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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
408
# of Listings
3
Avg # of Bedrooms
$245
Avg. $ / Sq.Ft.
$729,403
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

408 Properties Found. Page 21 of 28.

Large home! Do you want to spread out? Formal living room with fireplace, formal dining room (previously used for alteration business), eat in kitchen, many closets upstairs too. Large living room could be separated into additional office space, possible guest area (maybe a Murphy bed?). All furniture in home may convey.
#MDWA2036742

HAGERSTOWN

925 FREDERICK STREET

3 Beds

1 Baths

1,648 Sq.Ft.

$300,000

MLS#: MDWA2036742

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.

$299,999

MLS#: MDFR2078948

New on site 2 days ago
Cute As a Button Country Home! Smithsburg School District. This adorable home features 3 bedrooms (One main level), 2 Full Baths, 2 garage bays and a storage barn on .48 of an acre.  Home is well cared for and features a newer roof, only a couple years old, plus some original hardwood floors. First floor has a nice kitchen with updated appliances, living room, separate dining room and cozy den with propane fireplace. Main floor continues with a bedroom with full bath including a shower and laundry/mudroom with walkout to side yard. This home could easily accommodate one floor living, if needed. Upper level has an open landing space for an office or play area, two additional rooms with closets, for bedrooms (one is a walk through) and a full bath including a tub/shower combo.  Outside has a great yard and black top driveway for several vehicles. Parking can also be extended into the two garage bays for cars, yard equipment or a shop. The lower yard has a barn style storage shed that allows for more storage or lawn equipment. Many options! Setting is rural and has a country feel, however minutes to shopping and amenities in both MD and PA. This cute and cozy home may be just what you have been waiting on!
#MDWA2036714

SMITHSBURG

14240 WINDY HAVEN ROAD

3 Beds

2 Baths

1,489 Sq.Ft.

$299,900

MLS#: MDWA2036714

New on site 2 days ago
Location, location, location! Enjoy the best of Downtown living in this fantastic home where you can leave the car behind and take advantage of everything Downtown has to offer. The open floor plan creates a beautiful and functional living space, perfect for everyday living and entertaining. The tastefully renovated kitchen features modern updates and conveniences today's buyers are looking for. Upstairs you'll find two spacious bedrooms with generous closet space, while a large skylight fills the hallway with wonderful natural light. Step out onto the private balcony off the rear bedroom and enjoy your own outdoor retreat. The fully fenced backyard offers endless possibilities with plenty of space for gardening, play, pets, entertaining, or creating the outdoor oasis you've always imagined.
#MDFR2082382

FREDERICK

33 E SOUTH STREET

2 Beds

1 Baths

964 Sq.Ft.

$299,900

MLS#: MDFR2082382

New on site today
Move-in ready colonial home at 17604 Heisterboro Rd featuring numerous major improvements throughout. This charming 3-bedroom, 2 full bath home offers 1,456 square feet of living space and has been extensively updated with a brand new kitchen, new roof, new HVAC system, and new electrical throughout. The new driveway adds great curb appeal and provides ample off-street parking for convenience. Inside you will find beautiful hardwood floors and a bright, functional layout. Outside, enjoy a large fenced-in backyard ideal for entertaining, or relaxation, plus the added charm of both a front porch and a back porch for outdoor enjoyment. Additional bonuses include a walk-up floored attic and a large unfinished basement, both offering excellent possibilities for extra storage, workspace, or future expansion.
#MDWA2037002

HAGERSTOWN

17604 HEISTERBORO ROAD

3 Beds

2 Baths

1,456 Sq.Ft.

$299,900

MLS#: MDWA2037002

Very Nice Top and bottom duplex with 2-two-bedroom units in Smithsburg school district.  Rent is $1,200 for the top unit & the bottom unit became vacant in March 2026.  The top unit lease expires in January 2027. A great investment with a 14% 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

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.

$299,900

MLS#: MDWA2032088

Tucked away in the heart of Frederick County with beautiful mountain views, this house has tons of potential! A lot of the work has already been done and is ready to be finished to your taste (main needs are flooring and appliances). Featuring 3 bedrooms, a nice sized Kitchen, a large open Dining & Living area, main level laundry, and 2 additional rooms on the main level providing plenty of living space. Outside enjoy the rear patio and lovely back yard that backs to farmland (in conservation so no concerns about it being built on!). Plenty of on-street parking as well as a detached garage.  Located just a mile from scenic Gathland State Park and a short drive to Middletown.
#MDFR2073482

BURKITTSVILLE

202 E MAIN STREET

3 Beds

1 Baths

1,875 Sq.Ft.

$299,900

MLS#: MDFR2073482

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

Back on the Market!!! Don't miss your chance at this one!

Welcome to this well-maintained home that perfectly blends comfort, quality, and thoughtful updates throughout. Conveniently located along Rt 40 in the heart of Clear Spring, this property offers easy access to local amenities while maintaining a small-town feel.

Inside, you’ll find a spacious and inviting layout ideal for both everyday living and entertaining. The bright and welcoming living room creates a cozy atmosphere, while the dining room features beautiful hardwood floors that add warmth and character.

The kitchen is both functional and stylish, highlighted by rich mahogany cabinetry that provides timeless appeal and ample storage space. Recent updates offer peace of mind, including a heat pump installed in 2021 and brand-new carpet within the last three months.

The primary suite serves as a private retreat, complete with a versatile office or sitting area—perfect for working from home or relaxing. The main bathroom is designed with comfort in mind, featuring a luxurious soaking tub and a dual shower setup.

This home has been lovingly cared for and thoughtfully updated, making it truly move-in ready. With its prime location and desirable features, this is an opportunity you won’t want to miss.
#MDWA2035644

CLEAR SPRING

21 CUMBERLAND STREET

4 Beds

2 Baths

2,276 Sq.Ft.

$299,000

MLS#: MDWA2035644

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.

$295,000

MLS#: MDCR2033030

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

**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

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