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This $35 Million Connecticut Waterfront Estate Comes With a Private Go-Kart Track

This $35 Million Connecticut Waterfront Estate Comes With a Private Go-Kart Track

Set on more than 13 waterfront acres in Guilford's historic Sachem Head Harbor, the estate pairs three homes, private docks, vineyards, and a go-kart track with nearly 1,900 feet of shoreline.

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Living in the Northeast comes with its fair share of harsh winters, but the changing seasons make it worthwhile. Whether it's the fresh start of spring, long summer days out on the boat, or the colorful fall foliage that creates the perfect backdrop. 215 Uncas Point Road stands out as one of those properties where memories are made year-round, nestled on the shoreline of Guilford, CT, listed by Joe Piscitelli and John Guarin of Coldwell Banker for $35,000,000. Originating in 1637, Sachem Head Harbor’s historic 600-acre peninsula is known as a private summer community with scenic ocean views and a private yacht club for avid boaters. The property itself is just as impressive as its natural Northeast surroundings, bringing together three neighboring waterfront lots that total more than 13 acres of greenery with an even more impressive 1,900 feet of shoreline.

GALLERY-EMBED

The main residence, completed in 2009, spans more than 5,500 square feet with six bedrooms and four-and-a-half bathrooms. Designed with a traditional New England feel, the home combines classic architecture with updated finishes and opens naturally to outdoor living spaces, including a pool, spa, and outdoor kitchen overlooking the water. Nearby, a separate guest house adds another 3,500-plus square feet with three bedrooms, while dedicated staff or in-law quarters provide even more room for extended family and friends.

GALLERY-EMBED

What makes the estate especially interesting is everything that surrounds the homes. Beyond the landscaped grounds are vineyards, orchards, fruit trees, and gardens that give the property a distinctly rural feel despite its waterfront location. Three private docks, a boat lift, and a sandy beach make it just as appealing for anyone who spends weekends on the water, while a tennis and basketball court and even a private go-kart track add even more entertainment that's almost unheard of on residential properties nearby. There’s even an accurate depiction of Stonehenge on-site, perfectly positioned for all to see from the driveway while approaching the main home.

GALLERY-EMBED

Taken together, the three parcels offer more than just a large waterfront home. The carriage house and additional waterfront lot present flexibility for future owners, with the potential for subdivision adding another layer to an already well-established estate. Whether it's used as a private family compound, a seasonal escape, or simply enjoyed as one of the Connecticut shoreline's largest waterfront estates, 215 Uncas Point Road is the sort of property that rarely changes hands, incorporating waterfront living with enough land and amenities to make every season or vacation like a getaway.

Source: Joe Piscitelli and John Guarin of Coldwell Banker

Jordan Aquistapace



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