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LINK ID: 33588 $1,499,000

living room with access to back deck and screened in porch
living room with access to back deck and screened in porchfront exteriorupstairs bedroomaccess to screened porch
Town: West Tisbury
Type: Single Family

Located in the highly desirable Deep Bottom Pond Association, offering both tennis and deeded access to Tisbury Great Pond, no detail was overlooked or amenity missed at this expansive custom built four bedroom home. The open floor plan, oversized deck with hot tub, and generous sized bedrooms are ideal for easy summer living. Affording privacy and convenience, located within a short distance from Long Point Reserve and providing access to coveted Lambert’s Cove Beach, this property can’t be missed!

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LINK ID: 33579 $2,200,000

The hilltop Vineyard Country Manor.
The hilltop Vineyard Country Manor.The expansive scale of the living space on three floors is obvious from the back yard and pool.Note the water views in the distance beyond the pool.Welcome, welcome to relaxed elegance.
Town: West Tisbury
Type: Single Family

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

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LINK ID: 33577 $675,000

Set back on the lot for privacy with a large back yard that abuts the State Forest.
Set back on the lot for privacy with a large back yard that abuts the State Forest.Inviting foyer entrance......with bright natural light......and kitchen beyond.
Town: Edgartown
Type: Single Family

JUST REDUCED! Excellent Value in Edgartown – Located in the Dodger’s Hole, a 4 bedroom home with new septic system, full basement, on .55 A. The first floor is an open floor plan with kitchen, dining room and spacious living room with the added benefit of sliders leading to the back deck. Tucked away off the living room is a small, pleasant room that can become a quiet den, or office. A half bath is conveniently located on the first floor. A large master bedroom, 3 smaller bedrooms and a full bath occupy the second floor. An excellent value in a desirable neighborhood.

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LINK ID: 33574 $3,300,000

Stairway to you own personal private beach and dock
Stairway to you own personal private beach and dockRelaxing sunroomGuest bedroom number 1
Town: Vineyard Haven
Type: Single Family

**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!

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LINK ID: 33569 $880,000


The lot has views of the open fields belonging to Sweetened Water Farm.Quiet neighborsThe lot is located in a private area in Sweetened Water Farm.
Town: Edgartown
Type: Land

Sweetened Water Farm - a unique and highly desirable area in Edgartown just one mile to the village but with a rural, up-island feel. This is a conforming 1 acre lot that looks onto conservation land. Build your dream home here. Per the Board of Health, this is a 6 bedroom lot. It will accommodate a house, 900 sf guesthouse, and pool. The association's Architectural Review Board has approved plans for a 4-bedroom house and two-car garage. The parcel of land is at the very end of a quiet but well-maintained farm road and there is conservation land on three sides of the property thus assuring privacy and protection. Sweetened Water Farm has an association stable and paddocks where residents may keep a horse, and also many acres of paddocks for grazing. Watch a drone video of the property and surroundings by clicking here: https://vimeo.com/280942438

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LINK ID: 33568 $1,340,000


Town: West Tisbury
Type: Single Family

Perched high and offering views across Vineyard Sound, this rustic farmhouse, brimming with character from the newly finished wide plank pine floors to the exposed post and beam detail, is a home for all seasons. An over-sized timber frame barn, ideal for an artistic alcove or additional living space, is the perfect complement to the meticulously manicured property. Incredibly private, yet still convenient to all Up-Island amenities and Cedar Tree Neck Sanctuary. A true storybook setting.

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LINK ID: 33563 $10,000,000

Three lots - These properties are located in one of Edgartown’s most desirable neighborhoods. 3 lots for sale. Beach lot in foreground and 5&9 Lenssen Way behind.
Three lots - These properties are located in one of Edgartown’s most desirable neighborhoods. 3 lots for sale. Beach lot in foreground and 5&9 Lenssen Way behind.Three lots - Beach lot at top of image and 5&9 Lenssen Way at bottom.Aerial showing 5&9 Lenssen Way (bottom) and 142 Planting Field Way (top)The private, secluded backyard at 9 Lenssen Way.
Town: Edgartown
Type: Land

Rarest of the rare – private beach lot on Edgartown’s north shore at the end of Planting Field Way with parking for 12+ cars, plus two buildable lots nearby totaling 4.3 acres, one lot with charming views over the wetlands to Nantucket Sound. The buildable lots are just half a mile from the village. Listing price is for all three assets. Sellers will consider an offer for two of the three assets, but any offer must include the beach lot. 142 Planting Field Way - Beautiful sandy beach lot with perfect calm swimming water and cabana for storage of beach equipment, plus lots of parking. 9 Lenssen Way - 2.8 acre lot with waterview house and garage with upstairs apartment. 5 Lenssen Way - 1.58 acre buildable lot across from Sheriff’s Meadow conservation land.

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LINK ID: 33562 $2,975,000


Town: Edgartown
Type: Single Family

This custom-designed tri-level home sits on over a ½ acre in a desirable Katama neighborhood, minutes from South Beach. With over 4,200 sq feet of living space, the main house provides 3 bedrooms, 4.5 baths, an open floor plan on the main level, and a spacious Epay maintenance-free deck with wide views of the Katama Airfield. Entering on the ground floor will bring you to a casual living room with wet bar and sliding doors to the covered deck and landscaped lawn, a spacious guest suite with full bath, a bonus room/office and a full hallway bath. The second/main level is designed with open kitchen, living and dining areas. The gourmet kitchen features cherry cabinets, granite countertops and top of the line appliances. The adjacent living room boasts a large gas, stone fireplace and takes advantage of 5 sets of sliding doors leading to the sunny deck – perfect for entertaining, grilling and dining. Rounding out this floor are the master suite with vaulted ceilings and a full bath, a powder room with a hand-painted Margot Datz mural, and a business office. Heading up to the third loft level with hardwood floors, vaulted ceilings and a petite balcony provides additional space as a rec room, bunk room, studio or office. In addition to the two-car attached garage is a nicely designed detached garage that was built in 2004. The finished space above with a full bath and balcony, compliments this already feature-rich property. Yes, there is room for a pool amongst the impeccably landscaped lawn.

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LINK ID: 33561 $5,500,000


magnificent water views across Stonewall PondEnjoy al fresco dining on the 2  water facing decks.out to the Atlantic Ocean.
Town: Chilmark
Type: Single Family

Spectacular waterfront property with private dock on Stonewall Pond. Breathtaking one-of-a kind views across Stonewall Pond out to the Atlantic Ocean as well as stunning views of Quitsa Pond. This magical property is known as the "Lorca" home because the current owners purchased it in 1972 from the Garcia Lorca estate. With modern upgrades, this is a year round home which evokes old Vineyard charm and features water views from almost every room. Built in 1939 "Lorca" was expanded in 1973 and has been been lovingly renovated and maintained over the past 40 years. There are 3 bedrooms and 2 bathrooms, an open living room, kitchen and dining room, an adjacent family room with fireplace and wonderful picture windows to maximize the water views. Dine al fresco on one of the 2 large decks and enjoy magical moon-rises and spectacular sunsets with 360 degree water views from the roof top deck. Stroll down the gently sloping yard to a private dock and enjoy sailing, kayaking, swimming and paddle boarding. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound or take a quiet moment at home to simply relax in the surrounding beauty. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. It's just a short walk (.3 miles), boat or drive to nearby private association Stonewall ocean beach. This is an amazing opportunity to own a very special Chilmark waterfront property that is surrounded by nature.

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LINK ID: 33560 $424,500


Unit #1Open floor plan with lots of light.View to street through 18 feet of storefront glass.
Town: Oak Bluffs
Type: Commercial

Youthful and efficient, this commercial retail condo with large display windows and street visibility is ready to help launch your venture! Well located among other downtown attractions and eateries, it is pedestrian to all things in the village of Oak Bluffs. Flexible, open floor plan with high ceilings, private office/dressing room and a half bath, there are many interesting finishings and textures to incorporate into your unique needs and style. Hardwood floors, A/C and secured unit storage in the basement. Easy to show!

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LINK ID: 33559 $11,000,000


The Magnificent views  across Stonewall PondEnjoy al fresco dining on the water facing deck.
Town: Chilmark
Type: Single Family

Spectacular 3 home waterfront Chilmark estate on 5.8 acres with private dock on Stonewall Pond. Breathtaking one-of-a-kind views across Stonewall Pond out to the Atlantic from all 3 homes as well as stunning views of Quitsa Pond. Each of the homes is charming and beautifully maintained, with its own Vineyard history. “Lorca” is sited on a 1.2 acre lot (140 State Rd) while “Lenom” and the “Boathouse” are sited on the abutting 4.6 acre lot (138 State Rd). These 3 homes are offered together for the first time in over 50 years. Built in 1939, the original "Lorca" home was expanded in 1973 and renovated over the past 40 years. This year round home evokes old Vineyard charm with modern upgrades and features water views from almost every room. “Lorca” has 3 bedrooms, 2 bathrooms, and light open living spaces with wonderful picture windows through which to enjoy views of the pond and the ocean beyond. Enjoy al fresco dining on the water facing decks then walk down a gentle grassy slope to your own private dock on the pond, surrounded by nature. “Lenom” is the second home with 3 bedrooms and 3 baths. Most recently expanded in 1988, the kitchen and dining area were renovated in 2013 and air conditioning was added in 2017. This year round house has a beautiful stone fireplace, a focal point of the open living/dining area, and a rooftop deck that has wonderful 360 degree views of Stonewall and Quitsa ponds. Nestled between “Lorca” and “Lenom”, on the water’s edge, is “The Boathouse”. Built in the early 1970’s as a boathouse it was expanded in the 1980s into an additional home with one bedroom and one bathroom plus loft space, full kitchen, living room and lovely outdoor decks over-looking the pond. Each of these homes, with its own unique vistas and water views, is privately situated. Together they create a family compound that allows both separation and the ability to come together so the whole property can be enjoyed by all. Relax in the beauty or enjoy sailing, kayaking, swimming and paddle boarding. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. Just a short walk, boat or drive to nearby private association Stonewall ocean beach. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound. This is an extraordinary property, exclusively offered as a 3 home estate for $11,000,000 or one home (“Lorca”) may be purchased separately for $5,500,000.

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LINK ID: 33555 $645,000


Town: Oak Bluffs
Type: Single Family

Waterview Farm with its sandy association beach on Sengekontacket Pond, dock, and acres of conservation land is a special Vineyard enclave and the location of this contemporary, 3-season beach house. This locale could be your definition of summer on the Vineyard, a jumping-off point for vacation fun. The house has four bedrooms and two living areas. It is nicely set back on a wooded parcel so you can relax on the sunny expansive deck abutting conservation land. Or enjoy all the recreational activities available on the Pond: kayaking, sailing, access to State Beach and Nantucket Sound by water. Waterview Farm website: http://waterviewfarm.org/index.html.

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181 - 192 of 473 Listings