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LINK ID: 33684 $14,900,000


Town: Edgartown
Type: Single Family

This spectacular estate was built in 2003 and offers over 11,000 sq. ft. of well designed living space with 8 bedrooms. Arguably the finest house on Chappaquiddick Island, highly situated and offering incredible views for 270°. The house lies on 6-acres of manicured landscaping, rolling pastures and stonewalls. Surrounded by over 40-acres of unbuildable land adds to the majestic feeling of this world class estate setting and offers the ultimate seclusion and privacy, while just 3.5-miles to town.

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LINK ID: 33680 $699,000

Front Exterior facing Saddle Club Rd
Front Exterior facing Saddle Club RdThird bedroomBack Yard ViewSecond bedroom
Town: Edgartown
Type: Single Family

Classic "Expanded" Vineyard Cape with 3 bedrooms, 2.5 baths, sitting/tv room, office/den and a spacious light filled Great room with cathedral ceilings currently configured for Living room seating and Dining Area. Kitchen with windows facing the back yard, center island stove top induction unit, french door refrigerator, wall oven, counter seating, dishwasher and pantry. Sliders to back deck from the Great Room to newly fenced in back yard. This generous half acre property with flowering and green leaf trees in front and on the side offers privacy in the heart of this popular residential community. Large half circle driveway can accommodate parking for 4-6 vehicles. Easy access to the State Forest with walking trails and a short bike ride to the bike path along the West Tisbury Road heading into Edgartown or mid and up island.

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LINK ID: 33679 $710,000


Town: Oak Bluffs
Type: Single Family

Don't miss this opportunity to own the perfect Oak Bluffs get-away with a pool. Every inch of this Cape-style home has been well cared for. The home features brazilian cherry floors, updated kitchen with stainless appliances, spacious living room with brick fireplace, first floor bedroom and tile bath. Second floor offers a bedroom suite with jacuzzi tub and tile shower. Enjoy lush gardens, large farmers porch, outdoor deck plus a second grilling area all overlooking an in-ground pool. Just a short distance to Oak Bluffs center and Harbor. Excellent rental history!!

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LINK ID: 33674 $8,450,000


Town: Edgartown
Type: Single Family

This amazing property is one of the premier ocean facing properties in the exclusive Boldwater area of Edgartown. The well-designed and meticulously constructed residence offers open living areas, countless unique features and an abundance of windows and doors facing the water and the beautiful landscaped grounds. The main residence offers 4-bedrooms and 3.5-baths as well as detached guest quarters with private bath above the 2-car garage. In addition, the property has a large swimming pool, pool house, expansive yard and open views to the barrier beach and Atlantic Ocean. The 20.8-acre lot offers expansive fields with stonewalls, a private pond and several trails that lead to the sandy shore offering private boating access. There is an additional adjoining 14.4-acre building lot available separately if desired. Included in the Boldwater Association are the usage of tennis courts and a private beach.

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LINK ID: 33664 $870,000

Home office/guest bedroom
Home office/guest bedroom
Town: Vineyard Haven
Type: Single Family

Set in the desirable area known as "Little Hatch Road" be prepared to be surprised when you enter this unique home. The open floor design provides an inviting interior perfect for gathering friends and family. Several seating areas plus a dining area opening to the rear deck create the perfect backdrop for creating memories of fun celebrations. Walk to the neighborhood beach just around the corner where you can launch your kayak or take a morning swim. Walk to town, less than a mile away, for your morning coffee. The West Chop Woods are nearby for hiking and birding. A terrific location to enjoy all your island activities. Attractive rental history.

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LINK ID: 33663 $3,100,000

Just a tease of the expansive water view and a focus on the unique edge stone.
Just a tease of the expansive water view and a focus on the unique edge stone.Entrance to dining room.Notice the ceilings...heights and details vary adding to the architectural interest.Power room with unique Ralph Lauren wall paper.
Town: Vineyard Haven
Type: Single Family

When a premier builder builds his own home, he applies all the innovative and state-of-the-art qualities, appointments, and technology he has made for his clients over the years. It becomes the best of the best in every respect. This home is that property. The term "over the top" is applicable here. Combining this with the impeccable taste of his wife is a win/win situation. Not only is the home remarkable but the landscaping, the views, and access to the private beach on the Lagoon enhance an already unique property. There are custom cabinets and woodwork throughout the home, each ceiling has a different height and design, and the study/office curved ceiling made of fir bead board. The 8' high custom entrance door and custom sized windows distinguish the building. Ledge stone used at the outside entrance rolls into the interior dining room, living room, and kitchen. The kitchen is as remarkable as the balance of the house. A pizza oven, 2 dishwashers, a Thermador Column System for refrigeration and floor to ceiling wine cooler further demonstrate the details of the house. The kitchen opens to a comfortable den with wood burning fireplace and corner windows overlooking the water. An efficient built in bar is between the den and living room for easy entertaining. A gracious hall takes you by the covered deck with outdoor dining and the office/den with open views of the Lagoon. The luxurious master suite is in the south wing of the house with a fireplace, private deck and outdoor shower and an exceptionally designed bath, laundry area, and closet space. The lower level has direct water views from every room. It is dedicated to the guest area with two en suite bedrooms, a sitting area, an extraordinary second laundry area, closet storage, general storage and access to the two car garage. This description only touches the surface of the incomparable property and the superlative attributes, and has to be seen in person to appreciate the comfortable elegance throughout the home. (4 Bedroom septic system.)

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LINK ID: 33651 $1,699,000

Gorgeous stone work.
Gorgeous stone work.Road viewMaster bedroom with incredible ocean views and breezeImpressive!
Town: Oak Bluffs
Type: Single Family

Private beach on East Chop with gorgeous water views of the Vineyard Sound from each room, including all bedrooms! Quintessential Vineyard shingled house right on the water; swim, kayak or watch the ferry and boats from your private deck or porch just a few steps to the Sound. 2456 square foot house with four bedrooms (two of them enormous), two and one half baths, large separate laundry room, open floor plan to include fully equipped kitchen, dining room and living room with a large stone fireplace, all with stunning water views. Second floor family room and ample closet space in every bedroom. Enjoy countless hours relaxing on the side deck with outdoor living space in addition to the new stone patio for all your grilling needs. Convenient to both Oak Bluffs, Vineyard Haven and to the Telegraph Hill Lighthouse. Perfectly situated within one mile of East Chop Beach Club, Yacht Club and Tennis Club. Great rental history too. This home will not disappoint.

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LINK ID: 33649 $1,525,000


Town: Edgartown
Type: Single Family

Set in a pastoral community on over one acre, this 3360 square foot, 6 bedroom 4 bath home lives large. Two large decks flank both the front and back of the house to take advantage of sun or shade all day. The lower level patio allows for ease of access to the yard and a fabulous place to grill! The stepped back yard is perfect for a garden, both flowers and vegetables. This home has been well maintained since it was built in 2000 and has always been used as a rental investment property. NOTE: Assessor's records online do not properly reflect the square footage, bedroom and bath count. Assessor's office does have the correct information available.

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LINK ID: 33640 $699,000


Back Deck with fenced in yardSecond floor Guest room #2
Town: Edgartown
Type: Single Family

Light and bright and located just minutes from downtown Edgartown with easy access to up-island as well, this three bedroom Cape awaits your personal touch. Desirable and established neighborhood near Vineyard Golf. With several additional living areas and an open kitchen, opportunity abounds. A large fenced in yard with access from the addition completes this offering. A wonderful option for year round living or investment property. Come take a look!

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LINK ID: 33638 $2,320,000

Dining room
Dining roomKitchenDining roomKitchen
Town: Oak Bluffs
Type: Single Family

Under Construction: 4000 sq ft of brand-new construction tucked nicely on a beautiful lot in the prestigious subdivision of "The Preserve". This home meets all the modern buyer's needs with its open floor plan, 1st and 2nd floor master bedroom suites, chef's kitchen, hardwood floors throughout, custom tile bathrooms, expansive outside entertaining space, and lush landscaping. This is a "family compound in the making," a swimming pool and poolhouse may also be installed if a buyer chooses to do so. With its generous living spaces this home is ideal for entertaining friends and family. There is also lots of opportunity for privacy, thanks to the separate bedroom suite and bathroom above the garage. This is the summer house of your dreams, and can also be your escape during the cooler months thanks to the modern, efficient systems. This spectacular home will be the ideal place to host large family dinners at Thanksgiving or the holiday season with the fireplace as the perfect setting to gather round at the end of the day. To be completed in the Fall of 2018. ***** interior pictures shown are of a similar house built by the builder to give you an idea of quality and finishes.

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LINK ID: 33630 $7,000,000

A prestigious home in a remarkable setting.
A prestigious home in a remarkable setting.An elegant entrance.A classic Vineyard home.A quiet garden between the main house and pool house.
Town: Vineyard Haven
Type: Single Family

A prestigious home designed by a meticulous owner. Built by the current residents in l988, the property has evolved over the years in updates and numerous expansion projects. When you love where you live, a property such as this is the result. The owners chose the location in the Tashmoo Association because of the tranquil pastoral setting overlooking the grazing fields, the amenities of the community which provide tennis, dock and beach and the close proximity to Vineyard Haven Village; a combined feeling of up and down Island. With 3.15 acres of land there was more than adequate room to create a spacious estate setting. As you approach the house the feeling of relaxed elegance is apparent. It is evident that the expansive home with 7,604 sf of living space will offer room for all. The surrounding landscape and natural, wooded open space creates an exceptional setting. The unusual details in the house are everywhere from the formal living room and dining room, the large well-designed kitchen, the newer addition year round sun porch, the wonderful den to retreat to, and the newest addition, a contemporary incredible living room/dining room with fireplace and custom designed ceiling, to name a few highlights. An exceptionally large pool area has room for many lounge chairs and tables for dining along with a pool house with full kitchen. Beyond the pool area and above the oversized two car garage is a fifth bedroom suite. The second floor is dedicated to the en suite master bedroom, three guest rooms and an unusual common room with high ceilings and many windows to be used as a second floor family room or elegant office. A finished third floor is there for your interpretation. The sale also includes a beach lot (32C/4 and 32D/4) just before the opening to Lake Tashmoo with beach access on the Lake and the Sound. Boating from the association dock to your private location, anchoring your boat for a picnic or digging clams for dinner puts the frosting on the cake or the Vine in Vineyard. In the event you need more space for your family compound the totally renovated, fully furnished cottage on 1.06 A at 19 Chappaquonsett (54C/ 2) is also available at $1.5M. See photos attached to this listing. This property provides all the components to establish a family estate for generations to come on this magical Island of Martha’s Vineyard.

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LINK ID: 33629 $439,000


Town: Vineyard Haven
Type: Commercial

This handsomely designed 859 sq. ft. office has windows on 3 sides, bringing remarkable light into its vaulted spaces. Currently configured with 6 work stations, a comfortable sitting area plus a generous conference center. On-site parking and easy access to and from ferry, Main Street, Post Office and eateries. Offered furnished.

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205 - 216 of 401 Listings