Nestled in the heart of 11th Street Historic District, this remarkable four-unit duplex offers a rare opportunity to own a piece of Dubuque's architectural history in one of the city's most beloved neighborhoods. Built in the 1880s and set along picturesque Chestnut Street beneath a canopy of mature trees, this property blends timeless historic charm with thoughtful modern updates. Perfectly positioned within walking distance to downtown Dubuque, residents enjoy easy access to the library, post office, seasonal farmers markets, local restaurants, coffee shops, and entertainment venues, while also being conveniently close to Loras College and the area's major hospitals. Each of the four occupied units has been lovingly renovated by the current owner with careful attention to preserving the property's original character. Look past personal items to see the quality of build underneath it all! Rich woodwork, exposed brick, vintage architectural details, and warm historic touches create an atmosphere rarely found in today's investment properties. Recent improvements include a charming upper balcony overlooking Chestnut Street, updated electrical systems, roofing, flooring, appliances, paint, windows, and carpeting-providing peace of mind while maintaining the integrity of the home's historic appeal. With strong occupancy history, exceptional walkability, and a prime location in one of Dubuque's most desirable historic districts, this property presents outstanding potential for long-term rentals, owner-occupancy with supplemental income, or future vacation rental opportunities. A truly special investment opportunity where history, charm, and location come together in the center of one of Dubuque's most vibrant neighborhoods.