Welcome to your timeless Sarasota retreat. Discover a blend of old Florida charm and modern living in this meticulously renovated 1932 Gillespie Park bungalow, ideally in the heart of downtown Sarasota. Surrounded by canopy oaks and rich with character, this historic gem offers a rare opportunity to own a piece of Sarasotas past, thoughtfully reimagined for todays lifestyle. Go onto the large, welcoming front porch, a peaceful place to unwind beneath the shade of century old oak trees on breezy Florida evenings. Inside, the homes original charm greets you immediately, from vintage 10 pane windows (and some new hurricane impact resistant windows) and warm pine floors to a cozy built in reading nook with storage. The main house features a spacious one bedroom layout, a full bath, and a flexible home office or den, ideal for work from home needs or overnight guests. A charming powder room showcases the original sink from the homes early days. The bright dine in kitchen is a culinary dream with custom wood cabinetry, quartz countertops, a walk in pantry, and striking custom tile backsplash. Premium appliances include a Thermador dishwasher, KitchenAid convection oven, Forno refrigerator/freezer, and custom range hood. A large laundry room features full size LG front load washer/dryer and the original utility sink. The spa inspired primary bath offers a deep soaking tub, a glass enclosed Carrera marble shower, and dual vanities with black marble countertops and lighted mirrors. Modern comforts meet historic integrity with a 2016 renovation with new French doors, trusses, plumbing, wiring and a 2018 roof. Main house HVAC is from 2010 and separate 2016 HVAC for the carriage house and two water heaters. Go outside to a tranquil backyard oasis. A crushed shell driveway leads to a lush, low maintenance garden with artificial pet friendly turf, an outdoor shower and plenty of room to enjoy Sarasotas sunshine. A major bonus, the fully permitted two story carriage house/guest suite (2016) includes a finished two car garage with hurricane braced, insulated garage door. Upstairs, antiqued wood floors, one bedroom, spacious living room, oversized walk in closet with attic access and a bath with granite countertops. The guest kitchenette features a Bosch refrigerator/freezer, quartz counters, cabinetry and a sink, ideal for visitors or extended stays. The carriage house is built to code with impact rated windows and doors and is in the Downtown Neighborhood (DTN) zoning district. Just blocks from Gillespie Parks 10 acre green space, and downtown Sarasotas vibrant cultural scene and Bay Sarasota 53 acre community park. No HOA restrictions or fees. Visit Whole Foods, Sprouts, the farmers market, art galleries, theaters, and ride the free Bay Runner trolley to Lido Beach and St. Armands Circle. This rare, character filled home is your urban oasis, steeped in history, elevated for modern living.