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LINK ID: 32348 $10,350,000

Inside/Outside Bar on Porch for outside living and dining
Inside/Outside Bar on Porch for outside living and diningFirst floor guest powder room with 200 year old oak wood  floors and wainscott.Master Bedroom ClosetUpstairs view looking at Living Room Mahogany inverted hull ceiling
Town: Edgartown
Type: Single Family

Custom built by and for high end Island builder so endless details abound! This LEED CERTIFIED house measures over 9,000 square feet with 5 ample bedrooms, 6 full baths and 3 powder rooms. It is wide open with rambling qualities to accommodate generational family gatherings. Easy going and aristocratic simultaneously blending old with new using sustainable materials including 200 year old flooring and beams. Perfect for summer entertaining with large covered porch complete with dining for 12, 2 fireplaces and wonderful living area overlooking the pool, yard and gardens. Every amenity possible including steam shower, sauna, 2 outside showers, hot tub, gym, theater, game room, mahogany inside/outside bar, office and breathtaking Lew French living room fireplace set in an inverted hull mahogany ceiling with 3 balconies overlooking this Great Room. Absolutely spectacular and a must see!

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LINK ID: 32332 $865,000

Another View
Another ViewBR 3BR 2 toward BathBR 4
Town: Oak Bluffs
Type: Single Family

This immaculate 3 level contemporary presides over one of the most desirable neighborhoods in Oak Bluffs. Newly renovated and offered to include beautiful furnishings and appointments, this property is ready to become your family gathering spot for all seasons (think Thanksgiving and Christmas on the island!). The layout is perfect for multi-generational living, with 3 bedrooms on the first level and bright, open living space with fireplace and separate den on the second floor. A large sunny deck and screened porch beckon summer relaxation and cookouts. The entire third floor comprises a master suite with separate living space with fireplace and small kitchenette. It features a private deck to enjoy your morning coffee or afternoon libation overlooking the back yard and common lands behind. If summer rentals are part of your plan, the property has a strong rental history, with many repeat tenants who would love to continue coming back. Great quality and location in this price range!

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LINK ID: 32328 $2,350,000


Town: Edgartown
Type: Single Family

Expansive and protected views of Dow’s Pond and Katama Bay are captured on every level of this Chappaquiddick contemporary. The oversized lot, a rarity in Wasque, allows flexibility for renovation and expansion including the potential for an additional bedroom. Thoughtfully designed, with multiple living areas, both inside and out and just a few hundred feet to the calm waters of the Bay… the epitome of a true Chappy summer experience.

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LINK ID: 32325 $2,250,000


Town: Edgartown
Type: Single Family

KATAMA and the living is easy!! This lovingly maintained contemporary farmhouse is privately set in a highly sought after Katama neighborhood of desirable homes. The open floor plan lends itself to entertaining and/or family gatherings. The spacious kitchen/dining area leads into a comfortable and inviting Great Room with lots of light and sliders opening to the back deck overlooking an enclosed heated in-ground pool and beautifully landscaped yard. Relax on the deck, lounge on the pool patio or settle into a rocking chair on the farmers porch. Ocean breezes and the sound of the ocean nearby are the perfect ingredients for peace and relaxation. GREAT RENTAL LOCATION or the perfect home for memorable family gatherings! This property also includes a one car garage with loft above and a full, partially finished basement. Easy access to SOUTH BEACH, Bike Path to beach and town, Katama Airfield and the Right Fork Diner. Being sold turn-key. A true Katama Gem !!

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LINK ID: 32300 $1,695,000

Bunk Cottage Bedroom 2
Bunk Cottage Bedroom 2Bunk Cottage Bedroom 1Perfect Spot for an Afternoon Read
Town: Edgartown
Type: Single Family

Wind’s Will - Awaken to the sun rising over Nantucket Sound and fall asleep to the water lapping at the shore of Sengekontacket Pond. Two 2 bedroom cottages restored to retain their charm and simple carefree style. Summer activities like fishing, clamming, kayaking, paddle boarding and of course swimming and beaching are all at your doorstep and the protected pond is ideal for mooring a boat. With 95' of frontage on Sengekontacket and a private sandy beach, waterviews from most rooms and an upper viewing deck, this is an offering that shouldn't be missed. A typical day concludes with a fire in the pit beside the water with s’mores and the sun setting over the Pond. A true summer camp compound of a time gone by...

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LINK ID: 32290 $749,900


Town: Vineyard Haven
Type: Single Family

Perfect for your Home Business B2 MIXED USE COMMERCIAL PROPERTY conveniently located behind Woodland center in the Vineyard Havens business district. Currently has a recently renovated 2 bedroom apartment ( 4 permitted bedrooms total) and with office space. Plus an approximate 1000 square feet of warehouse space with another 446 square feet of floor space in the garage for expansion and or use by your business. This is a rare offering.

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LINK ID: 32289 $2,995,000


Town: Edgartown
Type: Land

SPLENDOR ON SENGEKONTACKET. Once part of the 240-acre Amoz Smith Farm, this gorgeous estate-sized property abuts Felix Neck Wildlife Sanctuary -- and shares a legacy to Felix Neck as previous owners, Lucia and George Moffett, gifted roughly 200 acres of land that make up Felix Neck Wildlife Sanctuary today. Perched on a gentle knoll, the property enjoys superlative views across meadowlands to Sengekontacket Pond and Nantucket Sound beyond. A protective easement provides access to the shores of Sengekontacket Pond, providing many opportunities for kayaking, canoeing, paddleboarding and more. Since the property is surrounded by conservation land, there are also miles of nature trails that are ideal for exploring by foot. Bring your creative vision to fruition in this most special and private setting surrounded by water, meadow and woodlands. NOTE: **** This offering is made up of four separate parcels (including 11, 12, 15 and 20 Moffett Way) with a conservation restriction; the property cannot be developed nor subdivided. There is currently a Main House and Guest House on the property, which can be renovated and/or replaced by new construction. Buyers can also use the current Guest House while a new home is designed and built on the property.

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LINK ID: 32282 $3,300,000

Back yard is perfect for all summer games
Back yard is perfect for all summer gamesInvitingRear view showing expansive verandaLooking toward West Chop
Town: Oak Bluffs
Type: Single Family

Historic Water View Home with views of endless sunsets and sailboat races! On the market for the first time in over 50 years. Originally built in 1915, this stately Dutch Colonial has been enjoyed as a family gathering and celebration place every summer. Everything about this house....the 7 bedrooms, grand foyer, imposing dining and living rooms (both with water view), the original hand crafted woodwork details and the full length wrap around covered veranda overlooking West Chop and Vineyard Sound....will help you create your own family legacy and memories on the island. You will be amazed by the classic architecture of the home and the sweeping back yard inviting games for the young and old alike. A deeded walkway to the beach is included where you can keep a dingy to row out to your moored boat, sit and watch the sun set over West Chop or take a quick dip in the Sound. Remember...this is a home where porch parties are a must!

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LINK ID: 32266 $875,000


Town: Chilmark
Type: Single Family

Historically known as the Cooper Gallery, this endearing icon of Menemsha has remained in the same family for years. A 3 bedroom cottage with a wonderful location, centrally located to all things Menemsha has to offer. Large Kitchen space with dining space, spacious living room, full bathroom and a bedroom make up the first floor plus a large deck space. Upstairs is two bright bedrooms with skylights.

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LINK ID: 32265 $799,000

Everyone's dream; a cottage with a porch and water view.
Everyone's dream; a cottage with a porch and water view.Welcome to the warm and inviting living room.View from living room to dining area.Dining area to kitchen.
Town: Edgartown
Type: Single Family

The Idyllic Vineyard Dream - "If we could just find a sweet little house with a water view....", well here it is. A picture perfect, pristine two bedroom, two bath cottage with a front porch overlooking Sengekontacket along with a private back yard and large deck. The kitchen renovation just completed was cleverly designed to provide a view to the Pond. There is a one car garage and garden shed on the property that could not be built today along with a full basement for ample storage. A little known public beach is just a short walk away. Sounds perfect? It is. The property has been owned by the same family for over thirty years with summers that were filled with adventure, relaxation and an accumulation of fabulous memories. As you step onto the property and into the house, you are surrounded by the good feelings that are waiting to be passed onto the next residents. Property is being sold furnished, except for personal items.

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LINK ID: 32263 $1,975,000


Town: West Tisbury
Type: Multi-Family

House & Guest House! Beautifully designed and built 4 bedroom, 2.5 bath home located in the heart of West Tisbury Village. Sited on 4.5 acres, this gracious home has beautiful wood floors, a gourmet kitchen that is any cooks joy, top of the line appliances, granite counter tops, an eat-in kitchen area and a fabulous family room with custom built-ins and stone fireplace. A more formal living and dining room with gas fire place for special occasions. The spacious master bedroom suite has it's own bath with jacuzzi tub and steam shower, 3 guest bedrooms and a shared bath. There is a 2-car garage and a finished family room in the basement with built-in bar and plenty of extra storage. The charming guest house is set privately apart from the main house with it's own garden, outside shower and parking. Lovely details include an open kitchen, dining and living room, 1 bedroom and full bath and an open loft used as a second bedroom. Both homes are heated with Gas FHA and central A/C. Excellent Rental History!

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LINK ID: 32260 $2,195,000


Town: Oak Bluffs
Type: Single Family

OAK BLUFFS - new, luxury enclave - The Preserve at the Woodlands! Enjoy the best of both worlds in this lovely area abutting 200 acres of conservation land yet centrally located off County Road near Farm Neck Golf Club with bike paths that provide easy access into downtown Oak Bluffs, Edgartown and Vineyard Haven. Relax and enjoy pond views and panoramic meadow views. This brand new home has high quality construction and features 5 bedrooms and 4.5 bathrooms with 9 foot high ceilings. The wooded 1.8 acre lot offers a spacious backyard with a bluestone patio for entertaining and outdoor shower. The option to add a pool is available upon request. An open floor plan features a large gourmet kitchen with a Sub-Zero fridge, Wolf range and other professional stainless steel appliances. The dining area has lovely views of the pond and the family room has custom built-ins and a gas fireplace. A first floor master bedroom contains an en suite bath, dressing area and walk-in closet. For your convenience, there is a first floor laundry room, mud room and powder room. Upstairs there are four spacious bedrooms - two of which are master bedrooms with en suite baths and vaulted ceilings. The two additional bedrooms share a hallway bathroom with double sinks. Two of the bedrooms offer pond views. There is an additional washer and dryer upstairs. Don't miss this opportunity to select your finishes and enjoy this beautiful investment or year round home!

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133 - 144 of 303 Listings