Welcome to this updated and architecturally unique 5 bedroom, 3.5 bathroom custom home, offering 3,292 square feet of luxury living in the heart of Winter Park. Step inside and youre immediately greeted by gleaming porcelain tile floors, smooth modern non textured walls, and soaring ceilings that create a light and airy feel. The spacious living room features custom wall details, crown molding, an elegant wine cellar with glass wall, and expansive high windows that flood the home with natural light. Glass accents continue throughout with an updated staircase and second level glass wall, adding a sleek, modern touch. To the left, discover a rare double primary suite layout. A converted study now serves as a second primary bedroom, connected by a hallway with two walk in closets. The shared spa style primary bath includes dual vanities, a hot tub, and a glass shower. The suite on the west side enjoys private access to the pool area. Both bedrooms have tray ceilings with crown molding. The open dining area flows seamlessly into the kitchen, which showcases a natural gas range with pot filler, a large island with seating, pendant lights, granite counters, stainless steel appliances, and a unique indoor outdoor service window that opens to the summer kitchen. The first floor is completed with a third bedroom (currently used as a home office), a full bath, and a laundry room. Ascend the glass accented staircase to the second floor, where youll find a versatile dining/bonus room with porcelain tile flooring and tray ceiling, a kitchenette and a balcony overlooking the pool. Two additional bedrooms, a full bathroom, and a spacious storage closet complete the upstairs. The outdoor space has been completely reimagined for entertainment and relaxation. Enjoy a heated pool and spa with water features and stonework, outdoor shower, summer kitchen with bar seating, pergola, artificial turf, and plenty of yard space. The backyard is fully fenced and includes a storage building with a half bath. A whole home 24kW Generac generator provides peace of mind. Additional highlights include a two car garage, a carport for extra parking, and a prime location just minutes from Park Avenues upscale shopping and dining, Whole Foods, and easy access to major highways. This exceptional Winter Park home blends custom design, modern updates, and outdoor luxury. Schedule your private tour today.