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$5,795,000
5 Beds ⋅ 6 Baths ⋅ 73569858 MLS
Sophisticated Katama Retreat with Pool and Custom Finishes - Tucked at the end of a lightly traveled road, this modern farmhouse blends sophisticated design, generous living spaces, and exceptional backyard privacy. Thoughtfully customized by the owners in collaboration with the builder, the home features distinctive design details and elevated finishes throughout. A dramatic wall of glass fills the open-concept great room with natural light and connects seamlessly to the outdoor entertaining areas. Spacious living and dining spaces are anchored by a gas fireplace and custom built-ins. The chef’s kitchen features marble countertops, commercial-style stainless and integrated appliances, an oversized center island, beverage refrigerator, and sliding glass panels opening to a poolside bar. A luxurious first-floor primary suite, private office, laundry area, and powder room complete the main level. The home offers five bedrooms and four-and-one-half baths, including a second en suite primary bedroom upstairs. Two additional upper-level bedrooms share a well-designed Jack-and-Jill bath. The finished lower level includes a fifth bedroom, full bath, and expansive game/media room with pool and ping-pong tables, providing flexible space for guests and recreation. Outside, the property becomes a private resort-style retreat with a heated 16-by-38-foot gunite saltwater pool and generous sun shelf. An expansive bluestone patio offers multiple lounge and dining areas, a fire table, and a separate wood-burning fire pit. Manicured grounds, thoughtful landscaping, broad lawn areas, and an enclosed outdoor shower complete the setting. With a strong rental income history, the property offers compelling potential for personal enjoyment and investment. Offered turnkey with indoor and outdoor furnishings for immediate enjoyment or continued rental use.

37 Plain Field Way, 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..
$21,700
5 Beds ⋅ 3 Baths ⋅ 73313240 MLS
YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky and shimmering sea. Grab bikes from the garage and hop on a path to visit picturesque Edgartown for boutique shopping and dining or head to historic Oak Bluffs for ice cream and carousel rides. Enjoy a day at the beach with boogie boards, chairs and cooler in tow before returning to the cottage for a barbecue where an additional first floor kitchen makes for effortless entertaining. Unwind in the primary bedroom and greet the sunrise with coffee on the balcony. Four more bedrooms and living areas easily accommodate everyone. WEEKLY RENTAL OPTIONS AVAILABLE

97 3rd St N, Edgartown

Listing courtesy of Listing Agent: Fine Homes Group from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.
$19,000
5 Beds ⋅ 5 Baths ⋅ 73007813 MLS
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated historical home in the heart of Edgartown Village, close to Fuller Street & Lighthouse Beaches. Beautifully designed interior with open gourmet kitchen and pickled hardwood floors, marble countertops, top of the line appliances and a large center island. Cozy family room with fireplace, formal living room, office/den and a full bath all on the first floor. French doors lead out to a screened in porch. Five spacious bedrooms located on the second floor feature private or shared baths, and a spacious mahogany deck overlooking the landscaped backyard. This is an ideal in-town Edgartown vacation home.

19 Morse St Ed333, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$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..
$50,000
5 Beds ⋅ 5 Baths ⋅ 72843706 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Private Beach, Waterfront, Mooring and Dock!! Spend your days looking at beautiful Katama Bay. Dock your boat or relax at your private beach. This large Classic Vineyard Home sleeps 10, has two living rooms, protected porch area and a really great front yard leading to the beach. The location is close to South Beach and downtown Edgartown.

17 Edgartown Bay Rd Ed328, Edgartown

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

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