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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
391
# of Listings
3
Avg # of Bedrooms
$245
Avg. $ / Sq.Ft.
$704,608
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

142 Properties Found. Page 4 of 10.

***REDUCED***Fully renovated inside and out and walking distance to the heart of downtown Frederick! Discover this beautifully renovated townhouse in the heart of downtown Frederick, just steps from the vibrant shops, dining, and entertainment of historic downtown. Completely updated from the inside out, this move-in-ready home blends classic charm with modern upgrades. Step inside to find a brand-new kitchen featuring stylish new cabinetry, new quartz countertops, and new dishwasher. Other appliances include a stainless steel refrigerator, range, microwave and front-load washer/dryer on upper level. The fully renovated bathrooms offer fresh, contemporary finishes, while new flooring flows seamlessly throughout the home. Fresh paint brightens every room, creating a clean and inviting atmosphere. Major improvements provide peace of mind, including new siding, roof and windows. The primary bedroom offers a private deck—an ideal spot to enjoy your morning coffee or unwind in the evening. Outside, enjoy your own private retreat with a patio ideal for relaxing or hosting guests, plus a fully fenced backyard offering both privacy and space for pets or play. Located within walking distance to the heart of downtown Frederick’s boutiques, restaurants, parks, and community events, this turnkey townhouse offers the perfect combination of location, comfort, and style!
#MDFR2077524

FREDERICK

29 WINCHESTER STREET

2 Beds

1 Baths

1,064 Sq.Ft.

$409,900

MLS#: MDFR2077524

Discover the charm and opportunity of this beautiful historic church, originally built in 1878 and offering over 5,100 square feet of interior space. Set on a peaceful 0.7-acre lot surrounded by picturesque farmland, the property combines pastoral views with a convenient, expansive parking area. A welcoming front ramp provides easy access into the building, where visitors are greeted by a dedicated entry area that opens into a spacious sanctuary adorned with stunning stained glass windows, filling the space with warmth and natural light. The building includes six large, windowed rooms that are ideal for gatherings, classrooms, or office use—each offering natural light and flexibility for a variety of needs. The lower level features a generous 38' x 24' dining area alongside an impressive commercial-style kitchen equipped with a ten-burner gas stove, oversized sink, two refrigerators, and abundant cabinet and counter space—ideal for hosting community meals or events. This level also includes windows and a ground-level entrance, allowing for easy loading and unloading of supplies. An attached storage room in the rear of the building provides additional space for equipment or seasonal items. Thoughtfully updated, the property includes one main-level bathroom and two on the lower level, and a stair-accessible chairlift that conveys with the sale. Dual oil furnaces, and central air conditioning on both levels ensure comfort and functionality year-round. A water treatment system is also in place for added peace of mind. With agricultural zoning and a long history of use as a church, this property offers potential for continued religious use or a variety of other permitted purposes. It’s a rare opportunity to own a timeless structure with character, functionality, and serene surroundings. Listing broker does not guarantee permissible uses, it is sole responsibility of buyer and buyer's agent to ensure buyer's intended use complies with zoning and land use through Carroll County and/or applicable government agency controlling parcel.
#MDCR2028828

NEW WINDSOR

2900 MARSTON ROAD

None Beds

None Baths

3,373 Sq.Ft.

$400,000

MLS#: MDCR2028828

Discover the charm and opportunity of this beautiful historic church, originally built in 1878 and offering over 5,100 square feet of interior space. Set on a peaceful 0.7-acre lot surrounded by picturesque farmland, the property combines pastoral views with a convenient, expansive parking area. A welcoming front ramp provides easy access into the building, where visitors are greeted by a dedicated entry area that opens into a spacious sanctuary adorned with stunning stained glass windows, filling the space with warmth and natural light. The building includes six large, windowed rooms that are ideal for gatherings, classrooms, or office use—each offering natural light and flexibility for a variety of needs. The lower level features a generous 38' x 24' dining area alongside an impressive commercial-style kitchen equipped with a ten-burner gas stove, oversized sink, two refrigerators, and abundant cabinet and counter space—ideal for hosting community meals or events. This level also includes windows and a ground-level entrance, allowing for easy loading and unloading of supplies. An attached storage room in the rear of the building provides additional space for equipment or seasonal items. Thoughtfully updated, the property includes one main-level bathroom and two on the lower level, and a stair-accessible chairlift that conveys with the sale. Dual oil furnaces, and central air conditioning on both levels ensure comfort and functionality year-round. A water treatment system is also in place for added peace of mind. With agricultural zoning and a long history of use as a church, this property offers potential for continued religious use or a variety of other permitted purposes. It’s a rare opportunity to own a timeless structure with character, functionality, and serene surroundings. Listing broker does not guarantee permissible uses, it is sole responsibility of buyer and buyer's agent to ensure buyer's intended use complies with zoning and land use through Carroll County and/or applicable government agency controlling parcel.
#MDCR2029056

NEW WINDSOR

2900 MARSTON ROAD

None Beds

None Baths

5,100 Sq.Ft.

$400,000

MLS#: MDCR2029056

Super stellar renovation of Historic Sharpsburg House! This down to the studs renovation preserved original details while providing outstanding insulation and structural improvements! Original floors and woodwork still intact. Lots of sunshine and fresh air from many windows! This neat property has so much potential as a large residence, home based business location or even full-on commercial! Operated for years as Hammonds General Store, the shop space has been lovingly preserved to provide prospective purchasers with an outstanding space to develop a gallery, shop, museum or other home based business. (Subject to Town approval) The shop space can also become a great room with space for a large kitchen and gathering space--a rarity in most old homes. The property fronts on Main Street next to a popular local restaurant and just a block away from a new interpretive park presenting the impact the Battle of Antietam had on the residents of Sharpsburg in 1862. Antietam Battlefield is regarded as one of the best preserved in the United States. The lovely community of Sharpsburg takes great pride in its preservation. The town Museum, the new park and the acquisition of a house untouched after the battle are all harbingers of advancing interest in this preservation effort.
#MDWA2035428

SHARPSBURG

117 E MAIN STREET

None Beds

None Baths

6,156 Sq.Ft.

$399,900

MLS#: MDWA2035428

Super stellar renovation of Historic Sharpsburg House! This down to the studs renovation preserved original details while providing outstanding insulation and structural improvements! Original floors and woodwork still intact. Lots of sunshine and fresh air from many windows! This neat property has so much potetntial as a large residence, home based busines location or even full-on comercial! Operated for years as Hammonds Store, the shop space has been lovingly preserved to provide prospective purchasers with an outstanding space to develop a gallery, shop, museum or other home based business. (Subject to Town approval) The shop space can also become a great room with space for a large kitchen and gathering space--a rarity in most old homes. The property fronts on Main Street next to a popular local restaurant and just a block away from a planned interpretive park presenting the impact the Battle of Antietam had on the residents of Sharpsburg in 1862. Antietam Battlefield is regarded as one of the best preserved in the United States. The lovely community of Sharpsburg takes great pride in its preservation. The town Museum, the new park and the acquisition of a house untouched after the battle are all harbingers of advancing interest in this preservation effort.
#MDWA2035416

SHARPSBURG

117 E MAIN STREET

5 Beds

2 Baths

3,500 Sq.Ft.

$399,900

MLS#: MDWA2035416

Welcome home to peaceful country living! Beautiful colonial home with modern updates! Nestled on 0.75 acres, this charming 3-bedroom, 2-bath home offers the space and comfort you’ve been looking for. The updated kitchen (2025) shines with new cabinetry, granite countertops, tile backsplash, and stainless steel appliances, while beautiful flooring flows throughout the home. Relax on the front porch swing, entertain on the back deck, or gather around the fire pit under the stars. Enjoy a large yard with garden beds, shed, and plenty of storage including attic and cellar access. A perfect blend of comfort, character, and outdoor living.
#MDFR2078830

ADAMSTOWN

1844 PLEASANT VIEW ROAD

3 Beds

2 Baths

1,312 Sq.Ft.

$399,900

MLS#: MDFR2078830

WELCOME HOME! This CHARMING Fountainhead cape cod is ready for you to call home! From the moment you arrive, you’ll appreciate the inviting curb appeal. Inside, this cutie features a thoughtfully designed layout with generous living spaces, charming built ins with gleaming hardwood floors. Featuring 4-bedrooms, and 2.5 bath(s), this one has plenty of space for functionality and comfort! Recently upgraded in 2021, with new siding, windows, landscaping, paint, lighting, appliances, kitchen, and baths; the work has been done for you! The main floor features a huge living room, main level bedroom, kitchen, and full bath with a jetted tub and separate tiled shower and a half bath. The upstairs offers 3 nice sized bedrooms with hardwood flooring, and a full bath. The basement is just waiting to be used for extra living space for either a gym, office, or flex space! Heading out into the backyard you’re surrounded by peaceful serenity. Plenty of parking is available with extra space in the one car detached garage. Call today for your private tour! You won’t want to miss this one!
#MDWA2034578

HAGERSTOWN

18826 PRESTON ROAD

4 Beds

2 Baths

2,336 Sq.Ft.

$399,900

MLS#: MDWA2034578

Major Price Improvement!! Renovated farmhouse with a fabulous location! This 3 bed/2 full bath home offers first floor laundry, LVP flooring, renovated baths with high end finishes and a spacious kitchen with quartz countertops/gas cooking/SS appliances/white shaker cabinets/tiled backsplash. Off the kitchen you'll find a nicely sized family room with vaulted ceilings and as a bonus the attic is finished for an additional space! There is a full basement for storage as well as updated electric & plumbing. Outside there is off street parking, a long lasting metal roof and a large backyard for relaxing in. The home also features a new furnace & AC! **Note home is larger then tax records**
#MDFR2078244

FREDERICK

4810 OLD SWIMMING POOL ROAD

3 Beds

2 Baths

1,510 Sq.Ft.

$399,900

MLS#: MDFR2078244

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

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

Motivated seller with a new price!!! Property sold as-is, offering upside potential in a great location. Well suited for cash buyers. Welcome to 1936 Old National Pike, a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike in Middletown, MD. Investors, flippers, and restoration experts, attention! A rare opportunity in Middletown, this turn-of-the-century brick home sits on almost four acres along Maryland’s historic Old National Pike. The property offers substantial upside for buyers prepared to take on a full-scale renovation, with large interior spaces, classic brick construction, a metal roof, and mature surrounding acreage. The home, built circa the turn of the last century, is listed strictly "as-is" and is currently not move-in ready. It offers a durable metal roof and generous interior space, but it needs a comprehensive overhaul. The Land & Outbuilding is nearly four acres, feature mature acreage and include a spacious outbuilding/barn structure with existing electric service. This asset can be used as a workshop, studio, storage, or for conversion. Historic Significance: This is a true piece of local history, positioned directly on Maryland’s original National Pike Road. This home is for the buyer dedicated to preservation; it provides the opportunity to bring a landmark property back to its former glory. Conservation Easement: The Maryland Environmental Trust (MET) Conservation Easement covers the property. This is an optimal acquisition for an experienced house flipper or investor looking for a major value-add project with significant potential ROI after full restoration. Ideal for buyers who value privacy, history, and the potential to make this property their own.
#MDFR2073722

MIDDLETOWN

1936 OLD NATIONAL PIKE

4 Beds

2 Baths

2,824 Sq.Ft.

$399,000

MLS#: MDFR2073722

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

New on site 1 day ago
Welcome to Sharpsburg! Step into a rare blend of early American charm and modern luxury in this fully remodeled 1806 home, beautifully situated on a large lot in the heart of historic Sharpsburg, MD. This 3-bedroom, 2-bath residence has been thoughtfully renovated from top to bottom, preserving some of its timeless character while delivering the comfort and style today's buyers expect. Inside, you'll find a bright layout with updated flooring, fresh finishes, and a seamless flow perfect for everyday living and entertainment. The kitchen features modern cabinetry, sleek countertops and backsplash, and stainless steel appliances. Both full bathrooms have been completely redesigned with clean, contemporary touches, while each bedroom offers comfort, charm, and versatility. Beyond the walls, enjoy character of a historic town know for its rich heritage and small-town feel, all while being just a short drive to shopping, dining, and conveniences of Shepherdstown, Hagerstown and Frederick. Whether you're commuting, exploring local parks and trails, or enjoying nearby restaurants, this location offers the perfect balance of tranquility and accessibility. If you've been looking for a move-in-ready home with history, style, and modern updates in a highly desirable area of Washington County, don't miss this one, it's a must see! PHOTO'S EXPECTED 5/1.
#MDWA2035786

SHARPSBURG

102 W ANTIETAM STREET

3 Beds

2 Baths

1,985 Sq.Ft.

$389,900

MLS#: MDWA2035786

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

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