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LINK ID: 17578
Town: Chilmark
Type: Single Family
$6,550,000.00

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Quintessential Chilmark property located in one of the finest coastal enclaves in the entire Northeast, only 16 home sites on 500+ acres of private and natural seaside lands. Renovated 1830's barn with soaring ceilings, exposed beams and modern kitchen amenities. One-of-a-kind property with deeded rights to miles of private, south-facing sandy beaches and pond-side trails.
15 Redwing Road view

LINK ID: 27053
Town: Chilmark
Type: Single Family
$6,500,000.00

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30 acre compound in Chilmark. Rare acreage with stunning views over the Atlantic Ocean, No-Mans Land and Squibnocket point. Three existing homes privately located on separate lots as well as two additional building lots, and a private tennis court. Each home offers its own aesthetic and orientation with substantial acreage and privacy:- The contemporary home has 180 degree views of the south shore that are unparalleled. The second home, a traditional style home on 11 acres, offers one level living, perennial gardens and herbs, rolling meadows and a private tennis court. A new owner could achieve strong views from a second floor addition or renovation. There is also a modest but charming home on a smaller lot with three bedrooms and two baths which also has little water views. This home faces south west for loads of natural sunlight and a pleasant open floor plan. This could be a great caretakers home or sweet little guest quarters. Lastly there are two separate buildable lots both of significant acreage, one is 4 acres and the other is 7 acres. Also available for purchase is a Black Point Beach key which can be coupled with one of the properties or sold independently.
15 Redwing Road view

LINK ID: 26951
Town: Chilmark
Type: Multi-Family
$6,500,000.00

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30 acre compound in Chilmark. Rare acreage with stunning views over the Atlantic Ocean, No-Mans Land and Squibnocket point. Three existing homes privately located on separate lots as well as two additional building lots, and a private tennis court. Each home offers its own aesthetic and orientation with substantial acreage and privacy:- The contemporary home has 180 degree views of the south shore that are unparalleled. The second home, a traditional style home on 11 acres, offers one level living, perennial gardens and herbs, rolling meadows and a private tennis court. A new owner could achieve strong views from a second floor addition or renovation. There is also a modest but charming home on a smaller lot with three bedrooms and two baths which also has little water views. This home faces south west for loads of natural sunlight and a pleasant open floor plan. This could be a great caretakers home or sweet little guest quarters. Lastly there are two separate buildable lots both of significant acreage, one is 4 acres and the other is 7 acres. Also available for purchase is a Black Point Beach key which can be coupled with one of the properties or sold independently.

LINK ID: 25748
Town: Chilmark
Type: Single Family
$6,500,000.00

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Located within exclusive Squibnocket Farm on a 6.2-acre lot, lies this 5-bedroom / 3-bath home. Squibnocket Farm offers 350 acres of conservation land, miles of beautiful trails and some of New England's most spectacular private beaches. Simply driving through the farm to the property offers breath taking views and unparalleled natural beauty. The home is well crafted with cathedral ceilings, custom millwork throughout and large windows to capture the surroundings. Situated atop Squibnocket ridge and surrounded by open fields with several water view easements, this property is very special and must be seen to be appreciated.

LINK ID: 25045
Town: Chilmark
Type: Single Family
$6,500,000.00

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"Top-shelf" Martha's Vineyard. Luxurious home located on Squibnocket Ridge in Chilmark. A finely appointed, water view, country-styled home built with the best materials and appliances. A lovely combination of stone counters and custom pine cabinetry laid out on Brazilian Cherry flooring. Private sandy beaches and pond access, miles of grassy trails along Squibnocket Pond and hundreds of acres of conservation land. Remarkable neighborhood and gated community, bound on all sides by water.

LINK ID: 25033
Town: Chilmark
Type: Single Family
$6,500,000.00

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Enjoy quality and easy living on the farm. With over 500 acres total, 16 lots share 350 acres of conservation with old stone walls, trails and open meadows as well as access to private Atlantic Ocean beaches and Squibnocket pond. This is living in natures finest surroundings. A Buyer can quickly enjoy a home without the concerns of upgrading or rebuilding any aspect of this home. Vistas of meadows, Atlantic Ocean, old stone walls and open sky are offered from different rooms. Cathedral ceilings, cherry floors, open living, beautiful exposed beams and high end finish in in the kitchen and baths. Deeded view channels provide protection for Atlantic Ocean views. This is a rare opportunity to purchase a quality home already built within the farm. Expansion allowed due to size of acreage included. Solid area to support a rental if not using the home.

LINK ID: 25304
Town: Chilmark
Type: Single Family
$5,750,000.00

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No explanation is needed when referring to this historic uniquely secluded community. Perfect design and function are obvious in this nine room rambling country house . Supreme uninterrupted living spaces connected by charming covered porches, all majestically set on 4.3 acres of rolling lawns, with specimen trees and perennial gardens. There is an additional carriage house with one bath and numerous out buildings plus access to one of the finest and most private ocean beaches in the country.

LINK ID: 19770
Town: Chilmark
Type: Single Family
$5,750,000.00

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Located on the edge of Quitsa Pond, this four bedroom home is perfect for summering on the Vineyard. Views from nearly every room of this home over Quitsa and Menemsha Pond. With extremely desirable dock space included, this property has two full private docks and one floating dock only steps from your door. First level of home is a large living area with kitchen all fronted by a large screened in porch. There is also another area that serves as bedroom or could also be used as a den or office space. Upper level has 3 bedrooms, large living room, full bathroom and loft space - great for the young ones. This home is great for entertaining and offers some of the most spectacular views in Chilmark. Enjoy sunset views over the pond...or swim off of the private sandy beach area on the pond which is great for young swimmers and for launching kayaks...All of this just within a short distance of Squibnocket Beach.
garage and farmhouse on right

LINK ID: 26642
Town: Chilmark
Type: Single Family
$5,600,000.00

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This antique farmhouse is perched on a hill with expansive water views overlooking Quitsa and Menemsha Ponds. Offered with the abutting buildable waterfront lot, this is a rare opportunity. Six wonderful acres with old stone walls and expansive grounds. Beautiful views from the abutting lot as well as from the farmhouse. Please inquire if you are interested in purchasing either of the lots separately. Both will have walking access to Quitsa Pond. The waterfront lot was perked this winter and is approved by the Board of Health for 6 bedrooms. Walk to 77 feet of private waterfront on Quitsa Pond and kayak and sail out to Menemsha and the Vineyard Sound.
waterside exterior

LINK ID: 25914
Town: Chilmark
Type: Single Family
$5,150,000.00

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Heathlands is a substantial and noteworthy estate on the bluffs and rolling heaths of Menemsha Highlands. It was built facing out to sea over the North Shore with a panoramic views over Menemsha and the Elizabeth Islands. Located in a neighborhood of large parcels and estates the home is at the end of the road on 6 private acres. It was totally renovated and expanded by South Mountain Company in 1995 using top notch materials and has been carefully maintained since. The house is almost 5000 square feet with six bedrooms and 5 and a half baths and a nearby garage. Considering it's size and grand spaces there are intimate nooks as well to accommodate the real living experiences of a busy, multi-generational family. There is a great deal of light and sweeping views from almost every room. A wonderful two bedroom guest suite attached to the house addresses space and privacy needs of visitors as well as family and grandchildren. The house is surrounded by patios and decks and a wonderful screened porch with a gas fireplace. Gorgeous landscaping and a rolling lawns add to its majestic appeal. There is a deeded path to a private beach minutes away in front of the property.

LINK ID: 25297
Town: Chilmark
Type: Single Family
$4,995,000.00

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Endless Atlantic Ocean views, Squibnocket Pond, rolling hillsides, dramatic vistas, centuries old stone walls, gravel roads... these are just some of the features of this extraordinary property new to market for the first time in nearly fifty five years. This architect designed modern Cape Cod home with five bedrooms and two and one half baths on nearly three acres can be your summer place. Swim, kayak, row or clam in Nashaquitsa Pond, surf at Squibnocket or relax and enjoy the unspoiled, crowd free beach at Zacks in Aquinnah (with membership). Six bedroom septic in place for expansion possibilities.
approaching the house

LINK ID: 24643
Town: Chilmark
Type: Single Family
$4,800,000.00

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NEW LISTING
This magnificent property with summer home, pool and panoramic water views consists of 3 buildable parcels in Prospect Hill totaling almost 12 acres. Beautiful rolling meadows, ancient stone walls, glacial boulders, flower gardens and a lovely orchard all combine to create a setting of exquisite beauty and privacy. This 5 bedroom 4 bath house is tasteful and well maintained with an open living dining kitchen area, separate family room, wonderful screened porch and decks. Enjoy spectacular sunsets as you gaze out towards the Vineyard Sound, Quitsa, Menemsha Pond, the Atlantic and Noman's land. Take a peaceful dip in the pool. Play tennis on the association courts. The buildable lot below the house offers privacy, view protection and the opportunity for a family compound. The abutting hilltop lot has the potential for wonderful water views over the Vineyard Sound. An additional benefit....this property, at the end of a cul de sac, abuts Menemsha Hills Reservation with 150 acres of conservation land on its north and eastern boundaries and land with conservation restrictions on its western boundary (lot 81).This is an unusual opportunity for the buyer who wants to create a family compound or who values beauty, privacy and expansive acreage. The house lot and abutting buildable lot below may also be purchased separately without the hill top lot (see separate LINK listing sheet).

LINK ID: 26788
Town: Chilmark
Type: Single Family
$4,495,000.00

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Beautifully restored and renovated Antique barn on 4.4+/- waterfront acres. This home has been featured in the Boston Globe magazine, This Old House Magazine and Vineyard Style Magazine. Expansive water views of Atlantic Ocean and coastline from Chilmark to Edgartown. Desirable stonewall beach rights -with great swimming and fishing - are included with this property. Open and airy interior with many great accents - white pine flooring, large granite fireplace, large custom windows, steam and dry sauna, large new exterior deck, master bedroom fireplace. A must see home!

LINK ID: 23615
Town: Chilmark
Type: Single Family
$4,250,000.00

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This historic Chilmark home, circa 1771, was built by Simon Mayhew, the great grandson of Chilmark's first resident. The property consists of sixteen plus acres and is located just above Squibnocket. Ocean views are seen east to the Atlantic and west to Menemsha. Once a sheep farm, this property is bordered by nearly a mile of stone walls and walking paths. Stroll the grounds and find yourself transported to Old England. Follow the canopied path lush with blueberries and grape vines down to Squibnocket Pond. This home has five bedrooms, two baths, two fireplaces, garage and storage shed. Additional building site (with permitting) on property has views from Aquinnah to Edgartown.
16 Trails End

LINK ID: 26927
Town: Chilmark
Type: Single Family
$3,900,000.00

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Two House Compound! Custom built with the best materials available this Benson Post and Beam home can be enjoyed in every season. Take the chill off in the winter sitting by the fireplace, cooking in the large gourmet kitchen with wood stove or reading in a cozy nook. The house also lends itself to carefree vacation living with screened porch and large windows out to views of Squibnocket Point and the Atlantic Ocean as well as beautiful gardens. Three levels of living includes a loft, large master bedroom suite, an open floor plan living area and a finished lower level with family room and access to the expansive 3 car garage. Property abuts the Martha's Vineyard Land Trust, with a hiking trail that connects to hundreds of acres of conservation land and other trails. The Second Contemporary residence has outstanding views out to Squibnocket Beach as well. Private lot abutting Land Bank preserve with walking trails. Interior in excellent condition with soaring ceilings and large windows. A new master suite on the second level features more broad ocean views. Large decks, air conditioning and Excellent rental history.

LINK ID: 19379
Town: Chilmark
Type: Single Family
$3,900,000.00

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A classic Vineyard Farmhouse set amidst the rolling hills and ocean views of Squibnocket. This large 6 bedroom farmhouse contains many original details and is loaded with vintage charm. A rambling home prefect for family and friends to enjoy is located within walking distance of Squibnocket beach. A stone patio overlooks the Atlantic and the sound of the ocean waves surround you. 3 working fireplaces, a two car garage and an outbuilding adorn this property. Its location affords privacy yet Chilmark center is only a 5 minute drive away. Lovely views from nearly every room in the house. This home also has a great rental history. A property to be seen and appreciated. OWNER/BROKER has partial ownership interest.

LINK ID: 25014
Town: Chilmark
Type: Single Family
$3,250,000.00

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3.5 acres with AMAZING waterviews from Clam Cove, Quitsa Pond, Menemsha pond all the way to the Elizabeth Islands. This 4 bedroom home is a rustic vintage Chilmark Home with great character. This property has pond frontage on Clam Cove, which means launching kayaks, swimming or clamming just steps from your door!

LINK ID: 17887
Town: Chilmark
Type: Land
$3,250,000.00

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Rare opportunity to own an oceanfront parcel in the highly desirable Squibnocket area of Chilmark. The property has 150 feet of private oceanfront beach. Parcel has a gentle sloping grade to magnificent beach and unparalleled views.
approaching the house

LINK ID: 27047
Town: Chilmark
Type: Single Family
$3,200,000.00

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NEW LISTING
Wonderful property in Prospect Hill on almost 8 acres with house, pool and panoramic water views. Includes a second buildable lot which offers privacy and view protection for the existing home as well as the opportunity for a two home family compound. Peaceful and private with beautiful rolling meadows, ancient stone walls, glacial boulders, flower gardens and a lovely orchard. This 5 bedroom 4 bath summer home is tasteful and well maintained with an open living dining kitchen area, separate family room and wonderful screened porch. Enjoy spectacular sunsets as you gaze out towards the Vineyard Sound, Quitsa, Menemsha Pond, the Atlantic and Noman's land. Take a peaceful dip in the pool. Play tennis on the association courts. An additional benefit....this property, at the end of a cul de sac, abuts Menemsha Hills Reservation (150 acres of conservation) on its northern and eastern boundaries and abuts land with conservation restrictions (lot 81) on its western boundary. This is an unusual opportunity for the buyer who wants to create a family compound or who values beauty, privacy and expansive acreage. There is also an option to buy the abutting hill top water view lot (see other LINK listing sheet).
Hill top in Chilmark off Lovey\'s Cove Road.

LINK ID: 23470
Town: Chilmark
Type: Single Family
$3,149,000.00

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Breathtaking panoramic views of Menemsha Pond, Quitsa Pond, Menemsha harbor, Vineyard Sound, the Elizabeth Islands, and the Atlantic shoreline from this hill top setting in Chilmark. Property includes deeded access to Menemsha Pond at darling "Short Beach" and is conveniently located to Squibnocket Beach. Existing home includes water views from many rooms, expansive decking, walk out partial basement, and private landscape. Expansion of the house possible with conformance to setbacks, 18 foot height restriction, and Chilmark house size bylaw (3300 sf maximum w/out town review). Additional bedrooms possible on the property with upgrade of septic system. Incredible site for a new home or your renovation of the cute and beachy home - BIG water views either way!

LINK ID: 24081
Town: Chilmark
Type: Single Family
$2,900,000.00

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Located in the heart of quintessential Chilmark, this property is nestled between the Allen Farm to the north and Lucy Vincent Beach to the south. Local architect, Ben Moore, designed a single level home for a life of ease beside Chilmark Upper Pond. Living room, dining and a large office form the central core of the house, all enjoying large windows with wide channel views to the Atlantic ocean. The kitchen is on the north side. The wing to the east includes 3-bedrooms, a full bath and laundry room. The west wing holds the en suite master bedroom. Across the entire south side of the house is a multi-level deck system including a large hot tub. A leg of the property extends south to 235' of frontage on Chilmark Pond and a perfect launch for kayaks, canoes, or a Sunfish. A shared dock is a recent addition and a convenient platform for loading the boats.
Back view of the house

LINK ID: 26814
Town: Chilmark
Type: Single Family
$2,850,000.00

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Nestled down Flanders Lane, this spacious, post-and-beam custom built contemporary home has an open and airy interior. This 4.68 acre property is the ideal retreat. Featuring four bedrooms, three and a half bathrooms (each with heated towel racks) and lovingly maintained landscapes. The Gourmet kitchen has top of the line appliances, 8 burner gas stove, built in booths as well as a formal dining area. Relax in the sauna, or read a book by the large brick fireplace in the living room. The outdoor space is perfect for entertaining company on the stone patio with views of the rolling backyard. A beautifully constructed outdoor shower and fully fenced expansive garden with raised beds also adorn this property. An Expansive attached garage (With radiant heated floors!), workshop, and so many other details embellish this home. All of this, plus only a short distance to swim, clam or kayak at your own private access on Menemsha Pond. With 200' of deeded frontage on Menemhsa pond and area for boat storage on the shore. This home is in immaculate condition with impeccable craftsmanship and is turnkey for you and your family.

LINK ID: 25352
Town: Chilmark
Type: Single Family
$2,850,000.00

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Amazing views overlooking the south shore to Squibnocket Point -Beautifully built classic contemporary home with large open spaces and vaulted ceilings. Truly a unique design well located in Chilmark. Perched high on a hill to enjoy summertime's southwest breezes and all day sun. Spectacular view potential of the south shore, Squibnocket point and beyond. Easy and breezy with a great layout providing separation between guests. Really unique and interesting- lovely solid craftsmanship.

LINK ID: 26713
Town: Chilmark
Type: Land
$2,800,000.00

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This +/-10.4 acre parcel of undulating land known as Patty's Hill is bordered by over 70 acres of conservation lands. Includes shared deeded access to 100 ft of private beach and a shared cabin near the water for storing your beach and fishing gear, shown as Lot 2-6 on Map 9 of the Town of Chilmark's assessors maps. The private beach at Great Rock Bight, a sandy cove on the North Shore. Access to miles of walking trails. The landscape is unique, offering a high ridges with gently sloping land, a landscaper's dream.One house site is over two hundred feet above sea level with lovely views over the Vineyard Sound to Aquinnah, Dogfish Bar and the Gay Head Lighthouse. In the other direction, the protected Chilmark Hills. An amazing parcel that has many options for locating your dream home. Please call for a guided tour of the beautiful landscape. Patty's Hill lot is subject to first 100' feet of driveway being shared by abutting lot and a parking area next to Land Bank parking area for not more than 6 cars.

LINK ID: 25413
Town: Chilmark
Type: Single Family
$2,750,000.00

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"Middle Mark" is a historic Chilmark farmhouse located on Middle Road where the view is pasture, pond, sea and sky. This vintage Vineyard summer compound with a three bedroom, two bath farmhouse, plumbed bunkhouse and renovated guesthouse barn with sleeping loft, full bath, gas fireplace and kitchen provide plenty of private and separate spaces for family, friends and guests. The property is just over two acres in size and holds an entertaining deck where the view of the sea stretches from Edgartown to Aquinnah.
The Private deeded beach!

LINK ID: 26318
Town: Chilmark
Type: Land
$2,650,000.00

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This property is a

LINK ID: 24805
Town: Chilmark
Type: Land
$2,495,000.00

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With 530 feet of one of the most spectacular private beaches on the island, this large building site also delivers strong ocean views, enough acreage for an expansive home, and a shared tennis court - a perfect package of amenities for your summer retreat. Shared stairs to beach. Located in a private, yet central-Chilmark location.
Antique Farmhouse

LINK ID: 25862
Town: Chilmark
Type: Single Family
$2,450,000.00

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Perched high on a hill extending down to Squibnocket Pond with some of the most breathtaking views of the Atlantic Ocean one can find on the Vineyard, this antique home known to many as the Hilly Mayhew house has all the character and charm of an 18th century Vineyard farmhouse with its simple but functional floor plan which includes a center chimney fireplace, front parlor room, birthing room now functioning as a small office, painted floors, granite foundation and old stone walls that border the property. In 1928 Vaclav Vytlacil, a world renown painter and writer acquired this property adding a 500 sq. ft. studio where he spent the remainder of his life painting hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found in galleries here as well as around the world. More recently, several upgrades have been made to this property including a new well and 4 bedroom septic system in 2012 along with updated 1st floor bedroom, kitchen, new bath and replacement of some of the older windows. With Squibnocket Beach at your doorstep why not be the next family to assume stewardship of this exceptionally relevant property.
Front exterior

LINK ID: 25154
Town: Chilmark
Type: Single Family
$2,450,000.00

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Set on over ten acres is this meticulously designed and built six bedroom four bath contemporary home. Designed by the Vineyard architect Peter Breese and built by Gino Mazzaferro, the attention to detail is unparalleled. With a combination of both private and open spaces, there is a continuity between the beauty of the structure and its rural Chilmark setting. The center Great Room is large but welcoming- the warmth of the Douglas fir beams and wood and granite fireplace pairs well with the sleek lines of the room. The chef's kitchen must be experienced- perfect example of function and beauty while the master bedroom suite is a separate luxurious world unto itself. The windows, french doors, and high ceilings bring light and color throughout. Every room in the house has a relationship with the outdoors- be it decking, outdoor porches or gardens- the stone walls rim the cultivated lawn, and the stone steps connect upper and lower levels beautifully. There are walking paths through blueberry bushes and substantial fields for horses or sheep throughout the large acreage. Hidden from everything yet just minutes from Middle Road...easy access to Beetlebung Corner and West Tisbury village.... There are existing plans for a guest house and pool within the building envelope.
Cobbs Hill Road

LINK ID: 26250
Town: Chilmark
Type: Land
$2,400,000.00

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Both lots are predominantly level and totally wooded. Wells are installed but have not had recent water quality tests. Each lot comes with deeded access to the West Tisbury Great Pond where you can keep a boat and enjoy all of the amenities of living on the pond. Sailing, oystering, paddleboarding, swimming, kayaking all a quick walk down a grassy path. This is a special road in Chilmark where you are tucked away smelling the ocean air but at Alleys and the farmers market by foot in 10 minutes. Enjoy driving through a beautiful dairy farm towards what could be your own farm or estate.

LINK ID: 25582
Town: Chilmark
Type: Single Family
$2,400,000.00

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Custom built with the best materials available this Benson Post and Beam home can be enjoyed in every season. Take the chill off in the winter sitting by the fireplace, cooking in the large gourmet kitchen with wood stove or reading in a cozy nook. The house also lends itself to carefree vacation living with screened porch and large windows out to views of Squibnocket Point and the Atlantic Ocean as well as beautiful gardens. Three levels of living includes a loft, large master bedroom suite, an open floor plan living area and a finished lower level with family room and access to the expansive 3 car garage. Property abuts the Martha's Vineyard Land Trust, with a hiking trail that connects to hundreds of acres of conservation land and other trails.

LINK ID: 26847
Town: Chilmark
Type: Single Family
$2,300,000.00

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Near the end of a winding Lane, discover the serenity that abounds at this vintage cottage perched on a hill overlooking the Sound and Elizabeth Islands. Sit quietly and listen to the sound of the stream running through the property, walk down your short path and play, boat or relax on your 120 feet of private beach. This is a dreamy summer getaway as it is - or build your new 3-bedroom dream home and make use of the new well and Title V. septic system.

LINK ID: 25483
Town: Chilmark
Type: Single Family
$2,295,000.00

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Elegant and stately 5 bedroom home on seven acres offers spacious living and tasteful details in all eleven rooms. Living room with stone fireplace opens to delightful screen porch overlooking beautiful perennial gardens and stone patio. Open kitchen with granite counters, Candlelight Cabinetry, kitchen island, and sunny breakfast nook flows into formal dining room with French doors and chandelier. Two master bedroom suites, one with sitting area, and two guest bedrooms plus a spacious second story Media Room or 5th bedroom for guests and overflow. Forged stainless outside shower designed by Barney Zeitz is perfectly sited at the edge of the stone patio and gardens. The long driveway and manicured lawn and gardens complement the beautiful home and create the experience of being on a private estate. Quansoo Beach right down the road. Quansoo Beach key available separately.
Large lily pond with surrounding path

LINK ID: 25679
Town: Chilmark
Type: Single Family
$2,200,000.00

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Two abutting properties off North Road in Chilmark totaling 8.6 acres. One property is 4.25-acre lot on North Slope Lane with a completely renovated historic home and newer oversized guesthouse. The property is graced with a lily pond and ancient, lichen-covered stone walls. The adjoining property is 4.32 acres of vacant land crisscrossed by stone walls, space enough to build the Up-Island home of your dreams. This property is accessed via Crowberry Lane. Refer to documents section for subdivision plan. Both properties may be accessed from either road. Well and permit for 4-bedroom home in place for vacant lot; brand new 6-bedroom septic and well in place on lot with house/guest house. Additional notes on property with existing home: The Benjamin Fletcher Mayhew house (c.1786) is listed in Chilmark's historic house registry. This 18th century 4-bedroom residence with oversized guesthouse has been meticulously refurbished by the builder-owner who is specially trained to renovate antique homes.

LINK ID: 25833
Town: Chilmark
Type: Single Family
$2,199,000.00

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Outstanding, one-of-a-kind home. This beautifully crafted property exhibits the fine craftsmanship of a centuries-old European estate - but exemplifies the thoughtful approach only found in the best-designed properties of today. This is the perfect melding of state-of-the-art technology and the design and workmanship of an artist. You will be awestruck by the custom paneling, custom doors and cabinetry and drawn in by the home's tranquility - while outside there are multiple stone patios, one with a handsome fountain, on which to sun, dine, entertain or escape for quiet contemplation.

LINK ID: 25508
Town: Chilmark
Type: Single Family
$2,199,000.00

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WALK TO LUCY VINCENT BEACH Find your own peaceful getaway in this light and airy home with protected 270 degree ocean views of Lucy Vincent Beach and the sweeping hills of the Allen Sheep Farm. Tucked off of pastoral Eddy Farm Road, you can see and hear the surf from the open plan kitchen, dining, and living room, as well as the master bedroom and screened porch. This unique home features granite counters, custom cabinets, antique doors, mahogany floors, and many other charming details. The lower level offers ocean and meadow views, a second sitting area, two bedrooms and second full bath. Make this welcoming spot your summer or year-round home... also has excellent rental history.

LINK ID: 25172
Town: Chilmark
Type: Single Family
$2,190,000.00

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Set high on a ridge on the south side of Chilmark, this home built in 2006, features the perfect combination of modern and traditional styles incorporating the use of local materials: stone, wood post and beams and even wampum, all crafted by local artisans. The property is serene, private and lush with vegetable and herb gardens, a fruit orchard, specimen plantings, a lotus garden and pond connected by a stream flowing under the house. Three bedrooms, chef's kitchen, Waterworks baths, two car garage and separate artist studio complete this magical Chilmark retreat. Six bedroom septic in place for expansion possibilities.

LINK ID: 25788
Town: Chilmark
Type: Single Family
$2,100,000.00

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Architect designed and well maintained cape style home in the prospect Hill area of Chilmark with terrific waterviews looking towards the Atlantic, Squibnocket and Menemsha Ponds, Aquinnah and on to the Elizabeth Islands. House is in great shape and very much ready for new owners. Close to Menemsha, town beaches, association tennis courts and conservation land. Come see. A new six bedroom septic system has been approved for the property.

LINK ID: 22871
Town: Chilmark
Type: Single Family
$2,050,000.00

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This Royal Barry Wills traditional design is a fresh version of the popular Cape style. High quality and subtle details imbue this distinguished home with elegance and charm. A dramatic 2-story living-dining area with custom woodwork, antique heart pine floors, and fireplace is the centerpiece of the home. Natural light bathes this space from a wall of windows and glass doors leading to a deck and peaceful views over a sloping meadow. Two wings, one with a sumptuous master with fireplace and the other with 2-bedrooms and bath, balance the design. A nicely appointed gourmet kitchen has granite countertops, custom cherry cabinetry, Wolf range and adjacent breakfast nook. The 3-acre property is graced by beautiful landscaping including 45 large spruce and fir trees that create a natural border along Old Farm Road. A large deck and screened porch provide transitional spaces to enjoy the bucolic setting. A recently built BUNKHOUSE WITH BATH is a wonderful asset to this property that also has a detached garden shed and a livestock shed. This home is a seamless blend of the old and new conveying a sense of tradition and comfort and above all....livability.

LINK ID: 27145
Town: Chilmark
Type: Single Family
$1,925,000.00

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NEW LISTING
This property is located in a magical Chilmark location that offers fabulous sunset water views of the North Shore. Sited on a knoll, this 3.41 acres property is located in a beautiful, serene, and peaceful area of the island. It has a very contemporary feeling from the outside but a traditional feeling on the interior. House was designed by award winning Americo Andrade Architects. The spacious first floor has an open floor plan with cathedral ceiling, hardwood flooring, skylights, and wood stove. Both the living room and dining area have a bank of sliding doors that open onto a grand deck. These doors bring the outside in, allowing for great light and fantastic views of the ocean. Don't miss this opportunity to own in a wonderful area.
Sunset Over Elizabeth Islands

LINK ID: 25675
Town: Chilmark
Type: Single Family
$1,925,000.00

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Innovative contemporary home with stunning water views on a lovely 3.4 acres in the highly desirable Chilmark north shore waterfront community of Spring Point. Spring Point is 40 homes on 335 acres with 130 acres of common land, 3/4 mile of private sandy beach, two tennis courts and endless dirt roads and trails for walking, running and biking. Peace and tranquility are hall marks of Spring Point as indicated by glimpses of only three homes from North Rd to the property and no visible neighbors. Privacy is enhanced by two abutting acres of virtually unbuildable land. House designed by award winning Americo Andrade Architects. A special property in a special place !

LINK ID: 25350
Town: Chilmark
Type: Single Family
$1,900,000.00

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Gracious Chilmark home on 11 acres allowing ample room for expansion, additional dwellings or compound. Private tennis court as well as abutting property for sale if additional acreage is needed. Large open living and dining room with vaulted ceilings and a fireplace centering the living room. Screened sitting porch on one side with slate flooring and a patio on the south side with sweet stone walls enclosing the patio.

LINK ID: 26709
Town: Chilmark
Type: Single Family
$1,850,000.00

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+/-13 acre estate in Chilmark with access to conservation lands, miles of walking trails and deeded shared access to 100 ft of private beach and a camp close to the water via the Land Bank Trail at Great Rock Bight. This property with also have two parking spaces in a private parking area for the Great Rock Bight properties as shown on the area map. This 2150 square foot, four bedroom, two bath home was built in 1965. A marvelous opportunity to have a delightful piece of property with an existing home, or you may renovate/build to suit. A large private lot with deeded beach access. FYI: Tax assessment was prior to a parcel being sold to neighbor.
Gorgeous landscaped site.

LINK ID: 25406
Town: Chilmark
Type: Single Family
$1,695,000.00

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When you arrive at this up-Island home, you will agree you have found an oasis. A luxurious, expansive lawn rolls toward a small pond and to the iconic stone walls of Chilmark that define the boundaries. In the midst of this beautifully landscaped setting is a true storybook home. The architecture is idyllic. It pleases and welcomes you inside in a gracious manner. From the attractive entry hall with handsome staircase to the master bedroom with private balcony, the interior floor plan is well designed. This year-round home with AC has had recent freshening. Complete with a heated pool and tennis court, this home has it all. A must see.
Main house

LINK ID: 26988
Town: Chilmark
Type: Multi-Family
$1,600,000.00

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Live the Vineyard dream and be the master of all you survey...Menemsha Pond, Vineyard Sound and Gay Head. Two houses on two gracious acres in exclusive Flanders Lane location, with lily pond, brook, paths through grapes and blueberries, access to private beach and within walking distance to Menemsha's sunsets and seafood. Both houses are flat roofed, Japanese inspired, mid-century classics. The larger one offers glass enclosed dining area, cedar lined living room, two bedrooms, outdoor shower plus a broad deck to enjoy the view. A smaller modernist guest house with one full bath can sleep four. Guest house is entirely self-contained yet is accessible from the main house by a charming foot bridge over the stream. Designed by Billy Smull, a pioneering post-war architect, the house and land carry fifty years of artistic and poetic inspiration, memorialized in the poem "All Here Are On Vacation" written by the father of current owner.

LINK ID: 21478
Town: Chilmark
Type: Single Family
$1,600,000.00

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It's all about the beach. When life was more simple this was formerly an artist's studio. Now this classic home perched waterfront can be yours. Outstanding views of the Atlantic and Squibnocket point, totally updated for todays lifestyle. A perfect summer home for generations to come. Deeded access at Quitsa Pond.

LINK ID: 26601
Town: Chilmark
Type: Single Family
$1,595,000.00

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Located on a quiet lane, this inviting 4 BR, 2.5 bath expanded cape was designed and built with a generous floor plan and custom detail throughout. From the fireplaced living room with walls of windows, french doors and spacious dining room to the upscale granite kitchen with viking stove, this home lends itself to comfortable living. First floor MBR suite with fireplace, separate office/study, central AC and lovely brick patio overlooking nicely landscaped grounds with beautiful stone walls. Detached over size two car garage with unfinished studio/loft space and attached shed. Privately situated on over three acres with nearby conservation walking trails and just minutes to Menemsha or Lucy Vincent Beach. * new red cedar roof in 2011. Newly installed AC and additional fixtures in 2014. *exemptions: dining room light fixture and and Hollis Fisher lanturn * Agent has owner interest
roof deck

LINK ID: 25568
Town: Chilmark
Type: Single Family
$1,590,000.00

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A four bedroom Mid-Century modern style property with breathtaking water views over the Atlantic Ocean, Squibnocket Ridge and Nomans. Clever use of glass and wood with passive solar design by California Architect, Bill Smull. Open plan living with lots of light and views comprises large dining room, living room, kitchen and master bedroom. A breezeway across the large deck, connects the main house to two further bedrooms and shared bathroom, offering guest privacy and views over the lawn to the Atlantic Ocean. Upstairs, by way of a sprial staircase from the dining room, is the 44 foot artists loft with large viewing deck. Mature rhododendrons, boulders, a meditation garden and pergola offer quiet spots to enjoy the landscape. Behind the pergola is a storage shed/workshop and an additional summer studio cottage with WC and outdoor shower. The property is surrounded by conservation land and trails. with short distance to Lucy Vincent Beach.
Detached oversize guesthouse

LINK ID: 22670
Town: Chilmark
Type: Single Family
$1,550,000.00

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Completely renovated antique home with oversized guesthouse on 4+ acres AND deeded access to a north shore beach. This is your opportunity to own the Benjamin Fletcher Mayhew house (c.1786), which is listed in Chilmark's historic house registry. This 18th century 4-bedroom residence with 900 sf guesthouse has been meticulously refurbished by the builder-owner who is specially trained to renovate antique homes. Set on a very special piece of land over 4 acres in size, the property is graced with a lily pond and ancient, lichen-covered stone walls. In addition to deeded walking access to Brickyard Beach on the north shore, there is a special "neighbors only" permission to access on foot or horseback the massive Land Bank property at the top of the hill. Brand new 6-bedroom septic and well in place. Neighboring 4+ acre lot also available for purchase. Additional notes: All interior and exterior trimwork was made by hand with period molding planes. Post and Beam restoration and repair was done by the former Plymouth Plantation Master Timber Framer, Michael Burrey, and his crew. All replacement beams were hand-hewn and shaped with period tools. Windows are all period reproduction units with seeded glass.

LINK ID: 24930
Town: Chilmark
Type: Single Family
$1,500,000.00

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Contemporary residence with outstanding views out to Squibnocket Beach and close proximity to Lucy Vincent Beach. Private lot abutting Land Bank preserve with walking trails. Interior in excellent condition with soaring ceilings and large windows. A new master suite on the second level features more broad ocean views. Large decks, air conditioning and Excellent rental history.

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