Historic District Homes for Sale

Historic District Homes for Sale

Welcome to the Historic District, where timeless charm meets modern convenience in the heart of the United States. This enchanting subdivision is a treasure trove of rich history, featuring beautifully preserved architecture that dates back to the early 1900s. As you stroll through the tree-lined streets, you'll be captivated by the stunning Victorian and Colonial-style homes that showcase intricate details and unique character, each telling its own story.

The Historic District is not just about stunning homes; it’s a vibrant community filled with friendly neighbors and a welcoming atmosphere. Residents enjoy an array of local amenities, including quaint cafes, boutique shops, and parks that invite leisurely afternoons. The District is also conveniently located near top-rated schools, making it an ideal place for families to settle down and create lasting memories.

Currently, there are charming homes for sale in the Historic District, each offering a unique blend of historic elegance and modern upgrades. Whether you’re searching for a cozy bungalow with original hardwood floors or a grand estate with sprawling gardens, you’ll find a diverse selection that caters to various tastes and lifestyles.

Investing in a home in the Historic District means more than just purchasing property; it’s about becoming part of a community steeped in tradition and character. Experience the allure of living in a place where history meets home—your dream residence awaits in the Historic District! Don’t miss the opportunity to own a piece of this captivating neighborhood. Contact us today for more information on available listings!

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
$1,545,000
2 Beds ⋅ 3 Baths
JUST REDUCED and OPEN SUNDAY 11-1pm! 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, 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. Features 2 ensuite Bedrooms and a spacious open loft easilty adapted into a private 3rd BR, 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:

8 Revell St, Annapolis
$1,349,000
5 Beds ⋅ 2 Baths
Just steps from Spa Creek in the Annapolis Historic District, 8 Revell Street is a distinctive 1903 home offering more than 3,600 square feet across three finished levels, with 5 bedrooms and 2 full baths. Beautiful original character, mature gardens and an exceptional downtown location set the stage. With its classic wood-shingle exterior, recently resurfaced standing-seam metal roof and freshly painted interior, the home presents an opportunity to thoughtfully update its spaces while preserving the details that make it so memorable. An elevated front porch sits above the street and offers a charming glimpse of Spa Creek—a lovely perch for enjoying the refreshing breezes off the water. Inside, hardwood floors, generous room sizes, original built-ins, distinctive tilework, classic radiators and an unforgettable stained-glass window are among the details that give this home its remarkable charm. The third floor is one of the home’s most beautiful spaces. The fifth bedroom, currently staged as an elegant office, is a light-filled retreat with elevated views of Spa Creek. An adjoining full bath and access to generous attic storage add tremendous versatility to this special level of the home. Outside, a large terraced brick patio offers wonderful space for dining, entertaining and relaxing. Mature gardens surround the patio, while established wisteria climbs the trellis to provide natural shade and a beautiful sense of enclosure. A garden shed provides additional outdoor storage. And then there is the location. From Revell Street, stroll to City Dock, St. Mary’s, the shops and restaurants of Main Street, the waterfront and so much of downtown Annapolis. Walk to the end of the street and catch a water taxi to explore Annapolis from the water. A morning paddle on Spa Creek, downtown dining and shopping, historic streets and the Chesapeake Bay lifestyle are all within easy reach. With its generous scale, original architectural details, beautiful outdoor spaces, Spa Creek views and exceptional location within the Annapolis Historic District, 8 Revell Street offers a rare combination of history, character and possibility. Enjoy what makes it special today while thoughtfully making it your own for its next chapter. Property is being sold As-Is.

8 Revell 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
238 KING GEORGE STREET | HISTORIC ANNAPOLIS — Some addresses are prestigious. Others are simply irresistible. There is something undeniably captivating about life on King George Street. The architecture. The history. The romance of beautifully preserved historic streets, glowing windows, elegant dinner parties, and the unmistakable charm of Annapolis at its most beautiful. At 238 King George Street, all of it is yours, just beyond your front door. And as autumn gives way to the holidays, this extraordinary address becomes even more enchanting. Imagine stepping outside on a crisp evening, strolling past beautifully illuminated historic homes, stopping for cocktails at a favorite downtown restaurant, and wandering through boutiques dressed for the season. State Circle sparkles, the waterfront comes alive, and beloved Annapolis traditions—from Midnight Madness to the Eastport Yacht Club Lights Parade—unfold practically at your doorstep. No searching for parking. No planning around traffic. Just the effortless pleasure of living exactly where everyone else wishes they could be. This is Annapolis living with a decidedly luxurious twist. Behind its distinguished historic façade, this exceptional residence reveals four beautifully finished levels of sophisticated living, gracious entertaining spaces, exquisite architectural details, rich hardwood floors, custom millwork, and the kind of understated elegance that never goes out of style. The gourmet kitchen is made for gathering. The beautifully appointed living spaces invite champagne before dinner, intimate evenings by the fire, and unforgettable celebrations with family and friends. The primary suite offers a sumptuous private escape, complete with the indulgence of heated bathroom floors. A remarkable finished walk-out lower level, featuring high ceilings, a wet bar, generous recreation space, and additional heated floors, creates yet another dimension of luxurious living. And above it all? A charming upper-level retreat with views of the iconic United States Naval Academy Chapel dome. A little piece of Annapolis magic, reserved just for you. Extensively renovated and expanded in 2006–2007, with significant improvements continuing through recent years, this residence offers the rare marriage of historic character and modern luxury. A newer roof, updated HVAC systems, water heater, and refreshed interiors provide the comfort and confidence today's discerning buyer appreciates. Then there is the feature that makes this address truly extraordinary: a private THREE-CAR DRIVEWAY in the heart of Historic Annapolis. An almost unheard-of luxury in a location where the Naval Academy, State Circle, City Dock, waterfront restaurants, galleries, and boutiques are all an easy stroll away. Offered substantially furnished, with limited exclusions, the home presents an enticing opportunity for a distinguished primary residence, an elegant second home, or a sophisticated lock-and-leave retreat. Picture the holidays here. A beautifully dressed table. Champagne glasses catching the candlelight. Friends arriving for cocktails before an evening downtown. The distant bells of the Naval Academy. The harbor illuminated with holiday lights. And the quiet pleasure of returning home to one of the most coveted addresses in Annapolis. Then imagine spring mornings, summer evenings, sailboats on the Chesapeake, and a lifestyle that feels like a getaway every single day. Because true luxury isn't simply about the home. It's about the life that comes with it. You can recreate interiors. You can renovate architecture. But you cannot recreate this location, these views, the extraordinary convenience of three-car private parking, or the privilege of having Historic Annapolis quite literally at your feet. 238 King George Street isn't simply a place to live. It's an address to fall in love with. And some love affairs are simply too extraordinary to pass up.

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:

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