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Set within a tranquil and protected stretch of Connecticut coastline, the Thimble Islands Portfolio is the rarest and most remarkable assemblage of private islands available for purchase on the Eastern Seaboard. Acquired and completely restored, updated and expanded over 20 years’ time by the current owners, the offering includes 8 private islands with multiple residences, guest houses, amenities & outbuildings.
There is separate waterfront property with a historic Victorian manse, guest and staff quarters along with a private commercial-grade dock and landing service the islands for guest and commercial traffic. No cost was spared nor attention to detail compromised in polishing this private island paradise to perfection.
At the heart of the offering is the storied Rogers Island, set high atop an eight-acre island of bedrock covered in towering specimen trees and plantings, rolling lawns, rocky shoreline and formal gardens. An impeccably restored historic turn-of-the-century manor house sits on the island’s highest point overlooking ¾ of a mile of coastline and out to Long Island Sound. The ten-bedroom estate is complemented by a state-of-the-art pool complex, tennis courts, a Nicklaus-designed golf hole, guest houses and a commercial-scale greenhouse. The island estate also offers a private cove with two granite piers along with floating docks that can accommodate larger yachts.
Each of the other islands has their own unique character and offer an exceptional array of homes and cottages with complementing landscaped grounds, accessed by private docks that will satisfy generations of family and guests. The islands are also ideally suited for corporate use.
The Thimble Islands are within 5-10 minutes of shore from either private or town launch, while access by helicopter is just 20 minutes from Manhattan or 10 minutes from Tweed National Airport in New Haven, for both commercial and private aviation.