This beautifully updated Georgian sits on a sprawling 11,000-square-foot lot in the heart of Chicago's Longwood Drive Historic District. Widely regarded as the most iconic street in the Beverly Hills/Morgan Park area, Longwood Drive is a showcase of Chicago architectural history, featuring an extraordinary collection of homes ranging from Frank Lloyd Wright to Chicago's only castle. Welcome to 10831 Longwood Drive-a classic 1949 Georgian flawlessly reimagined and thoughtfully updated throughout. Situated on an extraordinary nearly 11,000-square-foot lot in the heart of Morgan Park, this exceptional home offers 3 bedrooms, 2.1 baths, and over 1,500 square feet of beautifully maintained living space. The first floor showcases the timeless appeal of Chicago's iconic Georgian architecture, where simplicity, symmetry, and proportion take center stage. A sun-filled living room features a graceful bay window, marble fireplace, and western exposure that captures breathtaking sunset views over the hilltop mansions lining historic Longwood Drive. Original hardwood floors flow seamlessly into the generously sized dining room, creating an inviting space for everyday living and entertaining. The newly remodeled kitchen is both stylish and functional, featuring white Shaker cabinetry, Quartz countertops, a classic subway tile backsplash, stainless steel appliances, and a convenient serving hatch that opens to the dining room. Completing the main level is a powder room and a versatile family room that can easily serve as a home office, den, or potential fourth bedroom. Upstairs, you'll find three comfortable bedrooms and a beautifully appointed full bath. The finished basement expands the home's living space with a recreation area, full bath, laundry room, and abundant storage. Outside, the extra-deep, park-like backyard is a private oasis, complete with lush gardens, mature landscaping, a privacy fence, and a detached two-car garage. BRAND NEW COMPLETE TEAR-OFF ROOF, NEW HVAC, replacement windows, and updated electric provide peace of mind and deferred maintenance for years to come. Located in the prestigious Longwood Drive Historic District, one of Morgan Park's most architecturally significant streets, this home is just one block from the 107th Street Metra Station (Rock Island Line) and short distance to I-57/I-94, providing convenient access to downtown Chicago. Nearby amenities include Walker Branch Library, Prospect Gardens Park, Barnard Park, The Soul Food Lounge, The Beverly Arts Center, & Morgan Park Sports Complex. A rare opportunity to own a beautifully updated Georgian + 11,000 square foot parcel on one of Chicago's most cherished historic streets!