Incredibly rare and PRIVATE 17.76 acre lush, green, beautiful high country erosion-free Aquinnah Hilltop Estate with 6,100+ sf 6 bed, 3.5 bath, winterized main house with radiant floors, outdoor shower, 2 beautiful + large fireplaces, Tuscan fireplace grill, chef’s kitchen, roof deck, stone patio with gas line connected to outdoor grill, and water and island views from every room in the house, as well as a 1,000+/- sf 1 bed, 1 bath winterized guest house with full kitchen, and large deck overlooking the property and the Elizabeth islands + Vineyard Sound, and a 3 car heated garage. 2 min to the Atlantic Ocean and 5 min to the Vineyard Sound. 1 minute drive to Gay Head Cliffs + Lighthouse. Live off the grid w/ 80KW Kohler generator, 2000 gallon propane tank, fenced in garden, streams, stone walls, industrial tankless water heater, Viking, GE, & Bosch stainless steel appliances! Room to entertain over 100 people.

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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 spa 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. 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 home.

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You must see to understand how genuinely incredible the views are. 5.41 acres of land situated 135' above sea level with views of the Atlantic. This property boasts Dramatic Panoramic views | Enough acreage for two dwellings & pool | Privacy | Potential for Subdivision | 6bedroom septic design approved by the town. Create your multi-generational estate! The world is your oyster with this property.

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Amazing opportunity to own almost 16 acres in Aquinnah, with substantial road frontage on State Road. Perfect for a family and a great project for the creative mind. Property is overgrown and deemed condemned.

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An unusual and special opportunity. There is no public access right now. The access easement is currently being discussed and at present we are allowed to access for asset preservation purposes only. This bank-owned home is nestled against Oochcooch pond amidst gorgeous forests of hollies, ancient stone walls and old growth trees. The substantial home needs some upgrades and work but is an exceptional value for the right buyer. Large spacious rooms with high ceilings and lots of light, the home was designed to feel intimate and roomy at the same time. The main house has 3 large bedrooms with 2.5 baths and a 4th bedroom and full bath are above the garage. Radiant floor heat runs under all the floors on the first floor, in the basement and the garage. The unfinished basement walks outside through large doors for easy access. The property has tons of huge boulders, and material to do a fantastic landscape. This price is for the property "AS-IS, WHERE IS with the current easement situation."

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Stunning Chilmark north shore 4 acre waterfront paradise with wonderful sunsets and unique privacy nestled between a large wooded hill and a 200 acre private estate. The 5 bedroom 4 1/2 bath TWO kitchen main house and 2 bedroom (with 2 dormers) 2 bath guest house enjoy dramatic views of the Elizabeth Islands from the Gay Head Lighthouse to Woods Hole from every room. The property is beautifully manicured with an enchanting contour stretching to the bluff overlooking a dreamy private cove and sandy beach. Four cleared acres are very rare on the heavily wooded north shore. Waterfront values on the rugged, elevated and protected Vineyard north shore are attracting more interest after Hurricane Sandy damaged the low elevation fragile south shore NY, NJ and New England coast line. The property is in the highly desirable 335 acre Spring Point community with 38 home sites with 135 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails.

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AUCTION: Bid October 22-27. Currently Listed for $11M. No Reserve. Showings Daily 1-4PM & by Appointment. Settle into island life with 180-degree ocean views. Outdoor entertaining dining, lounging, and entertaining spaces span two sides of the estate, maximizing your expansive water views. Explore your private beach only steps from your property. Inside, 22 Quitsa Lane is quaint and comfortable, with rustic hardwood floors and beamed ceilings. A large open kitchen and living room function for entertaining or summer family life. Your private guest house makes it easy to share this gorgeous setting with your friends and family. There are lots of places to relax on this 3.5-acre estate, from the side patio and garden decorated with mature flowering plants to the expansive oceanfront lawn ideal for games of flag football or catch. Whether you want to soak up the sun or steal away in the shade, this Cape Cod-style property has just what you need.

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Located in the Tower Farm neighborhood in Chilmark, this property is a masterpiece of light and design. An exceptional new to-be-built 5-bedroom and 5.5-bath modern style beach house nestled among 55+ acres of conservation area. Generously entertain family and guests in the open kitchen/family floor plan lined with oversized windows which overlook the lively outdoor landscape, stone walls and Conservation land beyond. This turn-key home will feature state-of- technology, sustainable materials and solar. The outdoor spaces include expansive decking, outdoor grill kitchen, lavish gardens, and proposed reflecting pool. Tower Farm Chilmark invites the senses to a realm of well-being and pleasurability. (Construction to begin 2021)

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Surrounded by nature, this is a South Shore waterfront sanctuary. The presence of the peaceful placid pond combined with the power of the ocean and the sound of the waves is part of the special experience of living here. It has a particular sense of privacy and peacefulness. Hidden away on a quiet road of lilacs and summer cottages, the yard is defined by stone walls, lush gardens, natural art objects and several outdoor patios. Just beyond the lawn is a sandy path for easy access to the ocean and pond. The feeling inside the tasteful home is one of understated pleasing ambience. There are three bedroom suites and the ability to create a fourth. Each of the bedrooms has a connection to an outside space, two have pond and ocean views and one bedroom includes a sleeping loft space. The large and open kitchen which was recently renovated has a vaulted ceiling and an expansive dining space. Natural light and views of the pond fill the room and glass doors lead to the outdoor patios. The library with fireplace and a wall of windows to the water also serves as a formal dining room. In the living room, the dramatic height and spectacular views of the ocean and pond give you an expansive sense of water. The views from the adjacent sunroom have an intimacy and this room is currently used as an office and sitting room. The primary bedroom suite has extraordinary panoramic views and is a retreat that includes an open sitting room and fireplace as well as a private balcony and bathroom. The character of this property, its authenticity, vistas and connection to the natural landscape all combine to create a truly unique experience.

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Spectacular Stonewall Pond and beyond! Experience a sense of privacy and peacefulness while enjoying panoramic ocean & pond views. Each of the three bedroom suites have a connection to an outside space. The master bedroom has extraordinary views and includes an open sitting room and fireplace, as well as a private balcony to take in the sounds of the ocean. The large and open kitchen has recent upgrades with expansive area for dining. Adjacent to the living room is a lovely sitting room currently used as an office. Truly an experience of special living on the Vineyard.

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An exceptional new 5-bedroom and 5.5-bath single-story modern style farmhouse nestled among 55 acres of conservation area in Chilmark. Generously entertain family and guests in the open kitchen/family floor plan with 10’-foot ceilings. Designed with entertaining and relaxation in mind, this beautiful timeless design offers expansive views that immediately connects you with nature in a private setting. The artfully designed landscape will feature custom planters, a lively outdoor grill kitchen and pool overlooking views of the Conservation Area beyond. Places like landscapes to experience and inhabit; to welcome guests and feel welcomed ourselves in beautiful, comfortable outdoor surroundings. Tower Farm Chilmark invites the senses to a realm of well-being and pleasurability. [Construction to begin 2021]

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Turn onto country lane and make first turn to right. Drive past Norwegian Pine and many mature plantings and follow stately stone walls up past an open field overlooking the pond. The gentle slope takes you past the garden to a parking area. The white cottage sits on top of the knoll with sweeping views looking out over Keith farm and beyond to the ocean. From the living room the light brightens the large room with vaulted ceilings and a fireplace with a copper chimney hood.You can walk out on the deck for breakfast and watch the cows, geese, horses or the calming motion of the sea. You can lay in bed and take it all in from the king size bed and wall of windows facing south. There is room for a guest house or barn in this private setting. There are walking trails on Old North Road or a trail to Menemsha Crossroads. Go back in time to a slower way of life in this old style Chilmark retreat.

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