Under contract-accepting backup offers. Priced to sell! This one-of-a-kind 1936 residence seamlessly blends historic charm, generous living space, and an unbeatable downtown location. Relocated to its prime corner lot in the 1980s to preserve its character, the home offers exceptional access-just one block to the world-famous Selby Gardens and a short walk or bike ride to the Bayfront and downtown Sarasota. Inside, rich hardwood floors and multiple skylights fill the home with natural light, creating a warm and inviting atmosphere. The expansive layout is thoughtfully designed to balance comfort, privacy, and functionality. The main level features an oversized living room that opens to a covered patio, a formal dining room, and a distinctive eat-in kitchen. The ground-floor primary suite serves as a private retreat, complete with a walk-in closet and a jacuzzi tub. A fully self-contained guest wing-featuring its own bedroom, full bath, and flexible living space-provides an ideal setup for multi-generational living or extended stays. Upstairs, you'll find 4 additional bedrooms, including two ensuite suites, along with a serving area and a sitting room that opens onto a spacious outdoor deck. A thoughtfully designed 2003 addition offers a bright craft or yoga studio with vaulted ceilings and skylights. The home also offers exceptional versatility, with three separate flex spaces perfect for a home office, den, or lounge. Recent updates provide peace of mind, including a new roof, fully modernized plumbing , and three zoned A/C units for efficient climate control. Most windows have been upgraded to double-pane thermal glass, while select originals have been preserved to maintain the home's historic appeal. Enjoy lower insurance costs in this non-mandatory flood zone (X500). The home is ideally situated on a high lot, 6' above street level.