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LINK ID: 32822 $1,250,000


Town: Chilmark
Type: Single Family

Post-and-beam home set on 4 gorgeous acres in Chilmark with undulating land, fruit trees, a pond, and lichen-covered stone walls. The interior is warm and inviting - a real country home complete with fireplace. Two outbuildings offer opportunities to create a studio or workshop. Lucy Vincent Beach and Menemsha are equidistant, each being 3 miles away. The seasonal Menemsha shuttle leaves from a spot on Tabor House Road just 100 yards away. A guesthouse is permitted after 5 years.

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LINK ID: 32818 $2,350,000

2nd Floor Family Room
2nd Floor Family Room3rd Floor 675 Sq Ft Master Bedroom Suite92 Main StreetFront Entrance
Town: Vineyard Haven
Type: Single Family

The stately Captain Dexter House is the perfect blend of historic charm and modern amenities. In 2004, a three story addition completed the restoration of this gracious home, and included on the first floor adding a chef's kitchen with oversized island and walk in pantry, full and half bath, dedicated laundry room, large family room with fireplace, formal dining room and wetbar. Two large bedrooms which share a Jack and Jill style bathroom, a second family room and outdoor deck were added to the second floor. Finally, a private staircase to the third floor master suite with views across Vineyard Haven Harbor to East Chop Lighthouse, was added. Other features of the home include 5 fireplaces, an updated mechanical system, Energy Efficient windows, 4 zone heating and 3 zone AC, and private parking. The lovely professionally landscaped grounds and tiered gardens offer multiple areas for gathering, entertaining, or watching the world walk by. Enjoy your morning coffee on the front porch, or entertain friends on the large wrap around porch. The hydrangea filled, beautifully landscaped side patio is serene and private. You are steps away from restaurants, movies, health club, galleries, boutiques and the ferry terminal. This lovely home is being sold furnished with the exception of the attached exclusion list. Consistently strong rental history.

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LINK ID: 32814 $4,750,000


Town: Edgartown
Type: Single Family

Located just 2 blocks from Edgartown Harbor and Main Street, in the shadows of the beautiful Federated Church, lies this classic, reimagined Cape style residence. This high level restoration yielded an amazing combination of traditional exterior architecture with a delightfully surprising stylish interior. The ground floor offers a large entertainment area with its own kitchen, fireplace and French doors leading to the covered porch and formal gardens. There are also 3-bedrooms and 2.5 baths on this level. The second floor offers a cathedral ceiling living/family room with fireplace, kitchen and deck, all with a peak of Edgartown Harbor. The balance of the second floor features a luxurious master suite. The full height, lower level has a media room, powder room, large laundry and guest bedroom. Complimenting the property is a handsomely finished garage with an attached guesthouse offering a living room with kitchenette, bedroom with private bath and a lower level with media room and powder room. Lastly, the grounds are meticulously landscaped and provide several enchanting sitting areas, garden pergola, two exterior showers and ample parking.

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LINK ID: 32809 $899,000


Town: Edgartown
Type: Single Family

Beautiful three plus bedrooms two bath home located in Bold Meadow, quiet area between the State Forest and the Vineyard Golf Club and a short drive to South Beach. This home has been lovingly renovated throughout, Stainless steel appliances granite counters, custom cabinets and beautiful wood floor. Expandable home with 4 bedroom septic. Super dry crawl space with concrete floor and insulation sprayed on the walls makes for great storage area. Perfect summer or year round home.

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LINK ID: 32798 $1,270,000


Great room with fireplaceview towards kitchenGreat room from kitchen
Town: Vineyard Haven
Type: Single Family

Looking for an upscale vacation home that is easily maintained and within close proximity to the ferry and all that Vineyard Haven offers? Look no further. This maintenance free home, built in 2011 with newly finished lower level, is the answer. With a well designed open floor plan that accommodates today's casual and active lifestyle, the main level---consisting of chef's kitchen, living and dining area with views and a great room with fireplace---flows freely to the porch and patio with views to the Lagoon. The second floor features a very private and spacious Master bedroom with fireplace and bath as well as 2 guest bedrooms: one with queen bed and the other with 2 double beds. The finished lower level allows for additional gathering space and privacy for overflow guests. When ready to venture out, it is but a short distance to the Black Dog, the Net Result for fresh seafood, Beach Road Restaurant for a fresh farm to table tapas menu and the Film Center. Kids will love the 10+ acre Memorial Park a few streets away providing a soccer field, softball field, basketball court, swings, slides, and bathrooms. All that before you even get to Main Street and its shops and offerings! Eastville Beach is just a mile away for a quick dip or taking in a sunset. Best of all, if you are a boater, an active marina is in sight at the bottom of the hill. The property is perfect as either a vacation rental income property or a second home and is being offered furnished and essentially "turnkey". Summer rental rates are $5,500/wk to $6,500/wk. Come and explore your options.

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LINK ID: 32797 $2,275,000


1st floor office
Town: Edgartown
Type: Single Family

Katama Compound with Main House and Carriage House - Custom contemporary farmhouse with the perfect rustic touches incorporated throughout. Reclaimed wood flooring, beams from an antique barn and shiplap add to the character along with the floor to ceiling stone fireplace that is the focal point of the great room. The great room unites the dining and chef's kitchen with large island and sitting area. All spaces are flooded with light with the many windows and doors and the high ceilings create a lofty ambiance. The sleeping areas are found upstairs and include a master with luxurious bath, walk-in closet and balcony and two guest bedrooms. The lower level offers the ideal space for gaming or movie watching and offers a wet bar, full bath and flex room. The quality and finishes found in the main house carry through to the carriage house that offers two bedrooms, full kitchen and living area and decking to enjoy the outside as well as studio/office space with red brick flooring, ½ bath and laundry along with two bays for storage and vehicles. Set a nice distance away from the main house to allow privacy. There is plenty of space for the addition of a pool and pool house to maximize the summer experience or to increase your rental investment.

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LINK ID: 32796 $875,000

Secondary but important space; the shed on the right of the entrance.
Secondary but important space; the shed on the right of the entrance.Well maintained side yard and entrance with wrap around deck.Spacious town house in the Mattakesett Association.Access to second floor and loft.
Town: Edgartown
Type: Condo

The location within Mattakessett is what the Vineyard is all about - the Club Med of the Island with a great family program that keeps the kids happily engaged all day long, all summer long. A community pool, tennis courts, yoga classes and fitness center complete the vacation package. What could be better than having South Beach at your back door and the bike path that takes you to Edgartown Village out the front? The spacious unit has three levels with all living space on the first floor providing direct access to the expansive wrap around deck. A charming gas stove in the living room keeps the spring and fall chills away. The mini-splits in every room provide an even source of heat and AC. The open kitchen and dining room keeps everyone in the conversation. Three bedrooms occupy the second floor, including a master suite with private full bath and deck and a finished loft for overflow. And of course, there is the required outdoor shower and pleasant yard for outdoor activities. Sold fully furnished, this Silver Rated property is ready for rentals or for personal use. We encourage you to visit the Winnetu Oceanside Resort website to appreciate all the amenities that this property enjoys - www.winnetu.com.

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LINK ID: 32789 $2,150,000

Sunset sky looking over to Menemsha
Sunset sky looking over to MenemshaLooking west towards the setting sun.Looking south towards Lighthouse roadFly fish on Lobsterville beach
Town: Aquinnah
Type: Single Family

An absolute gem off Lighthouse Road, three bedroom split level home with great water views and private path to the beach. Enjoy Martha's Vineyards famous sunsets from the private deck and unrivalled fly fishing and swimming are just steps away on Lobsterville Beach. The open plan living, kitchen and dining space is light and bright with limewashed beams and central brick chimney for the double sided fireplace. The kitchen opens to a lush private yard in the rear with vegetable garden and private patio and the living room opens to a large water view deck overlooking the Vineyard Sound. Three bedrooms - the large master suite has a private deck - and there are two and a half bathrooms. Single car garage. New roof, shingles and new Marvin windows in 2012 ...a wonderful opportunity to be in this very special spot.

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LINK ID: 32781 $990,000


Town: Oak Bluffs
Type: Single Family

East Chop Gem: Ranch style 4 Bedroom Vintage Cottage with a gable roof, patio, and charming windows. The center great room boasts a soaring ceiling and separates two wings of the house. There is a grand stone fireplace with wood stove insert, which can be accessed from the rear of the house. The house sits on one third acre of land in a prime neighborhood. There are two small garage buildings and ample room for expansion. This house faces on two streets, Winnemack and West Streets. This property is being sold AS IS.

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LINK ID: 32771 $715,000


Town: Oak Bluffs
Type: Single Family

Charming cape in Vineyard Hills neighborhood, set on an ample 1.17 gorgeous acres with immense potential. Vineyard Hills is a sought after, private community, offering paved roads, easy access to Sailing Camp Park, the Lagoon, and less than three miles to Oak Bluffs town center, harbor and beaches. The 5 bedroom septic, on 1.17 acres, allows for expansion of the 3 bedroom house OR, this enormous lot, with the large 5 bedroom septic design, offers the potential to build a two bedroom guest house. This wonderful residence offers 3 bedrooms and 2 full baths. The living room is bright and offers a warm brick hearth with a wood stove hookup. The kitchen and dining room are open and flows outside via sliders to the rear deck for grilling and outside dining. Also, on the first floor, is a bedroom and full bath. The second floor offers two more spacious bedrooms and a bath. Walk out basement with a one car garage offers fabulous potential to finish this space into more living area. This private 1.17 lot is gently sloping to the south. Please check with the Oak Bluffs building inspector to confirm any future building plans for this great opportunity.

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LINK ID: 32770 $1,425,000


Town: Vineyard Haven
Type: Single Family

Relax and unwind in Lower Makonikey - the perfect location offering a private, up-island atmosphere yet not far from town, with access to a lovely association beach. The contemporary home is attractive and has been well maintained by the single owner. Maximum views of the lush landscape are achieved through large expanses of glass and all rooms boast high ceilings and are filled with abundant light. Also enjoy peaks of the Vineyard Sound from the second floor landing and deck. An open concept layout with spacious kitchen, dining area and living room, first floor master suite and two second floor guest bedrooms, the home is ideal for living the vineyard lifestyle.

NEW

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LINK ID: 32768 $715,000

Side of house front to back
Side of house front to backLiving room plant windowScreen porch rear of sideFront of original 1850's House
Town: West Tisbury
Type: Single Family

If you are looking for a property with character, "The Suzie Scott House" has more than you can imagine. Built in circa 1850, the current owner purchased this well maintained home as part of a long time family owned Estate. This sweet Antique sits on 1.4 acres with several out buildings (including the original out house converted to a shed). This is a property to really make your own, while keeping the character of the era, and still putting your stamp on it. Enter through a screened porch which leads into the Main Living space. A large room at the front of the house, off the Living Room (now being used as a bedroom) could be easily converted into a Family room / Office. The cozy Kitchen with dishwasher, washing machine and extra large gas stove could be a beautiful restoration project. A dining, sitting room and 2 more bedrooms finish off the main level. A small staircase leads to 2 second Floor bedrooms and 1/2 bath complete this very special listing. When the current owner purchased this home, the community was thrilled to learn that he was keeping the house, with all its character, in tact. Any way you choose to go, this is a beautiful piece of property ! There is something to be said for mixing some old with new to create a unique "Vineyard Home".

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157 - 168 of 339 Listings