Property ID: 19
Bedrooms: 4
Newly renovated contemporary beach house on Stonewall Beach. 2 master bedrooms, 2 guest bedrooms, sunrise over the ocean and sunsets over Stonewall Pond. Shared tennis. Kayaks and sunfish on the pond. The property has a guest house -- occupied by the owners, which may be leased when they are not in residence. Top-shelf rental.
Beds: queen, queen, 2-twins, 2-twins
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Property ID: 20
Bedrooms: 4
Newly built contemporary farmhouse with outstanding water views. Dramatic sunsets over Vineyard Sound and the Elizabeth Islands from Woods Hole to Cuttyhunk. Open living and dining areas and a master bedroom on the upstairs floor, with separate family/den room and three bedrooms downstairs. Always immaculate. Large deck for sunning. A perfect summer rental.
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Property ID: 21
Bedrooms: 2
Cozy Chilmark retreat with great ambiance, fireplace, cathedral ceilings and wood floors, large deck for lounging and a private yard with mature gardens. There is also a separate sleeping area above the garage for guests. A quiet and peaceful retreat. Queen, twins, 3/4 in studio
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Property ID: 23
Bedrooms: 2
Newly built, architect designed two-bedroom home located in the hills of Chilmark.
Custom home with distinctive features such as open air rooms and rustic heavy construction. Perfect for a couple or a small family.
Unique home created by owner/architect. Association tennis courts.
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Property ID: 27
Bedrooms: 4
Bright, sunny and clean contemporary home with water views looking over Vineyard Sound and Menemsha Bight. Newly built with 4 bedrooms and 3 bathrooms as well as wood floors and nice furnishings throughout. Great rental location. Short distance to Lobsterville Beach for fishing and swimming.
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Property ID: 28
Bedrooms: 5
Incredible sunsets from this 1950's contemporary overlooking Squibnocket Pond and the Atlantic Ocean. Lots of room for the whole family. Access to private beach, association dock on Menemsha Pond.
Beds: queen, queen, 2-twins, 2-twins, 1 -twin
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Property ID: 29
Bedrooms: 5
Snapping Turtle Farm located on 20 acres along Squibnocket Pond with sweeping views of the ocean and Noman's Island. Newly built Arts & Craft style home with built-in features and tremendous water views.
Beds: king, queen, 2-twins, king, single
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Property ID: 32
Bedrooms: 3
One of the most serene settings to be found in Aquinnah and a home designed with country elegance in mind. High-ceilings, excellent furnishings, and a 3 minute walk to the beach. Excellent rental property.
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Property ID: 33
Bedrooms: 5
Large, totally renovated, vintage (1900) home located across the street from Seths Pond. Excellent rental home with great lawns, water view of James Pond and lots of space throughout the house. Excellent kitchen with everything for large gatherings. (Queen, queen, double, double, twins)
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Property ID: 34
Bedrooms: 4
Waterfront compound with OUTSTANDING water view sunsets over Lambert's Cove Beach. This beautiful beach house has been recently updated with new appliances and is set right on the bluff with a path leading to the private beach.
2 bedrooms in the main house and two in the attached garage. Great location. (king, queen, twins, 2-singles)
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Property ID: 36
Bedrooms: 3
Water views over the Atlantic Ocean. Ride your bike to Lucy Vincent Beach. Master bedroom upstairs and two guest bedrooms downstairs with an open den room. Screened porch, open living and dining area with fireplace and built-in window seat. This newly built contemporary home has style and flair, incorporating tropical hardwood cabinetry and floors with stone counters. Family den downstairs for the kids and open living room and dining room area for the adults upstairs. Fully equipped. Great rental house.
Beds: queen, queen, 2-twins
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Property ID: 37
Bedrooms: 6
Waterfront compound comprised of a 4 bedroom main house, two bedroom guest house and a bunk house. Set on the dunes on the South Shore. The access road is over two miles long through large conservation lands-very private. Dunes, open beach and ocean surf are the hallmarks of this property. Truly a great vacation spot for those looking for complete privacy.
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Property ID: 38
Bedrooms: 2
Nestled in the hills of Chilmark along a quiet lane is this simple, bright and clean 2 bedroom, 1 bath guest house with decks and outdoor shower. Lots of windows make this cottage open and airy inside. Enjoy a private setting within walking distance to Land Bank trails. A simple, affordable and carefree vacation spot with access to Chilmark beaches.
Beds: queen, 2-twins
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Property ID: 39
Bedrooms: 3
Well appointed post & beam home with cathedral ceilings and top-of-the-line appliances. Located next to conservation lands in the hills of Chilmark.
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Property ID: 40
Bedrooms: 4
A uniquely designed 4 bedroom, 2 bath home located in Quansoo with access to the private Black Point Beach.
Beds: king, queen, 2-twins, 2-twin
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Property ID: 41
Bedrooms: 1
On the water at Stonewall Pond. Privately located in one the most enjoyable areas on the Island. Kayaking and swimming right at your door step! A charming get-away setting.
Beds: queen, double futon in loft.
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Property ID: 42
Bedrooms: 3
Contemporary beach house located on the shores of Stonewall Pond.
Beds: Queen, twins, twins
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Property ID: 43
Bedrooms: 3
Comfortable and affordable with easy access to the down-island areas.
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Property ID: 49
Bedrooms: 3
Uniquely-crafted Chilmark get-away with easy access to both Up and Down-Island locations.
There is a cozy back yard area with lounge chairs.
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Property ID: 50
Bedrooms: 8
One of the finest examples of New England architecture located on one of the finest water front settings on Martha's Vineyard. Exquisite grounds and accommodations.
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Property ID: 52
Bedrooms: 4
Beautifully designed home located above Chilmark Pond with flowing lawns and a peek of the water. Row across the pond to a private association beach. Bright, airy and wonderful vacation home.
Beds: queen, queen, 2-twins, double
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Property ID: 56
Bedrooms: 5
Large, award-winning custom home located on the edge of a hill overlooking the Elizabeth Islands and Vineyard Sound. Tremendous sunsets. Lots of space to handle large families and guests. Wood floors, tile baths, double kitchen, several fireplaces and finely furnished for comfortable vacation living. Private association beach and tennis.
Beds: king, king, double, 2-twins, queen pull-out
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Property ID: 59
Bedrooms: 2
Dramatic water views and just minutes from Lobsterville Beach. Newly built, 2 bedroom 2 bath home built with custom features throughout.
Beds: queen, futon, pull-out sofa
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Property ID: 66
Bedrooms: 3
Private hilltop, water view, rustic post & beam. Country livin'!!
Beds: queen, queen, 2-twins
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Property ID: 67
Bedrooms: 3
Tucked-in along the dunes of Dogfish Bar and just steps away from the water! If you like to fish, swim, walk along the shores of Vineyard Sound or picnic on the beach ... this is the house! Entirely re-done in 2008.
Beds: queen, queen, twins
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Property ID: 71
Bedrooms: 5
Contemporary home located directly on Lucy Vincent Beach. Private beach. Very rare.
Beds: queen, queen, queen, 2-singles, double
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Property ID: 72
Bedrooms: 3
Spectacular water views from this uniquely designed pentagonal-shaped house, with detached guest accommodations. Association access on Menemsha Pond.
Beds - Main House: queen
Beds - Guest accommodations: 2-twins, double
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Property ID: 76
Bedrooms: 3
Contemporary home located in a quiet neighborhood, nicely furnished and perfectly clean.
Beds: queen, bunk bed, 2-twins
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Property ID: 80
Bedrooms: 4
Recently built, large and spacious post & beam house with great views over the Moshup Trail area and Atlantic Ocean.
Beds: queen, queen, double, single
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Property ID: 81
Bedrooms: 4
Clean and easy... just steps from the waters of Muddy Cove. Walk to the Farmers Market and Alley's General Store ... or just dip the kayak and go for a spin!
Beds: double, double, 2-twins, 2-twins
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Property ID: 82
Bedrooms: 4
Front Row! Center! Enjoy the Island's best fishing spot from the front deck -- literally!! Fish in the front yard or play tennis in the back yard!
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Property ID: 83
Bedrooms: 4
Luxurious new home located on Squibnocket Ridge in Chilmark. "Top-shelf" Martha's Vineyard. 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. A finely appointed, water view, country-styled home built with the best materials and appliances.
Beds: King, queen, queen, 2-twins.
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Property ID: 84
Bedrooms: 4
Antique barn with modern amenities located in a private gated community with spectacular beach and pond access. Very rare.
Beds: king, queen,full, 2-twins
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Property ID: 86
Bedrooms: 3
Newly built home located in private setting just outside of Menemsha.
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Property ID: 87
Bedrooms: 4
Charming house located in a beautiful, peaceful wooded area. A wonderful view of Vineyard Sound from the living room and outdoor patio. Beautifully maintained grounds with a lovely timber frame barn. Walking distance to Cedar Tree Neck Wildlife Preserve. Close to Lambert's Cove Beach and the towns of Vineyard Haven and West Tisbury. Unbelievable sunsets! Queen, full, single, single
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Property ID: 88
Bedrooms: 3
What the "old Vineyard" summer experience is all about. Wonderful water front camp located on Chilmark Pond, just a short paddle to a beautiful ocean beach. Enjoy the simple life.
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Property ID: 89
Bedrooms: 3
Uniquely crafted, three-story, water view home located just minutes from Lobsterville Beach. The home has two bedrooms with a standard bath and family den room on the first floor, kitchen, dining and living area on the second floor and the master bedroom and bath is on the third floor. Excellent summer-get-away, privately set on a nicely landscaped yard.
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Property ID: 92
Bedrooms: 4
Architecturally unique water front home. Enjoy 180 degree water views and private beach just a short walk down a grassy path.
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Property ID: 93
Bedrooms: 3
Aquinnah beach house overlooking a grassy bluff with stunning water views of Vineyard Sound. Private beach at your doorstep.
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Property ID: 95
Bedrooms: 3
Perched on a knoll overlooking Philbin Beach. Enjoy incredible sunsets over the Atlantic Ocean, walk across the street to Philbin Beach.
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Property ID: 96
Bedrooms: 4
Immaculate and sunny home set above Chilmark Pond with views of the Atlantic Ocean. Nicely furnished 4 bedroom home with farmer's porch is an ideal location for a summer vacation. Private beach and pond access. Short drive to Lucy Vincent Beach and Beetlebung Corner. Watch the sheep graze in the fields. An excellent, well-furnished home with all the modern amenities.
Beds: queen, queen, queen, queen
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Property ID: 98
Bedrooms: 3
Newly constructed beach house located in a spectacular location high above Windy Gates Beach. Shared tennis, private beach. Absolutely Super!
Beds: king, double, bunks
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Property ID: 101
Bedrooms: 2
Vintage rustic camp located on the water's edge of the Tisbury Great Pond. This is "old Vineyard" from a gone-by era.
Beds: queen, 2-twins, single
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Property ID: 103
Bedrooms: 4
Water front home on Menemsha Pond with dock. One of the Island's most beautiful vistas, looking across to Menemsha.
Beds: king, queen, 2-twins, 2-twins
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Property ID: 104
Bedrooms: 5
Stately home perched atop a hill at Clam Point Cove. Dramatic views all the way to Vineyard Sound. Lots of room for large families and walk to the shores of the pond.
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Property ID: 105
Bedrooms: 4
Water front and water view 4 bedroom, 2 bath home with private beach access and frontage on Chilmark pond. Simple home with open living dining and kitchen area, with master bedroom upstairs and three bedrooms downstairs. Large open yard. Easy access from South Road.
Beds: queen, queen, 2-twins, 2-twins
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Property ID: 106
Bedrooms: 4
Post & beam home with southerly views over the Atlantic Ocean. A perfect summer retreat!
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Property ID: 107
Bedrooms: 4
Rustic water front contemporary home overlooking Tisbury Great Pond with association dock and beach access. Easy walk to West Tisbury center yet privately sited on the pond.
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Property ID: 109
Bedrooms: 3
Vintage summer home located on Chilmark Pond. Light and airy, walk to the beach.
Beds: queen, 2-twins, 2-twins
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Property ID: 110
Bedrooms: 3
Chilmark home nestled along the Fulling Mill conservation lands. Quiet and peaceful, with decks overlooking an open meadow. Easy access to walking trails. Property comes with rights to a dock on Upper Chilmark Pond with access onto Lucy Vincent Beach. Queen, Queen, Twins.
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Property ID: 111
Bedrooms: 4
Captain's home by the Edgartown Lighthouse, with dock, located on Edgartown Harbor.
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Property ID: 113
Bedrooms: 3
Superb property located on the bluffs overlooking Dogfish Bar.
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Property ID: 114
Bedrooms: 3
Water view home with large deck and yard, private beach access.
Beds: queen, full, 2-twins
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Property ID: 117
Bedrooms: 4
Open and airy home located on the shores of Menemsha Pond. Dramatic views.
Beds: king, queen, double, 2-twins
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Property ID: 121
Bedrooms: 4
Recently renovated summer home located directly on Squibnocket Pond. Walk to Squibnocket Beach. This property is ideal for nature lovers. A peaceful spot without the distraction of television. A piano, books and wireless internet are the principal tools of entertainment. Enjoy! Beds: queen, queen, 2-twins, 2-twins
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Property ID: 122
Bedrooms: 3
Large beach house with views of the Atlantic Ocean. Walk to a private beach just minutes away. Guest House available for lease if not in use by owner.
Beds - main house: queen,queen, queen ( 1 single and 2 sofa beds-queen)
Beds - Guest house : queen, 2 twins
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Property ID: 123
Bedrooms: 5
Beautifully restored in-town Edgartown 14-room Federal-style home. Classic decor with gourmet country kitchen, long verandas, wildflower garden, large screened in porch, antique English fountain, library with wet bar, den, living room and sun room, 4 working fireplaces. Views of the Vineyard Sound beyond manicured lawns, adjacent to conservation lands. Five bedrooms: Queen, Queen, Double, Twin, Twin [There is also a separate carriage house adjacent to the property available as an additional rental. (See rental listing #124)]
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Property ID: 124
Bedrooms: 3
Impeccably clean and stylishly furnished in the heart of the Edgartown's Historic District. Gorgeous lawns and direct access to conservation trails. Walk to town and enjoy all that Edgartown has to offer.
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Property ID: 130
Bedrooms: 2
Vintage ocean front house and guest house. Spectacular setting. Not for the faint of heart!
Beds: king, 2-twins
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Property ID: 135
Bedrooms: 3
Renovated turn-of-the-century water view home located high above Menemsha Pond. Tranquil and peaceful.
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Property ID: 137
Bedrooms: 4
Newly renovated home with open living room / dining area overlooking great views of Menemsha Pond. Gorgeous sunsets every night!
Beds: queen, queen, queen, double & single
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Property ID: 138
Bedrooms: 4
Delightful summer cottage located directly on the shores of Chilmark Pond at Abel's Hill. Sleep to the sound of the surf crashing on the beach just steps away! Enjoy kayaking, sunfishing or playing tennis on the association courts. Experience an old-time Chilmark summer, a rare pleasure from days-gone-by! (queen, queen-futon, twins, twins, bunk beds)
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Property ID: 139
Bedrooms: 1
Ocean view home with a covered porch that has vistas looking over Squibnocket Bight, private association beach and private tennis.Unique water front home with outstanding views of Stonewall beach. This home is built on two levels, kitchen, living room and decks upstairs and master bedroom and bath downstairs. Tile floors and baths, stone counters in the kitchen. Great for a couple seeking a romantic get away.
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Property ID: 142
Bedrooms: 4
Serene water view home at Pilot Hill Farm. Private association beach, walking trails and common farmland available for your enjoyment.
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Property ID: 144
Bedrooms: 4
Newly built Colonial located on the shore of Chilmark Pond. Bright, clean and comfortable. Pond and beach access.
Beds: king, 2-twins, 2-twins, 2-twins
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Property ID: 145
Bedrooms: 4
Water front home located on the shores of Muddy Cove. (queen, queen, twins, twins)
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Property ID: 146
Bedrooms: 2
Newly built water front cottage located at Lucy Vincent Beach. Queen, Twins.
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Property ID: 147
Bedrooms: 3
Newly renovated home. Great views, nice materials and furnishings, walk to the ocean at Stonewall Beach. (Queen, queen, twins.)
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Property ID: 153
Bedrooms: 5
Squibnocket Ridge beach house -- the ultimate "Old Vineyard" experience! Step back in time and relax in a setting from a past era. Secluded 5-bedroom home perched high on a bluff with views overlooking the entire southern shoreline of Martha's Vineyard. Gated community with private access to miles of the most pristine areas of Martha's Vineyard. Very rare. King, King, twins, twins, single.
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Property ID: 154
Bedrooms: 4
Contemporary home set on a lovely pond with water views over Menemsha Pond. Walk to Short Beach for swimming, sailing and shell fishing. Double, 2 singles, 2 singles, 2 singles
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Property ID: 155
Bedrooms: 4
Sunset on the shores of Menemsha Pond at Harriph's Creek Bridge.
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Property ID: 156
Bedrooms: 3
Rustic Aquinnah beach house with views of Vineyard Sound and the Elizabeth Islands. Beautiful sunsets! Walk across the lane to Dogfish Bar Beach. Enjoy the simple life and the ease of being so near the waters of Vineyard Sound. The master bedroom upstairs has a queen bed and private bath. There are two bedrooms downstairs; one with a double bed and the other with 2 twin beds.
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Property ID: 157
Bedrooms: 4
Newly built house conveniently located between South Beach and downtown Edgartown. 4 bedrooms, each with their own tiled baths, roomy kitchen and dining areas with stone counter tops and high-end appliances, wood floors throughout, nice furnishings, screened porch. A real treat, close to everything! king, king, queen, twins
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Property ID: 160
Bedrooms: 5
Vacation in Chilmark on the pristine shores of the Tisbury Great Pond in this brand new, custom contemporary built with only the best materials. Four-bedroom main house with a detached guest suite. Open living / dining/ kitchen area with cathedral ceilings and exposed beams overlooking a luxurious setting by the fireplace. Separate TV / den room. Professional caliber appliances, stone counters, oak floors and tiled baths. Entertain your guests with elegance and style in a private Vineyard setting of water and sky. Beautifully landscaped. Includes Quansoo Beach key.
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Property ID: 161
Bedrooms: 3
Crisp and clean, newly renovated 3-bedroom home located on a large and private lot neighboring conservation lands, one mile to Lobsterville Beach. Open living room / dining room / kitchen area with cathedral ceilings leading to large deck with water views of Vineyard Sound to the north and the Atlantic Ocean to the south. Easy access to beaches on Vineyard Sound and the ocean. Perfect in every way!
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Property ID: 162
Bedrooms: 5
1870's antique home located in the heart of the Edgartown's Historic District. Walk to everything. King, queen, 2-singles, 2-singles, 1 single.
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Property ID: 163
Bedrooms: 4
Private, four-bedroom home in IMMACULATE condition located in the Quansoo area. Open landscaped yard with plenty of room for the kids to run and play. Access to Quansoo Beach. BUY ME!! I'm also for sale! King, Queen, Queen, twins.
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Property ID: 164
Bedrooms: 5
Luxuriously crafted, air-conditioned, 5 bedroom, 5 bath, water view home surrounded by landscaped grounds. Professional appliances, all new furnishings, immaculately kept in every way. There are four bedrooms in the main house (king, king, queen & single, twins) and a guest suite (two singles and full bath) with an entertainment room above the garage. Every detail is perfect!
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Property ID: 165
Bedrooms: 3
Immaculately clean post & beam home with a peek at the water and a shared path to the Vineyard Haven Harbor waterfront. Two well appointed bedrooms in the main house and a third bedroom & bath in a separate cabin for guests. A peaceful and comfortable retreat in West Chop with an open yard for the kids. (Queen, Double, Double) Property comes with a key to Hancock Beach ... one of the finest south-facing shorelines on the island.
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Property ID: 166
Bedrooms: 6
Large and rambling 1750's Colonial-era home set directly on the shores of Vineyard Haven Harbor. Enjoy this authentic, six-bedroom antique for a magical family vacation. Watch the sun rise over the sparkling waters of the harbor while wooden schooners rest at their anchors. Property comes with a key to Hancock Beach ... one the finest south-facing beaches on the island. (Queen, Double, Double, 2-twins, 2-twins, 1-twin)
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Property ID: 167
Bedrooms: 4
Idyllic waterfront setting located at Makonikey, a neighborhood located along on the western edge of the Island. Enjoy colorful sunsets over the Elizabeth Islands while relaxing amid acres of manicured lawns and gardens. Swim, fish or kayak the shores of Vineyard Sound on a private sandy beach located right at your doorstep. Immaculate home, well furnished and well equipped.
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Property ID: 168
Bedrooms: 4
Spectacular granite-stone home designed to compliment the natural surroundings of Menemsha Pond. Magnificent craftsmanship throughout. First floor features open living/dining/kitchen areas and study with fireplace, screened porch and two master bedroom suites. The second floor consists of an office/den/bedroom. The remodeled guest house will accommodate extra family and friends. The miniature stone house with fireplace is perfect for relaxation and contemplation of the beauty around you. Sandy pond frontage just steps away. Shore-front launching area for kayaks and a boat mooring can be arranged. An outstanding property, available for the first time.
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Property ID: 169
Bedrooms: 4
Sunny and private 4-bedroom / 3-bath contemporary, tucked away on a country lane, bordered by conservation lands and trails, overlooking a small frog pond and pastures. Immaculately clean and comfortable. Bright, open spaces with elegant appointments and furnishings, well equipped kitchen, screened porch, hot tub, jacuzzi bath, and a full work-out gym the basement. (Queen, queen, single, trundle)
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Property ID: 171
Bedrooms: 2
Superb accommodations -- fresh and clean, with access along a trail to a private south shore beach. Well furnished, A/C and easy access to everything in Chilmark. Queen, twins.
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Property ID: 172
Bedrooms: 5
Fantastic views over Quitsa Pond and the Atlantic Ocean from this spacious and elegant 5-bedroom home. Superb kitchen and dining accommodations, A/C, high ceilings, wood floors, lots of light and bright spaces. Room for the whole family, including a billiard room and separate guest room above the garage. Walk to Squibnocket Beach and access on to Quitsa Pond.
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Property ID: 173
Bedrooms: 5
Brand new and perfect in the Historic District! Walk to everything that is Edgartown.
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Property ID: 175
Bedrooms: 5
A charming and tranquil home located just minutes from the Historic District in Edgartown. Enjoy this estate-sized and very private, pond-front setting with views of Osprey nests and Nantucket Sound. 4-bedroom main house with 1-bedroom guest accommodation. This is a superb summer retreat meant for relaxation and unwinding from your loud city life. A romantic and wholesome environment from days-gone-by. Kayak on the pond, stroll the short distance to the ocean beaches or head in-town for fine dining. Rare property. King, double & twins, twins, twins, twins.
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Property ID: 177
Bedrooms: 2
Charming summer cottage located just one minute's drive to the Gay Head Lighthouse and beaches. Enjoy spectacular sunsets from your cozy perch high above Philbin Beach and the Aquinnah Cliffs. Open decks with views of the Atlantic Ocean to your south and Vineyard Sound to the north. Queen, twins.
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Property ID: 178
Bedrooms: 5
Well-crafted 5-bedroom contemporary home, immaculately clean and well cared for. Includes a key to a private beach, ideal for laid-back Vineyard living or elegant entertaining with both ocean and hillside views. The open floor plan brings the outdoors inside, with spectacular sunshine and sweeping views. Three bedrooms and a common area on the lower floor provides the children with a sunny place to relax while the adults entertain on the main and upper floors. Two master suites on the main floor, gourmet kitchen, separate computer/utility room, 2 decks, private balcony and over 3 acres add to make this house one that you'll want to come back to year after year. (King, Queen, 5 Twins)
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Property ID: 179
Bedrooms: 4
Bright and airy contemporary located just one mile from Beetlebung Corner. Large open lawn for the kids to play and large open decks for the relaxing parents. Quiet, private and peaceful on Middle Road. (Queen, Queen, Queen, Twins, & a sleep loft)
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