DOWNTOWN FAMILY COMPOUND OR INVESTMENT DUPLEX. TWO ADA-COMPLIANT RESIDENCES WITH THREE CAR GARAGE, ELEVATOR, SOLAR, PIPED NATURAL GAS. Welcome to one of Gillespie Park's most extraordinary finds--a sleek, contemporary MULTI-GENERATION residence or INCOME PRODUCING INVESTMENT just steps from downtown Sarasota! This 2023 custom-built two-story home offers over 4,400 sq. ft. of luxurious living space, thoughtfully crafted for two households to live independently yet connected, or easily transformed into a spacious single-family retreat. TWO 2200 SQ.FT. RESIDENCES: Each floor boasts a 2 bed / 2 bath ADA-compliant layout, soaring 10-ft ceilings, and abundant natural light with motorized blinds, downstairs surround sound. Gourmet Kitchens: Downstairs: Thermador appliances, 6-burner gas cooktop, dual dishwashers, walk-in pantry, and a stylish coffee/wine bar, laundry room. Upstairs: Bosch appliances, laundry room, and two ensuite bedrooms. Outdoor Living: Ground Floor courtyard with outdoor kitchen, hot tub, and lush privacy walls. Expansive Second Floor Balcony is partially covered, perfect for relaxing or entertaining. Energy Smart: Natural Gas tankless hot water heaters. Solar panels currently power the second floor but can be switched to the ground level. Rare 3-Car Garage with rear alley access--one of the few blocks in Gillespie Park with this feature. Elevator + Wide Stairwell for seamless access between floors. Zoned for Short-Term Rentals - a golden opportunity for investors! Gillespie Park Amenities: Dog run, tennis courts, and a vibrant community vibe. Walkable Lifestyle: Minutes from the Rosemary Arts District, downtown dining, shopping, and theaters.