Charming 1924 cottage in sought-after West of Trail neighborhood. In the desirable West of Trail area, this beautifully preserved 1924 cottage blends timeless character with modern updates. The main residence offers approximately 1,460 square feet of living space, featuring original hardwood floors, a cozy wood-burning fireplace, complete with picture molding and soaring 9-plus-foot ceilings in most of the rooms. This two-bedroom, two-bath home includes a stunning sunroom/den filled with natural light, ideal for a home office or relaxing retreat. A newly installed metal roof enhances the main house and the detached guesthouse. The 493-square-foot guesthouse/ADU has been recently remodeled and features a kitchenette, a serene screened-in porch with a wall-mounted TV and offers flexible space for guests, a home studio or potential rental income. Ideally just minutes from Sarasota Memorial Hospital, downtown Sarasota, and the vibrant shops and dining of Southside Village.