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HISTORIC HOMES (CENTRAL MD)

One of the most popular communities provided by Charis Realty Group

HISTORIC HOMES (CENTRAL MD)

About HISTORIC HOMES (CENTRAL MD)

Historic Homes for Sale in Central Maryland

(Pre-1940)

Whether you’re drawn to a circa-1800s farmhouse, a storybook Craftsman bungalow, or a stately Victorian with original details, Central Maryland offers a rare collection of homes that simply cannot be replicated today.

This curated search focuses exclusively on homes built prior to 1940 across Frederick, Carroll, Howard, Montgomery, and Washington Counties—properties rich in craftsmanship, character, and enduring architectural beauty. From wide-plank floors and hand-hewn beams to welcoming front porches and timeless proportions, these homes tell a story the moment you step inside.

Explore Historic Communities & Counties

Frederick County: A treasure trove of historic districts, including New Market, Frederick City, and Middletown—known for preserved streetscapes and beautifully restored homes.

Carroll County: Rolling farmland, charming small towns, and classic farmhouses with generous acreage and pastoral views.

Howard County: A unique blend of history and convenience, where older homes are tucked into established landscapes near modern amenities.

Montgomery County: From historic villages like Brookeville to early 20th-century homes in walkable communities, this area offers character close to DC.

Washington County: Rich in Civil War history, with stone homes, farmsteads, and properties that reflect deep Maryland heritage.

Why Choose a Historic Home?

Owning a historic home is about more than square footage—it’s about connection, craftsmanship, and legacy.

These homes often feature architectural details you won’t find in new construction, established settings with mature trees, solid materials and timeless design, and a sense of place, story, and permanence.

The Maryland Old House Collective Difference

The Maryland Old House Collective was created for those who see homes differently.

This is not a general home search—it’s a carefully curated experience designed for buyers and sellers who value vintage and historic architecture, thoughtful restoration and preservation, and unique, one-of-a-kind properties.

With over three decades of experience and a deep appreciation for older homes, this platform is built to help you discover, understand, and ultimately own a piece of Maryland’s history.

Real Estate Trends for Historic Homes

Historic homes continue to attract strong interest from buyers seeking character and individuality. While each property is unique, well-maintained and thoughtfully updated older homes often hold their value exceptionally well. Inventory tends to be limited, making these properties highly sought after when they come to market.

Start Your Search

Browse homes built prior to 1940 across Central Maryland and discover properties that offer more than a place to live—homes with character, history, and a story to carry forward.

One of the most popular communities provided by Charis Realty Group
396
# of Listings
3
Avg # of Bedrooms
$250
Avg. $ / Sq.Ft.
$732,955
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

396 Properties Found. Page 21 of 27.

Don't miss your opportunity to restore this one-of-a-kind all-brick Brunswick Masterpiece back to it's former glory! Experience the majestic feel of this home with its large rooms and high ceilings throughout. Enjoy the hometown feel as you spend cool evenings on the massive front porch 29 x 10 1/2. Enter through the front door to a spacious foyer and hardwood floors throughout. The living room and dining room have large windows that brighten the space. The kitchen comes with a custom breakfast nook, pantry, and its own broom closet. The kitchen walks out to a large rear flagstone patio that allows plenty of space for outdoor dining and grilling. This home features four oversized bedrooms with scenic views on upper levels and built in shelving for an extra storage closet in the foyer on the bedroom level. Above the bedroom level is a huge walk-in third level attic which has endless possibilities for future expansion. This home is loaded with original custom features such as pocket doors, 9 ft ceilings, transom windows, original brass and glass hardware, kitchen broom closet and extra storage between main level and bedroom level. The basement is a large spacious area with loads of potential for a recreation room, workout space, game room, theater room, studio, a place just waiting for your creative custom features. The backyard has a cast iron fence and private parking with a two-space paver driveway. New architectural 35 yr+ shingles were installed in 2018. This home is impressive with its all-brick solid construction. It is waiting for someone who can add their personal touches and updates. Close to commuter routes, MARC, C&O Canal, library and downtown shopping.
#MDFR2082424

BRUNSWICK

523 W POTOMAC STREET

4 Beds

1 Baths

2,190 Sq.Ft.

$287,900

MLS#: MDFR2082424

LOCATION and POTENTIAL. This fixer-upper is ripe for the picking for the right person to see its potential. If you have a creative eye for design and spaces, this house will speak to you. Such a unique layout and piece of property in Downtown Frederick. It's double wide compared to most rowhomes in Downtown. Main level has a living room, kitchen with fireplace, an added room off of living room, small bedroom and full bath. Off the back is an enclosed room that is just waiting for someone to do something with it. This main level could be reimagined to be FABULOUS. The upper level offers two small rooms that make darling bedrooms. The back yard could be an absolutely delightful little courtyard with the right imagination. No off street parking, but street parking is readily and usually available. A stones throw to Baker Park, Market Street and all downtown has to offer. This is a prime location and would make a fantastic Air B&B or pied-à-terre. Bring your plans and your creativity and make this little gem shine.
#MDFR2081928

FREDERICK

432 N BENTZ

3 Beds

1 Baths

960 Sq.Ft.

$285,000

MLS#: MDFR2081928

Excellent investment opportunity in a prime location with strong rental history and upside potential. This fully rented up-and-down duplex features two 2-bedroom, 1-bath units with separate electric meters and a detached 2-car garage. Unit 904 currently rents for $950/month, while Unit 906 is below market at $800/month, offering immediate value-add potential for increased cash flow. Property improvements include replacement windows and an upgraded 200-amp electrical panel. A solid addition to any investment portfolio with stable income and future growth opportunity. 2025 YE and 2026 YTD P&L is uploaded in Bright.
#MDWA2037256

HAGERSTOWN

904 - 906 CHESTNUT STREET

4 Beds

None Baths

1,724 Sq.Ft.

$284,900

MLS#: MDWA2037256

Coming Soon! Welcome to this very charming Cape Cod located in the desirable Halfway/Hagerstown area. Full of warmth, character, and inviting spaces, this home offers relaxing covered front and back porches perfect for morning coffee or quiet evenings outdoors. Inside, you'll find a beautiful traditional layout featuring a comfortable living room, formal dining room, spacious kitchen, and convenient half bath on the main level. Upstairs offers three bedrooms and a full bath, with charm and character throughout every room. The basement provides excellent storage space, laundry area, and room for a workshop or hobby space. Outside, the detached garage is clean, functional, and very usable for parking, storage, or projects. Enjoy the park-like backyard setting with mature trees, a level lot, and great off-street parking. Conveniently located near schools, shopping, restaurants, and interstate access, this home combines charm, comfort, and location all in one.
#MDWA2036932

HAGERSTOWN

17418 LEXINGTON AVENUE

3 Beds

1 Baths

1,044 Sq.Ft.

$279,900

MLS#: MDWA2036932

Fully occupied 3-unit multifamily investment opportunity in Hagerstown at an affordable price point. 106 Randolph Avenue features three 1-bedroom, 1-bathroom apartments, all currently rented and producing stable in-place income. The simple unit mix makes the property easy to rent and manage, with strong demand for affordable 1-bedroom units. Current rents are below market, creating a clear value-add opportunity for a new owner to increase cash flow over time as leases renew and rents are adjusted toward market levels. All units have passed lead paint testing, and rental licensing documentation is in place. Ideal for investors seeking immediate income, long-term upside, and room to improve overall returns through rent growth. 24 Hrs. Notice
#MDWA2037470

HAGERSTOWN

106 RANDOLPH AVENUE

3 Beds

None Baths

1,998 Sq.Ft.

$279,000

MLS#: MDWA2037470

Come view this charming 3-bedroom, 2 full bathroom home featuring beautiful hardwood floors throughout. The main level offers a spacious living and dining area, perfect for both relaxing and entertaining. The kitchen is well-equipped with a stainless steel refrigerator, and you’ll also find a full bathroom on the main level along with a convenient washer and dryer.Upstairs, enjoy generously sized bedrooms, including a primary bedroom with its own full bathroom for added comfort and privacy.Step outside to an enormous backyard offering well over half an acre. The space is fully fenced and cleared—ideal for family gatherings, barbecues, or simply enjoying the outdoors.Located in a peaceful country setting, this home provides a quiet retreat away from the hustle and bustle.Schedule your showing today to see all this property has to offer!
#MDWA2036612

SHARPSBURG

228 W MAIN STREET

3 Beds

2 Baths

2,110 Sq.Ft.

$279,000

MLS#: MDWA2036612

Looking for Land and space, here you are, New roof, New windows, New Water Heater, New Refrigerator, New Stove, Lots of of space, and ready to move, beautiful back yard to gather friends and family, or just if you want to relax. Seller willing to help with some closing to the buyer with a full price offer. Do not let it pass. Appraised higher than Listing price.
#MDFR2075074

EMMITSBURG

902 FRAILEY ROAD

3 Beds

2 Baths

1,916 Sq.Ft.

$277,700

MLS#: MDFR2075074

Well-maintained solid brick over-under duplex offering flexibility for both owner occupants and investors. The lower unit is currently designated for commercial use and is fully equipped with a kitchen and full bathroom, making it ideal for a small business or flexible mixed-use setup. An owner can live in the upper unit while operating a business below, creating a practical live and work opportunity. Due to the commercial component, FHA financing is not eligible. The property also presents the potential, subject to approvals, to convert the lower level to full residential use, further expanding its income potential. The upper unit offers a spacious three-bedroom, one-bath layout with several updates, including a remodeled bathroom and updated flooring throughout. The property has been well maintained and includes major improvements such as a roof replaced in 2019, a new heat pump installed in June 2025, and a new hot water heater in 2025. A large, privacy fenced yard adds to the overall appeal. Centrally located with excellent accessibility, this property provides multiple strategies, whether for owner occupancy, rental income, or mixed-use, with strong long-term upside.
#MDWA2035248

HAGERSTOWN

228 E WASHINGTON STREET

3 Beds

None Baths

2,048 Sq.Ft.

$275,000

MLS#: MDWA2035248

This 2-bedroom, 1-bath farm-style home is located in Boonsboro, just off Route 40, with convenient access to Hagerstown and Interstate 70 for commuting and travel. The home features a spacious kitchen with ample cabinet and counter space, along with room for a dining table. Nice-sized family room at the front of the home. There are two bedrooms, one full bathroom, and a separate laundry room. The layout is practical and easy to maintain, making good use of the available space. Outside, there is a back patio and yard area suitable for outdoor seating, gardening, or general use. Surrounding farmland contributes to the quiet setting and open views. The property is served by a cistern for water and a private septic system. Situated on a low-traffic street, the home offers a rural environment while remaining within a short drive of nearby towns, shopping, and major roadways.
#MDWA2034210

BOONSBORO

21328 MOUNT LENA ROAD

2 Beds

1 Baths

1,030 Sq.Ft.

$275,000

MLS#: MDWA2034210

Your second chance is here! This home is back on the market through no fault of the seller. Serious buyers, don't let this one get away again. Up to $10K in closing cost assistance may apply! Smithsburg schools, county tax rate, Hagerstown convenience, with Whitetail Resort close and Chambersburg, Gettysburg, and Frederick just 30 minutes out. Where farmland and nature still exist, this charming circa 1910 home has all the character AND updates! Tend your goats and chickens and take in the mountain views from your level rear yard, and unwind in the 17x7 covered outdoor space. The 32x19 oversized garage has income potential with its own electric panel, plus a separate 9x20 outbuilding. Major updates: brand new heating system, whole house water filter and softener, metal roof sealed in 2023, 220-amp electric. Upstairs bedrooms could be combined into a primary suite with room for a second bath. High speed internet through Antietam. Ask your agent for the full updates list in Documents. This home qualifies for the Maryland Mortgage Program. Ask your loan officer about eligibility. The cellar is a traditional period cellar that houses the home's systems, not a finished storage area. Priced to leave room for your personal touches.
#MDWA2037338

HAGERSTOWN

14545 BARKDOLL ROAD

3 Beds

1 Baths

1,319 Sq.Ft.

$275,000

MLS#: MDWA2037338

Welcome Home to This Charming Circa-1883 Farmhouse in the Highly Desired Smithsburg School District! Nestled on over a 1/3 of an acre lot in a peaceful setting just outside Smithsburg yet conveniently located in Leitersburg. This beautifully updated farmhouse offers the perfect blend of timeless character and modern comfort. With almost 1,900 finished square feet, this spacious home is filled with warmth, charm, and thoughtful updates throughout. The inviting main level features an open kitchen that flows seamlessly into the dining room and living area—ideal for both everyday living and entertaining. A versatile den (or potential main-level bedroom) includes a full bath, providing flexible living options. A convenient mudroom and laundry area add to the home's functionality. Upstairs, you’ll find four generously sized 4 bedrooms and a full bath featuring a double vanity. Fresh paint throughout enhances the bright, welcoming feel of the home. Cozy up in the living room by the wood stove on cooler evenings or step outside to enjoy the large patios—perfect for grilling and relaxing. The spacious backyard offers plenty of room to play and unwind, complete with 2 sheds and a woodshed, a charming playhouse, partially fenced, and ample parking. The roof will also be sealed and painted before settlement. There is a huge attic for storage. Located just minutes from shopping, dining, golf courses, fishing spots, and major commuter routes including I-70 and I-81, this home truly has it all—country charm with everyday convenience. “Cistern water supply currently in use. Variance and permitting process for potential well installation are underway; buyer to verify all approvals and costs.” Don’t miss your opportunity to own this unique and character-filled farmhouse!
#MDWA2036668

HAGERSTOWN

21321 LEITER STREET

4 Beds

2 Baths

1,900 Sq.Ft.

$269,900

MLS#: MDWA2036668

** The City of Hagerstown is offering $7,500 to qualified buyers towards closing costs, via the Homeownership Program** Don't miss this beautifully renovated home offering comfort, style, and space! A brand new central air conditioning and heating system has just been installed, providing year-round energy-efficient comfort. This spacious home features three finished levels, including a fully finished attic! Step inside to find all-new flooring, fresh interior paint, updated fixtures, and a renovated full bathroom with modern finishes. The home is filled with natural light thanks to replacement windows throughout. Enjoy multiple living areas, including a welcoming family room, a formal living room, and a separate dining room ideal for entertaining. The completely updated kitchen features stylish stainless steel deep sink, stove, range hood, refrigerator. The unfinished cellar style basement makes for good additional storage. Outside, you'll find a massive backyard, offering endless possibilities for gardening, outdoor entertaining, or future expansion. Conveniently located near shopping, schools, and commuter routes. Don't miss your chance to own this move-in ready home with major updates already done—schedule your tour today!
#MDWA2037044

HAGERSTOWN

338 LIBERTY STREET

3 Beds

1 Baths

1,316 Sq.Ft.

$269,900

MLS#: MDWA2037044

Fantastic Value-Add Investment Opportunity – Prime Location in Hagerstown! This all-brick duplex, ideally located just off Dual Highway, offers a rare chance to own a solid, income-producing property with huge upside potential. Unit 51 features a welcoming living room with hardwood floors, a cozy kitchen, and a dining area perfect for gathering. Upstairs, you’ll find three carpeted bedrooms with ample closet space and a full bath. The basement offers laundry hookups and extra storage. Unit 53 boasts hardwood floors throughout the living room, kitchen, and dining area, with three spacious bedrooms upstairs featuring hardwood floors, generous closets, and a full tiled bath. The basement includes laundry facilities, and the fenced backyard provides outdoor space and privacy.
#MDWA2037540

HAGERSTOWN

51 N CANNON AVENUE

3 Beds

1 Baths

2,688 Sq.Ft.

$265,000

MLS#: MDWA2037540

RIGHT ON THE SQUARE OF HAGERSTOWN!!! Three levels. 1st floor was formally a coffee shop. 2nd floor is a vacant office. 3rd floor is a rented office for $700. per month. Has a full basement for plenty of storage. Each level has a bathroom. Lots of drive by and walking traffic. Has some new painting and new flooring.
#MDWA2034338

HAGERSTOWN

2 W WASHINGTON STREET

None Beds

None Baths

1,749 Sq.Ft.

$264,500

MLS#: MDWA2034338

Excellent location! This charming 3-bedroom, 2 full bath home features a newly updated roof, stainless steel appliances, and beautiful quartz countertops. The property offers a large yard with plenty of parking space, making it perfect for gatherings, work vehicles, or recreational use. A standout feature is the oversized barn, providing excellent space for storage, a workshop, or additional work area. With ample outdoor space and a convenient location, this property offers both comfort and versatility.
#MDWA2034844

HAGERSTOWN

14715 PENNSYLVANIA AVENUE

3 Beds

2 Baths

1,062 Sq.Ft.

$259,900

MLS#: MDWA2034844

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