29 Winthrop Road
Shelter Island, NY 11964

Carriage House, an extraordinary Shelter Island waterfront estate. Originally built in 1888, this magnificient home was reimagined, renovated and expanded in 2010. Sited on 1.7 acres overlooking Dering Harbor this treasure features interior and exterior spaces, with views and amenities beyond. Within the over 9000 sq foot interior are 6 en suite bedrooms and 4 additional powder rooms. Both the upper and main level primary bedrooms include expansive closets, fireplaces and private decks. Large living spaces filled with natural light include an expansive eat in kitchen and great room, 2 large living rooms, theater and a fabulous professional bar leading to the wine cellar below. There are 3 additional fireplaces throughout the main living areas of the home Outside there are gorgeous plantings and garden spaces, 166' of deep water dock and 600 feet of private beach with deeded mooring. Multiple upper and lower decks are perfect for sun worshippers and star gazers, after a swim in the gorgeous heated pool overlooking the harbor. The 4 Car garage and substantial dry storage below must be mentioned. This property is an entertainer's dream and Shelter Island is no longer a "best kept secret." Centrally located between North and South forks and less than a 5 minute ferry ride to all the Hamptons and North Fork have to offer.