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Edgartown, Massachusetts: Country Homes, Houses, and Rural Real Estate

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$22,500,000 29.3 acres 7 Beds | 8 Baths | 6892 sqft
79 Turkeyland Cove Road, Edgartown, MA - Dukes County

29.3 acres Edgartown, MA

Rarely does a property of such natural beauty and privacy become available for sale. Undoubtedly one of the most prominent locations on Edgartown Great Pond. The 29 + acres provides majestic water views, easy access to the crashing waves of the Atlantic Ocean and private water frontage on the pond. Family compound opportunities are quite significant. The residence is equally as impressive as the setting. This Vineyard contemporary of 7,000 +/- square foot has 7 bedrooms and 7.5 baths. Amenities include: a heated pool, spacious living room with a large stone fireplace, modern gourmet kitchen, circular dining room overlooking the pond, screened porch with stone fireplace, 2nd floor meeting room, 2 guest wings, stunning master bedroom suite wi
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$20,000,000 5.95 acres 8 Beds | 11 Baths | 10099 sqft
22 Lelands Path, Edgartown, MA - Dukes County

5.95 acres Edgartown, MA

Magnificent Chappy estate overlooking Katama Bay and surrounded by conservation land. This custom residence is perched high on a hill on 5.95 acres with over 180 degrees of unobstructed water views. Designed for today's lifestyle and technology, the property has numerous amenities which include, an expansive living room for large family gatherings, 4 fireplaces, screened porch, wine cellar, gym, sauna, steam shower, roof top deck, custom woodwork, arched ceilings, 3 car garage and a top of the line gourmet kitchen with adjacent morning room. Offering over 10,000 square feet of luxurious living space, this home features 8 bedrooms and 11 baths. Truly a rare and unique opportunity to own and enjoy a generational quality estate.
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$6,500,000 3 acres 4 Beds | 5 Baths | 5310 sqft
44 Caleb Pond Road, Edgartown, MA - Dukes County

3 acres Edgartown, MA

A stunning location with more than 300' of sandy frontage on Edgartown Harbor. The deep water dock is 4' wide dock, affording more than 8' depth with two T's and several tie-offs; a harbor mooring is also available. The house was superbly designed to afford views from nearly every room, and constructed with the finest quality materials of the time making it most competitive with today's new construction. The landscaping is simple, focusing on the views overlooking the Harbor, which are incredible. All privately situated at the end of the road yet within close proximity to the village. *A separate property, the Pond House, located on Calebs Pond with 3 acres and a contemporary house is currently used as a guest house for the subject prope
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$5,450,000 3.4 acres 4 Beds | 3 Baths | 3298 sqft
82 Turkeyland Cove Road, Edgartown, MA - Dukes County

3.4 acres Edgartown, MA

A serene retreat! This 2 house compound on almost 4 acres, offers waterfront living at its best. Set on the 16,000 acre Edgartown Great Pond; with only trees and water in its view, this property offers a private dock, private beach, oak-shaded lawns and expansive decks. Yet, it is only 8 minutes from the restaurants and shops of Edgartown. The contemporary main house is centered around a great room with vaulted ceilings, skylights, a Count Rumford fireplace; and an adjacent dining area - all ideal for both formal and casual entertaining. The open kitchen includes a morning room which transforms the space into a living area. 2 master suites and an additional bedroom complete the first level. The lower level has a guest bedroom with private b
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$3,900,000 4.8 acres 4 Beds | 3 Baths | 1788 sqft
9 Briggs Road, Edgartown, MA - Dukes County

4.8 acres Edgartown, MA

Stunning views and exceptional privacy on Edgartown Great Pond. The main house is at 1990's contemporary in excellent condition and the guest house sits at the water's edge with exceptional views down the pond to the south. Offering over 400' of frontage and adjacent to and protected by 40+ acres of conservation land. An extraordinary opportunity. The front entry leads to the kitchen, dining and living area - waterviews can be enjoyed from all these area. Two sets of glass doors lead to the expansive deck. Off the entry is a mud room/laundry room. First floor master offers waterviews and has private bath and doors to the outside. One guest bedroom on this level. Two guest bedrooms with shared bath complete the second level.
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$3,250,000 3 acres 6 Beds | 3 Baths | 2385 sqft
8 Caleb Pond Lane, Edgartown, MA - Dukes County

3 acres Edgartown, MA

Prominently situated atop Manaca Hill, lies this 6-bedroom home on 3 acres of land with spectacular unobstructed views of the entrance to Edgartown Harbor. The 180-degree panoramic views stretch from North Water Street and sweep through Edgartown Lighthouse and across to the Cape Pogue cliffs. The original home built in 1910 is in good condition and a new 6-bedroom septic system was installed. A long private driveway winds through beautiful fields and the property includes ownership of a beach parcel within 100 yards of the front door and a mooring. A must see for anyone considering a very special Chappaquiddick offering.
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$3,195,000 11.93 acres 5 Beds | 5 Baths | 4300 sqft
8 Boldwater Road, Edgartown, MA - Dukes County

11.93 acres Edgartown, MA

Sophisticated Country Estate With Great Pond and Ocean Beach Access. Set on 12 acres in the exclusive enclave of Boldwater, this sophisticated country estate offers all the best of island living. This exquisite property has been perfectly designed to integrate indoor and outdoor living around a pool with bluestone terrace, expansive lawn and gardens. There are a total of five bedrooms, including a spacious first-floor Master Suite and two separate sleeping wings for guest. Enjoy the morning kayaking on the Edgartown Great Pond. Come back to the house and enjoy a dip in the pool and time reading on the outdoor covered porch. Head out in your skiff for a spectacular day at the sandy, private association beach. Opportunity to add a guest hous
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$2,750,000 4.3 acres 4 Beds | 4 Baths | 3582 sqft
63 Kanomika Road, Edgartown, MA - Dukes County

4.3 acres Edgartown, MA

Casual waterfront home in a tranquil setting with sunsets over the Edgartown Great Pond! This warm and inviting home on Kanomika's west edge offers the perfect summer retreat for your friends and family. Expansive deck and screened in porch makes summer time entertaining a pleasure. This home has an open kitchen and dining area, living room with a beautiful fieldstone fireplace along with a library/tv room. The master bedroom en suite is located on the ground level along with an additional bedroom and bathroom. The second level consists of 2 very large bedrooms and a full bathroom. Store your boating gear and car in the attached garage which also has a large bonus room above. Enjoy the association tennis courts or simply follow the pictures