Welcome to 190 Duke of Gloucester Street, where historic Annapolis charm meets the comfort and flexibility today’s buyers are looking for. Set in the heart of downtown, this spacious Colonial offers a rare sense of room to breathe—whether you’re hosting friends for the weekend, working from home, or simply enjoying the ease of having space to spread out in one of the city’s most desirable locations.

A wide front porch sets the tone for the lifestyle here: morning coffee, evening conversations, and a front-row seat to the gentle rhythm of the neighborhood. Inside, timeless architectural details and warm hardwood floors are paired with thoughtful updates, including a modern kitchen designed for real living and easy entertaining. Picture guests gathered around the oversized island, dinner on the stove, and effortless flow into the surrounding living and dining spaces. Updated bathrooms throughout add a fresh, polished feel while preserving the home’s classic character.

The generous multi-level layout offers exceptional flexibility, including a finished walkout lower level that works beautifully for guests, a home office, media space, fitness, or extended stays. For buyers thinking strategically, the scale and layout may also offer appealing future rental flexibility, subject to local licensing and regulations.

Out back, a private patio creates an inviting spot for outdoor dining or a quiet nightcap after a day in town. And in a location where parking is truly at a premium, two rear parking spaces directly behind the home are an outstanding convenience.

Just moments from the waterfront, shops, restaurants, and the Naval Academy, this home delivers downtown Annapolis living that feels walkable, connected, and surprisingly relaxed. Schedule your private showing today and experience the space, charm, and lifestyle of 190 Duke of Gloucester Street for yourself.