This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulously landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approximately 140 feet on the street and approximately 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises and sunsets. Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements. There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef's kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lakeside breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30-foot long dining room with direct lake views along with a screened lanai. The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bath provides a spa-like experience including modern fixtures, dual separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential sixth bedroom used previously for a caretaker's quarters tucked away by the garage entry. The upstairs living areas include four additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and a sitting area. When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with an entertaining terrace, tropical pool, sprawling lawn with retaining walls, a boathouse and majestic cypress, oak and palm trees to enhance the lakefront lifestyle. Located on a private, quiet street with an oversized three-car garage. Note: the roof was replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue.