This quintessential Winter Park home was built up on a 0.44-acre corner lot hill, surrounded by brick streets, overlooking Lake Chelton. Built in 1951, it has been expanded and updated over time, while continuing to offer its uniqueness and charm, in this prime neighborhood location. Please inquire about the home's detailed list of recent upgrades, completed in 2021. Just to mention a few… new interior & exterior paint, new HVAC unit, buffed & rescreened natural hardwood floors, bathroom updates, new LED interior & exterior lighting, and updated landscaping. Enjoy the magnificent views of the front lawn and Lake Chelton from the dining room, which continues out to the front brick patio for entertaining...or perch on the front bay window bench, in the elegant living room with high vaulted ceilings, a wood burning fireplace, and French doors that lead to the East side courtyard. The kitchen is perfectly positioned at the heart of the home, framed by stunning natural wooden beams, and flows seamlessly through the open dinette, to the bright family room. This perfect gathering room boasts soaring vaulted ceilings, a wood burning fireplace wrapped in custom built-ins, and a wall of windows that overlook the fenced-in backyard and the large swimming pool, lined with lush landscaping. The open dinette is surrounded by French doors that lead to East and West facing courtyards off the kitchen...so many options for your outdoor grill! Upstairs is the best surprise and addition: the private Main Suite, with an open loft, additional sitting area, a wood burning fireplace, an expansive custom walk-in closet, and a private den/office. This 2nd floor office is the perfect location to work, while gazing at Lake Chelton from the Juliette balcony's French doors. The upstairs feels like an adult retreat! The 1st floor offers 3 large bedrooms with natural wood floors, all featuring walk-in closets, and 2 full bathrooms with new Kohler toilets, new vanities & new marble flooring in the hallway bath. A fabulous and functional laundry room, with custom cabinets and a utility sink, connects to the pool bathroom with a shower and direct access to the backyard. Zoned for the highly-desirable schools, Audubon K-8th and Winter Park High School, and just a bike ride away from Park Avenue, Blue Jacket Park, and Corrine Drive's fabulous stores/restaurants, this gorgeous home feels fresh and fabulous, and it certainly won't last long! Click on the 3-D tour, and ask for the list of improvements and floorplan (both attached!).