5 Exceptional Waterfront and Luxury Estates in Massachusetts

Escape to this dream waterfront compound on nearly two acres in the heart of coveted Cisco, Nantucket. Enjoy breathtaking 180-degree Atlantic Ocean views from this exquisite waterfront property, across your ocean-facing lawn to one of the island’s most desirable beaches.

Listing details: Situated on one of the largest parcels in the area, this front-row estate offers over 6,500 square feet of modern and elegant living space, featuring six bedrooms, six full baths, and three half baths, as well as a two-story guest house and attached garage. Designed to maximize its prime location, the estate seamlessly blends indoor and outdoor living with multiple decks, an indoor/outdoor sound system, a wine cellar, a workout room, and a large outdoor shower with dual shower heads. The gourmet kitchen, equipped with top-of-the-line appliances, two dishwashers, and a walk-in pantry, is perfect for entertaining guests or enjoying family meals. The property also features multiple wet bars, hardwood flooring throughout, built-ins, and an enclosed gym area. With ample room for family and friends, this stunning estate offers the perfect setting to create lasting memories. Conveniently located near popular island spots such as Bartlett’s Farm, Cisco Beach, Cisco Brewery, 167 Raw Market and Food Truck, Miacomet Golf Course, and plenty more local favorites, you’ll never run out of things to do. Don’t miss this rare opportunity in one of Nantucket’s most sought-after locations.

Located in Nantucket’s prestigious Cliff neighborhood, 14 Lincoln Circle is one of the most thoughtfully and meticulously restored homes on the island – not simply renovated, but returned to its original grandeur.

Listing details: Some special highlights are its inlaid wood floors, ten-foot coffered ceilings, built-in cabinetry, rich wood paneling, elaborate trim, and a thoroughly modern kitchen. There are many areas for entertaining, relaxing, or private contemplation. The sunny breakfast room and large formal dining…

Welcome to Port View, one of New England’s most iconic oceanfront estates, available for the first time in a quarter century! Nestled within the exclusive Hyannis Port enclave and sited proudly at the helm of the world-renowned Kennedy Compound.

Listing details: A gated driveway leads past rolling lawns and established landscapes by the legendary Olmstead brothers to reveal an impressive and stately 7 bed Main House, with 26 rooms all boasting spectacular water views of the harbor, Nantucket Sound and beyond! The perfect floor plan features large and gracious rooms with tall ceilings and beautiful architectural details throughout, including the fireplaced living and dining rooms, tavern, wood paneled library, sun porches, a third floor game room with mahogany inlay floors, and widows walk with roof deck. Tremendous outdoor entertaining opportunities surround the large pool, hot tub, fire pit and ‘’wedding lawn’’, which overlooks nearly 500’ of private beachfront.

This Nantucket compound offers unparalleled privacy and is ideally situated in the coveted Cisco, offering sweeping water views of Hummock Pond and over 700 acres of conservation land. The main house has 5 bedrooms and 4 full & 1 half bathrooms, over 4,000 square feet of finished living space, and an attached garage. A stunning newly constructed pool house has a spacious living room, kitchenette, overflow room, and full bathroom.

Listing details: Outside, you’ll find a new gunite pool with a fire feature. Conveniently located near the popular Hummock Pond bike path, this private property is also close to many of Nantucket’s favorite destinations including Cisco Brewery, Bartlett’s Farm, Miacomet Golf, 167 Seafood, Sustainable Nantucket’s Market, and the walking trails of Gardner Farm. The property also has the right of first refusal on two abutting parcels.

Located in the iconic Beacon Hill neighborhood of Boston, 133-135 Charles Street presents an outstanding opportunity for an end-user, developer or investor. Available for the first time in several decades, this gracious, historic and well-loved building boasts over 7000 square feet of space.

Listing details: Consisting of an established retail store, a boutique salon space and three floor-through two-bedroom apartments, including the second-floor owner’s suite, with significantly upgraded features, outdoor space and direct elevator access. The building benefited from a major renovation when it was purchased by the current owners, and includes an extremely rare feature of two private off-street tandem parking spaces. Situated on the first block of Charles Street, the building benefits from excellent proximity to MGH, Public Transportation, the Esplanade, Boston Common and Public Garden, along with vibrant restaurants, boutiques and all that this upscale city neighborhood has to offer.