Perfectly situated in Sarasota’s vibrant Downtown within the coveted Gillespie Park neighborhood, this exquisitely renovated two-story Key West–inspired residence blends timeless architectural charm with modern sophistication. A magnificent oak tree graces the front yard, framing the home’s welcoming façade, while a historic brick driveway—crafted from original Sarasota street bricks—sets the stage for the artistry and attention to detail found throughout. Inside, solid wood floors, designer lighting, and refined finishes create a warm yet elegant ambiance. The gourmet kitchen impresses with custom cabinetry with soft-close drawers, quartz countertops, and top-tier appliances including a professional Forno gas range, seamlessly marrying function and style. Open-concept living and dining spaces are enhanced by an electric fireplace and abundant natural light streaming through windows and doors, many of which are impact-rated. Upstairs, rich hardwood flooring continues through the private quarters, including the serene primary suite featuring a custom-built walk-in closet and a spa-inspired bath adorned with porcelain tile, designer fixtures, and a soothing neutral palette. The flexible floor plan offers versatility for today’s lifestyles: a downstairs bonus area—currently used as a Pilates studio with private entry—is zoned for business or rental use and could easily serve as a family room, media room, primary/guest bedroom or fitness space. A beautifully designed 600-square-foot apartment provides fully independent or multi-generational living with its own contemporary kitchen, sleek induction cooktop, full-size washer and dryer, and a generous private balcony. Perfect for hosting guests, accommodating extended family, or generating income, this versatile space qualifies for one-week minimum rentals—an exceptional advantage in today’s market. Additional highlights include a temperature-controlled wine room, an oversized laundry area with attic storage, three zoned HVAC, and a security system. Outside, a lush courtyard with screened lanai and heated pool creates a tranquil retreat for relaxing or entertaining amid tropical landscaping. Set on a spacious, fenced corner lot, the property offers abundant privacy along with an expanded 2½-car garage featuring an impact-rated door and generous storage. Residents of Gillespie Park enjoy one of downtown Sarasota’s most walkable locations—just moments from fine dining, boutique shopping, arts and cultural venues, SRQ International airport, and the scenic Bayfront. The neighborhood’s namesake park offers tennis and pickleball courts, dog areas, and a lively community spirit that captures the essence of urban Sarasota living. Blending the character of Sarasota’s historic past with the ease of modern luxury, this exceptional residence delivers rare flexibility, craftsmanship, and an enviable location in the heart of it all.