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219 King George St, Annapolis
$1,700,000
3 Beds ⋅ 3 Baths ⋅ MDAA2157512 MLS
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
100 Conduit St, Annapolis
$1,249,000
4 Beds ⋅ 3 Baths ⋅ MDAA2157442 MLS
An exceptional offering in the heart of the Annapolis Historic District, 100 Conduit Street captures the timeless elegance and effortless lifestyle that make downtown Annapolis so coveted. Set along one of the city’s most charming historic streets, this distinctive three-four bedroom, two-and-a-half-bath residence pairs beautiful architectural character with an extraordinary location just moments from the waterfront. Inside, gracious living spaces are defined by gorgeous wood floors, rich millwork, custom built-ins, and thoughtful architectural details that lend warmth, character, and a wonderful sense of place. A chef's kitchen and separate dining room provide an elegant setting for everything from intimate dinners to holiday gatherings, while the inviting side porch offers the perfect spot for morning coffee, an evening glass of wine, or simply watching the rhythm of downtown life unfold. The home feels equally suited to comfortable everyday living and sophisticated entertaining, with carefully considered updates complementing its historic character. Beyond the interiors, established gardens create a private and enchanting retreat—an increasingly rare luxury in the heart of downtown. Just outside the front door, the best of Annapolis is yours to enjoy on foot. Stroll to Main Street and City Dock, dine at celebrated restaurants, browse boutiques and galleries, walk along the waterfront, or enjoy the traditions and energy surrounding the U.S. Naval Academy. There is an undeniable romance to life in the Historic District—the architecture, brick-lined streets, waterfront evenings, and the ability to leave the car behind and simply experience the city. 100 Conduit Street offers a rare opportunity to become part of that story, with the charm of historic Annapolis and the sophistication of downtown living beautifully intertwined.

100 Conduit St, Annapolis
132 Market St, Annapolis
$1,279,000
3 Beds ⋅ 3 Baths ⋅ MDAA2157378 MLS
Set along one of Annapolis’ most picturesque tree-lined streets, this beautifully remodeled (2016) residence offers a rare combination of timeless character, sophisticated finishes, and exceptional privacy in the heart of the city. Classic semi-circle brick steps create a gracious approach to the front entrance, setting the tone for the nearly 2,000 finished square feet within. Inside, warm hardwood floors ground the home throughout all the living areas and bedrooms while abundant natural light and refined architectural details create an inviting atmosphere. At the heart of the residence is a beautifully renovated gourmet kitchen featuring elegant granite countertops, Viking appliances, generous amounts of cabinet space, and a large island well suited to everyday living and entertaining. Just off the kitchen, is a generous and open living space with fireplace. Additionally, there is a large mud-laundry room with detailed storage, cubbies and hangers for all your belongings. From the kitchen, french doors open to a handsome brick patio framed by a lush canopy of mature trees. Remarkably private for such a central Annapolis location, this outdoor retreat is ideal for summer dinners, weekend barbecues, entertaining friends, or simply enjoying a quiet afternoon beneath the trees. Upstairs, the second level includes a sun-filled primary bedroom with a beautifully appointed tile bath and charming views over the surrounding streetscape. Two additional bedrooms and a very well appointed full bath are located just down the hall. The rooms are filled with natural light and overlook the private patio and treetops beyond. The third level provides an exceptionally versatile flex space, perfect as an additional guest bedroom, private home office, fitness/artist studio, reading room, or quiet retreat allowing the home to adapt effortlessly to a variety of lifestyles. The lower level offers generous storage along with excellent space for a workshop, hobby area, or projects—an especially valuable feature for anyone who appreciates having room to create, build, or stay organized. Perhaps most compelling is the location. Just moments from Dock Street, Spa Creek, Eastport, and the Annapolis Yacht Club, this home places some of the city’s most celebrated waterfront destinations within easy reach. West Street and Murray Hill are also conveniently accessible, providing an ideal balance between downtown energy and the privacy and warmth of an established residential neighborhood. Elegant, comfortable, and distinctly Annapolis, this is a home that offers the charm of historic city living with the thoughtful updates and outdoor privacy desired for modern life. *Some of the images in this listing have been lightly visually enhanced.

132 Market St, Annapolis
516 Jennings St, Beverly
$409,999
5 Beds ⋅ 2 Baths ⋅ NJBL2120860 MLS
Welcome to 516 Jennings Street, a spacious 5-bedroom, 2-full-bath home offering approximately 2,613 square feet of living space on a quiet street in Beverly. This charming home provides plenty of room to spread out, with a generous floor plan featuring many versatile living spaces- a living room, dining room, kitchen, sunroom, library, and five bedrooms. The 5th bedroom is currently being used a laundry room. Situated on an approximately 0.27-acre lot, the property offers a sizable yard with plenty of outdoor space for relaxing, entertaining, gardening, or play. Adding to the fun is a unique two-room back house with electricity—an incredible bonus space for play, hobbies, or a backyard hideaway. Right around the corner is a full-size playground, conveniently located nearby while a fence provides separation and privacy for the home. Public water and sewer, natural gas, and convenient access to local shopping, dining, transportation, and major roadways add to the home’s appeal. 516 Jennings Street offers a wonderful combination of space, character, and convenience. Come see all that this Beverly home has to offer!

516 Jennings St, Beverly
250 Prince George St, Annapolis
$1,675,000
5 Beds ⋅ 3 Baths ⋅ MDAA2157076 MLS
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
135 Conduit St, Annapolis
$1,300,000
5 Beds ⋅ 4 Baths ⋅ MDAA2156894 MLS
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
100 Market St, Annapolis
$1,595,000
2 Beds ⋅ 3 Baths ⋅ MDAA2154154 MLS
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
8 Revell St, Annapolis
$1,349,000
5 Beds ⋅ 2 Baths ⋅ MDAA2155808 MLS
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
114 Vue De Leau St, Cambridge
$225,000
3 Beds ⋅ 2 Baths ⋅ MDDO2012974 MLS
A charming two and one-half-story home in Cambridge’s beautiful Historic District just a half block from Long Wharf Park and Marina, Cambridge Yacht Club and the Great Choptank River and a couple blocks from downtown churches, restaurants (like RAR Brewing), vintage and antique shops, post office, banking, etc. All the advantages of town living still convenient to +60,000 acres of public wetland and upland property in the Blackwater National Wildlife Refuge and multiple Maryland Wildlife Management Areas and state forests for bird watching, waterfowl and deer hunting, fishing, crabbing, canoeing/kayaking. Vue de l’eau is a quiet, hidden side street with little traffic and close, friendly neighbors, parallel to the Colonial-era homes of the town’s brick-paved High Street. It offers small-city convenience and social life in an intimate setting. This home’s price reflects its need for updating and renovation to make this property the perfect place to raise a young family, or for retirement or weekending. To that end, the roof was redecked and shingled at the end of 2021 and a new HVAC system (both A/C and gas forced air) was installed in October 2025 and a new 50-gallon water heater in July 2025. House is set back from the street above a retaining wall with an enclosed, screened front porch affording relief and privacy from the street. The home has three bedrooms, two baths, dining and living rooms, a large eat-in kitchen and small office at top of stairs. A sizable, private backyard and side yards include a large workshop (15’ x 16’) and attached lean-to with brick floor (10’ x 13’) totaling 390 square feet of enclosed/covered space with workbenches. Suitable for home projects, hobbies and to store tools, equipment, outdoor furniture, hunting gear. A side deck just off the kitchen is perfect for morning coffee, outdoor dining and evening drinks. And there is off street parking! If you enjoy long walks, evening strolls, jogging or bicycling, enjoy all of those activities with beautiful views along the Choptank River. For boaters, the city marina and yacht club are at the end of the street; for outdoor lovers, tidal marshes and woods are an easy drive away. Do not miss the opportunity to make this gem in the making your own! The property is being sold "As Is"

114 Vue De Leau St, Cambridge
817 Locust St, Cambridge
$295,000
4 Beds ⋅ 2 Baths ⋅ MDDO2012850 MLS
Discover the space, character and walkability of downtown Cambridge in this beautifully updated historic home. Offering 2,316 square feet, four bedrooms 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
315 High St, Mount Holly
$574,900
5 Beds ⋅ 3 Baths ⋅ NJBL2117386 MLS
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
1518 Caroline St, Fredericksburg
$999,500
5 Beds ⋅ 3 Baths ⋅ VAFB2010804 MLS
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
508 Jennings St, Beverly
$680,000
6 Beds ⋅ 6 Baths ⋅ NJBL2115742 MLS
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
26 Kossman St, East Brunswick
$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
238 King George St, Annapolis
$2,950,000
4 Beds ⋅ 5 Baths ⋅ MDAA2147930 MLS
Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis, 238 King George Street is especially magical as the seasons begin to change. Imagine crisp fall mornings with coffee in hand, tree-lined streets dressed in autumn color, an easy stroll to the waterfront for dinner, and evenings spent walking home beneath the lights of downtown Annapolis. Then come the holidays, when this extraordinary neighborhood transforms into something truly special—State Circle and the historic streets glow with lights and greenery, shop windows sparkle, restaurants and cafés welcome you in from the cold, and some of Annapolis’ most beloved traditions unfold just beyond your front door. From the festive storefronts and holiday markets to Midnight Madness, the Eastport Yacht Club Lights Parade and the unmistakable excitement surrounding the Army-Navy season, this is a place where the holidays aren’t simply celebrated—they are experienced. And from 238 King George Street, nearly all of it can be enjoyed on foot. The United States Naval Academy, State Circle, City Dock, waterfront dining, boutiques, galleries and yacht clubs are moments away, while one of the property’s most valuable and nearly impossible-to-replicate features—a private three-car driveway—means you can park at home and leave the car behind. Extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, the residence pairs the architectural character and enduring beauty of Historic Annapolis with the scale, infrastructure and amenities expected in a modern luxury home. Recent improvements include a new roof, HVAC systems, water heater and beautifully refreshed interiors, representing significant investment and allowing the next owner to simply arrive and enjoy. Four beautifully finished levels create remarkable space and flexibility, with rich hardwood floors, custom millwork, high ceilings and refined architectural details throughout. The gourmet kitchen anchors gracious living and entertaining spaces perfectly suited for everything from intimate dinners to a house filled with family and friends for the holidays. The primary suite is a private retreat with a beautifully appointed bath and heated floors—an indulgence that feels particularly wonderful on a cold Annapolis morning. The finished lower level, with high ceilings, private walk-out entrance, wet bar, generous recreation space and heated floors, lives as a true extension of the residence rather than a traditional basement. Above it all, the upper-level loft provides another private retreat for guests, an office or studio, complete with views of the iconic United States Naval Academy Chapel dome. Offered substantially furnished with only limited exclusions, this is an unusually effortless opportunity for year-round living, a second residence or a sophisticated lock-and-leave home in one of Annapolis’ most treasured locations. Picture Thanksgiving here. Christmas morning. Friends gathering before walking downtown for dinner. The Naval Academy bells in the distance. Boats illuminated across the harbor. Snow settling over the historic streets. And when spring and summer return, City Dock, the Chesapeake Bay and everything that makes Annapolis one of America’s great waterfront towns are still right outside your door. Homes can be renovated. Interiors can be recreated. What cannot be reproduced is this extraordinary combination of historic location, private three-car parking, Naval Academy views, four finished levels and the ability to step outside and become part of the life of Annapolis in every season. At 238 King George Street, you aren’t simply buying a beautiful home in Historic Annapolis—you are buying a front-row seat to one of the most magical places to live, celebrate and make memories.

238 King George St, Annapolis
16 Maryland Ave, Annapolis
$3,449,000
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
158 Prince George St, Annapolis
$1,375,000
3 Beds ⋅ 3 Baths ⋅ MDAA2143444 MLS
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
309 Glenburn Ave, Cambridge
$580,000
5 Beds ⋅ 4 Baths ⋅ MDDO2012136 MLS
This is a beautifully updated and well-maintained Four Square located in Cambridge's Historic District. It is a grand house for entertaining both inside and out. In addition to the 5 bedrooms and 3.5 baths in the Manor House, the property boasts 2 additional buildings on the .57 acre lot filled with specimen flowers, shrubs and trees. 1 building, originally built as a Montessori school, is well suited as a studio, in-law suite, professional office space or Man cave. It is currently registered and generating income as an Airbnb.

309 Glenburn Ave, Cambridge
192 Duke Of Gloucester, Annapolis
$1,950,000
6 Beds ⋅ 4 Baths ⋅ MDAA2144086 MLS
Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today.

192 Duke Of Gloucester, Annapolis
83 Market St, Annapolis
$2,295,000
5 Beds ⋅ 4 Baths ⋅ MDAA2143042 MLS
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
1 Shipwright Hbr, Annapolis
$5,675,000
3 Beds ⋅ 4 Baths ⋅ MDAA2132250 MLS
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 Hbr, Annapolis
1304 Washington Ave, Fredericksburg
$2,500,000
6 Beds ⋅ 6 Baths ⋅ VAFB2009114 MLS
A rare opportunity to "Live on the Avenue" in one of downtown Fredericksburg's finest and most distinguished homes. Originally built in 1910 and meticulously rebuilt in 2001, this home blends historic charm with modern convenience. Inside, grand hallways, soaring ceilings, rich hardwood floors and elegant dentil crown moldings create an immediate feeling of the quality you'll enjoy throughout. The chef’s kitchen features a new Forno eight-burner range with double oven (2024), a full refrigerator (2025), and a Subzero two-drawer freezer. The adjacent hearth room, with a cozy fireplace and floor-to-ceiling windows, offers stunning views of downtown and the University of Mary Washington. Four levels of living space are easily accessible via an elevator. The primary bedroom features a private balcony and spa-like en-suite. Two additional bedrooms have en-suite baths, and a partially finished basement offers entertainment space and storage. Set on 0.89 acres, the home features lush landscaping and a spacious front porch. Updates include a five-zone HVAC (2024), renovated built-in gutters (2024), exterior paint (2024), and Trex decking (2024). A timeless estate in a prime location—don’t miss this rare find. Option to purchase Lots 14-18 BL 139-P1 along Russell St for $500,000 with sale of house.

1304 Washington Ave, Fredericksburg
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