Main Street was built in 1891 and purchased in 1948 by the Singer family who have owned it since. The setting is front and center in West Chop and includes a large private beach and 210-degree views so expansive that you can enjoy sunrises and sunsets from the same chaise lounge on the deck. The views are extremely active with ferries and fishing boats passing in the distance, sailboat races, and at closer range smaller craft including perhaps your own children in a laser or kayak. There are 8 large bedrooms, 7 full baths, and a 2-bedroom apartment in the lower level. The home still exudes olde worlde charm despite all 5,050 sq ft having been completely renovated between 1995 and 2005 with new insulation, HVAC system, and updated plumbing and electric. The 400 ft of private beach is a rare asset, and the walkway down to it has been trod by many who have come to love this home and incomparable setting. Of course, with its multiple decks and spectacular views, the home has always been a prime location for entertaining friends and family and so it is helpful to have so much parking - eight spaces plus a two-car garage. The sea wall assures that this property will be here for future generations. Membership at the West Chop Club would confer a host of privileges including use of nearby "middle pier" for loading and unloading.
LINK ID: 35732
Town: West Tisbury
Type: Land
$465,000.00

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One acre buildable lot located on very desirable lower Longview Road. Easy walk to Lambert's Cove Beach. Surveyed, staked, and septic design for 3 bedrooms completed. Wooded, sloping with some wet areas. View easement on lower right corner benefits neighbor. Lot is located between 44 and 56 Longview.
8-38.1 LINK ID: 33750
Town: West Tisbury
Type: Land
$470,000.00

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3.17 acres abutting 80+ acres of conservation land to the north and east. Stone walls bordering the south and west. The building site allows for a main house plus garage or barn and offers opportunities for a south-east facing walk-out basement and a winter view of the abutting freshwater pond. Perc test completed. Miles of trails in your back yard. Away from it all yet only a short drive to Tisbury town center or Lambert's Cove Beach. A road easement provides access for two homeowners accessing parcels at the end of Ben Chase Road.
LINK ID: 35842
Town: West Tisbury
Type: Land
$550,000.00

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Flat wooded building lot that is only half a mile to Alley's General Store, town library and the Grange.
LINK ID: 35843
Town: West Tisbury
Type: Land
$575,000.00

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Flat wooded building lot. Half a mile to Alley's General Store, the town library and the Grange.
LINK ID: 35039
Town: West Tisbury
Type: Single Family
$749,000.00

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Three Bedroom two bathroom Custom built Home located in West Tisbury on Nats farm lane. this home sits on 1.47 acres of mostly wooded land and has a lot of POTENTIAL!!!Exterior needs Maintenance and interior needs some updating. updated mini split w/Ac/heat located on the first floor and a new on-demand hot water in the basement. a rare opportunity to buy in this sought after location that is 2 minute walk to the West Tisbury school and neighbors land bank property.
LINK ID: 34996
Town: West Tisbury
Type: Single Family
$925,000.00

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At the end of a beautiful private driveway lies this family compound! Pulling in to a large circular driveway you are at a guesthouse garage and a continuous ranch with a 2.5 car garage. There is a large private backyard surrounded by conservation . Within a 5 minute drive to Vineyard Haven, this house is completely private. Both properties were built by the owner who was a prominent builder on the Vineyard for years!Ground floor living, you enter into a real country kitchen with fireplace, a sun bathed living room, a formal dining area with a large master bedroom suite and two more bedrooms with a shared bath. There is great separation in the living space which allows the owners great privacy. There is an unfinished second floor which is a kid's playroom complete with regulation pool table!
Custom designed cape home with surrounding gardens LINK ID: 35801
Town: West Tisbury
Type: Single Family
$935,000.00

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Enjoy the Vineyard at its very best from this three-bedroom, two-bath custom cape with all the amenities and upgrades including central air conditioning. Cook a true Vineyard feast from the large chef's kitchen with six burner industrial stove, which flows seamlessly into the dining and living areas. First-floor features cathedral ceilings, rich maple floors and gas fireplace with two guest rooms and bath. Second-floor includes bright sunny loft area with nook office and large master bedroom with large windows, ample closet space and master-bath including double sinks, tiled shower and Jacuzzi soaking tub. Have morning coffee from the light-filled sunroom overlooking sprawling, mature gardens, stone patio, pergola-top outdoor shower and room for optional garage. Newly-installed solar panels keep energy bills low. This 2,233 sq. ft. home includes access to association pool and tennis courts, close to nearby bike path and walking trails as well as Vineyard-favorite Lambert's Cove Beach. Agent related.
LINK ID: 34915
Town: West Tisbury
Type: Single Family
$989,000.00

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This Replica 1760 Saltbox has been nicely designed and built. Many nice features include a great room with cathedral ceiling, skylights, a wood burning fireplace, a Jotul wood stove and french doors that lead to an open deck. The kitchen has plenty of work space and cabinets, butcher block counters and a breakfast bar. A more formal dining room is great for entertaining. Fist floor master with private full bath and access to a back deck and outside shower. The second floor has two additional bedrooms each with it's own full bath. True divided light windows and oak wood floors throughout The full basement includes a laundry room, storage and partially finished game room. There is an enchanting detached bedroom used for summer guests. Nicely landscaped with many mature plantings and perennial gardens.
LINK ID: 34975
Town: West Tisbury
Type: Single Family
$1,095,000.00

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This historic Greek Revival home on Music Street offers charm and character both inside and out. Built in 1850's, this home has been lovingly maintained by the same family for three quarters of a century. Curved walls, foyer with chandelier, wide plank flooring, fireplace and even the original clawfoot tub add to the charm of this historic home. While many of the antique features still exist, this home has been enhanced with modern improvements including full central air by mini-splits, a generator and a new furnace to name a few. There are three bedrooms and a den/office, three bathrooms, a kitchen with full pantry, and a living dining room with fireplace and bay window. An expansive deck facing southeast overlooks the open sunny yard with mature plantings, perennials and a shed. Easy walk to the Farmer's market, Alley's or the town library.
LINK ID: 32678
Town: West Tisbury
Type: Single Family
$1,095,000.00

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Sunny contemporary home in Nat's Farm offers a central kitchen/dining/living area with cathedral ceilings, living room with fireplace and granite seat, wood floors and a row of glass doors and windows overlooking the South facing sun deck and grassy lawn. Master bedroom suite with fireplace and balcony plus an open loft room all on the top floor. Two guest bedrooms on one side of the great room and a third guest bedroom with private bath and private outside access all on the first floor. Pleasant private yard with native mature plantings and manicured lawns surround the house. The sun deck is the full length of the South side and offers many areas for lounging and space for a bbq. Built-in hot tub and outdoor shower. As part of Nat's Farm, there is a private trail head to access State Forest trials. Also, ball field and tennis courts are across the street at West Tisbury School.
Front view of house LINK ID: 33055
Town: West Tisbury
Type: Single Family
$1,195,000.00

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This lovely, unique home, nestled at the top of enchanting Indian Hill road, is warm with country charm and historic character. Recent extensive renovations include new windows, kitchen, bathroom and heating system, making this home comfortable for year round living. A covered porch welcomes you into the country kitchen complete with custom cabinets, soapstone counter tops and stainless steel appliances. The sun filled living room and wood paneled dining room each have fireplaces, beautiful wide pine floors and exposed timber ceilings. A cathedral post and beam addition houses the master bedroom suite with its own private bath, study and laundry. On the opposite end, is a second bright new bedroom and a charming renovated bathroom. The upper floor is its own separate sanctuary with a dormer ceiling bedroom and skylit sitting area. The heated walk out basement features exposed granite foundation walls and a beehive oven. A few steps from the house is the post and beam
LINK ID: 33239
Town: West Tisbury
Type: Land
$1,250,000.00

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Waterfront building lot on Tisbury Great Pond ~ A superb parcel that stretches from Thumb Cove to Middle Cove. Six lushly treed acres with over 450' of water frontage on Thumb Cove. Enjoy access to the Pond and boat to a pristine south shore barrier beach for swimming and beaching, recreational fishing and shell fishing. Tisbury Great Pond and its many coves offer some of the best waters for kayaking and boating on the island. Privacy and nature abound. Proximate to hundreds of acres of Trustees of Reservations Conservation land/Long Point Wildlife Refuge.
Garage and Carriage House LINK ID: 31395
Town: West Tisbury
Type: Single Family
$1,595,000.00

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Spectacular custom designed Contemporary Farmhouse retreat sited on a 2 acre lot. This energy-efficient home includes triple pane windows, double framed construction, central air, wide plank white oak hardwood floors, a 4 bedroom, 2.5 bathroom main house and a detached over sized 2 car garage with a stunning 1 bedroom, 1 bathroom Carriage House. This is a fantastic turnkey solution, being sold beautifully styled and fully furnished ready for a family to enjoy. The main house features an open floor plan, stunning views of the manicured landscape and the natural surroundings of the mature wooded lot. The first floor includes 10 foot ceilings, 2 sided custom gas fireplace, gourmet designed kitchen, large walk in pantry, first floor master suite, second bedroom and a loft study that includes a second set of stairs. The second floor boasts vaulted ceilings a third and fourth bedroom with a custom tiled bathroom. The backyard consists of a bluestone patio with a gas grill and a covered 330SF porch. Custom landscaped yard features a hot tub with 2 outdoor showers and mature trees. There is plenty of room on the property to add an additional bedroom and/or a pool with town approval. The septic is approved for a 6 bedroom home. The property includes an impressive detached private brand new Carriage House over a 2-car garage. Agent is owner.
LINK ID: 35668
Town: West Tisbury
Type: Single Family
$1,600,000.00

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The Child Farm on Lambert's Cove Road is a 17.5 acre parcel now offered for sale for the first time in 65 years. Secluded, private and protected from further development by an agricultural restriction, this parcel features pastoral scenery and woodlands that are bordered by a Lank Bank hiking trail. Bring your architect and builder to this the largest land parcel currently available in sought after Lambert's Cove. Utilize the existing home site or build a new home in the large, prescribed building envelope (see attached plan in the covenants/restrictions document). Utilities and well are in place and a six bedroom septic system was installed in 2013.
LINK ID: 35288
Town: West Tisbury
Type: Single Family
$1,625,000.00

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This rambling expanded farmhouse presides over idyllic meadows and pond views. Positioned in a private area of West Tisbury. This home is surrounded by conversation areas affording it permanent protection and great walking trails. Spacious living areas overlooking pond and fields, with large brick fireplaces in both living area and kitchen. This home features 2 outbuildings as well as an attached greenhouse perfect for the gardener.
Magical West Tisbury LINK ID: 35070
Town: West Tisbury
Type: Single Family
$1,625,000.00

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This Magical West Tisbury two story, 3,280 square foot home with full basement, is a great value in today's market. An attached studio is separate from the first floor living space. The gorgeous pond views out the back add to your daily enjoyment. Just walk across the road to Mermaid Farm farm stand or take a hike on the hundreds of acres of trails outside your door. Your family will find much to love for generations to come.
LINK ID: 35063
Town: West Tisbury
Type: Single Family
$1,625,000.00

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Forever Farm Views. With permanent conservation restrictions in place this six bedroom expanded farmhouse over looks a pastoral environment surrounded by fields dotted with grazing livestock, serene pond and ancient stone walls.With over 3000 square feet of living space, not only does every window look out onto picturesque farm views,but the property comes with 2 outbuildings for creative consideration. Over sized rooms, 2 Fireplaces, and ample living space on the first level to create a multi generational living option.
Foyer and Front Porch LINK ID: 35027
Town: West Tisbury
Type: Single Family
$1,655,000.00

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CLASSIC FARMHOUSE WITH POOL. Spectacular 2800 + sq.ft. 9 room home located on a private 3.10 acre lot in Rural West Tisbury. Sit on your elegant front porch and watch a beautiful sunset or sit under the wisteria on the rear stone patio overlooking the beautiful in-ground pool. Mature plantings lots of lawn professionally landscaped and bordered by large oak trees. This lovely 4-bedroom home has cherry floors on both levels, gourmet kitchen and new master bath and a 6-bedroom septic system. The property is being sold furnished with the exception of a few items.The location is perfect 5.5 miles to Edgartown Center and 2.3 Miles to Alley's. The bike path is a 10-minute ride away and will take you all the way through the State Forest. The property also enjoys close proximity to coveted Long Point Beach and Wildlife Refuge with its spectacular Atlantic South Beach. NOTE: The adjoining property, 50 Red Pony Road is also listed for sale (LINK ID#35026) allowing the option to have a 7-plus-acre compound.
Main Entrance into Living Room LINK ID: 35026
Town: West Tisbury
Type: Single Family
$1,699,000.00

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Great Country Home on a 4.11 acre lot. Very private but close to the W.Tisbury Rd ( 3/10 mile.. Left turn to Alley's Right to Edgartown ) There are outbuildings and fenced paddocks for horses. The land lends itself to growing your own vegetables keeping some poultry,goats, horses, or chickens. Going Green would be easy on this property. There is a 1,296 (+-) S.F. 5 stall Horse Barn with electricity, water,tack room,storage room and hay storage above. The stalls open to the interior of the barn and into the Paddock areas. There is a additional Studio area of 720 square feet ( +-). Lots of options, you could request a permit from the town for a accessory apartment you could detach bedrooms or use as a Artists Studio. Rental income could be earned from the horse stalls and the studio/garage. If the town permitted an accessory apartment you could live there and rent out the main house.This Country Estate is rural paradise.5 bedroom septic in place property is allowed additional bedrooms. Property is rented most June, July and August weeks ( July $720.00 per night August $800.00 per night)Adjoining property is also for sale and together would make a great compound.
226 Pond Rd. in West Tisbury LINK ID: 35754
Town: West Tisbury
Type: Single Family
$1,750,000.00

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Filled with light, this welcoming 4 bedroom, 4.5 bath custom home is ready to move in. Enjoy the gracious living room with cathedral ceiling and fireplace, perfect for family gatherings and entertaining friends. Living, dining and kitchen areas flow together seamlessly in an open floor plan. An intimate sitting room encourages quiet conversation. Bedrooms are generous and a finished lower level offers a full floor of additional space including an office, an exercise area and a large family or media room. Thoughtfully designed with central air and windows throughout to bring the outside in. A front porch and a back deck overlook expansive lawns. There is an attached two car garage. This elegant home was built by Rosbeck builders in collaboration with the owner. Impeccably maintained, this is its first time on the market. It is sited on 1.4 private acres in the sought after Deep Bottom Association, a lovely pastoral setting. This association offers community tennis courts, walking trails and a shared association dock on Tisbury Great Pond. Exclusively offered for $1,750,000.
Back yard overlooking Looks Pond. A perfect spot for contemplation. LINK ID: 35163
Town: West Tisbury
Type: Single Family
$1,895,000.00

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POND FRONT PROPERTY - STUNNING GARDENS AND A PRIVATE SMALL ISLAND. This unique and magical property on Looks Pond has fabulous views and one of the grandest gardens on the Vineyard. A property you have to see in person to capture the true essence. As magnificent as all of Martha's Vineyard is, there are special spots that exceed expectations, and this property is one of them. Tucked away off Music Street down a winding road it sits on the edge of Look's Pond. The home is an " Enchanted Cottage" and more enchanting as you walk over a bridge to your private Island. Robbie MacGregor has added another dimension to the property by applying his artistic skills working with natural trees and branches in the construction of the gazebo, trellises and fences. The beautifully designed and manicured gardens are by far West Tisbury's best! The vistas are beautiful and the character of the home fits the environment. The single building includes the main house with an elegant living room and wood burning fireplace, a spacious master bedroom suite overlooking the gardens and the Pond, and an open garden and dining room, with an efficient kitchen to the right. Walk through the magic door into the other section of the house which is a separate apartment with four bedrooms, two baths, and kitchen. Imagine the possibilities of using it all for your family and guests or renting the private separate apartment, as the owners do today.
An inviting entrance and photo insert of one of the private association beaches. LINK ID: 33579
Town: West Tisbury
Type: Single Family
$1,895,000.00

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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 1/2 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
LINK ID: 35087
Town: West Tisbury
Type: Single Family
$1,950,000.00

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House and 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, brand new 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!
LINK ID: 35427
Town: West Tisbury
Type: Single Family
$1,990,000.00

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Do not miss this reverse contemporary home that takes perfect advantage of truly extraordinary views from Paul's Point to Cuttyhunk on the west all the way to Woods Hole Harbor to the east. The home was custom-designed by its owners who did a masterful job of maximizing this ridge-top location. The upper floor consists of wide open living spaces with 180 degree views, vaulted ceilings, wood-burning fireplace, a cook's kitchen, great screened porch and a master bedroom with two walls of windows looking out over The Sound. The lower level family room and both guest bedrooms also enjoy water views. Of course, you have deeded access to the Makonikey beaches as well as having Lambert's Cove Beach to enjoy as a West Tisbury property owner. Future expansion made easy by over-sized Title V. septic system.
LINK ID: 32391
Town: West Tisbury
Type: Land
$1,995,000.00

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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 and 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...
LINK ID: 30998
Town: West Tisbury
Type: Land
$1,995,000.00

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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!
LINK ID: 35283
Town: West Tisbury
Type: Single Family
$1,999,000.00

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Sunnyside Retreat ! Located on bucolic Indian Hill . A large family compound on over a 4 acre lot surrounded by Beech trees , stonewalls and flower gardens offering the ultimate Vineyard life-style for peace and privacy. There is an 8 bedroom approved septic system with an brand new fully renovated 4 bedroom Main House , a lovely furnished 3 bedroom Guest Cottage, plus two more out-buildings available on this site to develop and customize for your lifestyle! Office, Gym, Studio ... ? Plenty room to add a pool for entertaining.This nature retreat is perfect for a large family, two families to share or a great rental home investment property nearby popular Lambert's Cove Beach and convenient to the Up-Island shopping center .
Path from the yard to the access to Tisbury Pond (only 3/10th\'s of a mile away!) LINK ID: 34319
Town: West Tisbury
Type: Single Family
$2,250,000.00

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An impeccable, custom built 4,400+ sf contemporary cape style home in sought-after Deep Bottom Pond. Set on a private 4.5-acre lot on the easterly side of neighborhood, the location is prime with a path to water access to the Tisbury Great Pond for kayaking only a short walk from your backyard. The spacious home offers five bedrooms and 5.5 baths, numerous living areas, front farmers porch, back deck overlooking the beautifully landscaped grounds and a 3- car garage. The flow throughout the house is well planned and is bright and sunny with soaring ceilings and load of windows and glass doors letting the outside in. Deep Bottom Pond a enclave of significant homes offering a pastoral setting with rolling fields and grazing horses, walking trails, tennis and water access to the Great Pond.
25 Flint Hill Road in West Tisbury LINK ID: 34103
Town: West Tisbury
Type: Single Family
$2,449,000.00

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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.
LINK ID: 33922
Town: West Tisbury
Type: Single Family
$2,495,000.00

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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.
20 Flint Hill Road LINK ID: 33918
Town: West Tisbury
Type: Single Family
$2,495,000.00

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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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