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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
751
# of Listings
3
Avg # of Bedrooms
$377
Avg. $ / Sq.Ft.
$728,748
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

399 Properties Found. Page 16 of 27.

Discover the Charm of Country Living Just Minutes From Downtown Frederick. Welcome to this beautifully maintained 1910 farmhouse, perfectly set on nearly one acre of landscaped privacy in the highly desirable Mountaindale area. This property offers the rare combination of peace, space, and historic character—while still placing you just minutes from the heart of Frederick.

Step inside and instantly feel at home. Sunlight pours through every window, highlighting the warm wood finishes and the generous room sizes that older homes are known for.  A spacious eat-in kitchen filled with natural light. Inviting family perfect for relaxing or entertaining. A walk-up attic offering excellent storage or a future finished space. This home has been lovingly cared for and maintained, preserving its historic charm while ensuring modern comfort.
Enjoy all the beauty and privacy of country living:
Nearly one acre of open, usable lawn surrounded by mature trees
A cozy fire pit area for evening gatherings
Space to garden, play, entertain, or simply unwind
Two outbuildings with electricity, ideal for workshops, storage, hobbies, or equipment
A 50-amp RV hookup, perfect for travelers, guests, or recreational use
Quick, easy access to Route 15 for smooth commuting
No city taxes
A BAT septic system already in place
Just minutes to Downtown Frederick, local parks, shops, restaurants, and breweries

This property truly offers the best of both worlds—quiet country living with convenient access to everything Frederick has to offer.
#MDFR2076900

THURMONT

6529 MOUNTAINDALE ROAD

3 Beds

1 Baths

1,638 Sq.Ft.

$399,000

MLS#: MDFR2076900

Timeless & Classic Brick Colonial for Sale in the heart of Smithsburg - Family owned for 60+ years and home of former Mayor Myers, this cherished home blends historic character with everyday comfort.   From the moment you arrive, the full-width front porch welcomes you — the perfect spot for morning coffee or evening chats or watching the parade.     Inside, you’ll find 9-foot ceilings, 4 spacious bedrooms, and 2 full baths, all accented by original wood floors, doors, and trim that showcase the craftsmanship of a bygone era.   Home highlights include granite kitchen with all appliances, separate dining room, living room with fireplace, and main-level laundry for added convenience.  Replacement windows, new roof 2023, toasty hot water furnace, and central air conditioning for year 'round comfort.   Walk-up attic for abundant storage or future expansion.  Out back, enjoy a private patio and a level lot that extends to the rear alley — complete with a shed and detached 3-car garage.    All this within easy walking distance to local conveniences, shops, and community amenities.   If you’ve been dreaming of a home with heart, history, and timeless charm, this is your opportunity to own a true Smithsburg treasure.  Schedule your showing today!
#MDWA2034288

SMITHSBURG

72 S MAIN STREET

4 Beds

2 Baths

2,412 Sq.Ft.

$399,000

MLS#: MDWA2034288

1900s colonial charm blends beautifully with modern updates in this inviting home, featuring a spacious foyer with natural oak hardwood floors and a seamless flow from the living room to the dining room for easy entertaining. The updated kitchen showcases custom cabinetry, white countertops and backsplash, a new fireclay sink, porcelain flooring, updated appliances, a side door for indoor/outdoor gatherings, and a second stairway leading to the owner’s suite. The main level includes a first-floor bedroom and full bath, while upstairs offers an owner’s suite with a private balcony rebuilt in November 2023, plus three generously sized bedrooms sharing an updated bath. The attic is ready to be finished as a bonus room. A welcoming front porch and expansive, flat backyard complete this ideally located home near shopping, dining, and major highways.
#MDWA2034656

SMITHSBURG

22538 OLD GEORGETOWN ROAD

5 Beds

2 Baths

2,024 Sq.Ft.

$399,000

MLS#: MDWA2034656

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.

$399,000

MLS#: MDCR2033138

Circa 1900! Prime time location with 10+ off street parking spaces in walking distance to the court house. This is a completely remodeled office space and is ready for you to take your business to the next level.  Use this location to drive up sales. Thousands of cars drive past here every day. Its time for your sign to hang on Washington St. Get in now before the new stadium in Downtown Hagerstown opens bringing in investors from all over the world.
#MDWA2022814

HAGERSTOWN

115 WASHINGTON STREET

None Beds

None Baths

2,297 Sq.Ft.

$395,000

MLS#: MDWA2022814

Home Sweet Home! Built in 1924, this 4 bedroom 1 1/2 bath room farm house is looking for its new owner. Sitting on 1.84 acres, it offers you the room to breathe! The house in very well maintained, and updates include a new metal roof,  new septic system, and well. This home offers dual living rooms on the main level, along with an office/study. Upstairs you will find 4 large bedrooms, along with a full bathroom.  The laundry is on the main level, along with a 1/2 bath.  Step outside- You'll enjoy an oversized 3 car garage, with loft, for storage. There is a detached building that once was used as a cattle/hog barn.  If your looking for your place out in the country, look no further than this! Call today for your showing.
#MDWA2035348

HAGERSTOWN

20667 MILLERS CHURCH ROAD

4 Beds

1 Baths

2,101 Sq.Ft.

$389,900

MLS#: MDWA2035348

Step into a beautifully renovated gem that seamlessly blends historic charm with modern convenience. This stunning home, built in 1875 and set to shine with major renovations in 2025, boasts 4 spacious bedrooms and 2 full bathrooms, perfect for both relaxation and entertaining. The inviting interior features plush carpeting and elegant laminate flooring. Enjoy cozy evenings on the patio, or utilize the additional shed for extra storage. The main floor laundry adds to the convenience of daily living. With a manageable lot size of 0.11 acres and driveway parking, this home offers both charm and practicality. Don’t miss the opportunity to own a piece of history, enhanced for modern living—your dream home awaits!
#MDFR2079574

JEFFERSON

3830 JEFFERSON PIKE

4 Beds

2 Baths

1,584 Sq.Ft.

$389,900

MLS#: MDFR2079574

PRICE IMPROVEMENT! A rare investment opportunity in Thurmont with multiple income streams and strong rental potential. This property includes two separate homes on one parcel plus eight garage spaces that can be rented individually. Once updated and made fully rentable, the combined rental potential is approximately $4,000 per month (about $48,000 per year). Based on projected rents and the new list price, the gross cap rate is estimated at over 11% Estimated rents: one-bedroom home at $1,400, three-bedroom home at $1,800, and eight garages at $100 each. Live in one home and rent out the other, or lease both properties and the garages for steady income. The property will require updates and is being sold as-is. Buyer to verify rental licenses, zoning uses, and any county requirements for occupancy. Located close to downtown Thurmont with easy access to commuter routes, schools, and shopping. A great fit for a landlord, flipper, investor, tradesperson, or an owner-occupant looking for help with the monthly payment. Unique investment opportunity with long-term upside. 

The main home is move-in ready, featuring spacious living areas, a main-level bedroom and full bath, two additional bedrooms upstairs, and a sitting room over the kitchen. A new washer and dryer is also located on the main level.

The second home includes a large upstairs bedroom with a full bathroom. The kitchen and second full bath are located on a half-level down (both in need of full rehab). The finished lower level includes a rec room and laundry area with a newer washer and dryer. A large upper-level deck needs repair, but the lumber to rebuild it is included.

Additional features include:

Eight total garage bays across three structures:

4 facing the rear alley (3 currently rented month to month)

3 side garages 

1 tucked beneath the rear deck

Each garage bay has electric (no water)—ideal for storage, workshop use, or contractor needs

Public water and sewer

Boiler heat (oil), window A/C units, and electric hot water heaters (both approximately 2 years old)

Located just minutes from downtown Thurmont, Route 15, Cunningham Falls State Park, and Catoctin Mountain Park, this property offers convenience, versatility, and strong potential for value growth.

Property is being sold as-is.

Don’t miss this one-of-a-kind opportunity with flexible use, income potential, and a prime location in Northern Frederick County. Schedule your showing today!
#MDFR2069076

THURMONT

18-20 WATER STREET

4 Beds

3 Baths

2,988 Sq.Ft.

$389,900

MLS#: MDFR2069076

Historic character and small town charm meet everyday convenience at 2 North 2nd Street in the heart of Woodsboro. Originally built in the 1860s, this thoughtfully maintained home 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. Inside, vintage details blend beautifully with modern updates and flexible living spaces. The inviting front living area is filled with natural light and highlighted by dramatic decorative ceiling panels that add warmth, texture, and distinctive historic character. The kitchen features Corian countertops, 42 inch wood cabinetry, and generous storage with direct access to the covered porch and fenced outdoor space. Just beyond is a comfortable gathering room with hardwood floors 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 shopping, 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.
#MDFR2079146

WOODSBORO

2 N 2ND STREET

3 Beds

2 Baths

2,412 Sq.Ft.

$389,900

MLS#: MDFR2079146

POSSIBILITY OF 6 UNITS! Welcome to 601-603 North Mulberry Street, a 4 -unit residential investment. The property features 4, individually metered 1-bedroom apartments, with 2 separate entrances for each unit(8 total entrances). There are 2 additional attic units on each side that could be renovated into 2 additional efficiency or studio units! These additional attic units already have separate entrances, and the owner claims that a city inspector has said that these 2 units could be turned into additional residential space. The property is deeded as 2 separate parcels (601-603). The owner is willing to sell separately, but prefers to sell together as one portfolio. The properties will need some amount of renovation, with unit 603 needing more than cosmetic improvements. Call agent for estimated financials and rental estimates, or to schedule a private showing.
#MDWA2033552

HAGERSTOWN

601-603 N MULBERRY STREET

4 Beds

None Baths

5,580 Sq.Ft.

$389,900

MLS#: MDWA2033552

PRICE IMPROVEMENT! A rare investment opportunity in Thurmont with multiple income streams and strong rental potential. This property includes two separate homes on one parcel plus eight garage spaces that can be rented individually. Once updated and made fully rentable, the combined rental potential is approximately $4,000 per month (about $48,000 per year). Based on projected rents and the new list price, the gross cap rate is estimated at over 11% Estimated rents: one-bedroom home at $1,400, three-bedroom home at $1,800, and eight garages at $100 each. Live in one home and rent out the other, or lease both properties and the garages for steady income. The property will require updates and is being sold as-is. Buyer to verify rental licenses, zoning uses, and any county requirements for occupancy. Located close to downtown Thurmont with easy access to commuter routes, schools, and shopping. A great fit for a landlord, flipper, investor, tradesperson, or an owner-occupant looking for help with the monthly payment. Unique investment opportunity with long-term upside. The main home is move-in ready, featuring spacious living areas, a main-level bedroom and full bath, two additional bedrooms upstairs, and a sitting room over the kitchen. A new washer and dryer is also located on the main level. The second home includes a large upstairs bedroom with a full bathroom. The kitchen and second full bath are located on a half-level down (both in need of full rehab). The finished lower level includes a rec room and laundry area with a newer washer and dryer. A large upper-level deck needs repair, but the lumber to rebuild it is included. Additional features include: Eight total garage bays across three structures: 4 facing the rear alley (3 currently rented month to month) 3 side garages 1 tucked beneath the rear deck Each garage bay has electric (no water)—ideal for storage, workshop use, or contractor needs Public water and sewer Boiler heat (oil), window A/C units, and electric hot water heaters (both approximately 2 years old) Located just minutes from downtown Thurmont, Route 15, Cunningham Falls State Park, and Catoctin Mountain Park, this property offers convenience, versatility, and strong potential for value growth. Property is being sold as-is. Don’t miss this one-of-a-kind opportunity with flexible use, income potential, and a prime location in Northern Frederick County. Schedule your showing today!
#MDFR2069024

THURMONT

18-20 WATER STREET

5 Beds

None Baths

2,988 Sq.Ft.

$389,900

MLS#: MDFR2069024

Welcome to Main Street! This new renovated home is living all its glory! From the original hardwood floors, to a new kitchen to new windows, recessed lighting and more! Entering the home you are greeted with the large living room and the perfect nook for a little library or office space! Entering the back of home relish in the beautiful updated kitchen with new cabinets and counters, great views of the back yard, new flooring and space for an eat-in area! Upstairs are three spacious bedrooms filled with beautiful hardwood floors, natural light, fresh paint and closet space! The primary bathroom compliment the primary bedroom with a dual vanity and stall shower! Similar to the primary bath, the guest bath has been updated and features a large deep tub shower combo! Outside enjoy the partial wrap around porch, long backyard, shed and one car garage! Ask about our closing cost assistance!
#MDWA2034602

BOONSBORO

305 MAIN STREET N

3 Beds

2 Baths

1,452 Sq.Ft.

$389,000

MLS#: MDWA2034602

Fully Renovated Duplex – Perfect for Owner Occupant or Investment , offering two spacious units, each with 3 bedrooms and 1 bathroom. This turnkey property is ideal for someone looking to live in one unit while renting the other, or for an investor seeking a strong rental property.  Property 137 has private parking space.  Both units have been fully updated with modern finishes, including new kitchens, bathrooms, new flooring, appliances, fresh paint, decks and more. Separate electric meters allow tenants to pay their own utilities.   Estimated potential rental income of approximately $3,000 per month. Convenient location close to shopping, restaurants, and major commuter routes.   This is a rare opportunity to purchase a renovated duplex ready for immediate occupancy or rental.   Showings are limited to serious buyers only, and all prospective buyers must be pre-approved prior to scheduling
#MDWA2035512

HAGERSTOWN

135 FAIRGROUND AVENUE 135-137

6 Beds

2 Baths

3,084 Sq.Ft.

$385,000

MLS#: MDWA2035512

Investment Opportunity – Fully Occupied 3-Unit Brick Property Across from Hagerstown City Park

Seize the opportunity to own a fully tenant-occupied, all-brick triplex ideally situated directly across from the scenic Hagerstown City Park. This well-maintained property offers a rare combination of location, stability, and long-term upside in one of Hagerstown’s most desirable areas.

Each unit features spacious, light-filled rooms, hardwood flooring, and strong rental appeal. The first-floor unit includes a charming fireplace, while tenants enjoy access to a large front porch with picturesque park views. Additional highlights include a private rear porch, garden-style tub, and convenient off-street parking with rear alley access.

Tenants are responsible for their own heating and utilities, helping to maximize investor returns. The property has recently been updated to meet current city code standards, providing peace of mind for the next owner.

Located just three blocks from the new multi-sports stadium currently under construction, this property is positioned to benefit from continued growth and revitalization in the surrounding area.

Whether you're expanding your portfolio or seeking a solid, income-producing asset in a prime location, this property offers exceptional potential. Seller is open to all reasonable offers.
#MDWA2034868

HAGERSTOWN

428 VIRGINIA AVENUE

6 Beds

None Baths

2,904 Sq.Ft.

$384,900

MLS#: MDWA2034868

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.

$379,900

MLS#: MDFR2067860

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