Rare opportunity to own two homes on two lots in a historic part of Madeline Island! Set on just over a half acre with a Lake Superior view, this unique property offers endless possibilities for year-round living, vacation use, or rental income. The charming Carriage House serves as a year-round home featuring two bedrooms, a kitchen, spacious living area, full bath, and a newer upper-level deck with stairs leading to the lower deck and separate main-floor entrance. The oversized foyer welcomes you into an open gathering space with exposed wood beams, large windows, sleeping area with bunk beds, dining space, living room, and an additional full bathroom. A short stroll through the backyard leads to the second home ? a cozy seasonal 600 sq ft cottage has one bedroom and bathroom. One block from downtown and less than two miles from the Madeline Island Golf Club and Yacht Club, this is an exceptional chance to own a true piece of Madeline Island history.