Historic District Homes with Garage - Side Entry Garage Description

Historic District Homes with Garage - Side Entry Garage Description

Welcome to the Historic District of Annapolis, Maryland, where charm meets modern living in a picturesque setting. Nestled in Anne Arundel County, this vibrant community is steeped in rich history, with cobblestone streets and beautifully preserved architecture that transports you back in time. Here, every corner tells a story, and every home is a testament to the area’s heritage.

Among the many appealing features of the Historic District are the exquisite homes, each uniquely designed to blend timeless elegance with contemporary conveniences. One standout feature of many residences in this captivating neighborhood is the side-entry garage. This practical design not only enhances the curb appeal of the homes but also provides an unobtrusive entry point, allowing for a seamless flow into your living space. Imagine coming home after a long day, effortlessly parking your vehicle in a spacious garage that provides both security and convenience.

The Historic District is not just about beautiful homes; it’s about a lifestyle. Residents enjoy easy access to a vibrant downtown filled with boutique shops, delightful restaurants, and cultural landmarks. The nearby waterfront offers scenic views and recreational opportunities, making it an ideal place for both relaxation and adventure.

Whether you’re a history buff, a nature lover, or someone seeking a close-knit community, the Historic District of Annapolis has something for everyone. Discover your dream home with a side-entry garage, and embrace a lifestyle where history and modernity coexist beautifully. Come and explore the charm of Annapolis today!

Newest Historic District Homes with Garage - Side Entry Garage Description

$1,165,000
5 Beds 3 Baths
Coming Soon – Built in 1898 as one of three matching Victorian residences that have become a familiar landmark along historic Caroline Street, this distinguished home represents an era when Fredericksburg was entering a new chapter of prosperity. Lovingly cared for over the decades, it is a rare opportunity to own one of the City's cherished Original Three Sisters. More than a century later, its graceful proportions, original architectural details, and enduring craftsmanship continue to define its timeless appeal while offering the comfort and flexibility desired for modern living. Situated on picturesque Caroline Street in Fredericksburg's Historic Downtown District, the location places the very best of the city just beyond your doorstep. Tree-lined streets, the Rappahannock River, parks, locally owned boutiques, acclaimed restaurants, galleries, entertaining events, and the vibrant downtown district are all nearby, creating an unparalleled opportunity to experience the character and convenience of downtown living. Natural light fills generous living spaces where original details quietly celebrate the home's heritage. A main-level bedroom and full bath provide exceptional flexibility, while a private rear entrance creates additional possibilities for a guest suite, home office, or private retreat. A grand staircase leads to four bedrooms on the second level, including a spacious primary suite with a walk-in shower and a second full bath on the hall. At the rear of the property is a detached two-car garage with electricity—a rare downtown amenity offering space for parking, a workshop, hobby area, additional storage, or future EV charging. Completing this exceptional offering is a home where history, comfort, and opportunity come together in one remarkable address. More details and professional photography to be unveiled soon.

1518 Caroline St, Fredericksburg

Listing courtesy of Coldwell Banker Elite. Contact: 5403730100

$3,849,000
6 Beds 5 Baths
A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends timeless architectural beauty with sophisticated modern livability. The main property features 4,474 square feet of refined above-grade living space, complemented by a fully legal, licensed lower-level apartment that offers immense versatility for multi-generational living or premium rental income. In total, the property features six bedrooms, 4.5 bathrooms, and beautifully curated living spaces defined by rich period details, soaring ceilings, and remarkable craftsmanship. Six fully rebuilt, functional wood-burning fireplaces (three equipped with gas starters) serve as stunning architectural focal points throughout the home. Equally captivating are the enchanting outdoor spaces. Here, manicured grounds, lush landscaping, vibrant flower beds, and a serene koi pond create a private garden retreat rarely found downtown. Set on a prime 7,324-square-foot lot along one of the city’s most coveted historic streets, the property offers tranquility just moments from the waterfront and bustling downtown scene. Zoned as a two-family residence, this remarkable property represents a rare, premium investment or a luxurious private estate. Residents will enjoy an unmatched lifestyle, surrounded by boutique shopping, acclaimed waterfront dining, art galleries, historic landmarks, and the unmistakable charm of Annapolis Harbor. Elegant, iconic, and rich with history, 16 Maryland Avenue represents downtown Annapolis living at its absolute finest.

16 Maryland Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

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