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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
724
# of Listings
3
Avg # of Bedrooms
$384
Avg. $ / Sq.Ft.
$722,775
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

138 Properties Found. Page 7 of 10.

Welcome to 206 Dill Avenue in the heart of Frederick. This charming 2-bedroom, 1-bath rowhome has been recently updated and is move-in ready. The home features an updated kitchen with modern finishes, an updated bathroom, newer LVP flooring, and fresh paint throughout. Located in a prime area, you’re just a short walk from everything Downtown Frederick has to offer — restaurants, shops, breweries, and year-round events. Downtown Frederick continues to become more attractive and appealing every day, making now a great time to get in. The home is also just minutes from Baker Park, perfect for summertime walks, outdoor activities, and enjoying one of Frederick’s most loved areas in Frederick. Whether you're looking for a place to call home or a great investment opportunity, this property offers the convenience of downtown living in a location that keeps getting better.
#MDFR2077942

FREDERICK

206 DILL AVENUE

2 Beds

1 Baths

672 Sq.Ft.

$349,000

MLS#: MDFR2077942

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. 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. Schedule your tour today.
#MDCR2033414

NEW WINDSOR

221 MAIN STREET

4 Beds

1 Baths

1,936 Sq.Ft.

$349,000

MLS#: MDCR2033414

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

Large home! Do you want to spread out? Formal living room with fireplace, formal dining room (currently used for alteration business), eat in kitchen, many closets upstairs too. Current owner has found home of choice and is ready to move! Please excuse packing. While the house may be easy to show, owner has an alteration business and may need a little bit of time to allow sewing clients to finish their appointments. Owner is willing to consider leaving any/all furniture too.
#MDWA2034196

HAGERSTOWN

925 FREDERICK STREET

3 Beds

1 Baths

1,648 Sq.Ft.

$339,000

MLS#: MDWA2034196

GREAT OPPORTUNITY TO BUY A LOVELY HOUSE!!! LOVELY LIVING IN THE COUNTRY BUT AT THE SAME TIME LIVING IN THE CITY in one of Hagerstown's most desirable quiet neighborhoods on an impressive level .35-acre lot. NO HOA. NO CITY TAXES . USDA eligible. Gleaming hard wood floors throughout the entire home. Cozy, inviting living room has a beautiful brick fireplace to enjoy during winter evenings. Tastefully updated kitchen has stainless steel appliances, granite countertops, and plenty of useable cabinet and counter space. Separate dining room, perfect for holiday entertaining. Full, unfinished basement. Detached single car garage. Covered front and back porches. Very commuter friendly location within just minutes to I-81, I-70, and Hagerstown Regional Airport. Close proximity to Meritus Medical Center, downtown Hagerstown, the historic Maryland Theatre, shopping, and fine dining. THIS PROPERTY WON'T LAST LONG.  THIS HOUSE COULD BE YOURS!!! HURRY!!! HURRY!!! SUBMIT YOUR OFFER!!!! WELCOME HOME.
#MDWA2033438

HAGERSTOWN

12207 W LAWN LANE

3 Beds

1 Baths

1,106 Sq.Ft.

$339,000

MLS#: MDWA2033438

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.
#MDFR2077326

WOODSBORO

10 N MAIN STREET

3 Beds

2 Baths

1,968 Sq.Ft.

$339,000

MLS#: MDFR2077326

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.

$335,000

MLS#: MDCR2033030

Welcome to 13 W. All Saints Street in the heart of downtown Frederick, MD. 
Thoughtfully updated and beautifully maintained, this charming townhome is freshly painted, clean, bright, and move-in ready. Set on a private, level lot, the fenced backyard offers a quiet retreat with a gated side entrance. Perfect for slow mornings, evening gatherings, or a little space to unwind.

 Inside, the kitchen blends function and style with granite countertops, soft-close cabinetry, new LVP flooring, and a full suite of new stainless steel appliances.

Upstairs, you’ll find three comfortable bedrooms and a full bath, along with a second-floor balcony off of the hallway - just the spot for coffee or a breath of fresh air. The home carries a balance of character and modern updates, making each space feel both warm and practical.

The unfinished basement adds everyday convenience with a dedicated laundry area, stone walls, and a concrete floor. 

All of this just steps from Frederick’s vibrant downtown - where local shops, dining, and charm are right outside your door. On-street parking.

If you’ve been waiting for something special, this is it!
#MDFR2079456

FREDERICK

13 W ALL SAINTS STREET

3 Beds

1 Baths

1,114 Sq.Ft.

$335,000

MLS#: MDFR2079456

Fully Rented Triplex | $3,175 Monthly Income | Hagerstown

Solid brick three-unit property located at 616 W Franklin Street, delivering immediate and stable cash flow. The asset is fully occupied and generates $3,175 per month in gross rental income, totaling $38,100 annually.

The property consists of three 2-bedroom, 1-bath units, each with private parking. All units are separately metered for electric and feature baseboard heating, keeping utility costs with the tenants and providing a clean, predictable expense structure.

This is a true plug-and-play investment. Take over and continue collecting consistent income from day one. The building offers durable construction, functional layouts, and strong long-term rental demand in an established Hagerstown location, just minutes from I-70, I-81, and downtown amenities.

Stabilized multifamily assets with separate utilities and reliable income streams continue to perform well in Washington County. Whether you are expanding your portfolio or entering the multifamily space, this is a straightforward, income-producing property with proven performance.
#MDWA2034700

HAGERSTOWN

616 W FRANKLIN STREET

6 Beds

None Baths

2,715 Sq.Ft.

$334,900

MLS#: MDWA2034700

This spacious four-story townhouse at 100 W Main St in Westminster, MD, offers 5 generously sized bedrooms and 2 full bathrooms, providing ample living space for those desiring extra room. Hardwood floors run throughout the home, adding warmth and character, while a hallway skylight fills the space with natural light. The kitchen features a convenient walkout to the driveway, making outdoor access easy. Additional highlights include a formal dining room and an unfinished basement, offering potential for customization to suit your needs. Bring your vision home—this property needs a little TLC but has incredible potential!  

Situated in the heart of Westminster, this home is within walking distance of a variety of local shops and dining options. The downtown area boasts art galleries, boutiques, gift shops, craft stores, ensuring a delightful shopping experience.  

With its spacious layout, charming details, and prime location, 100 W Main St presents a unique opportunity to create your dream home in a vibrant community.
#MDCR2031536

WESTMINSTER

100 W MAIN STREET

5 Beds

2 Baths

2,064 Sq.Ft.

$329,000

MLS#: MDCR2031536

ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 5/5/2026 @ 10:00 AM. Bidding ends 5/7/2026 @ 11:00 AM. The list price is the suggested opening bid. Deposit: $50,000.

This three-story detached home w/shed is located in Glenwood, Maryland within Howard County. Residents can enjoy the nearby attractions such as the Wester Regional Recreational Park, Howard County Fairgrounds, and Willow Spring Golf Course. Property is owner occupied but will be delivered vacant. The area offers easy access to the major traffic artery, I-70.
#MDHW2065414

GLENWOOD

2935 ROUTE 97

3 Beds

1 Baths

1,512 Sq.Ft.

$325,000

MLS#: MDHW2065414

unit 229 shown
Welcome to 227/229 Main Street in the charming town of Historic New Windsor, where classic character meets modern updates. This fully renovated two-unit property offers a fantastic opportunity for investors or owner-occupants seeking flexible living arrangements. Both units feature stylish luxury vinyl plank flooring complemented by plush carpeting, a fresh neutral color palette, and sleek stainless steel appliances that create bright, contemporary living spaces.
Unit 227 offers a comfortable layout with two bedrooms, a full bath, a spacious living area, a well-appointed kitchen, and the convenience of in-unit laundry. Unit 229 includes one bedroom plus a versatile flex room ideal for a home office, guest space, or hobby room, along with a living room, kitchen, and its own laundry area. Ample parking is available in the rear of the property, adding everyday convenience. Located in the heart of picturesque New Windsor, this thoughtfully updated property blends small-town charm with modern comfort and functionality.
227–229 Main Street enjoys a convenient location in the heart of Historic New Windsor with easy access to everyday amenities and nearby towns. Shopping, dining, and grocery options can be found just minutes away in Westminster, along with local markets and community events that add to the area’s small-town charm. Commuters will appreciate quick access to MD-31, MD-140, and MD-26, providing connections to Westminster, Mount Airy, Frederick, and I-70 for travel to Baltimore and Washington, D.C., with additional commuter options available via nearby MARC train stations in Frederick and Monocacy.
Some photos have been virtually staged.
#MDCR2033022

NEW WINDSOR

227-229 MAIN STREET

3 Beds

None Baths

1,800 Sq.Ft.

$325,000

MLS#: MDCR2033022

New on site 1 day ago
This duplex presents a fantastic opportunity for investors or owner-occupants alike. Each spacious unit (538 & 540) features 3 bedrooms and 1 full bathroom, offering strong rental income potential.
Enjoy the convenience of ample street parking, along with additional off-street parking available at the rear of the property. 
Property is being sold as-is.
#MDWA2035858

HAGERSTOWN

538 SUMMIT AVENUE

6 Beds

None Baths

3,026 Sq.Ft.

$320,000

MLS#: MDWA2035858

Welcome to 50 S Church St, a beautifully refreshed semi-detached home just moments from downtown Westminster. The main level includes a convenient powder room, while the upper level hosts three bedrooms and a full bath, JUST RENOVATED FULL BATHROOM. You'll love the modern kitchen, complete with granite countertops, ample workspace, stainless steel appliances, a stylish backsplash, and a sunny breakfast nook.
Updates continue throughout with improved lighting, renovated baths, and recent major systems— including a newer roof and hot water heater. Step outside to a generous fenced yard with green space, a fire pit, and shed—ideal for outdoor living and entertaining. A wonderful opportunity to own an updated home in a sought-after location!
#MDCR2031344

WESTMINSTER

50 S CHURCH STREET

3 Beds

1 Baths

1,416 Sq.Ft.

$319,999

MLS#: MDCR2031344

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.

$319,400

MLS#: MDWA2032088

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