Embrace the charm of Gillespie Park as you tour this 1948 downtown triplex. Gillespie Park is known for its historic character, mature tree-lined streets, and proximity to the vibrant cultural scene of downtown Sarasota. Being within the city limits allows for the flexibility of weekly rentals making it a terrific investment opportunity. This generous 8,346 sf lot offers the possibility of development in the DTE, Downtown Edge zoning, which is under the Florida Live Local Act. Nestled in the heart of this vibrant neighborhood, this delightful main home boasts two cozy bedrooms, full bath, front porch, screened porch and picket fenced front yard with garden. Adjacent to the main home is a sweet studio apartment with combo living and bedroom, kitchen, full bath and walk-in closet. If that’s not enough, you will find an adorable cottage with a sleeping alcove, full bath, and french doors out to a private screened porch. Arched entry to laundry facilities which all three units share. Peace of mind with concrete construction, masonry walls and in flood zone X. There is plenty of room for parking, gardening and enjoying the fresh air. The property has been thoughtfully and lovingly updated while preserving its vintage charm. Just steps away you will find the walkable Rosemary District, a hip neighborhood with artisan cafes and modern bistros. Across the street you can enjoy the reconstructed Gillespie Park with a tree-lined ten-acre park including playground, picnic area, basketball, tennis and pickle ball courts, a scenic pond, and dog park. Easy bike ride to explore art galleries, fine dining, shopping and all the culture Sarasota has to offer. Short distance to the new Bay Park with 53 acres for your walking, playing and picnicking pleasure. A new police substation is a block away. Main house is vacant ($1700) while the studio ($1150) and cottage ($1175) are tenant occupied.