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$12,250,000
7 Beds ⋅ 4 Baths ⋅ 73563263 MLS
You truly can have it all—just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village, yet set along one of the most spectacular stretches of beach, with a 190’ private dock with mooring and sweeping views across Edgartown Outer Harbor to the iconic Edgartown Lighthouse. A gentle slope leads to the sandy shore, where days unfold along the pristine waters of the harbor. Inside, casual elegance defines the home, with a seamless blend of gracious formal spaces and inviting areas for relaxed gatherings. An enclosed porch opens onto a spacious deck overlooking the harbor, creating the perfect setting to take in picture-worthy sunsets, the beloved Fourth of July fireworks display, and the ever-changing scenery. The grounds are equally captivating, made even more exceptional by the inclusion of 75 Landing Place Road and a beloved clay tennis court framed by sweeping water views. Cherished by the same family for generations, this extraordinary waterfront compound is a truly special place.

139 Chappaquiddick Road, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
$3,695,000
3 Beds ⋅ 4 Baths ⋅ 73547874 MLS
A contemporary Katama retreat, newly refreshed and ready for summer. Set in one of Edgartown’s most coveted coastal enclaves, moments from South Beach, this tri-level home offers sun-filled interiors, generous gathering spaces, strong rental appeal, and a private backyard oasis with an 18x40-foot saltwater pool. The dramatic open-concept living level features vaulted ceilings, a wood-burning fireplace, updated kitchen with quartz countertops and stainless appliances, and walls of sliding glass doors opening to newly completed decks and railings. Three finished levels provide comfortable bedrooms, flexible bonus areas, and room for guests to spread out. Recent improvements include fresh interior paint, new sliding glass doors, railroad ties, and completed exterior updates. Outside, enjoy a bluestone terrace, outdoor shower, lush plantings, expansive decks, and resort-style pool setting. An attached two-car garage with finished bonus space above adds versatility. Ideal as a year-round ho

9 Thaxter Ln, Edgartown

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.
$2,195,000
5 Beds ⋅ 4 Baths ⋅ 73520213 MLS
Life on Chappaquiddick has a rhythm all its own — and this exceptional compound is designed to savor every moment of it.Set on three park-like acres of meadows and woodland, two freshly painted log cabin-style homes offer a private world apart. The three-bedroom main house is open and generous, with living spaces that flow seamlessly from inside to out. The two-bedroom guest house is its own considered retreat, complete with covered porch, back deck, and outdoor shower. An oversized garage with loft provides additional space to gather and unwind.A circular drive and pea stone pathways connect the buildings across beautifully layered grounds. Adirondack chairs ring a custom firepit for late nights under the stars; a sauna and cold plunge pool on a bluestone patio create your own personal spa. An enclosed garden, garden shed, and multiple outbuildings complete the setting — your own private park among Martha’s Vineyard most beautiful natural setting.

7 Pip'n Circle, Edgartown

Listing courtesy of Listing Agent: Dawn Bellante from Listing Office: Sandpiper Realty, Inc..
$4,600,000
4 Beds ⋅ 4 Baths ⋅ 73514104 MLS
ONE MILE FROM HISTORIC EDGARTOWN VILLAGE. NEW home with a POOL, and close to SOUTH BEACH. The facade offers a covered porch. The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room has a soaring cathedral ceiling and a rear wall of two story windows with a gas fireplace. The great room opens to the dining room with a wall of glass doors overlooking the pool area. The dining room flows into the gourmet kitchen with a seating island. Off the dining and kitchen area is access to the mudroom which has a half bath, pantry, and laundry area. Off the mudroom area is an outdoor shower. The first floor hosts the primary bedroom with a luxurious bathroom. The second floor has three guest rooms and two full bathrooms. The rear yard offers privacy in the 14 x 30 ft. salt water heated pool that is surrounded by bluestone and professional landscape.

9 Marthas Way, Edgartown

Listing courtesy of Listing Agent: Michele Casavant from Listing Office: Vineyard Village Realty.
$56,800
5 Beds ⋅ 4 Baths ⋅ 72844897 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING.Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool surrounded by meadows and lots of privacy. Take the Boston Whaler motor boat or kayak across Oyster Pond to private beach (used by Presidents Clinton and Obama in past summers.) Outdoor and indoor games galore to entertain..Crocquet, horseshoes, ping pong and a pool table in the finished basement... 2 master bedroom suites with king beds, and separate guest quarters with a king bedroom and bath. One bedroom with twin beds. Newly added hot tub for you to enjoy!

2 Nonamesset Rd Ed319, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$100,000
5 Beds ⋅ 4 Baths ⋅ 72843894 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $25,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views over the Edgartown Harbor. Both the main and upper level have beautiful master suites and also washers & dryers. Easy access to downtown Edgartown, South Beach and the Bike Path. A lush green path leads you down to the dock and boat house, where there is also a mooring for larger boats.

60 Witchwood Lane Ed317, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$48,000
4 Beds ⋅ 4 Baths ⋅ 72843699 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within walking distance to South Beach. The yard is beautifully landscaped and has an 18x40 heated saltwater pool with blue stone surround and lounge chairs and fire pit. With three levels, multiple gathering spaces, four bedrooms and 4 1/2 baths is the perfect spot for large families. Three bedrooms are master suites with private baths. You will truly love this wonderful home for your next summer vacation on the Vineyard!! Pool Fee.

9 Thaxter Lane Ed310, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..

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