Shingle Style Homes for Sale in Edgartown, MA

Home for Sale

Move right into this meticulously maintained Edgartown property on .51 acres with room for a pool. One of four homes situated on a private dead-end street, the property is surrounded by 350 acres of Conservation land. Centrally located, just minutes to the beach, Edgartown Historic Village, and proximity to the bike path, this fully furnished home is being sold turnkey and is the ideal Vineyard retreat. Enjoy the propertys many features which include a large inviting wrap-around porch and a roomy screened porch. The living room with a gas fireplace is perfect for entertaining. The spacious kitchen flows into the adjoining dining room. The first floor contains a primary ensuite bedroom and a powder room with laundry complete this floor. There is a second luxurious primary ensuite on the second floor and two additional bedrooms share a large bathroom with a double-sink vanity. There is a full unfinished basement with enormous storage and the shed is ideal for bikes and beach items.

Home for Sale

Set over an acre of land, this beautiful setting offers privacy and breathtaking views of Morning Glory Farm + Land Bank meadows. Enjoy this ultimate compound with proximity to the bike path, the Village, and South Beach. The custom-built home + guest house boasts luxurious amenities centered around outdoor living spaces, including a large infinity edge heated pool + spa with beautifully landscaped + garden-lit grounds. With over 5,000 square feet of living space throughout the property, there is plenty of room for privacy + for all to gather comfortably. The 3-bedroom main house is thoughtfully designed. The focal point is the dramatic vaulted ceiling living room with a wood-burning fireplace, + slider doors to the expansive deck overlooking the pool, + outdoor kitchen. This property offers privacy and proximity to everything you need and is the ultimate in Vineyard living! Connected to town sewer, 7 bedrooms allowed.

Home for Sale

Unparalleled Chappaquiddick waterfront estate complete with deepwater dock, 300-foot private beach, private 3-bedroom guest house and garage/barn, plus the unique added opportunity to acquire the private 17-acre golf course adjacent, also suitable for horses or open space. Designed by award-winning Boston architects Albert-Righter-Tittmann and expertly crafted, this grand yet welcoming home, featured in numerous publications, is a refined modern take on traditional design. Harmonizing with the idyllic coastal scenery, the 5-bedroom main residence captures glorious wide-open views on Nantucket Sound taking in the sunset, legendary yachting regattas and July 4th fireworks. Comfortably styled and beautifully furnished, the inviting light-filled living/entertaining spaces open their doors to the breezy waterside porch. Appointed with classic shiplap paneling, the home also features a gym, sauna and high-efficiency systems. A worlds-away retreat, yet close to Edgartown village.

Home for Sale

Near the end of North Water Street, overlooking Edgartowns picturesque harbor and steps from the iconic lighthouse, sits the most storied hotel on Marthas Vineyard. Built in 1891 and after a top to bottom restoration in 2018 and extensive modernization again in 2021, this charming and sophisticated resort is offering the opportunity of fully managed residences with deeded ownership providing the splendor of Vineyard homeownership without the worry of maintenance and property management. The Harbor View Captains Cottages provide all of the hotels refined amenities. This gorgeous 2- Bedroom, 2-Bathroom, second floor residence is located in Captain Rowley Cottage. There is a private outdoor shower and front and back private porches! Owners enjoy a myriad of benefits including dining and lodging discounts at the hotel. There is also a fully managed rental program available for when owners are not in residence. The Harbor View Captains Cottages offer carefree second home ownership.