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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
409
# of Listings
3
Avg # of Bedrooms
$248
Avg. $ / Sq.Ft.
$718,441
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

409 Properties Found. Page 22 of 28.

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.
#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

BRING ANY AND ALL OFFERS! SELLER IS SUPER MOTIVATED!!!!!Discover the perfect blend of historic character and modern luxury in this completely renovated home, conveniently located on a quiet street corner in Westminster. From the moment you step inside, you’ll be struck by the bright, open feel, highlighted by brand-new flooring and fresh, neutral paint throughout.
The main level is designed for effortless living and entertaining, featuring both a formal living room and a relaxed family room space. The heart of the home is the sparkling, brand-new kitchen, ready for you to create culinary memories. A full, beautifully updated bathroom on this level includes a convenient main-floor laundry, adding a touch of practical luxury. Upstairs, three spacious and private bedrooms offer peaceful retreats for every member of the household. Every detail has been thoughtfully addressed—from the conversion to modern drywall to the installation of new light fixtures. Outside, a newly added parking pad provides ample off-street parking. Major systems have been updated and verified, including a passed septic inspection, offering you complete peace of mind. This is more than just a house—it's a turnkey opportunity for a fresh start in a home where all the work has been done for you. Don’t miss your chance to own this incredible, low-maintenance property. Schedule your private showing today!
#MDCR2033030

WESTMINSTER

1915 OLD TANEYTOWN ROAD

3 Beds

2 Baths

1,800 Sq.Ft.

$275,000

MLS#: MDCR2033030

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

Located in the heart of historic Westminster, this single-family home presents a rare opportunity to restore a classic property to its former glory. Rich with character, the home features many original details including ornamental woodwork and original hardwood floors that showcase its timeless charm.
The upper level offers four bedrooms with access to a stand-up height attic, providing additional potential living or storage space. A full unfinished basement adds even more flexibility for future expansion or customization.
Outside, you’ll find a large fenced rear yard along with two rear decks—perfect for reimagining outdoor living and entertaining. A welcoming front porch faces Main Street, offering a classic setting to enjoy the surroundings.
This property requires a complete renovation and is ideal for investors, renovators, or buyers looking to bring their vision to life in a prime historic location. The property will NOT qualify for any standard financing.
#MDCR2034594

WESTMINSTER

127 W MAIN STREET

4 Beds

1 Baths

2,310 Sq.Ft.

$269,900

MLS#: MDCR2034594

New on site 3 days ago
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. 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

New on site 2 days ago
Welcome to historic Woodsboro! This charming 3-bedroom, 2-bath home offers a unique blend of small-town character, practical living space, and flexible CBD zoning opportunities. Rich in history and character, the home provides comfortable living while offering versatility rarely found in today’s market.

The main level features hardwood flooring, spacious living and dining areas, a full bath, main-level laundry, and a functional layout designed for everyday living. Upstairs, you’ll find three bedrooms and an additional full bath, providing ample space while preserving the home’s historic appeal.

Outside, enjoy a fully fenced backyard, a spacious deck, and off-street parking for up to four vehicles—a valuable feature in a downtown location. The outdoor space offers room for entertaining, gardening, pets, or simply relaxing and enjoying the charm of this established neighborhood.
#MDFR2083684

WOODSBORO

106 N MAIN STREET

3 Beds

2 Baths

1,144 Sq.Ft.

$265,000

MLS#: MDFR2083684

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

**Charming Multi-Family Investment Opportunity**
Discover the potential of this multi-family property located at 422 and 422 1/2 McDowell Avenue in Hagerstown, MD. This property has two-units, each unit boasts 3 bedrooms and 1 bathroom.  While the property requires renovations, it presents a fantastic opportunity for investors or homeowners looking to customize their space.   Don’t miss out on this opportunity to make your mark in Hagerstown!
#MDWA2035016

HAGERSTOWN

422 MCDOWELL AVENUE 422 1/2

6 Beds

None Baths

2,688 Sq.Ft.

$250,000

MLS#: MDWA2035016

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