Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis, 238 King George Street is especially magical as the seasons begin to change. Imagine crisp fall mornings with coffee in hand, tree-lined streets dressed in autumn color, an easy stroll to the waterfront for dinner, and evenings spent walking home beneath the lights of downtown Annapolis. Then come the holidays, when this extraordinary neighborhood transforms into something truly special—State Circle and the historic streets glow with lights and greenery, shop windows sparkle, restaurants and cafés welcome you in from the cold, and some of Annapolis’ most beloved traditions unfold just beyond your front door. From the festive storefronts and holiday markets to Midnight Madness, the Eastport Yacht Club Lights Parade and the unmistakable excitement surrounding the Army-Navy season, this is a place where the holidays aren’t simply celebrated—they are experienced. And from 238 King George Street, nearly all of it can be enjoyed on foot. The United States Naval Academy, State Circle, City Dock, waterfront dining, boutiques, galleries and yacht clubs are moments away, while one of the property’s most valuable and nearly impossible-to-replicate features—a private three-car driveway—means you can park at home and leave the car behind. Extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, the residence pairs the architectural character and enduring beauty of Historic Annapolis with the scale, infrastructure and amenities expected in a modern luxury home. Recent improvements include a new roof, HVAC systems, water heater and beautifully refreshed interiors, representing significant investment and allowing the next owner to simply arrive and enjoy. Four beautifully finished levels create remarkable space and flexibility, with rich hardwood floors, custom millwork, high ceilings and refined architectural details throughout. The gourmet kitchen anchors gracious living and entertaining spaces perfectly suited for everything from intimate dinners to a house filled with family and friends for the holidays. The primary suite is a private retreat with a beautifully appointed bath and heated floors—an indulgence that feels particularly wonderful on a cold Annapolis morning. The finished lower level, with high ceilings, private walk-out entrance, wet bar, generous recreation space and heated floors, lives as a true extension of the residence rather than a traditional basement. Above it all, the upper-level loft provides another private retreat for guests, an office or studio, complete with views of the iconic United States Naval Academy Chapel dome. Offered substantially furnished with only limited exclusions, this is an unusually effortless opportunity for year-round living, a second residence or a sophisticated lock-and-leave home in one of Annapolis’ most treasured locations. Picture Thanksgiving here. Christmas morning. Friends gathering before walking downtown for dinner. The Naval Academy bells in the distance. Boats illuminated across the harbor. Snow settling over the historic streets. And when spring and summer return, City Dock, the Chesapeake Bay and everything that makes Annapolis one of America’s great waterfront towns are still right outside your door. Homes can be renovated. Interiors can be recreated. What cannot be reproduced is this extraordinary combination of historic location, private three-car parking, Naval Academy views, four finished levels and the ability to step outside and become part of the life of Annapolis in every season. At 238 King George Street, you aren’t simply buying a beautiful home in Historic Annapolis—you are buying a front-row seat to one of the most magical places to live, celebrate and make memories.
