Charming home in the heart of downtown Winslow! Rarely does a property offer this blend of character, comfort, and opportunity. This updated 1940 home sits in an exceptional downtown location on a generous 0.20-acre mixed-use lot, offering flexibility for home, business, or both. Enjoy morning coffee on the covered front porch, then step inside to 1,606 sq ft of living space filled with warm wood floors, crown molding, and timeless character. The spacious living room features large windows and a fireplace, while one of two dining spaces opens through French doors to a covered deck for easy indoor-outdoor living. The updated kitchen shines with quartz counters, stainless appliances, ample storage, and abundant natural light from windows on two walls plus a skylight. Two bedrooms each offer private ensuite baths. The primary suite closes off to form its own a private wing with wood floors and a large walk-in closet. A separate studio/cottage with vaulted ceilings, large closet, 3/4 bath, and its own patio and yard adds exceptional flexibility for guests, rental, or studio space. Enchanting grounds feature arbors, trellises, established native plantings, pear trees, and a paver patio with firepit. A private retreat in the heart of it all!