Tucked away on a quiet cul de sac lined with multi million dollar estates, this Winter Park residence offers an enviable blend of privacy, lifestyle, and location. Less than a mile from Park Avenue, the Winter Park 9 Golf Course, and the Racquet Club, this address puts you at the center of the citys most coveted amenities. A deeded greenbelt easement to Lake Osceolajust 100 yards from the front doorprovides effortless access for boating, kayaking, or paddle boarding on the Winter Park Chain of Lakes. The two story brick home spans 4,328sf with 4 bedrooms, 4 baths, and a 2 car garage. Inside, character and craftsmanship shine with brick archways, custom millwork, tongue and groove ceilings, and two wood burning fireplaces. The gourmet kitchen features Thermador appliances, marble counters, and a walnut topped island, while the expansive primary suite boasts a private screened patio, a fully built out oversized walk in closet, and a spa like bath. Two bonus rooms upstairs provide flexible space for work or play, while updated systemsincluding a 2018 roof, three HVAC units, dual pane windows, updated drainage, whole house generator, mosquito misting system, whole house alarm, and smart home upgradesensure comfort and peace of mind. Equally impressive are the grounds. The front garden is graced with jasmine, mature oaks, and manicured plantings, while a Chicago brick horseshoe driveway easily accommodates six or more cars. Out back, a private retreat unfolds with a lagoon style saltwater pool and spa surrounded by flagstone decking, a summer kitchen, covered patio with fans and lighting, and a dedicated pool bath. Living here is about more than a homeits about lifestyle. With gardens and stunning architecture at every turn, culture, shopping, and dining just minutes away, and lake access at your fingertips, this property offers a rare opportunity to experience the very best of Winter Park.