Historic District Homes with Private Lot features

Historic District Homes with Private Lot features

Welcome to the Historic District of Annapolis, Maryland, where the charm of yesteryear meets the vibrancy of modern living. Nestled in the heart of Anne Arundel County, this picturesque neighborhood is renowned for its rich history, stunning architecture, and a sense of community that’s hard to find elsewhere. As you stroll through the tree-lined streets, you’ll be captivated by the beautifully preserved homes that tell stories of the past, with many dating back to the 18th and 19th centuries.

The Historic District isn’t just about history; it’s a thriving community filled with local shops, cozy cafes, and cultural landmarks. Residents enjoy easy access to the iconic Maryland State House and the scenic waterfront, making every day feel like a getaway. The area boasts a vibrant arts scene, with galleries and theaters showcasing local talent, and the annual events bring neighbors together to celebrate the spirit of Annapolis.

One of the standout features of homes in the Historic District is the availability of private lots. Imagine having your own serene oasis right in the heart of this bustling neighborhood. These homes offer not just a place to live, but a lifestyle where you can retreat to your private sanctuary after a day of exploring the vibrant local scene. With lush gardens and outdoor spaces, these properties are perfect for entertaining or simply unwinding in peace.

Whether you’re drawn to the rich history, the vibrant community, or the allure of a private lot, the Historic District of Annapolis promises a unique living experience that blends the best of both worlds. Come discover your dream home in this enchanting neighborhood!

Newest Historic District Homes with Private Lot features

$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

$2,295,000
5 Beds 4 Baths
This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove waterfront park is around the corner, and City Dock, Main Street, restaurants, shops, and the Naval Academy are all within easy walking distance. Easy parking on quiet Market Street. The new kitchen features custom cabinetry, Taj Mahal quartzite countertops, ceramic tile backsplash, unlacquered brass hardware, designer lighting, and a full suite of GE Monogram appliances. The expanded pantry area offers plenty of storage, a separate freezer, and ice maker, while the custom wet bar includes reeded glass cabinetry, brass detailing, a dedicated sink, and generous storage for entertaining. A full-width screened porch spans the front of the home, while 10-foot ceilings, original architectural details, and multiple gathering spaces create warmth and character throughout. The main level includes a paneled office, formal living and dining rooms, and a casual family room that opens to the eat-in kitchen and rear patio with gazebo. Seasonal water views can be enjoyed from several rooms. Upstairs, the primary suite offers winter water views, dual organized closets, and an updated bath. A 2nd bedroom with hall bath and laundry room are located on this level. The 3rd floor has been completely reimagined to create 3 additional rooms with built-in storage and a beautiful new full bath featuring classic finishes, custom millwork, and quartz countertops. A rare opportunity to enjoy the character of Historic Annapolis with the benefits of a major recent renovation, all tucked on a quiet street in the heart of the Historic District. Water access is just steps away, downtown Annapolis is an easy walk, and everyday convenience is rarely this effortless.

83 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$5,675,000
3 Beds 4 Baths
Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a suitcase and begin enjoying the Annapolis waterfront lifestyle from day one. The unrivaled architectural detail, exquisitely curated finishes, and sweeping views across Spa Creek elevate this residence into a class of its own. Privately positioned at the end of a quiet street within one of downtown’s most coveted waterfront enclaves, this 3-bedroom, 3.5-bath retreat is equally suited as an elegant weekend escape or a full-time residence. Dramatic Palladian windows bathe the interiors in natural light while perfectly framing the ever-changing harbor views. At the heart of the home, the gourmet kitchen—appointed with custom cabinetry, premium appliances, and a striking designer hood—flows seamlessly into both the formal living room and inviting family room, each enhanced by a gas fireplace and captivating water vistas. A main-level secondary primary suite offers comfort and flexibility for guests of all generations. Upstairs, the extraordinary waterside primary suite features vaulted ceilings, walls of glass, a gas fireplace, spa-inspired bath with soaking tub, and a custom dressing room with center island. A private balcony provides the ideal perch for sunrise coffee or sunset reflections overlooking Spa Creek, Annapolis Harbor, and Eastport. Designed for effortless waterfront living, two deep-water piers with approximately 9 feet of MLW accommodate substantial vessels, with immediate access to the Severn River, the Chesapeake Bay, and beyond. Walkable to the shops, restaurants, and charm of downtown, this rare offering delivers convenience, privacy, elegance, and ease in one remarkable package. Welcome Home!

1 Shipwright Harbor, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

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