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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
417
# of Listings
3
Avg # of Bedrooms
$251
Avg. $ / Sq.Ft.
$716,153
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

151 Properties Found. Page 9 of 11.

Very nice top-and-bottom duplex featuring two two-bedroom units in the Smithsburg school district. Rent is $1,200 for the first floor and $1,250 for the second floor. The first-floor lease runs until May 2027, and the second-floor lease ends in January 2027. This property offers a solid 10% gross return on investment. A 24-hour notice is required for all showings.
#MDWA2034386

SMITHSBURG

29 N MAIN STREET N

4 Beds

None Baths

1,732 Sq.Ft.

$299,900

MLS#: MDWA2034386

Under the Maryland Tenants’ Bill of Rights, tenants must be provided 30 days to exercise their right of first refusal once an offer is accepted.

This well-maintained duplex presents a solid investment opportunity with established rental income and clear upside through future rent growth. The property consists of two residential units plus a separately rented garage, creating diversified income from a single location.

The unit at 407 McDowell Street is currently rented for $1,275 per month. In addition, the detached garage at 407 McDowell is rented separately for $55 per month on a month-to-month basis, with the garage tenant in place since 2018.

The unit at 409 McDowell Street is currently rented for $1,200 per month, also on a month-to-month basis, with the original lease signed in 2019. Both residential units have long-term tenants, reflecting stable occupancy and consistent rental performance.

Current rents are below today’s market levels, creating a value-add opportunity for a new owner to gradually increase rents over time while maintaining tenant stability. This makes the property well suited for an investor seeking immediate cash flow with the ability to improve returns through measured rent adjustments.

Overall, this duplex is an attractive option for an owner-investor or long-term holder looking to acquire a manageable asset with a proven income history and upside potential.
#MDWA2033930

HAGERSTOWN

407 MCDOWELL AVENUE 409

6 Beds

None Baths

2,588 Sq.Ft.

$299,000

MLS#: MDWA2033930

Welcome home to this charming 3-bedroom, 1.5-bath residence that perfectly blends timeless character with modern updates. From the moment you step inside, you’ll appreciate the beautiful original woodwork and gleaming hardwood floors that add warmth and authenticity throughout the home. A cozy fireplace creates the perfect focal point for relaxing evenings.

The updated kitchen and baths offer the convenience and style today’s buyers are looking for, while still complementing the home’s classic appeal. Enjoy your mornings or unwind in the evenings on the spacious front porch.  Roof replaced on house and garage 2021, just 1 layer.  Garage roof had the framing replaced as well.

Out back, you’ll find ample parking with plenty of space for multiple vehicles, boats, or even an RV—an added bonus that’s hard to find. The home is equipped with economical gas heat and central air conditioning to keep you comfortable year-round.

Located in a family-friendly neighborhood, this property offers a fantastic location where kids can easily walk to nearby schools. This is a wonderful opportunity to own a home that combines character, convenience, and value.
#MDWA2034278

HAGERSTOWN

1048 POTOMAC STREET S

3 Beds

1 Baths

1,916 Sq.Ft.

$297,113

MLS#: MDWA2034278

Well-maintained 3-bedroom Colonial located in the desirable north end of Hagerstown, blending timeless character with everyday functionality. Original hardwood flooring runs throughout the home, adding warmth and historic charm. The spacious layout offers plenty of room to live and entertain, featuring a kitchen with a walk-in pantry and a generously sized primary bedroom complete with a walk-in closet. The third floor is a versatile bonus space with two skylights—perfect for a fourth bedroom, home office, or creative studio. A full bath is located on the second floor, with a convenient half bath in the basement. Outside, enjoy a large fenced-in backyard and deck—ideal for gatherings, relaxing, or entertaining guests. A detached garage with electric adds even more convenience and utility. If you’ve been searching for a well-preserved early 1900s Colonial with space, charm, and a prime location, this is it. Schedule your showing today—this one is a must see in person!
#MDWA2033310

HAGERSTOWN

232 E IRVIN

3 Beds

1 Baths

1,624 Sq.Ft.

$295,900

MLS#: MDWA2033310

Explore a prime investment opportunity with this well-maintained 1,176 SF building in the heart of Frederick. Built in 1910, this property offers a historic charm combined with modern utility, making it an ideal space for a variety of office or office building uses. Zoned DB, the location provides flexibility for potential tenants and businesses.
#MDFR2083296

FREDERICK

233 W PATRICK STREET

None Beds

None Baths

1,176 Sq.Ft.

$295,000

MLS#: MDFR2083296

Investor alert! Well-maintained duplex in convenient location offering strong income potential and flexible living options. Perfect opportunity for an owner-occupant or investor looking to grow a portfolio.

Unit A (main level) features 1 bedroom, 1 full bathroom, living room, and kitchen with access to the basement for additional storage. Unit A is currently occupied, providing immediate rental income.

Unit B is accessed from the rear of the property via a deck staircase and offers 2 bedrooms, 1 full bathroom, and a kitchen. This unit also includes attic access with additional living space, ideal for a home office, flex space, or storage.

Property includes a rear parking lot providing off-street parking for both units. Separate entrances add privacy and functionality.

With only one unit currently occupied, this is an excellent opportunity for owner-occupied living while generating rental income, or for an investor seeking a value-add addition to their portfolio.

Residential MLS# MDCR2032846
#MDCR2032814

WESTMINSTER

71 BOND STREET

3 Beds

None Baths

1,376 Sq.Ft.

$290,000

MLS#: MDCR2032814

Investor alert! Well-maintained duplex in convenient location offering strong income potential and flexible living options. Perfect opportunity for an owner-occupant or investor looking to grow a portfolio.

Unit A (main level) features 1 bedroom, 1 full bathroom, living room, and kitchen with access to the basement for additional storage. Unit A is currently occupied, providing immediate rental income.

Unit B is accessed from the rear of the property via a deck staircase and offers 2 bedrooms, 1 full bathroom, and a kitchen. This unit also includes attic access with additional living space, ideal for a home office, flex space, or storage.

Property includes a rear parking lot providing off-street parking for both units. Separate entrances add privacy and functionality.

With only one unit currently occupied, this is an excellent opportunity for owner-occupied living while generating rental income, or for an investor seeking a value-add addition to their portfolio.

Multifamily MLS# MDCR2032814
#MDCR2032846

WESTMINSTER

71 BOND STREET

3 Beds

2 Baths

1,376 Sq.Ft.

$290,000

MLS#: MDCR2032846

Tucked right into the heart of Downtown Frederick, this charming 2-bedroom twin home blends classic character with the kind of updates today’s buyers actually want.

Inside, you’ll find a space that feels fresh, clean, and easy to live in—thanks to recent updates and brand-new paint throughout. The layout is simple and functional, with just the right amount of openness while still keeping that cozy, home-like feel.

Out back, you’ve got something that’s hard to come by in the city—a fully fenced yard with a privacy fence, perfect for entertaining, pets, or just unwinding after a long day. Whether it’s a quiet morning coffee or a weekend get-together, this space gives you options.

But the real highlight? Location. You’re just a short walk to everything that makes Downtown Frederick special—local restaurants, breweries, distilleries, shops, and the always-popular Carroll Creek. Nights out, weekend strolls, and community events are all right at your doorstep.

If you’ve been waiting for something that offers both lifestyle and value in one of Frederick’s most desirable areas, this is it.
#MDFR2078948

FREDERICK

138 E SOUTH STREET

2 Beds

1 Baths

672 Sq.Ft.

$289,999

MLS#: MDFR2078948

**INCOME GENERATING!** Perfect opportunity to own a strong cash-flowing duplex in a convenient and highly accessible location in Hagerstown. This well-maintained 2-unit property is currently occupied by two long-term tenants, generating a combined monthly rental income of $2,575, making it an excellent opportunity for both seasoned investors and those looking to begin or expand their real estate portfolio. The property offers a functional layout with solid rental history and consistent occupancy potential. Outside, you’ll find valuable amenities including off-street parking, a spacious backyard, and a rear deck that adds additional outdoor living space for tenants to enjoy. Conveniently situated near major commuter routes, shopping centers, restaurants, and everyday conveniences, this location continues to see strong rental demand. Whether you are looking for immediate cash flow, long-term appreciation potential, or an addition to your investment portfolio, this duplex presents a compelling opportunity in a growing market.
#MDWA2036660

HAGERSTOWN

422 N LOCUST STREET

3 Beds

None Baths

2,580 Sq.Ft.

$289,990

MLS#: MDWA2036660

Charming colonial located in historic Boonsboro, just minutes from popular destinations like the Appalachian Trail and Harpers Ferry. This 3-bedroom, 1.5-bath home offers nearly 1,200 square feet of living space, combining classic character with everyday convenience.

Enjoy the benefits of a desirable location with access to well-regarded schools, nearby shopping, dining, and outdoor recreation. The home features an enclosed back porch, providing additional flexible space perfect for relaxing, entertaining, or expanding your living area.

Additional detached 3 bay garage included.
#MDWA2034864

BOONSBORO

6213 APPLETOWN ROAD

3 Beds

1 Baths

1,152 Sq.Ft.

$289,900

MLS#: MDWA2034864

Welcome to 26 Laurel St in the heart of Hagerstown—a charming 3-bedroom, 1.5-bath single-family home perfectly positioned on a desirable corner lot. Recently taken temporarily off the market to upgrade with central air conditioning, this home is now even more comfortable and move-in ready. Step outside and enjoy the spacious, fully fenced yard—ideal for pets, play, or entertaining—along with the added convenience of a detached garage for parking or extra storage. Inside, you’ll find a practical layout with three well-sized bedrooms and a convenient half bath, offering flexibility for everyday living. The home blends classic charm with thoughtful updates, making it a great fit for a variety of buyers. You’re just minutes from shopping, dining, and everyday conveniences at places like Valley Mall and the vibrant downtown district. Whether you're looking for comfort, convenience, or a home with great outdoor space, this property delivers on all fronts.
#MDWA2032088

HAGERSTOWN

26 LAUREL STREET

3 Beds

1 Baths

1,456 Sq.Ft.

$289,900

MLS#: MDWA2032088

Multiple offers received. Seller requests that all buyers please send your highest and best offer by Friday 6/5.  Everyone loves a Mid-Century home, right? How about Mid-Century as in: 1850's?? Welcome to The Hoogewerff-Donaldson Cottage Quarter. Where Baltimore’s elite would spend the summer frolicking around this extremely private and thickly wooded private estate complet with its own babbling creek. Steeped in rich history with German roots and set back a nearly 1/4 mile wooded access drive leading to a completely private parcel. The Hoogewerff's lived in Baltimore, where Samuel was in business as a merchandise broker, and this was intended as a summer house, not a farm. The house on the property came to be called The Cottage by the Hoogewerff's. Lawyer's Hill was being developed in the 1840s and '50s as a summer community for some of Baltimore's elites, facilitated in part by its location on the Baltimore & Ohio Railroad. If you are looking to carry the torch of a quaint and historic home with one of a kind craftsmanship and old world flavor, this one needs to be at the top of your tour itinerary.
#MDHW2068820

ELKRIDGE

6464 ELIBANK DRIVE

2 Beds

2 Baths

1,326 Sq.Ft.

$289,900

MLS#: MDHW2068820

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

New on site 4 days ago
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

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