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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

146 Properties Found. Page 9 of 10.

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

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

New on site 1 day ago
Completely Remodeled & Move-In Ready! This stunning 3-bedroom, 2-full-bath home offers 1,561 square feet of beautifully updated living space on a spacious 0.26-acre lot in one of Hagerstown's most desirable locations.
Nearly every aspect of this home has been thoughtfully renovated, including fresh interior paint throughout, all-new lighting fixtures, brand-new flooring, a fully remodeled kitchen featuring new appliances and a beautiful farmhouse sink, updated bathrooms, a new roof,  and a new washer and dryer. This home combines modern style, comfort, and peace of mind with major upgrades already completed.
Outside, you'll find a large fenced yard perfect for entertaining, gardening, pets, or family gatherings. The backyard backs directly to an alley, creating exciting potential for a future ADU, tiny home, guest house, in-law suite, or income-producing rental with a separate entrance (buyer to verify local zoning and requirements).
Additional features include a long private driveway and a detached garage, providing ample parking and storage space.
The location is truly exceptional. Imagine starting each morning with a short walk to Hagerstown City Park, widely regarded as one of Maryland's most beautiful parks. Enjoy your coffee by the lake while taking in the peaceful scenery of swans, ducklings, and a picturesque waterfall. With nature, recreation, and everyday conveniences all within easy reach, this property offers a lifestyle that's hard to match.
Don't miss this rare opportunity to own a fully renovated home with a large lot, future expansion potential, and an unbeatable location near one of Maryland's most treasured parks.
#MDWA2037636

HAGERSTOWN

721 VIRGINIA AVENUE

3 Beds

2 Baths

1,561 Sq.Ft.

$289,000

MLS#: MDWA2037636

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 2 days ago
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.
#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

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