190 DUKE OF GLOUCESTER STREET, Annapolis, MD 21401

Historic charm and everyday comfort come together beautifully in this spacious Victorian in the heart of downtown Annapolis. From the wide front porch—perfect for slow morning coffee or unwinding at the end of the day—to the sun-filled interior, this home offers the rare combination of character, scale, and convenience.

With four finished levels, 4 bedrooms, 3 full baths, 2 half baths, and a finished walkout lower level, there is room here to spread out, gather, and live with ease. Thoughtfully updated living spaces are paired with a modern kitchen designed for real life and easy entertaining—imagine hosting dinner parties in the formal dining room, serving appetizers around the oversized island, or enjoying a quiet weeknight meal at home. Modern bathrooms throughout bring a fresh, polished feel that complements the home’s historic appeal.
The layout is especially compelling for buyers who value flexibility. Separate living and bedroom spaces across multiple levels create options for guests, work-from-home needs, hobbies, or extended stays. For buyers thinking strategically, the generous footprint also offers valuable versatility for future rental opportunities, subject to local regulations.

Outside, the lifestyle is just as appealing. Enjoy a private patio for outdoor dining or relaxing after a day in town, plus the rare advantage of parking for 2 vehicles directly behind the building—an exceptional amenity in downtown Annapolis.

Set in one of Annapolis’ most desirable locations, this home offers the best of city living without the pace or feel of a major city: close to dining, shopping, and waterfront charm, yet with the welcoming neighborhood feel that makes Annapolis so special. Schedule your private showing today and experience the space, style, and lifestyle this exceptional downtown home has to offer.