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Perfectly positioned in Sarasota’s vibrant Downtown district within the sought-after Gillespie Park neighborhood, this exquisitely renovated two-story Key West–inspired residence pairs timeless architectural charm with contemporary sophistication. A magnificent oak tree graces the front yard, framing the home’s inviting façade, while a historic brick driveway—crafted from original Sarasota street bricks—sets the tone for the attention to detail found within. Inside, solid wood floors and carefully curated finishes create a warm yet refined atmosphere. The gourmet kitchen showcases custom wood cabinetry, quartz countertops, and top-of-the-line appliances, blending functionality with elegant design. The open living and dining spaces are accented by an electric fireplace, pop-up television feature, and an abundance of natural light from all-new impact windows and doors. Upstairs, new hardwood flooring continues throughout the private quarters, including the serene primary suite featuring a custom-built walk-in closet and a spa-inspired bath with porcelain tile, designer fixtures, and a soothing aesthetic. The wonderful floor plan offers a lot of flexible space. A downstairs bonus space that is currently used as a pilates studio with private entry is zoned for business or rental use and could be converted to a primary/guest bedroom, bonus/family room, or fitness space. A beautifully appointed 600-square-foot apartment provides full living accommodations with a complete kitchen featuring an induction cooktop, full-size washer and dryer, and a large private balcony—ideal for guests, extended family, or rental income. Additional highlights include wine room, oversized laundry area with attic space, and 3 zoned HVAC systems. The courtyard with screened lanai and pool is the perfect oasis to relax and enjoy the beautiful outdoors. Set on a spacious, fenced corner lot with lush landscaping and a charming garden, the property offers an exceptional array of lifestyle amenities. The expanded 2½-car garage now offers abundant storage and includes an impact garage door. Location perks of Gillespie Park: one of downtown Sarasota’s most walkable neighborhoods, moments from fine dining, shopping, the Bayfront, and the arts district. Residents enjoy a community park with tennis and pickleball courts, dog areas, and a lively neighborhood spirit that defines the best of urban Sarasota living. Blending the character of Sarasota’s historic past with the ease of modern luxury living, this exceptional residence offers rare flexibility, craftsmanship, and location—just moments from downtown’s fine dining, boutique shopping, arts venues, and the Bayfront.