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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
768
# of Listings
3
Avg # of Bedrooms
$376
Avg. $ / Sq.Ft.
$730,843
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

419 Properties Found. Page 4 of 28.

121 W Church Street – Historic Luxury in the Heart of Downtown
Located in the historic district of Frederick, 121 W Church Street is an exceptional period residence that seamlessly blends historic charm with over $450,000 in thoughtful capital improvements completed between 2015 and 2025. This meticulously restored home showcases original architectural details alongside modern luxury upgrades throughout.
The home underwent a comprehensive primary renovation featuring a gourmet chef’s kitchen with custom solid wood cabinetry, illuminated glass display cabinets, Cambria quartz countertops, and a dramatic copper-accented design. Premium appliances include a Wolf six-burner range, Sub-Zero refrigerator, dual-temperature wine cooler, ice maker, and a Wolf under-counter drawer microwave. A spacious 9-foot prep island, copper farm sink, custom copper hood, and designer lighting create an ideal space for entertaining and everyday living.
The luxurious primary suite offers a spa-inspired retreat with a large glass-enclosed shower featuring Carrara marble, multiple shower heads, quartz benches, and heated marble flooring. The suite also includes custom dual vanities, a soaking tub illuminated by crystal chandeliers, and an expansive walk-in closet with custom cabinetry and elegant lighting.
Throughout the home, original heart pine floors have been carefully refinished, while historic elements such as plaster walls, stained glass panels, and restored pocket doors maintain the property's authentic character. Elegant lighting fixtures, including crystal chandeliers and antique European pieces, enhance the formal living and dining spaces. The living room also features a remote-controlled gas log fireplace.
Additional interior improvements include a redesigned family room with built-in cabinetry, a fully remodeled second-floor guest bathroom with marble and designer finishes, and a converted attic space offering flexible office, workout, or guest space along with a convenient second laundry area with new front load washer and dryer.
Outdoor living spaces have also been enhanced with a 425-square-foot brick patio in a herringbone pattern, custom brick planters, and a fountain water feature—creating a private and elegant courtyard setting. Exterior upgrades include restored shutters, painted and sealed brickwork, cedar fencing with dual gates, and historically appropriate porch restoration.
Modern systems have been addressed with new upstairs and downstairs HVAC systems, appliance upgrades, and continued restoration work to preserve the home’s historic integrity.
With its blend of historic craftsmanship, high-end finishes, and extensive renovations, 121 W Church Street offers a rare opportunity to own a turnkey historic residence in one of downtown Frederick’s most desirable locations.
#MDFR2078422

FREDERICK

121 W CHURCH STREET

4 Beds

3 Baths

3,885 Sq.Ft.

$1,500,000

MLS#: MDFR2078422

Seize this rare opportunity to own a  leased mixed-use property in one of Downtown Frederick’s most desirable and walkable locations. This historic building—home to the iconic Landis Jewelers for decades—offers a strong income-producing portfolio with two established commercial storefronts (currently a boutique purse/apparel shop and a florist) and three residential apartments above.  Positioned just steps from Carroll Creek and surrounded by Frederick’s vibrant restaurants, breweries, boutiques, festivals, and year-round events, this property benefits from consistent foot traffic and high visibility—an ideal setup for long-term tenant demand and rental stability.  Investors will appreciate the diversified income stream and the added convenience of six leased off-street parking spaces, a highly sought-after asset in the downtown core.   Whether you’re looking to expand your portfolio with a stabilized, income-producing property or secure a landmark building in a thriving market, this offering presents both immediate returns and long-term appreciation potential.  Shown by appointment only.
Contact the listing agent or co-listing agent for additional details.
#MDFR2076798

FREDERICK

23-25-27 S MARKET STREET

None Beds

None Baths

4,358 Sq.Ft.

$1,500,000

MLS#: MDFR2076798

The church building is on sale. Please ask the listing for the detail.
#MDFR2075770

FREDERICK

8325 YELLOW SPRINGS ROAD

None Beds

None Baths

5,129 Sq.Ft.

$1,500,000

MLS#: MDFR2075770

The church building is on sale. Please ask the listing for the detail.
#MDFR2075774

FREDERICK

8325 YELLOW SPRINGS ROAD

None Beds

None Baths

5,129 Sq.Ft.

$1,500,000

MLS#: MDFR2075774

Spectacular and exceptionally rare Irregular Queen Anne Victorian, the Samuel S. Robertson House (c.1889) is a true architectural treasure designed by renowned 19th-century architect Thomas Groomes. Honored as a Montgomery County Historic Landmark, this Victorian masterpiece blends exquisite period detailing with thoughtfully integrated modern amenities...........Secluded on 2.5 lush acres, the property is approached by a picturesque cherry tree–lined driveway and surrounded by mature trees, offering privacy and tranquility rarely found so close to urban conveniences. Inside, historic craftsmanship shines alongside contemporary comfort, featuring 4 bedrooms and 3.5 baths, a spacious gourmet kitchen, and a large third-floor recreation room ideal for entertaining, creative pursuits, or relaxation...........Additional highlights include a studio or private office, a beautiful, secluded patio, and a separate exercise/gym building discreetly located off the driveway. Just minutes to METRO, this is a once-in-a-generation opportunity to own a landmark home where history, elegance, and modern living coexist seamlessly.
#MDMC2216316

DERWOOD

6825 NEEDWOOD ROAD

4 Beds

3 Baths

4,496 Sq.Ft.

$1,499,900

MLS#: MDMC2216316

Location Location Location!  2.45 Acres comprised of 4 Lots with 3 income producing dwellings.  Site falls withing the Frederick County Comprehensive Plan for Commercial Uses.  Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC.  All Dwellings and Outbuildings are strictly as-is.
#VAFV2040748

WINCHESTER

821,829,839, and 851 FOX DRIVE

None Beds

None Baths

N/A

$1,499,000

MLS#: VAFV2040748

Commercial property for sale.  Rare opportunity to own the iconic Lamar House. Also known as the Washington Building, 101 S Washington Street is only a block  to the Maryland District Court and the Rockville District Courthouse located in downtown Rockville.  This Metro location also offers easy access to I-270, I-495, Rockville Pike and all the restaurants, shops and amenities of Rockville Town.
This stately Georgian Revival Colonial was originally constructed as a single-family residence and was thoughtfully converted to an office building in the 1950s.  A rear addition was added circa 1980.
Updated and well maintained, this property has an estimated 4,160 SF on the first and second levels  and includes a bonus third floor level with approximately 576 sf and a lower level which offers ample storage space. The recently renovated first floor level features high ceilings, hardwood floors, wood trim, and includes a vestibule, a reception room, a large conference room (or additional office), four nice sized offices, an open work area and two powder rooms.  The second level features six additional offices and a second large open work area as well as two additional powder rooms. Stately structure features slate roof, an attractive front porch, and covered back entrance.  Large parking lot can accommodate approximately 13 cars.
#MDMC2219868

ROCKVILLE

101 S WASHINGTON STREET

None Beds

None Baths

4,744 Sq.Ft.

$1,495,000

MLS#: MDMC2219868

Welcome to 5120 Wilson Lane, a one-of-a-kind 1927 Art Deco residence nestled in Bethesda’s coveted Edgemoor community. Lovingly expanded and meticulously maintained by the same owners over the last 50 years, this home offers a rare blend of timeless architectural character and thoughtful modern updates. Ideally located just two blocks from Downtown Bethesda, this residence offers the perfect balance of urban-suburban living—with restaurants, shops, the Metro, and cultural venues moments away.

Spanning over 3,000 square feet, the expanded main level features a formal living room, dining room, sun-filled den, and a renovated eat-in kitchen with period charm and modern functionality. A large flexible space, currently used as a family room, doubles as a potential main-level bedroom suite, complete with a full bath and large walk-in closet, offering versatility for guests or multigenerational living. A powder room completes this gracious level.

Upstairs, the second floor offers two bedrooms with built-ins and ample storage, and one-and-a-half baths, while the finished third level provides two additional bedrooms and a full hall bath, perfect for family, guests, or office space. Each floor has its own climate control for maximum comfort and efficiency.  The lower level offers generous storage space and potential for future customization. The driveway accommodates up to three vehicles, in addition to the detached one-car garage.

What truly sets this home apart are its authentic Art Deco details, carefully preserved and celebrated throughout:

** Iconic glass block windows bring natural light and bold style, classic to homes of the era  
**  A striking Art Deco fan makes a dramatic statement in the living room  
**  The showpiece fireplace mantel blends Art Nouveau curves with sharp Deco lines  
**  Beveled peach mirror glass under the dining room chair rail captures vintage glamour in its rare hue  
**  The South Beach–inspired front railing offers a stylish architectural welcome  
**  Scalloped shell built-in shelves, a beloved Deco motif, offer both beauty and function  
**  A black-and-white ziggurat floor pattern in the den adds graphic impact

5120 Wilson lane is a truly stand-out home in today's market. Its walking-distance to downtown Bethesda, style, and unique features provide a rare opportunity for buyers interested in the Bethesda Edgemoor community and everything it has to offer.
#MDMC2222810

BETHESDA

5120 WILSON LANE

5 Beds

3 Baths

3,030 Sq.Ft.

$1,425,000

MLS#: MDMC2222810

Rare Investment Opportunity – Solid Brick 10-Unit Building + Garage in Hagerstown’s Arts District

This is a prime opportunity to own a four-story, all-brick 10-unit apartment building with a freestanding 3-bay garage, located in the heart of Hagerstown’s Arts & Entertainment District.

Positioned on a 0.22-acre parcel totaling 9,745 sq ft, the building includes 12,736 sq ft of gross building area and features a mix of 9 residential units and 1 commercial unit, all with separate electric meters.

The site is zoned CC-MU (City Center – Mixed Use), offering long-term flexibility and value for investors. The building is fully leased and located just blocks from the new multi-use sports and events facility, University of Maryland Hagerstown campus, and the Washington County Library.

🔑 Highlights:

Fully occupied 10-unit building (9 residential / 1 commercial)

Separate utility metering for all units

Detached 3-bay garage on-site

Located within Hagerstown’s revitalization zone

High visibility and walkable to key downtown amenities



This property offers a stable rental income stream with future upside potential, a perfect fit for seasoned or new investors looking to grow their portfolio in a rapidly improving downtown market.

🏢 Unit Mix – 10-Unit Building

5 units – 3 bedrooms / 1 bathroom

3 units – 1 bedroom / 1 bathroom

1 unit – 2 bedrooms / 1 bathroom

1 commercial unit

Each unit is individually metered for electric, and the property includes a freestanding 3-bay garage for additional value or potential rental income.
#MDWA2032974

HAGERSTOWN

154-158 POTOMAC

None Beds

None Baths

12,736 Sq.Ft.

$1,400,000

MLS#: MDWA2032974

Love history?  Love farming?  Love Middletown Valley?  This trifecta is for YOU!  Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities!  Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast.  Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse.  The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together.  Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils.  For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets.  It’s the perfect space for entertaining or any culinary work-of-art.  In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal.  Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space.  This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic.  There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture.  Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets.  2730 Marker Road is truly one-of-a-kind!
#MDFR2073778

MIDDLETOWN

2730 MARKER ROAD

5 Beds

2 Baths

3,112 Sq.Ft.

$1,395,000

MLS#: MDFR2073778

Love history?  Love farming?  Love Middletown Valley?  This trifecta is for YOU!  Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities!  Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast.  Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse.  The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together.  Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils.  For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets.  It’s the perfect space for entertaining or any culinary work-of-art.  In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal.  Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space.  This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic.  There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture.  Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets.  2730 Marker Road is truly one-of-a-kind!
#MDFR2073776

MIDDLETOWN

2730 MARKER ROAD

5 Beds

2 Baths

3,112 Sq.Ft.

$1,395,000

MLS#: MDFR2073776

Welcome to this beautifully updated home, ideally located just minutes from downtown Silver Spring.
This tastefully renovated residence features six spacious bedrooms and five-and-a-half bathrooms, including a main-level primary suite and dedicated office—perfect for today’s modern lifestyle.

The open-concept floor plan is filled with abundant natural light, highlighting the gourmet kitchen with stainless steel appliances and sleek quartz countertops. An inviting addition provides flexible space ideal for a playroom, media room, or family retreat.

Enjoy the convenience of being within walking distance to the local playground and metro, while savoring the comfort, style, and thoughtful design that make this home truly special.
#MDMC2204448

SILVER SPRING

708 HANKIN STREET

6 Beds

5 Baths

2,808 Sq.Ft.

$1,350,000

MLS#: MDMC2204448

Unlock the potential of a timeless landmark with the Wayside Inn, a historic gem nestled in the heart of Middletown, Virginia. This unique property not only boasts a rich history dating back to the 18th century but also offers 22 suites all with bathrooms, 3 bars (tavern, bourbon & Speakeasy, The RED HAT), huge entertaining space for events.   This is a prime commercial opportunity with an expansive  land for expansion.  Just under 4 acres zoned B1.   With 4 acres of commercially-zoned land at your disposal, envision the expansion possibilities that could elevate this historic landmark into a thriving hub of activity.   Take advantage of the ample space to create a vibrant commercial district that complements the historic character of the Wayside Inn, making it a destination for locals and tourists alike.   Situated in the picturesque Shenandoah Valley, the Wayside Inn offers a scenic backdrop that enhances the allure of any commercial venture. The expansive grounds provide ample room for outdoor amenities, gardens, or additional structures to further enhance the property's appeal.   Benefit from the strategic location of Middletown, with easy access to major transportation routes. The Wayside Inn's proximity to popular attractions, historic sites, and a supportive local community makes it an ideal location for a successful and sustainable business venture.   Don't miss the chance to own a piece of history with a promising future. The Wayside Inn presents a rare investment opportunity where historic charm meets commercial potential. Whether you're an entrepreneur seeking a unique venture or a developer with a vision, this property is your canvas to create something extraordinary.
Seize the moment and transform the future of the Wayside Inn. Embrace the legacy, write the next chapter, and make this historic landmark a cornerstone of Middletown's thriving community.   Fully running and doing great, we have changed management and its now positive cash flow.   its prime for an owner occupant.   call for details and appointments.  Open to lease option and owner financing available.  Kitchen and tavern are leased.  Have grants applied for in the millions to renovate it.  Have insurance claim coming for a new roof as well.
#VAFV2019018

MIDDLETOWN

7783 MAIN STREET

None Beds

None Baths

20,820 Sq.Ft.

$1,300,000

MLS#: VAFV2019018

Mixed use Historic Complex located within the Hub and Opportunity Zone. Two units (4&5) being sold as a package.  Ideal site for adaptive mixed reuse, residential/office/retail/office/brewery/coffee shop/restaurant with unlimited potential and appeal. The site offers architectural interest, sweeping views of the Spires Skyline and location, location, location!  Please call LA for all the details and/or to schedule a tour.
#MDFR2063266

FREDERICK

37-39 E SOUTH STREET 4-5

None Beds

None Baths

17,000 Sq.Ft.

$1,300,000

MLS#: MDFR2063266

This one is a masterpiece. Set on a classic Silver Spring street, 9403 Warren St is an impeccably restored historic bungalow expanded with a seamless addition and finished to a level you rarely see, all in keeping with the Historic guidelines. No details were spared, with all original components either restored, or masterfully matched. The restoration pairs timeless character with peace of mind thanks to a new roof, true divided light insulated windows for both the highest quality and craftsmanship to match the original design, all-new mechanical systems, all new appliances, and even a whole home generator. Inside, the original charm takes center stage with restored hardwood floors, rich trim work, a showcase fireplace, and carefully revived period details, complemented by curated lighting and hardware that feel authentic to the home’s era, while at the same time boasting top of the line modern conveniences, like wireless Lutron and Skylink 3 way switches. The updated kitchen is both striking and functional, featuring ceiling-height cabinetry, a rare and stunning quartz that matches the exterior trim color to the vein of the stone, a farmhouse sink, and a stainless range with a statement vent hood, all designed to flow naturally into everyday living and entertaining spaces. The main level powder room boasts a hand carved vanity that will leave you speechless. The addition, perfectly matching the original home, provides an exquisite living area on the main level and an incredible primary suite up top. The home features 4 bedrooms and 3.5 baths across a thoughtful layout, while a dedicated office or nursery adds flexibility for work or a quiet retreat.  
The lower-level suite, with a bedroom and full bath creates excellent options for guests, extended stays, or a separate rental income capability. The walkout lower level offers a separate entrance and even a dedicated wine room, complete with handmade wine rack, top of line wine fridge, and a full size laundry room. Outside, the porches deliver the kind of curb appeal that never goes out of style. The detached 2-car garage is a standout with built-in shelving and space for cars and projects, plus a large driveway for expanded parking, all on a charming corner lot. Just over the DC line, the location is amazing, giving you access to the best Washington DC has to offer, minutes to Forest Glen Metro, and close to I-495 for easy commuting. This special property is truly a one of a kind. Make this your home today!
#MDMC2213312

SILVER SPRING

9403 WARREN STREET

4 Beds

3 Baths

2,115 Sq.Ft.

$1,295,000

MLS#: MDMC2213312

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