Set in the heart of Sag Harbor Village, 17 Madison Street and adjoining 42 Church Lane offer a rare combination of history, charm and future potential. Completely renovated in 2020, 17 Madison is warm, gracious and beautifully scaled, with a double-sided fireplace connecting the main living spaces, an eat-in kitchen opening to the outdoor patio, multiple ensuite bedrooms and fireplaces throughout. The unfinished third floor offers additional potential, while the lower level may lend itself to gallery or commercial use. Plans and permits are already in place for a 20' x 40' pool, with room to accommodate a pool house. Directly behind the property, 42 Church Lane is the historic Hand House, a two-bedroom, two-bath home documented as standing before 1732 and possibly dating to the 17th century. The house retains remarkable early details, including post-and-beam construction, hand-hewn timbers and mortise-and-tenon joinery. It was moved from Southampton to Sagaponack in 1752, later brought to Sag Harbor, and ultimately relocated to its present setting. The home was once owned by David Hand, a noted whaling captain, seaman and soldier whose life became part of Sag Harbor lore. James Fenimore Cooper was said to have been so impressed by Hand that he used him as inspiration for Natty Bumppo in the Leatherstocking Tales. Together, the two properties create a truly special village compound - rich in history, beautifully renovated and just moments from Sag Harbor's shops, restaurants and waterfront.