Stunning 1930 James Gamble Rogers lakefront estate nestled at the end of a private dead-end street in A+ Winter Park location. Home sits on over half an acre with sweeping panoramic views of Lake Osceola. This New England style brick charmer has all of the elegance of a bygone era plus numerous modern conveniences due to recent major renovations and upgrades including new plumbing, wiring, 4 heat/air systems and roof. Downstairs common areas are spacious and accommodating -- impressive dining room with wood burning fireplace, separate living room with large wet bar and built-ins, and 33x21 family room with beamed ceiling and a wall of windows overlooking lake. Additional downstairs space includes separate His & Her offices and mudroom, basement, as well as generous-sized kitchen with granite, gas stove, huge eat-in area, island with chef's sink and tons of storage. Upstairs master suite attached to lovely sitting room + 4 additional bedrooms and bonus area. Features include wood floors, crown molding, plantation shutters, French doors, and classic James Gamble Rogers arched doorways. Backyard setting is unbeatable with heated pool, terraced patios, boat dock, built-in gas grill, and large grassy area. "A" schools include Lakemont, Maitland Middle and Winter Park High School.