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LINK ID: 33826 $5,950,000


Town: Edgartown
Type: Single Family

This private three-acre property on prestigious North Neck Road offers a charming, winding driveway, sprawling landscaped lawn, deep-water dock, and spectacular views of the Edgartown harbor, lighthouse and waterfront. This classically-designed home offers a spacious kitchen that opens to a large deck, patio and grilling areas - perfect for entertaining, a formal dining and living room, a fabulous screened porch, den, and four bedrooms including a luxurious master suite. The detached three-car garage and two-bedroom carriage suite complete this perfect setting. This is a truly rare and special offering that must be seen to be appreciated.

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LINK ID: 33825 $679,000


Town: Edgartown
Type: Land

A Rare Opportunity in Edgartown! Elevated buildable lot with Views to Nantucket Sound. Build your dream home on this lovely 30,000sq.ft. (almost 3/4acre) parcel of land or purchase it as part of a building package. Lot will accommodate a three story house, designed to take advantage of the views and will also be suitable for a full walk out basement. Septic Design in hand for a FOUR (4) bedroom home with connection to Town water which is already on Fourth Street North. No Other Water View lot available in Edgartown in this price range! Located just off The Boulevard in Edgartown with boating access via Sengekontacket Pond less than a mile away. Location for a POOL is also incorporated into the design!! Please Inquire about Building Package.

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LINK ID: 33815 $840,000

Main House
Main HouseLovely meadow ViewsEstablished Trees
Town: West Tisbury
Type: Single Family

Serene living in an off-Music Street setting. Existing center chimney house can be remodeled, expanded or rebuilt completely, to further compliment the beauty and serenity of this quintessential West Tisbury sought-after location, Detached studio grandfathered. Property backs on to the Tiasquam River. Alley's General Store around the block, Lambert's Cove Beach, and Sepiessa a short ride away add to the value of this beautiful site. Seasonal tenants in place through Labor Day . No drive ins. Must be accompanied by an RE Agent.  Broker has ownership share. Sold as is.

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LINK ID: 33803 $16,250,000


Town: Edgartown
Type: Single Family

This stunning custom home sits on 29 +/- private acres directly on the Edgartown Great Pond. Custom-designed by Bradenburger Taylor Lombardo Architects from San Francisco, and built by reputable Island builder, John Early, this unique & lavish home is in a league by itself. The long and winding driveway, sprawling lawn and incredible water views make for the perfect family compound setting for generations to come. The nearly 7,000 sq ft main residence is finished with the finest details and is designed with 7 bedrooms, and 8.5 baths, multiple seating and entertaining spaces, a modern Chef’s kitchen, and a formal circular dining room surrounded by a wall of windows overlooking the grounds. The spacious and dramatic living room space boasts vaulted ceilings with exposed steel beams and a focal point stone fireplace. There are two guest wings and an impressive master suite with fireplace, private sun deck and spectacular water views. Your summer days can be spent poolside in a garden-like setting with the sounds of the waves lapping in the distance, or exploring the expansive Great Pond and outer barrier beach for a full day on the water. A property of this stature needs to be seen to be experienced.

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LINK ID: 33800 $2,250,000


Town: Oak Bluffs
Type: Single Family

Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can watch the sun rise as you bathe in the antique tub and then watch the sun set from the patio or master suite. Your private 120' dock, mooring and sandy pebbled beach are the perfect place to enjoy all the beauty and water activities that make the Island a special place for generations of family memories. On the ground floor there is an open floor plan with a central kitchen, living and dining area flanked by two bedrooms. The master bedroom is en-suite with a sitting area that opens up to spectacular views of the blue water. The second bedroom on the first floor is a cozy enclave with a private half bath. The open kitchen has ample room to prepare breakfast, lunch and dinner - eat in the attached dining nook or alfresco on the brick patio. Upstairs there are two additional bedrooms and a full bath. There is a detached garage with a large cedar-lined closet for storage. This magnificent home is located within walking or biking distance of downtown Oak Bluffs. Being offered turnkey and has a solid rental history.

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LINK ID: 33798 $1,445,000

Aerial photo of property
Aerial photo of propertyThe arrow marks the northeast corner of the propertyEntrance to the driveway
Town: Vineyard Haven
Type: Land

Lovely, level, wooded lot--Bodman Woods--just under an acre on the West Chop loop....ENJOY SUMMER peak-views of the harbor which will expand in the off season. The property is ideal for a summer home, retirement residence or year-round home....SET AT THE CORNER of Iroquois and Main, this buildable lot is an an easy walk or bike to the West Chop Lighthouse, scenic Vineyard Sound overlook at the famed West Chop flagpole and the 92-acre West Chop Woods....THE ENTRANCE to Mink Meadows Golf Club, a semi-private course, is just three-quarters of a mile away. Here you can play golf as long there isn’t snow on the ground. Take in water views of Vineyard Sound as you play....A SHORT DRIVE or 8-minute bike ride is all you’ll need to reach the Vineyard Haven Yacht Club. Just beyond are the Owen Park town dock and bandstand which features live music under the stars on weekends....AND IF YOU'RE the type that loves to take a can’t-wait-to-get-the-day-started walk, you can walk to the town of Vineyard Haven in 24 minutes where hot coffee and breakfast at popular watering holes Waterside and Mocca Motts will be your reward....IF YOU'RE ON island and want to wander by, look for the pair of blue hydrangeas that set off the entrance to the driveway which winds back through the property. Next steps? Start building your Vineyard dream home. (For ideas on that, see the accompanying photos.)

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LINK ID: 33791 $3,250,000


Town: Edgartown
Type: Single Family

Waterfront property on Chappaquiddick with extensive private beach and water views that stretch as far as the eye can see. Spread out over 4 acres, this property is ideal for the buyer who wants a beach vacation for their family and guests. Sweeping water views are available from most interior living space, and the large decks each offer their own different perspectives. The 5-bedroom “modern rustic” home is immaculately maintained - the pickled wood beams pay tribute to the driftwood found on the surrounding beaches. And speaking of beaches, the property has 400 feet of sandy private beach on Katama Bay, and abuts rarely-used conservation land with an even longer stretch of sandy barrier beach. A quick paddle across the calm, shallow water takes you to an ocean beach with big surf and some of the best fishing on the eastern seaboard. The waters in front of the house are filled with shellfish that are yours for the raking. Need more elbow room? The town has approved plans for the construction of a garage and screened porch. Photographs cannot capture the full scope of this property and it has to be experienced first hand to be fully appreciated. Watch this 1-minute video at this URL: https://vimeo.com/277174251

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LINK ID: 33788 $1,850,000

Replica Federal Colonial, built in 1994
Replica Federal Colonial, built in 1994Traditional colonial style home configured as 4 bedroom. Septic allows up to 5 bedrooms.Circle driveway with period lamp-postBack yard with stone dining patio, deck off the kitchen, and walk-out basement with barn-style doors.
Town: West Tisbury
Type: Single Family

A Gentleman's horse farm modeled after an historic Deerfield, MA home. Built in 1994, this replica Federal Colonial sited on 5.02 acres of meadow and pine forest is where you can comfortably call home. The spacious and generous 4000+ square foot colonial style reproduction is reminiscent of yesteryear with all the modern-day comforts. Abundant land could support a guest house and garage. A five (5) bedroom septic is in place. The magnificent radiant-heated kitchen has white marble counter-tops including a butcher-block inlay, a commercial WOLF 6-burner grill-top stove, and 2 kitchen sinks; one unique green soap-stone and a second farm sink. Full of natural light and boasting a cathedral ceiling makes this a kitchen everyone enjoys. You'll enjoy dining al-fresco on the back deck and a cocktail overlooking the in-ground heated PebbleTech pool & spa and picturesque horses grazing beyond. Get cozy in the evenings around the fireplace in the living room. There is a first floor library/office with a separate entrance, perfect for the professional practice. The upstairs master bedroom is the epitome of relaxation with a second fireplace and en suite bath, complete with jacuzzi tub. Two more bedrooms and a shared full bath complete the 2nd floor. The private 3rd floor is a generously sized fully-finished bedroom with work or play space and half-bath. Grand country-living on a striking estate setting complete with a two-stall horse barn with tack room, fully-fenced paddocks and dog run. A frog pond rounds-out the grounds with the sweet sound of pinkletinks on warm evenings. Easy to show.

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LINK ID: 33779 $830,000


Town: Vineyard Haven
Type: Single Family

Set at the end of a quiet road, this home is within walking distance of the Tashmoo Boat Landing, community Tennis Courts and just a short commute to town, shops, the ferry, Stop & Shop and restaurants. Part of the Baylis Woods Association, this ideal home has room to grow with a BRAND NEW 4 bedroom septic currently in place. The unfinished walk-out basement boasts 10ft high ceilings, and has the potential for a detached garage w/ 1 bedroom apartment above - owner has plans for a 2 car garage with apartment for the lot. The house was being rented year round and had a strong rental history. This could be the investment home you're looking for, or the perfect year round home. Recent updates include a new Microwave and Dishwasher, fresh paint, and more! Purchase the lot next door to create a compound, or have your tennis court and pool!

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LINK ID: 33773 $1,565,000


Town: Edgartown
Type: Single Family

Expansive four bedroom contemporary home convenient to all the wonderful amenities and beauty Chappaquiddick has to offer. Elegant by design, yet casual in nature, the open layout is ideal for entertaining. A large first-floor master suite, with recently renovated bath, requisite screened-in porch and swim spa are just a few attributes that make this property stand out amongst the rest. The full basement with extra high ceilings offers an additional 2,000s.f, which can be easily finished to create the ultimate workshop or rainy day rec room. The oversized lot and a current septic system which can accommodate six bedrooms make expansion possibilities endless. Delightful and immaculate, you’ll truly be Happy on Chappy!

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LINK ID: 33750 $470,000

8-38.1
8-38.13.17 acres
Town: West Tisbury
Type: Land

Picturesque hilltop lot abutting 80+ acres of conservation land to the north and east and bordered by stone walls to the south. The building site offers opportunities for south-facing walk-out basement and a winter view of the freshwater pond below on the abutting Land Bank property. Quiet and peaceful at the end of the road. Miles of trails in your back yard. Away from it all yet only a short drive to Tisbury town center or Lambert's Cove Beach.

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LINK ID: 33749 $2,925,000


Town: Edgartown
Type: Single Family

Tucked between the calm waters of the bay and the Atlantic Ocean, under the guard of the Cape Poge Lighthouse, rests a retreat like no other. Lovingly restored and meticulously maintained, the three bedroom main house and one bedroom boathouse offer all the amenities one would expect, but not necessarily anticipate, from off the grid living. The ideal lifestyle choice for water sport and outdoor enthusiasts alike; with boating, kayaking, kite surfing, and shell-fishing at your doorstep, or for those seeking refuge and relaxation from the bustle of everyday life. Protected by the surrounding 500 acres of conservation, and accessed only over sand or by sea, this truly is the greatest escape.

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169 - 180 of 320 Listings