MUST BE SEEN IN PERSON TO APPRECIATE THE BREATHTAKING ACTIVE WATER VIEWS of Vineyard Sound, Naushon, and the Elizabeth Islands. You will not want to leave this contemporary, spacious villa set on seven acres with access to some of the finest beaches on the Island, including private deeded access to, and parking at, the beach at Dogfish Bar. Watch the ferry journeys from Rhode Island to the Vineyard, the many fishing and pleasure boats, and enjoy the endless sunsets from the comfort of your home. The home was designed to take in the beautiful surroundings and breathtaking views with oversized picture windows throughout. The home's heart is the generous main level with an open living room and gas fireplace with a fieldstone hearth, a spacious dining room with French doors to a stone patio, and easy access to the chef's delight kitchen. A powder room, a bedroom that is currently being used as a den, an office nook, and a sitting room with an expansive ocean view complete this floor. The primary suite is cleverly located on the upper level offering a secluded space with a walk-in closet, a full bath with a jacuzzi tub, an office/library, and a private deck to take in the commanding views any time of the day. The welcoming guest wing also enjoys expansive views and is connected to the main house by a covered walkway and extended deck for ample outdoor entertaining. Offering a living room, kitchenette, three bedrooms, and two full baths, this space is ideal for extended family and guests. A pool surrounded by custom stone walls with gracious views and the four-season 252 square foot art studio complete this perfect up-Island retreat! The property sits at the top of over 7 acres of protected wetlands densely populated with original growth, ponds, and plentiful flora and fauna, which delight in all seasons. The birdlife is amazing. Nothing can be built on the land or the dunes in front, and the view is unobstructed to the Elizabeth Islands midway and New Bedford in the far distance. As Aquinnah residents, the property owners have access to parking at Philbin, Lobsterville, and Red Beaches. Sunrise views over Menemsha, sunsets over the Aquinnah Lighthouse, and the times in-between all make for a glorious aspect of this wonderful property.

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One of the largest properties for sale in Aquinnah with a waterfront home and private beach on 8 plus acres. This charming house offers privacy and magnificent views of the Vineyard Sound and the Elizabeth Islands. The well-built family home is a classic Colonial Salt Box from the front and all-glass in the back, offering endless views of the water. There are four existing bedrooms with the ability to add a fifth. The first floor offers a spacious entry way, a large open living/dining room, primary bedroom suite, laundry room and kitchen. On the second floor are three bedrooms, shared bath and a room which can act as a bedroom or home office. Walk outside to a wrap-around water view deck and outside shower. Step down to the heated swimming pool and follow the path to the private beach. An easy walk to the Lighthouse and Philbin beach. The property is just a short drive to Menemsha Pond for sailing, fishing, kayaking, and swimming. Current engineering suggests that a second water view home is possible onsite and the soil testing allows for an additional septic system. This is a great opportunity to create a compound on Lighthouse Road so conveniently located to the restaurants and beaches. This is a magical location on which to either build your new home or add your own touches to the existing house. This is a unique opportunity which can provide many options with potential for a second water-view home.

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You must see to understand how genuinely incredible the dramatic panoramic views are. 5.41 acres of land situated 135' above sea level with views of the Atlantic. This property boasts enough acreage for two dwellings & pool | Privacy | Potential for Subdivision | 6 bedroom septic design approved by the town. Create your multi-generational estate! The world is your oyster with this property. Sellers do not make any representations or provide warranties regarding the potential use of the property. Buyers are responsible to perform their own due diligence.

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A unique opportunity to purchase a secluded 7.8 acre parcel just became available. Pastoral acreage that includes large mature oak trees, rolling hills, a distant water view of Woods Hole, along with an ancient stone wall that defines the back perimeter. Property is ideally suited for a Family Compound or as a Compact Siting division that allows three dwellings, under Aquinnah Zoning Bylaws. One well is already installed and a septic system has been approved for a capacity of 14 bedrooms, with an additional area for expansion. Other state and local approvals are also in hand

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This vintage Vineyard home in Aquinnah is a sanctuary nestled into a shady hill, surrounded by a rolling landscape, native plants, lawns, gardens, flowering trees as well as a small pond where yellow iris bloom in the Spring. Follow the pathway bordered by lilacs and lawn to stone steps which lead to a tranquil entry room that has a copper washed floor of Spanish tile and mullioned windows on three-sides. It also has a full bath. This room opens to the heart of the home, the Living Room- with cathedral ceiling, arched doorways, burnished wood beams, simple hand-made doors, a Jotul wood-stove on a hand crafted mosaic hearth, oak floors and a view of the slate patio and rock garden to the south. On the west end, the living room flows into the library/study, which currently serves as a studio. It has an alcove, small loft and skylight, hand-painted walls and looks out to the perennial garden. On the other side of the living room, to the east, a small foyer leads either to the patio or through an arched doorway to the large country kitchen with French doors that open out onto the deck. The kitchen has a half bath as well as a door that accesses the walk-out basement. The basement has high ceilings and contains the mechanicals, a workshop area, as well as a window and large door that bring in the natural light. The bedrooms, upstairs from the living room, include two small bedrooms and a larger primary bedroom all with wide pine floors. The primary bedroom has a cathedral ceiling and hand painted walls in tones of apricot and honey. At the top of the stairway is a small central hall with a full-bathroom, linen storage and a pull down attic above. Both the upstairs and downstairs are drenched in filtered light with beautiful views from every window. Outside, a sunny easterly facing wrap-around deck overlooks the meadow, rolling native habitat and the small pond. Stonework, a stone firepit by the pond, an outdoor shower, a screened aviary - currently serving as a potting shed/summer studio – a slate patio and even a small horse stall under the deck all add to this unique Up-Island retreat. This property is private and serene, awash with ever-changing light and cool breezes and is a mile or two from the Aquinnah Town beaches, the Gay Head cliffs & shops and Menemsha pond. The home is energy efficient with many upgrades over the years. This property is being sold as is.

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In a coveted part of Aquinnah just a few hundred yards from Menemsha Pond, this south facing building site is the perfect canvas for your new custom home. Partially cleared to allow you to envision how the building will relate to the property, and see the potential for large meadows/pasture, the private site is ideal for solar and located in an area of high values close to the water. The natural qualities of the home site will allow for a full lower level walk out, or a home with classical, contemporary, active or passive solar qualities. East Pasture is an ideal Aquinnah location, close to Chimark and restaurants with easy bike or car access to the new Onassis Land Bank property, Lobsterville Beach, Herring Creek on Menemsha Pond, Philbin Beach, as well as the Eastman conservation property to get to the pond. This property has deeded walking rights to Menemsha Pond specifically for swimming. The sellers are doing archeology at the location they have chosen as the optimum house site. The septic design is completed for 6 bedrooms, and and the well has been installed. This property is private, gorgeous and has tons of potential for your new home. Sellers have been in conversation with contractors about construction of a post and beam home on site and are happy to share details. Broker has an owners interest in the property.

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Sited on 4.5 acres and nestled at the top of the hill you will find this commanding residence flanked with views of the Atlantic Ocean, Menemsha Pond and the Vineyard Sound. Living is seamless both indoors and out at this light, bright and tranquil abode. Sophisticated summer living at its finest, no detail is overlooked in this pristine four-bedroom, three and a half bathroom residence with a two-bedroom, two bath guest house. This Up-Island retreat offers a spacious layout, lap pool, very private guest house and deeded access to Menemsha Pond. Start or end your days doing laps in the pool or venture down to Squibnocket beach, for a swim or surf, just a short distance away. A highly coveted setting with a beach amenity only available to Chilmark residents. This is truly a one of a kind offering that should not be overlooked!

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This waterfront 4 bedroom 2.5 bath quality custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and master bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

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Walk to a private beach and enjoy the beautifully manicured gardens and landscape of this well-loved and privately situated home! Custom designed with a charming Vineyard feel and tasteful interior design. Water view from a gourmet kitchen and formal dining area. Large open living room and spacious bedrooms. Large deck with exceptional views of the North shore and Elizabeth Island's A large enclosed sun porch off the kitchen to enjoy meals and family time and is adjoined by a breakfast nook. Three (3) Bedrooms are located on the upper level. The primary bedroom is complete with a balcony to enjoy sunrises and sunsets. The 4th bedroom is on the first floor next to a full bathroom. The basement is a finished area with an additional living area.

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Glorious views spanning over Nashaquitsa and Menemsha Pond to the Vineyard Sound and Elizabeth Islands. This sweet Vineyard home is situated up high overlooking open meadows, old stone walls with multiple views to the Atlantic Ocean. Located in beloved Blacksmith Valley and enjoyed by the same family for over sixty years -this is a rare opportunity. With 3.6 acres of open, rolling land, classic Chilmark stonewalls and beach plum bushes, this charming 5 bedroom home with an existing pool, sits on a ridge and offers views from Noman's Land to the Edgartown shoreline. The property also includes a garage for vehicle and boat storage at the edge of the property. Squibnocket Beach is around the corner as well as an opportunity to join Zack's Cliffs for Blacksmith Valley residents. The property includes deeded access to Quitsa Pond and a small dock area where kayaks and a sunfish can be stored. Boating, swimming, fishing and bird watching are right outside your door.  This is a special opportunity for a Buyer who appreciates and understands what this location has to offer.

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Massive Atlantic Ocean views! This 4.7-acre lot with 120-degree views of the Atlantic Ocean over Keith Farm offers the ideal opportunity to create a stunning property with a main house, guesthouse and swimming pool. The current home is ready to make way for the new owner's vision. The property is just one mile to the entrance of Lucy Vincent Beach and half a mile to Beetlebung Corner. It is a mile and a half to Menemsha. The property is criss-crossed with ancient lichen-covered stone walls and has a feeling of having stepped back in time.

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Steps from the beach, this beloved home is a great opportunity to own in Spring Point overlooking association conservation land out to the Vineyard Sound, Elizabeth Islands and the Aquinnah Lighthouse. This location is an easy stroll to a private beach on the North Shore of Chilmark where residents enjoy miles of maintained walking trails throughout the association. The Spring Point Association has view preservation as a top priority and works with each homeowner to maintain their water view which is critical to maintain a strong investment. This is a lovely property, close to the beach and extremely private. Well oriented for sunsets and all day sun as the deck faces West. A casual, tidy and refreshing home that incorporates nature and the significant water views from most all rooms. Four bedrooms, two full baths, large expansive deck, open floor plan and an easy stroll to the beach! PLEASE NO DRIVEBYS, TENANTS IN PLACE. We have specific times we can get in. Tennis membership available for $5000. Two private tennis courts for members within Spring Point.

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