Located in the heart of Winter Park, this exquisitely redesigned custom home blends transitional elegance with Mediterranean architectural nuances. Designed by the esteemed architect Gary Hancock and renewed by a longtime Winter Park designer. Every inch of this residence showcases unparalleled attention to detail. Set on a cobblestone street, this home offers a blend of community and privacy, making it a rare gem in one of the most desirable neighborhoods. This residence sits within a triangle of walkable lakefronts, Lake Sue, Lake Chelton, and Lake Virginia in the beautiful setting of Rollins College. A fusion of contemporary finishes is juxtaposed with Georgian wood windows and wrought iron railings lining the grand staircase. A circular foyer welcomes you with French doors leading to a private office/library. Chic living and formal dining rooms feature travertine marble floors, and smooth museum-quality walls all complemented by designer finishes. Arched hallways beckon you to the heart of the home and its open-concept kitchen and breathtaking family room, featuring wood beam ceiling, inlaid wood and marble floors, a stone fireplace, and a unique chandelier with Agate disks that sparkle above. The chef's kitchen is equipped with high-end Wolf and Sub-Zero appliances, 42-inch custom wood cabinetry, and exquisite granite counters further enhanced by the subtle glow of alabaster pendant lighting and alabaster backlit backsplash. The center island, casual bar seating, and large informal dining area allow for any size gathering. The great room seamlessly extends into the outdoor spaces, offering privacy and serenity. Unobstructed views through multiple sets of French doors open to a courtyard filled with afternoon light. The veranda features wood ceilings, a stone gas fireplace, and breezy ramada porches with lantern lights that reflect in the pool. The home's design invites the outside in. The first-floor primary suite offers a secluded oasis, featuring doors that open onto the lanai, a gracious seating area designed for tranquility at day's end. The luxurious primary bath displays exquisite mother-of-pearl inlays within the flooring and walk-in shower, complemented by bespoke dual vanity and stunning light fixtures. A spacious closet offers endless room for an extensive wardrobe and room for an additional office, a Peloton, a fitness sanctuary, or a cozy nook for a newborn to nap. This expansive 4,692 square-foot home boasts versatile living with various entertainment opportunities. The upper level continues to impress with new wood flooring, three gracious en-suite bedrooms with walk-in closets, separated by a Juliet balcony with breathtaking views, an alternative primary suite, and an oversized family area. Additional highlights are an open-concept layout achieved by removing walls, smooth wall finishes, fresh interior and exterior paint, and a striking barrel tile roof. Plantation shutters, a walk-in pantry, updated baths, lighting, fixtures, and hardware, alongside solid doors, enhance the home's appeal. Professional landscaping, artificial turf in the backyard for ease of maintenance, and two staircases, one stair from the laundry area for convenient housekeeping, and another front staircase. A short distance from Park Ave, Mills 50, Corrine Dr, downtown, Advent Health and more, perfectly situated for enjoying the best of Winter Park while offering an unmatched level of luxury and comfort. Zoned for Audubon K-8 and WP High School.