Historic District Homes with Landscaping Lot features

Historic District Homes with Landscaping Lot features

Welcome to the Historic District of Maryland, a charming subdivision that beautifully marries the past with the present. Nestled in a picturesque setting, this area is renowned for its rich architectural heritage, featuring stunning homes that showcase a variety of styles, from Victorian to Colonial Revival. As you stroll through the tree-lined streets, you’ll be captivated by the intricate details and craftsmanship that define each residence.

One of the standout features of the Historic District is the thoughtfully designed landscaping that complements the character of the homes. Each property boasts lush gardens, manicured lawns, and vibrant flower beds that create an inviting atmosphere. Whether you’re sipping coffee on your porch or hosting a summer barbecue in your backyard, the well-maintained landscaping enhances the outdoor experience, making it a perfect retreat for relaxation and entertainment.

In addition to its aesthetic appeal, the Historic District is conveniently located near local amenities, including quaint shops, delicious dining options, and cultural attractions. Residents enjoy a strong sense of community, with regular events that bring neighbors together and celebrate the area’s history.

If you’re looking for a home that not only offers modern comforts but also a unique connection to the past, the Historic District is the ideal choice. Here, you’ll find a perfect blend of history, charm, and natural beauty, making it a place where you can truly feel at home. Explore the Historic District today and discover the enchanting lifestyle that awaits you!

Newest Historic District Homes with Landscaping Lot features

$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 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: (302) 539-0800
$1,025,000
5 Beds ⋅ 3 Baths
Own a piece of Fredericksburg history in the heart of downtown, now offered at $1,025,000 with a seller credit of up to 3% available with an acceptable offer. Credit can be used toward allowable expenses and closing costs, discount points or an interest-rate buydown. 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: 5403730100
$2,950,000
4 Beds ⋅ 5 Baths
Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis, 238 King George Street represents an increasingly rare opportunity to acquire a beautifully reimagined residence in a location that simply cannot be replicated. The United States Naval Academy, State Circle, City Dock, waterfront dining, boutiques, galleries and yacht clubs are all just moments from the front door, while one of the property's most valuable and difficult-to-duplicate features—a private three-car driveway—allows you to park at home and experience downtown Annapolis entirely on foot. Extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, the residence combines the architectural character and enduring appeal of Historic Annapolis with the infrastructure, scale 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 in the property and allowing the next owner to enjoy the home without taking on the extensive modernization so often required in historic residences. Four beautifully finished levels provide exceptional flexibility, with rich hardwood floors, custom millwork, high ceilings and refined architectural details throughout. The gourmet kitchen anchors gracious living and entertaining spaces, while the primary suite offers a private retreat with a beautifully appointed bath and heated floors. 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. The upper-level loft provides another private and flexible retreat for guests, an office or studio, with views of the iconic United States Naval Academy Chapel dome. Offered substantially furnished with only limited exclusions, the property presents an unusually effortless opportunity for year-round living, a second residence or a sophisticated lock-and-leave home in one of Annapolis' most enduringly desirable locations. Properties can be renovated. Interiors can be recreated. What cannot be reproduced is this combination of historic location, private three-car parking, Naval Academy views, four finished levels and immediate walkability to the very best of Annapolis. 238 King George Street is an exceptional residence—and a rare opportunity to secure a distinctive property in the heart of Maryland's capital city.

238 King George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$580,000
5 Beds ⋅ 4 Baths
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

Listing courtesy of Compass. Contact: (410) 429-7425
$2,295,000
5 Beds ⋅ 4 Baths
This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove waterfront park is around the corner, and City Dock, Main Street, restaurants, shops, and the Naval Academy are all within easy walking distance. Easy parking on quiet Market Street. The new kitchen features custom cabinetry, Taj Mahal quartzite countertops, ceramic tile backsplash, unlacquered brass hardware, designer lighting, and a full suite of GE Monogram appliances. The expanded pantry area offers plenty of storage, a separate freezer, and ice maker, while the custom wet bar includes reeded glass cabinetry, brass detailing, a dedicated sink, and generous storage for entertaining. A full-width screened porch spans the front of the home, while 10-foot ceilings, original architectural details, and multiple gathering spaces create warmth and character throughout. The main level includes a paneled office, formal living and dining rooms, and a casual family room that opens to the eat-in kitchen and rear patio with gazebo. Seasonal water views can be enjoyed from several rooms. Upstairs, the primary suite offers winter water views, dual organized closets, and an updated bath. A 2nd bedroom with hall bath and laundry room are located on this level. The 3rd floor has been completely reimagined to create 3 additional rooms with built-in storage and a beautiful new full bath featuring classic finishes, custom millwork, and quartz countertops. A rare opportunity to enjoy the character of Historic Annapolis with the benefits of a major recent renovation, all tucked on a quiet street in the heart of the Historic District. Water access is just steps away, downtown Annapolis is an easy walk, and everyday convenience is rarely this effortless.

83 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,200,000
Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income!Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Residential MLS# MDAA2132242. Parking info is loaded in the documents section. Unit schedule: Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$1,200,000
4 Beds ⋅ 3 Baths
Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income! Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
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