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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
390
# of Listings
3
Avg # of Bedrooms
$244
Avg. $ / Sq.Ft.
$701,441
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

390 Properties Found. Page 18 of 26.

WELCOME HOME to a place where time slows down, stories linger, and every room feels like it's been waiting just for you!   Built in 1905 and lovingly held by the same family for over 70 years, this stately all-brick colonial has watched generations come and go, holidays celebrated, front porch conversations lingered over, and every day life unfold with quiet grace.  From the moment you step onto the wide 12x8 covered front porch, you feel the era it was born into -- a time when craftsmanship mattered, when walls were built three bricks thick, and when homes were made to last.  Inside, a classic center-hall stairway and foyer opens to the gracious formal living room and dining room on either side, each filled with the warmth of natural light and the glow of gleaming hardwood floors that have been beautifully cared for.  The eat-in kitchen is a place where meals were shared and stories passed down; and off the kitchen is the main-level laundry and half bath which add convenience without disturbing the home's timeless character.  Upstairs there are 3 comfortable bedrooms, including one with an entire wall of built-ins.  The two bedrooms with carpeting have hardwood under carpet.  From the bedroom level there's a walk-up attic, ready for ample storage or future expansion.  The poured concrete lower level with its built-in shelving and outside entrance, hints of the practicality woven into this home's history.  And just off the kitchen, an enclosed rear porch leads to a covered patio and fenced yard, perfect for summer evenings, backyard grilling, gardening, and family gatherings.  There is alley access (off Garden View Dr) to a covered carport and storage shed which adds even more function to this already thoughtful property.  Over the years the home has been gently updated with respect for its heritage; a new main house architectural-shingle roof in 2024, new kitchen roof in 2024, new water heater in 2024, new furnace in 2025, tilt-in replacement windows, and a new main electric service and meter will be installed prior to closing,  If you've been searching for a home with soul -- one with character, charm and a sense of belonging--nestled in a sleepy village that's convenient to everything (and within walking distance to Maugansville Creamery), then this one is for you and these kinds of move-in ready homes don't come along often.  Its next chapter is ready to be written.  As information, there is an existing functioning rain-fed cistern for outside watering purposes such as washing vehicles and gardening.
#MDWA2036512

MAUGANSVILLE

13640 VILLAGE MILL DRIVE

3 Beds

1 Baths

2,442 Sq.Ft.

$364,900

MLS#: MDWA2036512

Welcome to 1006 Circle Drive, Keymar, Maryland, a beautifully renovated detached home offering modern comfort in a peaceful rural setting.

This thoughtfully updated residence blends contemporary finishes with the charm of country living. Zoned Agricultural, the property features a generous outdoor area and a quiet setting ideal for those seeking space and serenity.

The home has undergone extensive improvements using quality materials — more than just cosmetic updates. Major upgrades include a brand-new roof, gutters, windows, HVAC system, and updated mechanicals, providing peace of mind for the next owner.

Inside, you’ll find four bedrooms, including three bedrooms on the upper level and one on the main level, plus a finished attic ideal for a playroom, office, or bonus storage.

The designer kitchen features bright white cabinetry, quartz countertops, and brand-new stainless steel appliances, including refrigerator, built-in microwave, dishwasher, washer, and dryer — all included.

Enjoy ample driveway parking and outdoor space suitable for entertaining, gardening, pets, or simply relaxing in a quiet environment.

Conveniently located with access to local amenities while still offering a tranquil rural atmosphere, this home presents a great opportunity to enjoy modern living outside the hustle and bustle.

Schedule your private showing today and experience all that this beautifully updated home has to offer.
#MDCR2032006

KEYMAR

1006 CIRCLE DRIVE

4 Beds

2 Baths

1,800 Sq.Ft.

$359,999

MLS#: MDCR2032006

*** Huge Price Reduction – Don’t Miss This Opportunity ***
Beautiful 4-bedroom, 1.5-bath row home in highly desirable downtown location, offering the perfect blend of classic charm and modern updates. Great location for commuters with easy access to I-270. Conveniently located three blocks from Baker Park. This home has no HOA, offering added flexibility and freedom. The attic has been converted into a bedroom, complete with a roof upgrade and added windows, providing additional living space filled with natural light and a mountain view. The home features original, recently refinished hardwood floors, updated bathrooms, and elegant design and trim details throughout, creating a warm and timeless feel. New stone patio in the front and back yard offers living areas outside. Additional storage is available in the unfinished basement, offering plenty of space for organization or future finishing potential. Major home systems are in good standing: HVAC less than 10 years old, brand new electrical wiring throughout the home. Conveniently located with easy access to downtown amenities, including shopping, dining, entertainment, and public transportation. This home presents a fantastic opportunity for buyers seeking character, location, and value all in one. A must-see in a prime setting.
#MDFR2075894

FREDERICK

17 S JEFFERSON STREET

4 Beds

1 Baths

1,566 Sq.Ft.

$359,900

MLS#: MDFR2075894

Prime Commercial Building with Limitless Potential in Hancock, MD

Welcome to an incredible investment opportunity in the heart of Hancock, Maryland! This spacious commercial building, boasting just under 5,300 square feet, was previously a popular bar and sporting goods store with three residential rental units. With most of the interior already gutted, this property is ready for your custom buildout to bring your vision to life.

Property Features:

Approximately 5,300 square feet of versatile space, providing ample room for your business ideas. The majority of the interior has been gutted, offering a blank canvas for your custom buildout, making it easy to tailor the space to your specific needs. Previous owners had three residential rental units, one of the second-floor apartments requires only minimal investment to start generating monthly income.
Nestled in a prime location, the building backs up to the Western Maryland Rail Trail, where between 100,000 and 140,000 people pass through each year. This offers an incredible opportunity for foot traffic and potential customers. Take advantage of and enjoy the proximity to the scenic C&O Canal and the Potomac River with a boat launch, both within walking distance of the building, making it an ideal location for outdoor enthusiasts.  The town of Hancock is known for its welcoming atmosphere and supportive business community, making it an ideal place to realize your entrepreneurial dreams.
Opportunity Awaits:  Whether you're looking to revitalize a once-thriving bar, start a new sporting goods store, or explore other business opportunities, this property offers endless potential. Hancock's ideal location, coupled with the strong community support, makes it the perfect place to turn your vision into a thriving reality.

Don't miss out on this exceptional opportunity to shape the future of this historic building.
#MDWA2018580

HANCOCK

15-19 W MAIN STREET

None Beds

None Baths

5,295 Sq.Ft.

$350,000

MLS#: MDWA2018580

Owners outgrew this fabulous condo with the recent birth of their newborn son -- this condo has been meticulously cared for, and is move-in ready; featuring cherry cabinets, granite and Corian countertops, stainless steel appliances, cherry wood floors, upgraded lighting, in-unit washer/dryer, & more. This Community & building are like no other loaded with charm!  

Welcome to this wonderful, completely renovated and reconstructed condo (2012) with open and bright floor plan and stunning views of the wooded glen of the Historic National Park Seminary from the large private terrace with newly updated pavers.  This one-of-a-kind, 1 bedroom, 1 bath, condo features a home office/bonus room with storage organizers adjacent to the Bedroom behind a newly added barn door, gleaming wood floors, updated kitchen with all new high-end stainless steel appliances, cabinet pull outs/inserts, and new washer dryer combo.  National Park Seminary is an incredible, historic yet modern community.   Enjoy living in the beautiful & historic National Parks Seminary.  Amenities include fitness center, party/game room, walking paths, & more.  Unit comes with a coveted, deeded, covered garage parking space P-41, AND A RECENTLY PURCHASED SECOND, SEPARATELY DEEDED COVERED PARKING SPACE P-62 ($5,000) - Only 40 covered parking spaces exist - keep, rent, or sell parking spaces if desired; spaces allow owners direct, inside access to building; no need to walk outside during undesirable weather patterns.  There is also plenty of additional surface parking available for guests and other owners. So very convenient! Backs to Rock Creek Park, near Forest Glen Metro and Ride-On Bus Line, quick access to Connecticut Ave/Georgia Ave/Beach Dr/495 & DC.  Pets are welcome.  This is a vibrant community filled with architectural interest, a nature lovers dream with bike /walking paths along beach drive, trail heads into Rock Creek Park and two metro stops close by; Forest Glen and Silver Spring metro, Kensington Farm market, grocery and shops. ** Great location, great neighbors, and would definitely stay if a 3 bedroom unit was available.
#MDMC2218024

SILVER SPRING

9610 DEWITT DRIVE SH205

1 Beds

1 Baths

1,013 Sq.Ft.

$350,000

MLS#: MDMC2218024

Welcome Home to Downtown Frederick Living
Step onto the charming front porch and into a home that perfectly blends character with modern updates. The main level flows seamlessly from the welcoming family room into a separate dining room — ideal for entertaining. The updated kitchen impresses with granite countertops, stainless steel appliances including a full size dishwasher, and an abundance of cabinet space.
Upstairs, the spacious primary suite offers built-in storage cabinets, providing the organization and functionality you've been looking for. A fully updated full bathroom showcases updated tile work and vanity. Down the hall, two additional bedrooms offer flexibility — one large enough to serve as a second primary suite.
Convenience continues with in-unit laundry, including a full-size washer and dryer.
Step outside from the kitchen to your private, fully fenced backyard with a covered stone patio, perfect for entertaining or unwinding. The yard leads directly to your own off-street parking space, a rare find in downtown living.
Located just moments from Baker Park, and within walking distance to Frederick’s shops, restaurants, and vibrant downtown scene, this home also offers easy access to I-70, I-270, and Route 15 for commuters.
A perfect blend of location, charm, and practicality. Don’t miss this opportunity to own in one of Frederick’s most sought-after areas.
#MDFR2078854

FREDERICK

202 MAPLE AVENUE

3 Beds

1 Baths

1,152 Sq.Ft.

$350,000

MLS#: MDFR2078854

Ready for a country home?  Bordered on 2 sides by farmland. Sunset views from wrap around porch. Approximately 8 years ago property (house) received new shingle roof, double pane windows, vinyl siding, & well pump replaced.  This vintage property has large rooms, all bedrooms accessed from a hallway, (no walk thru bedrooms), a large 2 car garage with a large storage loft.  Needs your tender touch to update interior.
#MDCR2032492

HAMPSTEAD

105 S HOUCKSVILLE ROAD

3 Beds

1 Baths

1,496 Sq.Ft.

$350,000

MLS#: MDCR2032492

Investor Special 3BR/2BA single family home located on a spacious lot in a quiet neighborhood of Hampstead. The main floor offers a large bedroom and cozy entry/sitting room with  a spacious living room, and kitchen. Upstairs you'll find 2 large bedrooms and a full bathroom. From the main floor step outside to a covered porch that overlooks the yard offering tons of green space, and two large garages. Endless options for the car enthusiast!! Located in close proximity to shopping, restaurants, and commuter routes.
#MDCR2031012

HAMPSTEAD

920 N HOUCKSVILLE ROAD

3 Beds

2 Baths

1,369 Sq.Ft.

$350,000

MLS#: MDCR2031012

Farmhouse in the heart of Manchester! 4 bedrooms, 2 full bathrooms with an oversized 24X30 detached garage for under $350K. Walk into the open layout kitchen great for entertaining guest coupled with a separate private dining room for memorable family dinners. The main level bedroom has multiple uses such as a home office or playroom. The meticulously crafted wood molding will catch your eye as you make it into the full bathroom on the main level. Continuing upstairs you will find 3 large bedrooms and another full bathroom. The master bedroom has a backyard facing balcony to enjoy sunsets or a peaceful cup of coffee. There is a walk-up attic that provides easy access storage or other uses based on your imagination. You will find a lovely level yard with an established strawberry patch as well as endless space to continue a garden. The private driveway and detached garage welcome multiple cars. Home sweet home! Set up an appointment today.
#MDCR2034350

MANCHESTER

3060 WESTMINSTER STREET

4 Beds

2 Baths

1,588 Sq.Ft.

$349,999

MLS#: MDCR2034350

Just North of Frederick, MD, this reasonably priced retail shop in the heart of Woodsboro, is currently used as an art studio & art supply store.  The store sits on the corner of Main Street and has easy access to the 194 bypass as well. There is off street parking in the front and back of the building. This site could easily be used as a retail shop, day care, flower shop, religious meeting house and other uses.  There is a garage door entrance in the front of the building that could be reopened if needed.  The history of the building includes a blacksmith shop (see pic of article in photos).  Buyer to perform due diligence to check with the Woodsboro town authorities and Frederick county for the allowed uses of the building.  Great buy for a commercial property in Frederick County. Seller would like to sell the building AS-IS. Please call for an appointment or have your agent make an appointment to see this lovely shop!!
#MDFR2073208

WOODSBORO

200 MAIN ST S

None Beds

None Baths

2,648 Sq.Ft.

$349,900

MLS#: MDFR2073208

New on site 1 day ago
Welcome home! This beautifully updated property was thoughtfully renovated from top to bottom in 2023, offering a seamless blend of style and functionality. The main level features luxury vinyl plank flooring throughout the living, dining, and kitchen areas, creating a cohesive and modern feel.
The fully previously renovated kitchen is open to the dining space and showcases new cabinetry, quartz countertops, and stainless steel appliances—perfect for both everyday living and entertaining. A main-level bedroom and full bath provide added flexibility for guests or convenient one-level living.
Upstairs, you’ll find two generously sized bedrooms, each offering ample closet space. The fully finished basement is bright and inviting, complete with a full bathroom and sliding glass door leading to the backyard—ideal for entertaining, relaxing, or creating a private retreat.
Step outside to enjoy the deck with stairs leading down to the backyard, offering the perfect space to unwind or host gatherings.
#MDCR2034416

WESTMINSTER

33 MILTON AVENUE

3 Beds

2 Baths

2,128 Sq.Ft.

$349,900

MLS#: MDCR2034416

New Price*** 111 E 6th Street is a charming single family home that was converted to 2, 1 bedroom apartments, providing opportunities and options for the next owner. Continue to rent these desirable apartments for a nice investment. Each have eat in kitchens and "in apt" washer and dryer. These units rent very quickly. 
Or, live in one and rent the other to offset expenses, Or convert back to a single family home, the inside stairs are still in place and could be opened up.
As an end unit, this property has lots of natural sunlight and window exposure. A super and inviting front porch is cozy and a fun place to relax while enjoying a beverage. There is a small, fenced back yard and a "partial" driveway that could possibly accommodate a small car and motorcycle parking. There is plenty of street parking available.
The location is great! Close to all of the amazing Frederick amenities, restaurants, coffee shops, retail, parks,  trails, schools, YMCA, hospital and public transportation while also being in a quieter residential area.
#MDFR2079862

FREDERICK

111 E 6TH STREET

2 Beds

None Baths

1,312 Sq.Ft.

$349,000

MLS#: MDFR2079862

New on site 3 days ago
Welcome to this cute and charming two-story home nestled in a peaceful setting with access to the beautiful Conococheague Creek, offering relaxing water views and the perfect blend of comfort and recreation.

This inviting property features 2 bedrooms, a comfortable living room, and a functional kitchen, making it ideal as a full-time residence, weekend getaway, or Airbnb investment opportunity. The primary bedroom suite opens to a large private deck, perfect for unwinding while taking in the serene surroundings.

The fully finished lower level expands your living space and is ideal for entertaining, complete with a game table setup and walkout access to a patio, creating a seamless indoor-outdoor experience. With approximately 2,112 total square feet across both levels, there’s plenty of room to enjoy.

This is a two-parcel property with separate tax IDs, offering added flexibility and value. The home itself sits on 0.61 acres across the street, while the additional 2.35-acre parcel fronts the Conococheague Creek, providing a scenic, private setting perfect for recreation, outdoor enjoyment, and enhancing the overall experience of the property. While the creek-front lot is not buildable, it offers incredible space for relaxing, exploring, and enjoying nature.

Additional highlights include laundry on the lower level and plenty of outdoor space for gatherings or future enhancements.

Whether you're looking for a personal retreat or a property with strong short-term rental potential, this unique offering checks all the boxes.
#MDWA2035660

HAGERSTOWN

12463 GATEWAY AVENUE

2 Beds

1 Baths

2,112 Sq.Ft.

$339,900

MLS#: MDWA2035660

This well-maintained duplex is located directly on Main Street and offers a strong investment opportunity with reliable, long-term tenants in place.
Both units are separately metered, and tenants pay their own utilities in addition to rent.
Unit A (Main Level)
• 1 Bedroom | 1 Full Bath
• Rented for $960 per month
• Spacious living room with large front-facing window overlooking the porch and Main Street
• Generously sized bedroom (king-sized)
• Full bath and functional kitchen with appliances
• Access to basement for private laundry and storage (washer and dryer are tenant-owned)
The current tenant in Unit A also serves as the property caretaker and has maintained the home responsibly.
Unit B (Upper Level – Two Floors)
• 2 Bedrooms | 1 Full Bath
• Rented for $1,070 per month
• Private entrance
• Remodeled kitchen with updated cabinetry and flooring
• Balcony off kitchen overlooking fenced backyard
• Hardwood flooring throughout most of the main level
• Large second-floor bedroom plus substantial storage space
Additional features include off-street parking for two vehicles and a fenced yard.
Recent Capital Improvements:
• Roof replaced (2021), Chimney repairs (2021), New sump pump (2021),  Unit A: New water heater, and furnace burner replacement (2022),  Replacement windows, •
Plaster repairs and gutter replacement (2024)
Both tenants have a strong payment history and have expressed interest in remaining with a new owner, offering continuity of income from day one.
With Main Street positioned for continued revitalization, this property presents both immediate cash flow and long-term appreciation potential.
#MDFR2076554

WOODSBORO

10 N MAIN STREET

3 Beds

None Baths

1,968 Sq.Ft.

$339,000

MLS#: MDFR2076554

Price adjustment, ACT NOW. The sellers are motivated and must move.  Open to ALL reasonable offers, and eager to negotiate. Schedule your private showing today and see the possibilities for yourself!"*** You must have a look at this gorgeous Colonial home featuring stunning craftsmanship and beautiful woodwork including original pocket doors and custom handrails on the flowing staircase leading to 4 generous sized bedrooms on the second level. The  home is located in the historic town of New Windsor, MD, and only needs your love and vision. You’ll find this 4 bedroom, one and a half bath property to be more than roomy. Your Kitchen with stainless appliances opens to the spacious dining room for easy entertaining. The main level offers, living, dining, laundry, and the half bath. Step out back to your fenced in yard with private patio for coffee/tea, or reading your favorite book. Upstairs, you will find generously sized bedrooms, a full bath, and a stairway to the bonus level. Use the third level for additional storage, or its waiting for your vision to add living space. Convenient off-street parking in the rear gives you security for your vehicles. New Windsor offers rich history with the small-town feel, but is close to all the amenities of Westminster, only a 10-minute drive away. Let’s work together to make this your next home. Schedule your tour today.
#MDCR2033414

NEW WINDSOR

221 MAIN STREET

4 Beds

1 Baths

1,936 Sq.Ft.

$339,000

MLS#: MDCR2033414

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