Historic District Homes for Sale

Step into a seamless blend of historic soul and modern sophistication in one of the premier residential locations of Mount Holly. This stunning residence has been meticulously updated, preserving its unique architectural character while introducing high-end luxury at every turn. From the moment you enter, the refinished hardwood floors glow under the light of oversized original windows, many featuring exquisite stained-glass elements that serve as living pieces of art. The heart of the home is a chef’s dream: a designer kitchen boasting quartz countertops and a premier four-piece stainless steel appliance package, with an abundance of cabinetry for storage and elegant glass doors above the coffee bar for showcasing those special family heirloom pieces. For those who work from home, the luxury office/den offers an inspiring retreat, anchored by an original hand-painted fireplace surround from the 1800's that exudes old-world elegance. This home has been renovated with piece of mind for the next generation of owners with a brand-new roof on the house AND the large two car detached garage. A brand new Trex deck sits out front with an elevated drink rail surround for holding a refreshing bevvy as you watch one of Mount Holly's famous parades coming right down High St. No need to stress about the heat this summer as you cool off with two brand new dual-zone AC units. Old home old electrical? Not here - enjoy peace of mind with a brand new electrical panel with the complete removal of all knob-and-tube wiring throughout the entire house. The second floor features a stunning new primary suite, a true sanctuary designed from the ground up as the space previously existed as just an oversized hall closet! It now offers a spacious walk-in closet and a spa-inspired bathroom with a floor-to-ceiling oversized tiled walk-in shower. Ascend to the third floor to find two versatile rooms, perfect for bonus spaces, hobby rooms, or additional sleeping quarters! Outdoor living is just as thoughtful. Relax on the screened-in back porch or enjoy the brand-new fenced backyard that offers both a 6-foot vinyl privacy fence to your left but a welcoming open picket fence to the right to welcome your guests from the driveway. Every inch of this home has been considered, offering a rare opportunity to own a piece of history without sacrificing a single modern convenience. Come claim this one of a kind opportunity while you can!

315 High St, Mount Holly

$1,165,000

5 Beds ⋅ 3 Baths ⋅ VAFB2010804 MLS

Built in 1898 as one of three matching Victorian residences that have become a beloved landmark along historic Caroline Street, this distinguished home offers a rare opportunity to own one of Fredericksburg's cherished Original Three Sisters. Lovingly maintained and thoughtfully updated for more than a century, its graceful proportions, original architectural details, and enduring craftsmanship have been preserved while embracing the comforts and peace of mind desired for modern living. Located in Fredericksburg's Historic Downtown District, the home places the city's best attractions just outside your door. Stroll to locally owned restaurants, boutiques, parks, galleries, and year-round community events while enjoying the charm of one of Virginia's most celebrated historic neighborhoods. Just across Caroline Street, French John's Wharf provides convenient access to the Rappahannock River for both recreation and a connection to Fredericksburg's rich history. Whether casting a line at a favorite local fishing spot, launching a kayak or paddleboard, or simply taking in the river views, this unique amenity is just steps from your front door. Looking for more River and green space accessibility, Old Mill Park is within easy reach with playgrounds, pavilions and designated river access. Inside, natural light fills spacious rooms where original hardwood floors, beautifully preserved and never refinished, showcase the craftsmanship and character that have defined this home for generations, along with timeless millwork and architectural details reflect the home's rich history. The main level offers exceptional flexibility with a bedroom and full bath, ideal for guests, multigenerational living, or a private home office with its own rear entrance. The kitchen flows easily into the home's gathering spaces, creating a comfortable setting for everyday living and entertaining alike. Upstairs, four additional bedrooms include a spacious primary suite with an updated bath featuring a walk-in shower and two closets with one being a walk-in closet. A second full bath on the hall next to the laundry room serves the remaining bedrooms. Beyond its historic character, the home has been carefully maintained with significant upgrades and mechanical updates, including a new furnace (2024), water heater (2020), and HVAC system (2018), allowing the next owner to enjoy the home's history with added confidence. Outside, the beautifully landscaped yard, fountain and brick patio create a private outdoor garden retreat, while the detached two-car garage with electricity provides a rare downtown amenity with endless possibilities for parking, storage, hobbies, a workshop, or future EV charging. Offering five bedrooms, three full baths, timeless character, and an exceptional downtown location, 1518 Caroline Street is more than a historic home—it's an opportunity to write the next chapter of one of Fredericksburg's most recognizable residences.

1518 Caroline St, Fredericksburg

$695,000

1 Beds ⋅ 2 Baths ⋅ MDAA2150940 MLS

Tucked along a quiet one-way street in the heart of Historic Downtown Annapolis, this charming residence offers the perfect blend of character, convenience, and an exceptional in-town lifestyle. Leave the car behind and enjoy easy access to waterfront parks, City Dock, award-winning restaurants, boutiques, coffee shops, the Naval Academy, and all of the events that make downtown Annapolis such a sought-after place to call home. A rare one-car garage provides coveted off-street parking and is complemented by a versatile finished space on the entry level—complete with its own private entrance and half bath—making it ideal for a home office, studio, fitness room, or countless other possibilities. Upstairs, the light-filled main level is warm and inviting, featuring an updated kitchen with granite countertops and high-end appliances that flows seamlessly into the cozy living room centered around a fireplace. Just beyond, the adjoining sunroom creates a bright and relaxing space with access to a private balcony, perfect for morning coffee or unwinding after a day on the water or exploring town. The spacious bedroom enjoys an attached bath that also functions as a convenient powder room for guests, creating a thoughtful and efficient layout. Whether you're searching for a full-time residence, an easy lock-and-leave weekend getaway, or the perfect Annapolis pied-à-terre, this delightful home offers an opportunity to enjoy one of the city's most desirable downtown locations with the rare luxury of a garage. Welcome Home!

16 Dean St, Annapolis

$209,000

2 Beds ⋅ 1 Baths ⋅ NJBL2116036 MLS

This charming 2-bedroom, 1-bath home offers comfortable living spaces, an inviting layout, and a spacious outdoor setting. Step inside to a bright and welcoming living room filled with natural light that flows effortlessly into the generously sized eat-in kitchen. The kitchen features abundant cabinetry, ample countertop space, and plenty of room for dining, making it ideal for both everyday living and entertaining. The home offers two well-proportioned bedrooms, including a spacious primary bedroom with room for additional furnishings. A clean, well-maintained full bathroom serves the home, while neutral finishes throughout create a warm, move-in-ready atmosphere. Step outside to enjoy the covered rear patio, an ideal spot for morning coffee, outdoor dining, or relaxing after a long day. The expansive backyard provides plenty of room for entertaining, gardening, pets, or future outdoor enhancements. The property also features a welcoming front porch, off-street parking, and is ideally located in Mount Holly's Historic District, just minutes from downtown shopping, restaurants, parks, schools, major highways, and public transportation. Whether you're a first-time homebuyer, looking to downsize, or searching for a great investment opportunity, this well-maintained home offers comfort, functionality, and endless potential.

1 Woods Aly, Mount Holly

$824,995

2 Beds ⋅ 1 Baths ⋅ MDAA2150298 MLS

A rare opportunity to own one of Annapolis' most distinguished historic residences, thoughtfully restored to preserve its extraordinary heritage while seamlessly incorporating today's finest amenities. This remarkable 18th-century Tidewater Georgian Vernacular home is a recipient of the 2017 Historic Annapolis Preservation Award, is listed on the National Register of Historic Places, and offers the uncommon combination of rich history, exceptional craftsmanship, private off-street parking for two vehicles, and a spacious fenced backyard. Originally constructed before the founding of the United States, the property sits at the foot of the hill from the Maryland State House and just steps from City Dock, in the heart of Historic Annapolis. The land was originally set aside for Francis Nicholson, whose visionary 1694–1695 plan established the layout of Maryland's capital city. Every detail of the restoration was carefully executed to honor the home's original character while enhancing everyday livability. Historic architectural elements have been meticulously preserved, complemented by premium modern upgrades throughout. The beautifully designed gourmet kitchen features top-of-the-line appliances, abundant custom cabinetry, generous storage, and a discreetly integrated laundry area, making it equally suited for everyday living and elegant entertaining. Inside, light-filled, generously proportioned rooms showcase timeless architectural details, three fireplaces, and the warmth and craftsmanship that only a home of this pedigree can offer. The seamless blend of original materials, thoughtful restoration, and sophisticated modern conveniences creates a residence that is as comfortable as it is historically significant. Offering a truly unparalleled Historic Annapolis lifestyle, this is an exceptional opportunity to own an award-winning piece of American history in one of the country's most coveted waterfront communities.

45 Fleet St, Annapolis

$680,000

6 Beds ⋅ 4 Baths ⋅ NJBL2115742 MLS

Stunning 3-story 1900 Victorian located in the Historic District, offering 3,464 sq. ft. of timeless charm and modern upgrades. This detached home features 6 bedrooms, 4 full bathrooms, updated interiors, porcelain and hardwood flooring, and renovated bathrooms throughout. The primary suite includes a sitting area, private balcony, California Closet, and a spa-style bath with a 10-ft, 2-person shower. The main living areas offer a warm, inviting layout with a fireplace, spacious rooms, and abundant natural light. The kitchen is ideal for entertaining, complemented by an in-law suite with separate entrance for added flexibility. Outdoor features include a private in-ground pool, hot tub, oversized front porch, 3-tier side deck, outdoor kitchen, privacy fence, two sheds, and a corner lot setting. Solar panels are fully paid off. Additional highlights include a full unfinished basement, 2-car detached garage, and a 6-car driveway. Located near shops, dining, and local attractions while offering a peaceful historic setting.

508 Jennings St, Beverly

$1,289,900

4 Beds ⋅ 2 Baths ⋅ MDAA2149666 MLS

Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway —an amenity rarely found in downtown Annapolis. Tucked away on a quiet street just steps from Spa Creek and City Dock, 12 Union Street combines the charm and walkability of the Historic District with the comfort and convenience of newer construction. Spanning four levels, the home is filled with natural light and offers high ceilings throughout. The entire interior has recently undergone a significant refresh, including resurfaced hardwood floors, all-new carpet, professional interior painting throughout, new lighting fixtures, new outlets and switches, a new kitchen backsplash and quartz countertops, plus a new dishwasher, refrigerator, and hot water heater. With four bedrooms and two full baths, the flexible floor plan provides plenty of options for guests, a home office, gym, or additional living space. Outdoor living is equally inviting, featuring a screened porch off the second level and a spacious deck off the main level with additional outdoor space ideal for relaxing, entertaining, or creating a garden retreat. The unfinished basement offers exceptional storage and future potential, featuring windows that bring in natural light and unusually high ceilings rarely found in similar downtown homes. Step outside and enjoy everything that makes Annapolis special. The waterfront is just moments away, while the U.S. Naval Academy, restaurants, shops, parks, and all the attractions of downtown Annapolis are within easy walking distance. Whether you're looking for a full-time residence, a weekend escape, or a smart investment, 12 Union Street offers an exceptional opportunity in one of Annapolis' most sought-after locations.

12 Union St, Annapolis

$599,900

3 Beds ⋅ 2 Baths ⋅ NJMX2012494 MLS

Beautifully remodeled with wonderful attention to details. Very large Kitchen with vaulted ceiling, quartz counters and oversized Butcher Block Center Island. New stainless steal appliances, very spacious pantry. Formal DR and LD with Electric heating Fireplace. All new window letting in natural lighting. Lg Main bath with double sinks. Enjoy sitting on your open front porch or the deck in the back yard. Oversize two car detached garage, close to major highways and shopping. East Brunswick A+ schools

26 Kossman St, East Brunswick

$2,950,000

4 Beds ⋅ 5 Baths ⋅ MDAA2147930 MLS

Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences today's discerning buyer expects, this exceptional home was extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, including a new roof, HVAC systems, and water heater. Inside, four beautifully finished levels offer elegant living and entertaining spaces filled with natural light, custom millwork, rich hardwood flooring, high ceilings, and refined architectural details throughout. The gourmet kitchen opens seamlessly to inviting gathering spaces designed for both intimate evenings and large-scale entertaining, while the finished lower level with high ceilings and private walk-out entrance provides exceptional flexibility for guests, recreation, or a private office. The upper-level loft retreat offers additional living space ideal for guests, a studio, or a luxurious private sanctuary. Enjoy views of the iconic Naval Academy Chapel dome, a daily reminder of the unparalleled location and lifestyle this home affords. Rare off-street parking adds tremendous value and convenience, while the lock-and-leave nature of the property makes it ideal as a primary residence, weekend retreat, or executive pied-à-terre. Offered substantially furnished with only a few exclusions, this remarkable home provides the opportunity to move in and immediately begin enjoying the very best of Annapolis living. Luxury, history, walkability, and convenience converge at one of the city's most prestigious addresses.

238 King George St, Annapolis

$1,699,900

6 Beds ⋅ 5 Baths ⋅ MDAA2146930 MLS

**Price Improvement!** Now offered at **$1,699,900**. Take another look at 87 Shipwright Street. In addition to the significant price reduction, several important improvements have recently been completed. The roof has been inspected and minor repairs have been made. The kitchen floor has been repaired, eliminating the previous sag, and the crawlspace has been professionally remediated, creating a clean, dry space. This spacious home offers a flexible floor plan, generous living space, and convenient access to downtown Annapolis, the waterfront, shopping, dining, and commuter routes. With recent improvements already completed and a new price, this is an excellent opportunity to own this exceptional Annapolis home.

87 Shipwright St, Annapolis

$3,849,000

6 Beds ⋅ 5 Baths ⋅ MDAA2142212 MLS

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

$1,425,000

3 Beds ⋅ 3 Baths ⋅ MDAA2143444 MLS

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 RECENTLY 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

Historic District Homes for Sale

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