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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
765
# of Listings
3
Avg # of Bedrooms
$376
Avg. $ / Sq.Ft.
$732,540
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

8 Properties Found. Page 1 of 1.

At the prestigious entrance to Chevy Chase Village, 5 Chevy Chase Circle stands as one of the area’s most architecturally distinctive residences, where whimsy meets elegance, and even the address feels refined and timeless. 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.

$4,395,000

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

32 Residential Units, two Commercial Units and a Leasing Office. Residential Occupancy rate is 94%. One of the two commercial spaces is leased (5 Yr Lease) that just began. In the heart of downtown Hagerstown, just blocks away from the minor league baseball stadium (Meritus Park Stadium) on the same block as the Maryland Theatre and just across the street from the Meinelschmidt Distillery, Bulls and Bears and Schmankerl Stube Restaurant, as well as the Washington County Public Library (diagonally across the intersection). High vehicular and foot traffic, as the property is in downtown Hagerstown. Projected Cap Rate - 8.4% The current owner has had 2 grant applications approved, and a prospective buyer can seek many more. The Georgian is located in the following: Qualified Opportunity Zone: You can look up 55 S Potomac St here to verify City of Hagerstown Arts & Entertainment District property tax incentive: City of Hagerstown Main Street Grant Area. City of Hagerstown Partners in Economic Progress (PEP) Program zone City of Hagerstown City Center Redevelopment Grant zone. Downtown Historic District. (local/state and NHR federal) Enterprise Zone: City of Hagerstown CC-MU area
#MDWA2029678

HAGERSTOWN

55 S POTOMAC STREET

None Beds

None Baths

19,600 Sq.Ft.

$3,840,000

MLS#: MDWA2029678

***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

New on site 1 day ago
Squarely positioned on a prime lot in the heart of the Town of Chevy Chase, 7208 Ridgewood Avenue is a thoughtful reinvention of a classic 1927 Colonial. Proper in its proportions and formal in stature, the home blends timeless architecture with a subtle modern farmhouse sensibility while preserving its original elegance. A central walkway bisects the manicured front lawn, leading to a welcoming arched portico. The wood-and-glass front door opens to surprisingly expansive interiors, offering over 5,000 square feet of refined living space. Curated by Julie Geyer Studio, the interiors embrace a neutral palette with carefully placed, high-impact design moments. Formal living and dining rooms flank the foyer in a traditional center hall layout. The living room connects to a private study via pocket doors, while the dining room pairs a bold palette with contemporary fixtures. A central stair hall transitions seamlessly into the home’s more casual living spaces. The family room serves as the heart of the main level, anchored by a floor-to-ceiling fireplace and a wall of glass that opens to the rear deck, creating a seamless indoor-outdoor connection. The chef’s kitchen centers on a large island with seating and features custom cabinetry and a full suite of professional-grade appliances. A sunlit breakfast area provides direct access to the outdoor space. An additional office, a powder room, a butler’s pantry, and a well-designed mudroom complete the main level. Upstairs, the primary suite occupies its own wing, offering a private retreat. The dressing area leads to two walk-in closets, while the spa-like bath includes a freestanding tub, a glass-enclosed shower, a water closet, and dual vanities. Three additional bedrooms, one ensuite and two connected by a Jack-and-Jill bath, along with a laundry room, complete the upper level. The lower level is anchored by a spacious recreation room with a wet bar. A sliding barn door opens to a fitness room, while a fifth bedroom, a full bath, and generous storage add flexibility. Modern conveniences include an AV system, smart thermostats, and EV charging. Outdoors, the rear deck steps down to a private terrace and a fully fenced, level lawn. Located in one of the Capital Region’s most sought-after communities, the Town of Chevy Chase offers exceptional walkability to downtown Bethesda, with easy access to dining, retail, and entertainment. Combining thoughtful design, modern amenities, and a premier location, 7208 Ridgewood Avenue presents a rare opportunity without compromise.
#MDMC2225370

CHEVY CHASE

7208 RIDGEWOOD AVENUE

5 Beds

4 Baths

5,091 Sq.Ft.

$3,099,000

MLS#: MDMC2225370

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

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