Nestled on a quiet cul-de-sac in the heart of Winter Park, this canal-front residence offers the perfect balance of elegance and lifestyle. With direct access to Lake Killarney, the home invites days filled with boating, fishing, and entertaining poolside. Offering a total of 4,798 heated square feet, the property includes the main residence with 3,798 square feet plus a 1,000-square-foot detached guest house with a private entrance, kitchen, living area, bedroom, and full bath—ideal as an in-law suite or private retreat for guests. Inside the main home, the living space unfolds across a single story with soaring ceilings, custom built-ins, and expansive gathering areas. Throughout the home, custom 8-foot doors imported from Italy enhance the refined architectural appeal. The gourmet kitchen is a chef’s delight, featuring a gas cooktop, built-in oven, 42” cabinetry, and generous counter space for entertaining. A gas fireplace anchors the family room, while Italian-imported French doors open seamlessly to the screened pool, patio, and expansive backyard. The oversized primary suite feels like a private retreat with its spa-inspired bath, oversized walk-in closet, and tranquil views of the pool and canal. Four additional bedrooms provide exceptional flexibility and comfort for family or guests. Designed for true waterfront living, the oversized garage features an extra-tall, boat-ready garage door, allowing you to store your boat with ease and launch directly into Lake Killarney via your private ramp. Front and rear garage access adds unmatched convenience for boating enthusiasts. Zoned A/C, natural gas, and thoughtful updates ensure modern comfort throughout. All personal property is negotiable. Located just minutes from Park Avenue, Rollins College, and downtown Orlando, this exceptional home offers privacy, convenience, and a rare lakefront lifestyle unique to Winter Park.