Historic District Homes for Sale

Historic District Homes for Sale

Welcome to the Historic District, a captivating neighborhood that seamlessly blends charm, character, and modern living. Nestled in the heart of the United States, this enchanting subdivision is a treasure trove of architectural beauty, rich history, and vibrant community spirit.

As you stroll through the tree-lined streets, you’ll be greeted by an array of stunning homes that reflect the unique craftsmanship of bygone eras. From Victorian mansions to quaint bungalows, each property tells a story and invites you to become a part of its history. The Historic District is not just a place to live; it’s a lifestyle that celebrates the past while embracing the present.

For those seeking their dream home, you’ll find an impressive selection of homes for sale in this picturesque locale. Whether you’re a first-time buyer looking for a cozy starter home or a family in search of a spacious residence with room to grow, the Historic District has something for everyone. Many homes feature modern amenities while retaining their original charm, offering the perfect balance of comfort and character.

Community is at the heart of the Historic District. Residents enjoy easy access to local parks, boutique shops, and delightful eateries, fostering a sense of belonging and connection. With a calendar full of community events and festivals, there’s always something happening in this vibrant neighborhood.

Explore the Historic District today, where your dream home awaits amidst beautiful scenery and a welcoming community. Discover the magic of living in a place where history and modernity coexist harmoniously, and make this charming subdivision your new home.

Newest Historic District Homes for Sale

219 King George St, Annapolis
$1,700,000
3 Beds ⋅ 3 Baths
Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living. Steps away from the welcoming front porch you'll find boutique shops, waterfront dining, historic landmarks, and the U.S. Naval Academy. Inside, original hardwood floors and classic architectural details create a warm and inviting atmosphere. The layout features three bedrooms, two full bathrooms, and a half bath. The main level offers comfortable living and entertaining spaces along with a welcoming kitchen, while a carefully renovated room addition provides valuable additional living space. The primary bathroom has been beautifully styled with a luxurious spa-like feel, creating a peaceful retreat at the end of the day. Outdoor living is equally inviting, with a private patio and lush turf yard overlooking Cumberland Court—an ideal setting for morning coffee, al fresco dining, summer gatherings, or simply enjoying the charm of downtown living. Surrounded by the history, culture, shops, restaurants, and waterfront that make the Historic District so special, this distinctive home offers an authentic Annapolis lifestyle, blending historic charm, modern comfort, exceptional walkability, and an unusually generous amount of private parking.

219 King George St, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

250 Prince George St, Annapolis
$1,675,000
5 Beds ⋅ 3 Baths
Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This home was built for entertaining. It has amazing flow to entertain your guests for a dinner party. Take a short walk to outdoor dining on West Street during "Dinner Under the Stars" or host friends for all the amazing Downtown events like Midnight Madness. This home is in the heart of it all! The electrical and plumbing was updated in 1990, new hot water heater in 2024, 2 heat pumps in 2025 and new Shake Shingle roof in 2026. There are 4 bedrooms and 2 full baths on the second floor with a bonus room on the third floor great for guests or office. All this just 1.5 blocks from the Naval Academy and steps to the shops and amazing restaurants Annapolis has to offer! There is driveway with private parking for 2 cars and plenty of street parking for guests. Walk to City Dock for morning coffee and watch the boats pass by or sit in the morning room and enjoy your coffee looking over the grounds of St. Johns. This is an amazing house in an amazing location with all that Annapolis has to offer.

250 Prince George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

135 Conduit St, Annapolis
$1,300,000
5 Beds ⋅ 4 Baths
A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steeped in character and offering exceptional flexibility, this distinctive property presents an array of possibilities for both lifestyle and investment. With separately metered electricity, the property can be enjoyed as a multigenerational residence, with each family member having their own private space; an owner-occupied home with additional rental income from the remaining units; or a pure investment property with multiple income producing residences. For those envisioning something truly extraordinary, the entire building could be transformed back into a stunning single-family home. With original architecture and showcasing hardwood floors throughout, this property strikes the perfect balance between historic character and modern livability. The first floor features two bedrooms, each with an en-suite bath, kitchen, and living room, ideal for an owner-occupant or long-term tenant. The second floor offers one bedroom, a full bath, kitchen, living room, and access to a private balcony. The third floor impresses with two bedrooms, a full bath, kitchen, and living room, plus its own private balcony. An unfinished basement provides excellent storage space. A fenced backyard complete with a paver patio, provides an outdoor retreat ideal for relaxing or entertaining. Add to that the coveted off-street parking, a true rarity in Downtown Annapolis, and this property is as practical as it is beautiful. Whether you're an investor seeking immediate income potential, a buyer looking to offset your mortgage, or a multigenerational family wanting separate yet connected living spaces, this home checks every box. All of this just steps from the vibrant shops, restaurants, waterfront, and history that make Downtown Annapolis truly one of a kind.

135 Conduit St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

100 Market St, Annapolis
$1,495,000
3 Beds ⋅ 3 Baths
A significant price reduction has been made on this stunning home! Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek and parking on both sides of street, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation and completely fenced in. Features 2 ensuite Bedrooms and a 3rd enclosed Bedroom easily adapted into a private home office or gym while still preserving the home's architectural flow. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.

100 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

817 Locust St, Cambridge
$295,000
4 Beds ⋅ 2 Baths
Discover the space, character and walkability of downtown Cambridge in this beautifully updated historic home. Offering 2,316 square feet, four bedrooms + two bonus rooms/ offices and two full bathrooms, the property blends distinctive Victorian details with substantial modern improvements. Relax on the covered front porch, complete with a classic porch swing, or enjoy the neighborhood views from either of the home’s two upper-level balconies. Located just blocks from the Choptank River, Cambridge Yacht Club, restaurants, coffee shops and local boutiques, this home places some of the city’s best amenities within an easy walk. Major capital improvements include a new roof, new kitchen appliances, upgraded electrical and plumbing, new sewer connections, storm windows, a Rinnai tankless gas water heater and high-end, two-zone low-profile radiators. Inside, refinished hardwood floors and original architectural details create a warm and inviting atmosphere. The living room features built-in bookcases and a fireplace and opens to a formal dining room with bay windows and an elegant chandelier. The kitchen offers stainless steel appliances, quality countertops and a charming breakfast nook. Two additional flexible rooms provide excellent options for home offices, a nursery, hobby space or additional storage. The main level includes a bedroom and full bathroom, offering flexibility for guests or one-level living. Upstairs, the spacious primary bedroom features a dedicated wardrobe room and convenient access to a full bathroom with a classic clawfoot tub. Two additional bedrooms open to an adjoining balcony. Across the street, the community garden provides an opportunity to grow flowers, herbs and fresh produce while enjoying the convenience of downtown living. Additional highlights include a private driveway, covered carport, rear accessibility ramp, backyard storage shed, no HOA and not located in a flood zone. With generous living space, valuable updates, off-street parking and an exceptional historic-district location, this distinctive Cambridge home is ready for its next chapter.

817 Locust St, Cambridge

Listing courtesy of Northrop Realty. Contact:

1518 Caroline St, Fredericksburg
$999,500
5 Beds ⋅ 3 Baths
Own a piece of Fredericksburg history in the heart of downtown! Built in 1898 by Edgar W. Mills, 1518 Caroline Street is one of the Original Three Sisters, three distinctive Italianate Victorian homes that have stood together along Caroline Street for more than 125 years. Set on a prominent corner lot in Historic Downtown Fredericksburg, the property offers a combination that is especially hard to find downtown: generous living space, a landscaped yard and dedicated off-street parking in a detached two-car garage. Downtown restaurants, shops, galleries, parks and the Rappahannock River are all nearby, while the property provides the added convenience of outdoor space and private parking at home. Inside, bright and generously sized rooms retain many of the details that give the home its character. Original hardwood floors that have never been refinished, pocket doors, classic millwork and architectural features reflect more than a century of craftsmanship and care. With five bedrooms and three full baths, the floor plan offers flexibility for a variety of uses. The main level includes a bedroom and full bath with a separate rear entrance for accessibility as well as creating options for guests, multigenerational living or a private home office. The kitchen is positioned between the adjoining eat-in area and formal dining room, creating an easy connection between everyday living and entertaining. Gracious living spaces throughout the main level provide plenty of room to gather while preserving the character and architectural definition of the home. Upstairs are four additional bedrooms, including a spacious primary suite with an updated private bath, walk-in shower and two closets, including a walk-in. One of the additional bedrooms is currently used as an office. A second full bath and conveniently located upstairs laundry serve the additional bedrooms. Outside, mature landscaping surrounds a brick patio and fountain, creating a private garden retreat in the middle of downtown. The corner setting provides additional outdoor space, while the detached two-car garage with electricity offers coveted off-street parking along with room for storage, hobbies or a workshop. Historic Downtown Fredericksburg is just outside the front door, with locally owned restaurants, shops, galleries, Market Square, the farmers market, parks and community events all close by. Just across Caroline Street, French John’s Wharf provides access to the Rappahannock River for kayaking, paddleboarding and fishing. Old Mill Park offers additional river access, a playground and green space nearby. The home has also received important updates over the years, including a new furnace in 2024, water heater in 2020 and HVAC system in 2018, along with ongoing improvements to the siding and roof. Historic homes like this aren’t built again. They are cared for, passed forward and given new chapters. At 1518 Caroline Street, the next one is waiting to be written.

1518 Caroline St, Fredericksburg

Listing courtesy of Coldwell Banker Elite. Contact:

508 Jennings St, Beverly
$680,000
6 Beds ⋅ 6 Baths
Welcome to an exceptional 6-bedroom, 6-bathroom residence offering expansive living spaces, impressive upgrades, resort-style outdoor amenities, and flexible accommodations for guests or extended living. The luxurious primary suite is designed as a private retreat, featuring its own lounge, dedicated office, and private balcony. An oversized walk-in closet includes additional sitting quarters with space that can also serve as a nursery. The spa-inspired primary bathroom is a true showpiece, highlighted by a dramatic 9-foot walk-in shower for two with multiple full-body spray jets, a rain shower, and built-in lighting. A two-person Jacuzzi tub and modern smart toilet with bidet and heated seat complete the suite. Throughout the home, you'll find updated flooring and two wood-burning fireplaces, creating a combination of modern comfort and classic warmth. The third floor offers three bedrooms, a full bathroom, and a convenient kitchenette—providing excellent flexibility for guests, extended family, or additional private living space. The second floor features an updated full bathroom with a shower, body spray jets, and smart toilet, while the first-floor full bathroom has also been updated with a shower and spray jets. The finished basement expands the home's living and entertaining possibilities with a spacious lounge area, bar, office, gym, bedroom, and full bathroom. Enjoy year-round relaxation in the four-season room, featuring three sliding glass doors overlooking the beautifully maintained backyard, privacy fencing, and rear porch. The exterior has been enhanced with new siding accented by natural stone, new windows, and a durable metal roof. The backyard is designed for entertaining and recreation, featuring an in-ground swimming pool with diving board and slide, a three-tier side deck with updated composite decking, and a six-person hot tub. An outdoor summer kitchen with pergola, lighting, and plumbing creates the perfect setting for warm-weather gatherings and outdoor dining. The property also includes a separate-entry guesthouse/in-law suite, offering additional privacy and versatility.Two outdoor sheds provide plenty of additional storage. With generous interior space, multiple entertainment areas, extensive updates, flexible guest accommodations, and a backyard built for resort-style living, 508 Jennings St offers a rare combination of comfort, functionality, and impressive amenities-all in one remarkable property.

508 Jennings St, Beverly

Listing courtesy of NJ Elite Group LLC. Contact:

238 King George St, Annapolis
$2,950,000
4 Beds ⋅ 5 Baths
Just steps from the gates of the United States Naval Academy, 238 King George Street offers an exceptional opportunity to enjoy the beauty, history and cherished traditions of Annapolis from one of its most desirable addresses. Beautifully renovated and thoughtfully expanded, this distinguished residence offers approximately 3,750 square feet of elegant living space across four finished levels, complemented by the extraordinary convenience of private parking for three cars. There is something magical about life in Annapolis. The sound of the Naval Academy Chapel bells, the excitement of Navy football Saturdays, the pageantry of Commissioning Week and leisurely evenings strolling to exceptional restaurants, charming boutiques and the waterfront. For Naval Academy graduates, it's an opportunity to reconnect with treasured memories and traditions. For others, it's an invitation to experience a lifestyle unlike any other. Inside, timeless architecture and sophisticated finishes create a home that is both elegant and wonderfully inviting. Rich hardwood floors, exquisite millwork, beautiful natural light and gracious gathering spaces provide the perfect setting for everyday living and memorable entertaining. Imagine Thanksgiving dinners surrounded by family, Christmas celebrations beside a glowing fireplace and intimate evenings with friends before a stroll through the beautifully illuminated streets of downtown. The beautifully appointed gourmet kitchen features a generous island, six-burner cooking and lovely finishes, making everything from quiet mornings to elaborate holiday entertaining a pleasure. The luxurious primary suite offers a peaceful retreat with a sitting area, soaking tub, separate shower and heated bathroom floors. The exceptional finished lower level, complete with a fireplace, heated floors, wet bar and private walk-out entrance, is perfectly suited for Navy football gatherings, movie nights or relaxed entertaining. An inviting upper-level loft offers flexible living space and views of the iconic Naval Academy Chapel dome, while outdoor terraces and balconies provide lovely places to enjoy morning coffee or an evening glass of wine. Extensive improvements, including a new roof, updated HVAC systems, water heater and numerous interior enhancements, complement the home's beautiful renovations. Offered substantially furnished, with limited exclusions, this exceptional property is equally appealing as a distinguished primary residence or an elegant Annapolis retreat. And then there is the luxury that cannot be recreated: the location. Walk to the Naval Academy, enjoy dinner downtown without moving your car, watch the Blue Angels during Commissioning Week or experience the magic of Annapolis during the holidays. With its private three-car driveway, the convenience of downtown living becomes truly effortless. For those who have always loved Annapolis, this is an opportunity to come home. For those discovering its charm, it's an invitation to become part of something extraordinary. 238 King George Street — where timeless Annapolis traditions meet exceptional living.

238 King George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

16 Maryland Ave, Annapolis
$3,449,000
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:

158 Prince George St, Annapolis
$1,375,000
3 Beds ⋅ 3 Baths
BACK ON THE MARKET - RARE OPPORTUNITY TO OWN A REMARKABLE PIECE OF ANNAPOLIS HISTORY! The Patrick Creagh House c. 1740 (also known as 160 Prince George Street) is an architecturally significant residence with a gambrel roof structure and features header and English bond brick walls. This property has been thoughtfully adapted for modern living while preserving its timeless character and craftsmanship. Ideally located in the heart of Annapolis just one block from the US Naval Academy Gate 1, City Dock, Main Street and the Maryland State House, this exceptional home offers the best of historic charm and downtown convenience. A welcoming center hall introduces spacious living and dining rooms designed for both elegant entertaining and comfortable everyday living. The private patio and garden create a serene outdoor extension of the home’s living spaces. Upstairs, the home features a primary suite with full bath, two additional bedrooms, a second full bath, and convenient laundry. The lower level provides ideal space for a wine cellar, storage, or additional utility needs. The property’s kitchen, baths and wiring have been updated and the home is move-in ready! This distinguished 18th-century property has been extensively researched and documented and is listed on the NATIONAL REGISTER OF HISTORIC PLACES for its architectural importance and contribution to local history. Patrick Creagh was a man of many skills and was considered an important person in the community. He is mostly known for building the Old Treasury c. 1737 on the Maryland State House Grounds, the oldest public building in the state that was fully restored and opened to the public this year. ***NOTE: FURNISHINGS REMOVED AND INTERIOR WALLS HAVE BEEN PAINTED. Some photos have been virtually staged/AI generated to illustrate the property's design potential only. ***

158 Prince George St, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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