Picture yourself curled up with morning coffee in the sunroom, afternoon reading by the pellet stove's warmth, or hosting an elegant dinner for twenty in the dining room. This Colonial estate brims with character-original imported wood beams, captain's staircases, hardwood floors, and graceful nooks throughout create intimate spaces for everyday living and memorable gatherings. Walls of windows frame the enchanting back gardens where a new pergola and greenhouse await the serious cultivator. The main residence flows across approximately 3,600 heated square feet with four large bedrooms, 3.5 bathrooms, including a third-floor suite featuring kitchenette, den and bedroom-perfect for au-pair arrangements or extended family. The detached cottage operates as an approved ADU, short-term rental with existing bookings, offering income potential or guest quarters. This home has lived many chapters-from celebrated inn to gathering place for Windham Playhouse luminaries like Sinatra and Houdini-and now awaits your story. Recent updates support modern living while thoughtful renovation opportunities remain for those with vision. Situated on a corner lot in cherished Windham, minutes from vibrant town center, pristine beach, and Cobbett's Pond. A rare canvas for those seeking character, space, and possibility.