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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

417 Properties Found. Page 19 of 28.

* Motivated Seller-  Ask about available Closing Cost Assistance with Acceptable Offer* Welcome to 2 North 2nd St in Woodsboro. Historic character and small town charm meet everyday convenience at this lovingly maintained home. The location offers quick access to commuter routes including Route 26, Route 15, and Route 70, making it an easy drive to Wegmans, Super Walmart, and downtown Frederick while enjoying the comfort of a small town setting. The inviting front living area is filled with natural light and highlighted by dramatic decorative ceiling panels and fresh luxury vinyl plank flooring. The kitchen features Corian countertops, 42 inch wood cabinetry, an island and generous storage with direct access to the covered porch and fenced outdoor space. Just beyond is a comfortable gathering room with hardwood floors, wood fireplace and a recently updated half bath. A spacious rear recreation room provides excellent flexibility for a home office, fitness area, or additional living space. Upstairs you will find three well appointed bedrooms including one with a private en suite bath featuring an updated tile shower and fixtures. The primary suite includes a large walk in closet and direct access to the covered second story porch. A spacious laundry room with additional storage is conveniently located on the bedroom level. Outside, enjoy your private oasis with a fully fenced yard, koi pond, a separate summer kitchen that works well for storage or hobbies, and an attached garage with private driveway parking, a rare convenience for homes near the center of town. Recent improvements include a new furnace, new oil tank, and updated electrical service and panels. Enjoy walkable access to local schools, restaurants and Woodsboro park where you can take advantage of playgrounds, trails, and year round community events. Homes with this level of historic character and convenient location rarely become available. Schedule your tour today.
#MDFR2081828

WOODSBORO

2 N 2ND STREET

3 Beds

2 Baths

2,412 Sq.Ft.

$375,000

MLS#: MDFR2081828

Discover the timeless elegance and exceptional potential of this grand Colonial residence, ideally positioned to capture the best of downtown living. Previously used as an accounting firm/office. Offering an impressive 4,248 square feet, this stately home showcases remarkable architectural character rarely found today — from floor-to-ceiling and bay windows to pocket doors, interior shutters, leaded glass accents, and beautifully detailed ceramic tile. Inside, the gracious living and dining rooms are separated by pocket doors and provide the perfect setting for entertaining, while the upper level features five generously sized bedrooms, offering flexibility for family living, guest accommodations, or home office space. With some updates and personal touches, this property presents a wonderful opportunity to enhance its historic beauty while adding modern comfort and value. Outside, charming sidewalks frame the property and contribute to the neighborhood’s classic appeal. Off-street parking and convenient driveway access make daily living effortless — a true advantage in this sought-after downtown location. Situated in a vibrant community within walking distance of Meritus Park (The Flying Boxcars baseball stadium), local parks, downtown coffee shops and restaurants, schools, and The Maryland Theater, this home offers both character and convenience. Whether you’re looking for historical brilliance or to thoughtfully modernize its interiors, this remarkable residence is ready to become something truly special.  Property is zoned CCMU - buyer to verify residential use.
#MDWA2035902

HAGERSTOWN

140 S POTOMAC STREET

5 Beds

None Baths

4,248 Sq.Ft.

$375,000

MLS#: MDWA2035902

New on site 1 day ago
Investor opportunity in Sharpsburg. Fully occupied triplex producing $3,216 per month in gross rental income, or $38,592 annually. This property offers immediate income from day one with all three units currently rented. Located in Washington County with convenient access to Hagerstown, Shepherdstown, Boonsboro, commuter routes, and local amenities. Whether you are expanding an existing portfolio or looking for a multi-unit property with established rental income, this one is worth a look. Buyer to verify all unit information, zoning, rental licensing, income, expenses, utilities, and intended use.
#MDWA2037586

SHARPSBURG

202 E CHAPLINE STREET

5 Beds

None Baths

2,122 Sq.Ft.

$374,995

MLS#: MDWA2037586

Welcome to this charming and updated farmhouse-style home in the heart of Woodsboro. Originally built in 1900 and fully renovated in 2016, this property beautifully blends classic character with modern updates. Throughout the home, you'll find updated flooring, fresh paint, recessed lighting, and energy-efficient systems including a newer HVAC heat pump, washer and dryer and a brand new water heater. The insulation, siding, windows, roof, electrical, and plumbing have all been updated, giving peace of mind and move-in ready confidence.  Offering 3 bedrooms and 2 full bathrooms, this sun filled home features an open main level with a spacious living and dining area, a well-appointed kitchen, and a convenient main-level laundry and mudroom. Outside, enjoy the welcoming front porch, rear deck, and fenced rear yard with a storage shed—perfect for relaxing or entertaining. The property also has a well established garden including multiple berry bushes, perennials, native species, and wildflowers, and a ready to go chicken coop /run approved through the town for up to 5 chickens. Sitting on a 0.12-acre lot with both residential and commercial zoning, this home offers added flexibility for work-from-home needs or future business potential. Located just minutes from local parks, commuter routes, and highly rated Frederick County schools, this home is a rare find in a quaint small-town setting—no HOA and full of charm!
#MDFR2067860

WOODSBORO

102 WOODSBORO CREAGERSTOWN ROAD

3 Beds

2 Baths

1,400 Sq.Ft.

$374,900

MLS#: MDFR2067860

Charming, fully renovated duplex in the heart of downtown Frederick! This adorable home features luxury vinyl plank flooring throughout and a stunning, brand new kitchen complete with quartz countertops, stainless steel appliances, and stylish new cabinetry. The main level offers a spacious living room and separate dining room, perfect for everyday living and entertaining. Upstairs, you’ll find two generously sized bedrooms, a beautifully renovated full bathroom, and convenient laundry hookups. Step outside to the side porch overlooking the fenced backyard, an ideal spot to relax or entertain guests. The full basement provides abundant storage space and features gas heat and brand new central air conditioning for year-round comfort. Perfectly situated just around the corner from Union Mills Public House and Carroll Creek Park, with easy access to downtown shopping, dining, entertainment, and all the charm that downtown Frederick living has to offer. Downtown Business (DB) zoning   Residential /  Commercial  check with Frederick City Planning  & zoning to confirm potential uses
#MDFR2082446

FREDERICK

7 N WISNER STREET

2 Beds

1 Baths

1,034 Sq.Ft.

$369,900

MLS#: MDFR2082446

Lyons Construction is relocating their professional offices. This first-time available property is for sale to a new owner. The existing layout includes several professional offices (all ample size), administrative office, front lobby area, conference room, copy room, break room, 2- half baths, office supply storage and about 1800 square feet of material and equipment storage with direct access to the shared parking lot in the rear of building.  The zoning is RO (Resindential Office) and is compatible for professional and administrative office while maintaining the residential character of the area.  Public water, public sewer, oil heat, central a/c, cable internet, and a substantial amount of dedicated electric capacity that far exceeds their needs.  If you have a need for turnkey professional office space this is your opportunity to own and work within the great, revitalized city of Hampstead.
#MDCR2022586

HAMPSTEAD

1355 N MAIN STREET

None Beds

None Baths

3,960 Sq.Ft.

$365,000

MLS#: MDCR2022586

Beautifully updated! This lovely historic duplex in downtown Frederick is full of charm and character! Close to all that downtown Frederick has to offer, this home is situated in a great commuter location. Walk to all the fantastic amenities in Frederick--Carroll Creek, Baker Park, the library, restaurants, shops & festivals. Step inside this freshly painted home to the charming family room featuring luxury vinyl plank flooring. The gourmet eat-in kitchen features updated stainless steel appliances, granite countertops, and upgraded 42-inch cabinets. A convenient powder room completes the main floor.

The outdoor space is a private retreat! Enjoy your morning coffee or summer grill-outs on the spacious covered deck, which overlooks a fenced-in backyard shaded by mature trees. Beyond the privacy fence, the property continues with additional yard space—perfect for gardening or play—and a large shed for all your storage needs.

On the upper level, you’ll find two spacious bedrooms--each upgraded with a ceiling fan-- and an updated full bathroom featuring a large linen closet. The primary bedroom features dual closets and access to the private balcony. The lower level provides plenty of space for storage and has washer and dryer hook-ups.
#MDFR2079156

FREDERICK

230 E 5TH STREET

2 Beds

1 Baths

1,092 Sq.Ft.

$365,000

MLS#: MDFR2079156

Completely Renovated Home in Westminster

Welcome to this beautifully renovated 3-bedroom, 3 Full-bath home located at 77 S Center St, Westminster, MD 21157. This property has been renovated from top to bottom with **New HVAC, **New Plumbing, **New Electrical **New Roof. **New luxury vinyl plank flooring. Modern finishes throughout.

The main level features an open floor plan with recessed lighting, a bright breakfast area, and quartz countertops paired with brand-new stainless steel appliances—perfect for everyday living and entertaining.

Bathrooms showcase custom ceramic tile, new fixtures, and contemporary design. The fully finished lower level provides additional living space ideal for a family room, home office, or guest area.

Additional highlights include:

Off-street parking pad

Modern lighting and finishes throughout

Move-in ready with “new everything”

A turnkey home offering style, comfort, and convenience—don’t miss this one.
#MDCR2033138

WESTMINSTER

77 S CENTER STREET

3 Beds

3 Baths

1,774 Sq.Ft.

$365,000

MLS#: MDCR2033138

Welcome to the charming Western Maryland town of Smithsburg, where small-town character meets everyday convenience. Ideally located near Hagerstown and Washington County, this home offers easy access to Pennsylvania, West Virginia, and the I-70/I-81 corridors—making commutes to Washington, Baltimore, and local airports and more a breeze.

Built in 1909, this beautifully preserved piece of Smithsburg history blends timeless character with thoughtful modern functionality. The home showcases many original features while benefiting from key updates, including a well-maintained slate roof, durable vinyl siding, attic insulation, energy efficient windows and efficient geothermal heating.
The interior offers a flexible and spacious layout. The second floor includes three bedrooms and a full bath, while the main level features a country kitchen, separate dining room, and comfortable living room. An additional main-floor room can serve as a family room, office, or fourth bedroom, complemented by a laundry room, small office nook, and a second bathroom with a shower.

Outside, you will find a covered rear porch and patio overlooking a well-maintained backyard. The property also includes a one-car garage/barn—ideal for storage or a workshop—along with off-street parking.

Living in Smithsburg allows you to shop and worship locally. The town is highly walk-able, with easy access to parks, schools, churches, the library, and local shops. From farm stores and home improvement shops to local restaurants and annual community events, Smithsburg offers a vibrant and welcoming atmosphere.

This home is full of warmth and opportunity, ready for you to add your personal touches and make it your own.
#MDWA2035782

SMITHSBURG

13 W WATER

4 Beds

2 Baths

2,360 Sq.Ft.

$364,000

MLS#: MDWA2035782

New on site 1 day ago
Charming 3BR/2BA historic brick home in the heart of Manchester with modern updates and timeless character! Step inside to original hardwood floors, abundant natural light, and classic architectural details throughout. The updated kitchen features new countertops, tile backsplash, stove, microwave, dishwasher, refrigerator, and cabinetry—blending function and style. Recent improvements include a new roof and gutters for added peace of mind, along with a new well installation, new septic holding tank, and updated heating oil system, providing major mechanical upgrades for long-term reliability.

Enjoy outdoor living with a screened-in back porch and rear deck overlooking the spacious yard with mature landscaping and garden space. A detached shed provides extra storage, and there's no HOA. Conveniently located near shops, dining, parks, and commuter routes—this home offers the perfect mix of historic charm and modern comfort.
#MDCR2035512

MANCHESTER

4300 MAIN STREET

3 Beds

2 Baths

2,048 Sq.Ft.

$360,000

MLS#: MDCR2035512

Turnkey Renovated Duplex – Ideal for Owner-Occupants or investors!  Hagerstown is growing and rentals are in demand, businesses, restaurants, multiple mega warehouses, new multi million dollar baseball stadium, and more!  This fully updated 2-unit property features two spacious units, each offering 3 bedrooms and 1 full bathroom. Extensive renovations include brand-new kitchens and bathrooms, luxury vinyl flooring, stainless appliances, fresh paint, and private rear decks.  Fenced in backyards.  Unit 137 features the added benefit of a private parking space. With separate electric meters, tenants pay their own utilities, keeping overhead low. Perfectly situated near local shopping, dining, and major commuter routes (I-70/I-81). Live in one side and let the other pay your mortgage, or add a high-performing asset to your portfolio.
#MDWA2036782

HAGERSTOWN

135 FAIRGROUND AVENUE

6 Beds

None Baths

2,124 Sq.Ft.

$359,900

MLS#: MDWA2036782

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

The beauty of this 1899 Victorian Style Colonial offers unique historic charm, with thoughtful updates throughout. Whether it’s sipping your morning coffee or evening relaxation, the full covered front porch is the perfect outdoor living space. As you enter, you will find beautiful oak hardwood flooring throughout the living and dining rooms that was just professionally refinished about a year ago. The perfectly designed kitchen is complete with 42” cabinets, stainless farmhouse sink, a Quartz center island with generous culinary space, JennAir stove/oven, stainless steel appliances, and durable, wide plank, luxury vinyl stone look flooring.  The oversized laundry room is conveniently located off the kitchen. Upstairs has easy-care, engineered hardwood flooring that flows perfectly into the beautiful en suite bathroom, with new vanity, toilet, shower, and custom-designed shower doors. Exit the kitchen onto the large Trex-style deck overlooking a level fenced yard with a spacious shed for your outdoor storage needs. This is the perfect place to call home for small-town living with all the modern conveniences, located in the beautiful town of New Windsor, approximately 10 minutes from Westminster.
#MDCR2034938

NEW WINDSOR

204 CHURCH STREET

None Beds

None Baths

1,408 Sq.Ft.

$350,000

MLS#: MDCR2034938

New on site 3 days ago
Welcome to 3940 Sykesville Road, a versatile and charming property offering exceptional flexibility for a variety of uses, including a traditional single-family residence, rental opportunity, or live/work setup. A detached oversized garage provides outstanding space for a car enthusiast, hobbyist, or business needs, while the home itself showcases timeless character with hardwood floors, French doors, and classic architectural details throughout. The center hall foyer is flanked by formal living and dining rooms, with the living room featuring a fireplace framed by built-ins, creating a warm and inviting focal point.
The eat-in kitchen offers ample cabinetry and a comfortable casual dining area, while a convenient mud room and full bath complete the main level. Upstairs, the home features four bedrooms along with two bonus rooms, each enhanced by wet bar setups with sinks and cabinetry, offering added flexibility for offices, studios, or guest spaces. A full bath and expansive floored attic provide additional function and storage, while the unfinished lower level includes laundry and abundant storage options. Outdoor living is equally accommodating with driveway parking, a covered patio, and a spacious detached garage with soaring ceilings, all set in the heart of Sykesville, offering both convenience and small-town charm.
#MDCR2035328

FINKSBURG

3940 SYKESVILLE ROAD

4 Beds

2 Baths

2,012 Sq.Ft.

$350,000

MLS#: MDCR2035328

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

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