Build your downtown Sarasota legacy on one of the largest and most strategically positioned parcels to come to market in Gillespie Park in years. This rare ±19,400 SF double lot (100' x 194') sits in the heart of one of Sarasota's most actively transforming neighborhoods, offering a blank canvas for contractors, custom builders, developers, and end users ready to capitalize on the city's most compelling infill corridor. DTN (Downtown Neighborhood) zoning allows for this ±0.45-acre site the potential to support approximately 5 residential units, a luxury single-family estate, a multi-generational compound, or a boutique townhome project (buyer to verify all uses with the City of Sarasota). The two combined lots create a 100-foot-wide buildable footprint that is extraordinarily rare at this proximity to downtown. Located in Flood Zone X, the property carries no mandatory flood insurance requirement and faces none of the elevation and construction cost burdens that affect so much of coastal Sarasota - a significant competitive advantage for any development pro forma. The site is clean and ready for permitting. Gillespie Park is not an emerging neighborhood - it has arrived. Adjacent to the Rosemary District (Sarasota's most walkable neighborhood with a Walk Score of 88), the area is surrounded by completed and ongoing new construction. Residents walk to Main Street dining, the Sarasota Farmers Market, Whole Foods, Sprouts, Regal Cinema, the Van Wezel Performing Arts Hall, and The Bay - Sarasota's transformative 53-acre waterfront park. Siesta Key Beach is approximately 20 minutes away. Opportunities to acquire nearly half an acre with this zoning flexibility, this location, and this lot dimension do not come along often. Whether you are a developer looking for your next high-margin project or a buyer ready to build a custom urban oasis, this is the site.