Friday, July 25, 2025

Island Homes in the Northeast With Lots of Charm

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An island home offers amazing views and an enviable lifestyle... as long as you don't forget anything on the mainland. There's a reason these islands in the Northeastern U.S.—off of Massachusetts, New York and Rhode Island—are among the most coveted areas in the region for vacation homes (and also somtimes come with the sky-high price tags to boot). All it takes is a short boat ride—and a few million dollars, of course—to start calling these beautiful islands home.

Island Living—in the Northeastern U.S.

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Tucked away on Water Island—an untouched gem on New York's Fire Island—this private retreat on more than two acres of land offers natural splendor and modern comforts. Surrounded by pristine landscapes and unspoiled beaches, it was designed by architect Paul Rudolph, and features two homes: a two story, two-bedroom, two-bathroom main house and a single story two-bedroom, two-bathroom guest house. Outside, there's a large pool bordered by a wraparound deck. Also situated between the two homes is a garden with a brick patio, stone ledges and tiered flower beds.  A boardwalk winds from the ocean through sand and beach grass, leading to a private bay side dock. Current asking price: US$2.9 million. Brokerage: Daniel Gale Sotheby's International Realty. Read More

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This custom colonial balances sophistication with that quintessential Martha's Vineyard charm. The property in Edgartown, Massachusetts, features soaring nine-foot ceilings, authentic Heart Pine flooring and a gourmet kitchen with professional-grade Viking appliances, handcrafted soapstone countertops and a statement Carrara marble island. The spacious floor plan offers four bedrooms and four full bathrooms, complemented by two powder rooms and a fully finished lower level. Separate guest quarters above the garage include a dedicated living room, a wet bar and a private deck. Outdoors, a mahogany deck overlooks landscaped gardens, with an outdoor shower for post-beach rinses. Current asking price: US$2.65 million. Brokerage: Luxury Portfolio International/Sandpiper Realty. Read More

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Located in close proximity to five sandy beach areas, this cheery, sun-filled contemporary sited on .87 acres is offered turn-key. The Shelter Island, New York, home has a stone tiled foyer that steps down to the living room, which flows into an open floor plan to the rear of the home, overlooking an outdoor deck. The area features a dining area and a kitchen with Scandinavian cabinets, seating and a prep island. The hall leads to a powder room and the first-floor primary en-suite bedroom with its spacious spa like bath. The second floor has two generously sized bedrooms and a full bathroom in the hallway. The lower level features a recreation/media area, a full bathroom and a storage area. The grounds are lush with established plantings, and there's a custom-designed gunite pool with an automatic pool cover and an outdoor shower just off the deck. There is an attached two car garage with glass doors, too. Current asking price: US$1.975 million. Brokerage: Saunders & Associates. Read More

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This charming beach cottage in Nantucket, Massachusetts is located in the heart of the Madaket area. With over 2,000 square feet of well-designed living space, the two-plus-bedroom, three-full-bathroom offers relaxed island living. It also enjoys easy access to Hither Creek and Madaket Harbor, with its kayaking, fishing, scalloping and sunset cruises. The house is set on a private lot surrounded by unspoiled natural beauty, with ample space to unwind both indoors and outdoors. A bike path to town and west-end beaches is located across the street. Current asking price: US$2.395 million. Brokerage: Berkshire Hathaway HomeServices Island Properties Nantucket. Read More

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Set on 1.98 acres just off West Beach Road, on Block Island (off Rhode Island), this property offers a blend of space, privacy and natural beauty. A short walk brings you to the island's picturesque western coastline, while at home you can enjoy 180-degree water views and sunsets from the expansive deck. This three-level home has seven bedrooms and four and a half bathrooms, with over 3,340 square feet of light-filled living space. The spacious kitchen is designed for entertaining, opening into generous dining and living areas that flow outdoors. Outside is an island oasis, with a large patio, a custom tiki bar and a hot tub. A detached storage shed provides space for beach gear and island essentials. Current asking price: US$2.295 million. Brokerage: Sullivan Sotheby's International Realty. Read More

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