A rare opportunity in the heart of Winter Park, this custom 2014 Barefoot Brothers home blends timeless architecture with modern luxury just moments from Park Avenue and the Audubon Park. Designed for both entertaining and everyday living, this 5-bedroom + office residence features a flexible floor plan, expansive upstairs bonus room, formal dining space, and an oversized great room with 11.5' ceilings. The first-floor primary suite offers a private attached office and a spa-inspired bath with marble finishes, freestanding soaking tub, double walk-in shower, and designer details throughout. At the center of the home, the chef's kitchen showcases marble countertops, a walnut island, GE gas range, new Samsung refrigerator, Bosch dishwasher, and seamless flow into the living spaces anchored by a gas fireplace and French doors leading outdoors. The breezeway and river rock patio create an inviting indoor-outdoor lifestyle, while the timber-framed front porch adds unforgettable curb appeal. Parking is exceptional with a circular front drive, two additional rear parking spaces, and an oversized custom rear-entry 2-car garage. Built with insulated concrete form (ICF) construction and equipped with natural gas, tankless water heaters, Cat 6 wiring, surround sound, and Low-E windows, this home combines beauty with lasting quality and efficiency. Homes with this level of craftsmanship, character, and location rarely become available in Winter Park - especially priced below recent appraisal. Just minutes from dining, shopping, and the lifestyle buyers move here for, this is the kind of home you do not want to miss. Schedule your private showing today.