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 bathideal 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. The gourmet kitchen is a chefs delight, featuring a gas cooktop, built in oven, 42 cabinetry, and generous counter space for entertaining. A gas fireplace anchors the family room, while French doors open to the screened pool, patio, and expansive backyard. The oversized primary suite feels like a retreat with its spa inspired bath, oversized walk in closet, and serene views of the pool and canal. Four additional bedrooms provide comfort for family or guests. A 2 car garage with rear access makes boat launching easy, while zoned A/C, natural gas, and thoughtful updates ensure modern comfort. Located just minutes from Park Avenue, Rollins College, and downtown Orlando, this home offers privacy, convenience, and a waterfront lifestyle unique to Winter Park.