CHARIS REALTY GROUP
One of the most popular communities provided by {{page_data.agentName}}

HISTORIC HOMES (CENTRAL MD)

One of the most popular communities provided by Charis Realty Group

HISTORIC HOMES (CENTRAL MD)

About HISTORIC HOMES (CENTRAL MD)

Historic Homes for Sale in Central Maryland

(Pre-1940)

Whether you’re drawn to a circa-1800s farmhouse, a storybook Craftsman bungalow, or a stately Victorian with original details, Central Maryland offers a rare collection of homes that simply cannot be replicated today.

This curated search focuses exclusively on homes built prior to 1940 across Frederick, Carroll, Howard, Montgomery, and Washington Counties—properties rich in craftsmanship, character, and enduring architectural beauty. From wide-plank floors and hand-hewn beams to welcoming front porches and timeless proportions, these homes tell a story the moment you step inside.

Explore Historic Communities & Counties

Frederick County: A treasure trove of historic districts, including New Market, Frederick City, and Middletown—known for preserved streetscapes and beautifully restored homes.

Carroll County: Rolling farmland, charming small towns, and classic farmhouses with generous acreage and pastoral views.

Howard County: A unique blend of history and convenience, where older homes are tucked into established landscapes near modern amenities.

Montgomery County: From historic villages like Brookeville to early 20th-century homes in walkable communities, this area offers character close to DC.

Washington County: Rich in Civil War history, with stone homes, farmsteads, and properties that reflect deep Maryland heritage.

Why Choose a Historic Home?

Owning a historic home is about more than square footage—it’s about connection, craftsmanship, and legacy.

These homes often feature architectural details you won’t find in new construction, established settings with mature trees, solid materials and timeless design, and a sense of place, story, and permanence.

The Maryland Old House Collective Difference

The Maryland Old House Collective was created for those who see homes differently.

This is not a general home search—it’s a carefully curated experience designed for buyers and sellers who value vintage and historic architecture, thoughtful restoration and preservation, and unique, one-of-a-kind properties.

With over three decades of experience and a deep appreciation for older homes, this platform is built to help you discover, understand, and ultimately own a piece of Maryland’s history.

Real Estate Trends for Historic Homes

Historic homes continue to attract strong interest from buyers seeking character and individuality. While each property is unique, well-maintained and thoughtfully updated older homes often hold their value exceptionally well. Inventory tends to be limited, making these properties highly sought after when they come to market.

Start Your Search

Browse homes built prior to 1940 across Central Maryland and discover properties that offer more than a place to live—homes with character, history, and a story to carry forward.

One of the most popular communities provided by Charis Realty Group
417
# of Listings
3
Avg # of Bedrooms
$250
Avg. $ / Sq.Ft.
$708,536
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

7 Properties Found. Page 1 of 1.

This Grand Dame enters a graceful new season with a meaningful $100,000 price refinement and an upcoming exterior transformation. Join us at Sunday’s Open House to view three thoughtfully curated paint palettes under consideration for her next chapter. This subtle refresh is designed to further accentuate the architectural beauty of 5 Chevy Chase Circle while honoring the timeless sophistication and commanding presence this beloved residence has long embodied. Positioned prominently on the Circle, a gracious front porch sets the tone, leading to an elegant entryway with a welcoming vestibule that reflects the home’s comfortable yet sophisticated character. This substantial residence of approximately 7,000 square feet includes seven bedrooms, five full baths, and a powder room. The main level offers a beautifully flowing floor plan ideal for both everyday living and entertaining. A spacious entry hall provides access to multiple patios overlooking the pool, seamlessly connecting indoor and outdoor spaces. The living room accommodates multiple seating areas and is both grand and inviting, complemented by a wood-paneled study offering flexibility and charm. A formal dining room, enhanced by a butler’s pantry, creates a refined setting for gatherings, while a mudroom off the kitchen adds everyday convenience. The eat-in kitchen is spacious and inviting, featuring a classic Aga stove, Sub-Zero refrigerator, and two Bosch dishwashers. Designed with both function and style in mind, it offers counter seating, a dedicated dining area, striking pendant lighting, Farrow & Ball wallpaper, and an adjoining butler’s pantry. A large, light-filled sunroom with three exposures overlooks the pool and provides additional patio access, further enhancing the indoor-outdoor connection. Thoughtful details such as window seats and banquette seating add warmth and character throughout. The primary suite features a fireplace, a light-filled ambiance, a dressing area, and a large cedar walk-in closet, along with an ensuite bath with dual sinks. An additional ensuite bedroom, two secondary bedrooms (one with an adjacent sitting room), and a hall bath complete the upper level. The third floor includes a spacious living area with built-in bookcases, three bedrooms, and a full bath. The home’s layout includes generous landings, a back staircase, and flexible spaces well suited for home offices or in-law accommodations, offering versatility for a variety of lifestyles. The private pool, surrounded by a brick patio, is complemented by a secluded side yard offering exceptional privacy and a tranquil setting. The grounds also feature additional outdoor space, brick pathways, and mature plantings, creating a lush, serene landscape. The lot spans approximately 14,904 square feet. A detached two-car garage, lined with windows on three sides, is filled with natural light and equipped for an electric vehicle charger. The lower level features a sauna, creating a private retreat, along with ample storage. An added distinction is the recently renovated fountain at Chevy Chase Circle—a beautifully restored centerpiece with a classic tiered design and enhanced landscaping. Residents of Chevy Chase Village enjoy a unique level of service and convenience, including house checks, key-holding services, and package collection upon request, along with a variety of community programs and events. The home is just steps from shops and restaurants along Connecticut Avenue and within walking distance of Friendship Heights Metro and Wisconsin Place. This residence is both a local landmark and a testament to enduring design. Its commanding presence on Chevy Chase Circle places it among the most recognizable homes in the village, surrounded by historic architecture, mature landscaping, and the timeless charm of one of the region’s most coveted addresses. 5 Chevy Chase Circle presents a rare opportunity to own a truly distinctive home in an exceptional location.
#MDMC2226236

CHEVY CHASE

5 CHEVY CHASE CIRCLE

7 Beds

5 Baths

6,000 Sq.Ft.

$4,295,000

MLS#: MDMC2226236

Culturally, historically, and architecturally significant, Oakdale, circa 1838 and 1898, ancestral home of Maryland Governor Edwin Warfield, is a magnificent estate on a tranquil 180-acres only 20 miles from both the Washington and Baltimore beltways. On The National Register of Historic Places, the main house boasts 24 rooms and 5.1 baths, comprising over 9,500 sq. ft. Impressive, original detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Additional residences include the Carriage House and Gardener's Cottage. Adjoining the main house via a 120' covered colonnade, Oakdale Hall, circa 2005, is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space, providing a superb setting for grand entertaining or concerts and a recreation facility along with the adjoining 60x30 pool. Farming and equestrian endeavors are served by a massive 3-level bank-barn stable, plus a silo and an equipment shed. Other outbuildings include a brick smokehouse, pond-side gazebo, and tool shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer. Includes the main 175-acre parcel which is in Agricultural Preservation and cannot be subdivided, and a 5.8-acre lot.
#MDHW2044530

WOODBINE

16449 ED WARFIELD ROAD

16 Beds

10 Baths

16,270 Sq.Ft.

$3,900,000

MLS#: MDHW2044530

Culturally, historically, and architecturally significant, Oakdale, circa 1838 and 1898, ancestral home of Maryland Governor Edwin Warfield, is a magnificent estate on a tranquil 180-acre tract only 20 miles from both the Washington and Baltimore beltways. On The National Register of Historic Places, the main house boasts 24 rooms and 5.1 baths, comprising over 9,500 sq. ft. Impressive, original detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Adjoining the main house via a 120' covered colonnade, Oakdale Hall (2005), is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space. It provides a superb setting for grand entertaining or concerts and as a recreation facility along with the adjoining 60x30 pool. Outbuildings on the estate include the Carriage House and Gardener's Cottage residences, as well as a brick smokehouse, pond-side gazebo, and tool shed. Equestrian endeavors are served by a massive 3-level bank-barn stable, and farming operations are supported by an additional barn along with a silo and an equipment shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer. Includes the main 175-acre parcel which is in Agricultural Preservation and cannot be subdivided, and a 5.8-acre lot.
#MDHW2044536

WOODBINE

16449 ED WARFIELD ROAD

16 Beds

10 Baths

16,270 Sq.Ft.

$3,900,000

MLS#: MDHW2044536

USER BUILDING SELLER FEELS BUILDING CAN BE DELIVERED VACANT FOR A USER FOR SALE IDEAL FOR LOUNGE, RESTAURANT, EVENT CENTER, RELIGIOUS USES, ETC. 5,843 Sq. Ft. 8216 Georgia Avenue Silver Spring, Maryland 20910 TENANT: Entire property is leased to Third Hill Brewing Co. BUT CAN BE DELIVERED VACANT. This is a NNN lease except landlord covers the fire insurance cost. Tenant pays real estate tax, utilities, all maintenance including roof, structure, HVAC and other interior components. SQUARE FEET: 5,843 s.f. of building at street level. The property contains +/- 7,062 square feet of land. SALES PRICE: $3,500,000 REAL ESTATE TAX / INSURANCE: 2023 real estate taxes of $22,045 paid by tenant & building insurance of $1,482 paid by landlord. IMPROVEMENTS: This is a single level in-line cinderblock and brick retail building facing Georgia Avenue in downtown Silver Spring. There are multiple access points from the front, side and rear. The space is wheelchair accessible from a ramp along the side of the building and the building is sprinklered. The primary structure was built around 1922, however in 2017 the building was gutted and completely redesigned for its current use and brought up to code. There are two HVAC package units (10 ton and 5 ton) with gas fired furnace heat and electric A/C on the roof and interior ductwork providing central heat and air. The floors are smooth concrete. The roof is a white TPO rubber system with R-25 rigid insulation. The interior is designed in sections that include the large Tap Room in the front along Georgia Ave., the large rear Brewery Room, exterior dining/gathering area, a kitchen, two large bathrooms, large walk-in cooler, office, storage and trash room. The Tap Room contains seating for +/- 60 people with plenty of additional standing room as well, along with exterior elevated seating with a full canopy above with 4 large tables that can accommodate an additional +/- 24 people. The Tap Room has a bar / counter, 16 beer taps, hand sink, dishwashing station, customer water dispenser and two large glass panel roll up doors that provide an open and airy sensation to the space. There are high ceilings throughout the building. The large Brewery Room contains multiple stainless steel fermenter tanks and brewing equipment. This area has high ceilings, skylights, floor drain, storage, etc. There is a large open area allowing people to gather and view the activities within this space. There is a Kitchen area (+/- 216 s.f.) for assembling of prepared foods. This room contains 4 refrigerators, 3 compartment sink, 2 handsinks and counters. There is no hood system. There is a large walk-in cooler (+/- 400 s.f.) for storage of kegs and other beverages. SECURITY AGREEMENT: In the event of a default under the lease by tenant, landlord holds a lien on tenant’s equipment. A full list of the secured items can be provided as needed.
#MDMC2139366

SILVER SPRING

8216 GEORGIA AVENUE

None Beds

None Baths

5,843 Sq.Ft.

$3,500,000

MLS#: MDMC2139366

***BACK ON THE MARKET***REPRICED TO MARKET***SELLER FINANCING POTENTIAL***Baker Park grandeur on a quad sized lot – Indulge in over 6,000 SF of living space in this circa 1917 brick & marble Italian estate nestled on over 1 acre on one of the most desirable streets in the premier neighborhood of Frederick. Charming four level brick & marble home in downtown Frederick in the established tree lined neighborhood of Baker Park. 307 Upper College Terrace enjoys a fantastic location within close proximity to Baker Park, Culler Lake, Hood College and everything downtown Frederick has to offer. Over $800,000 in upgrades to home and grounds since purchased. Featuring a traditional lay-out with modern finishes, the main level enjoys high ceilings, hardwood floors, pocket doors, an oversized formal living room with fireplace, oversized formal dining room and study, sun room, two half-bathrooms and a bright oversized eat-in gourmet kitchen with an abundance of natural light. Walk out of the kitchen to a stone patio perfect for BBQing and enjoy the grounds on this oversized quad lot. (Parcel is 1.1± ac, originally 4 city lots). The grounds feature many mature trees, a tennis court, and stone pond with fountain, adding to the tranquility of this estate. The former detached garage has been converted into an open and finished space perfect for recreation or entertaining. The second floor of the home features the master suite & sitting room, featuring an en-suite luxury bathroom with soaking tub and a glass enclosed walk-in shower. The master suite also features a balcony with relaxing views, ceiling fans, laundry chute, and ample closet space. Rounding out the second floor are multiple additional bedrooms, an additional renovated hall bathroom with dual sinks & glass enclosed shower, and an easily accessible second floor laundry room equipped with a utility sink and washer and dryer, and additional access to the second floor balcony. The upper level boasts of an oversized rooftop terrace with expansive city views, including the St. John’s bell tower. The remainder of the upper level has been updated as a suite consisting of a large open room with dormer windows, an expansive walk-in cedar closet, and renovated bathroom. The basement is partially finished with a recreation room / office, large storage room, additional laundry room, storage area, and mechanicals. Private showings by appointment, contact listing agent for more details.
#MDFR2074946

FREDERICK

307 UPPER COLLEGE TERRACE

5 Beds

3 Baths

6,723 Sq.Ft.

$3,249,000

MLS#: MDFR2074946

PRICE IMPROVEMENT! Discover the timeless charm of this historic Victorian, crafted by renowned builder Harry Wardman and ideally located just blocks from Chevy Chase Circle. Blending classic elegance with modern luxury, 5 Oxford Street offers refined living across three beautifully renovated levels in the heart of Chevy Chase Village. Inside, the reimagined upper level features a renovated primary suite with a luxe bathroom, expanded walk-in closet, and marble/granite fireplace surround. All bathrooms have been fully updated, and additional bedrooms include improved layouts, custom closets, and built-ins. A fourth bedroom and updated hallway closet complete the floor. Wardman’s signature details—expansive front porch, high ceilings, crown moldings, and inlaid hardwoods—set the stage for a fully modernized interior. The main level includes a redesigned chef’s kitchen with a center island, custom cabinetry, high-end appliances, and an upgraded butler’s pantry with a wine fridge, coffee bar, and prep sink. Elegant millwork, built-ins, new lighting, and a refreshed powder room elevate the living spaces. Major upgrades include two new HVAC systems with dual zones, upgraded ductwork, and all-new recessed lighting. The lower level offers a refinished fifth bedroom, new laundry closet, and updated ducting. Exterior improvements and a full Ultraguard security system complete this exceptional home—offering historic character and modern convenience, just moments from Chevy Chase’s vibrant shops, parks, and restaurants.
#MDMC2207848

CHEVY CHASE

5 OXFORD STREET

5 Beds

4 Baths

4,398 Sq.Ft.

$3,195,000

MLS#: MDMC2207848

Welcome to 10524 Stull Road—a rare opportunity to own nearly 60 acres in a prime Frederick County location, just minutes from major commuter routes while still offering the privacy and peaceful setting of the countryside. This versatile property features a mix of open fields and wooded areas, making it ideal for farming, recreation, hunting, or creating your own private estate. The land is mostly level with a beautiful natural setting and includes a stocked pond that adds to both the charm and functionality of the property. A large shop provides excellent space for equipment, storage, or workshop use. The existing farmhouse offers the opportunity for rental income, customize and turn into your own vision or use while building your dream home. With the potential for a “one lot plus remainder” subdivision (buyer to verify), there is added value for those looking to invest, build, or create a multi-generational property. Included in the uploaded documents is a program summary sheet outlining various agricultural preservation programs the property qualifies for—offering additional potential benefits for future owners. Outdoor enthusiasts will love the location—close to hiking, biking trails, trout fishing, public hunting land, wineries, and more—making this a true all-around lifestyle property. With easy access to Route 15 and nearby amenities, this property combines convenience with space, privacy, and long-term potential. Whether you’re looking for a homestead, investment, or recreational retreat, this is a unique opportunity in a highly desirable area. Sold as-is. Buyer to perform all due diligence regarding subdivision, zoning, and future use.
#MDFR2079784

FREDERICK

10524 STULL

None Beds

None Baths

2,670 Sq.Ft.

$3,000,000

MLS#: MDFR2079784

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

I agree to receive communications and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service