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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
725
# of Listings
3
Avg # of Bedrooms
$384
Avg. $ / Sq.Ft.
$722,139
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

52 Properties Found. Page 1 of 4.

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

There is a prestigious 71-acre estate that is NOT PRESERVED and is now available for sale. The prime location is 26 miles to route 495 DC and 35 miles to Route 695 Baltimore. The original house was a two-story historic chestnut log home built in the 1800’s. The current luxury estate is 71 acres with 32 tillable acres, 29 pasture acres, 5 acres of woods, and 5 acres of buildings and two stocked ponds. The pasture area is fenced in currently being used for sheep and goats. The farmland is certifiably organic. The current house has 3,260 SF finished on the 1st and 2nd floor, plus a finished attic, and 1,278 SF in the lower level. The picturesque covered porch area consists of 1,025 SF overlooking the beautiful stocked ponds. The historic chestnut log home is now exposed log on the interior of the first and second floor of the estate farm house. There are four brick fireplaces, three with a flagstone hearths and woodstove inserts. There are Flagstone and Hardwood floors throughout. The kitchen, bathrooms, cabinetry and mechanicals have been updated over the years. There is a detached 29x13 bathhouse located close to the larger pond with a changing area, shower and bathroom facilities. The historic stone detached Summer Kitchen is 12x24. The original bank barn is 39x70 showcasing the historic chestnut post and beam timber. The lower level also boasts chestnut post and beam construction with horse stalls opening up to the fenced in barnyard / pasture currently being used for horses. The second barn is 25x50, the equipment / workshop is 45x80 with a 15x80 exterior lean-to area, the Quantum Hut is 38x76, and there are numerous other outbuildings. This 71 acre estate would be perfect for a wedding venue, winery, or equestrian estate!
#MDFR2060260

IJAMSVILLE

3460 BIG WOODS ROAD

4 Beds

2 Baths

3,260 Sq.Ft.

$2,995,000

MLS#: MDFR2060260

Step into the timeless charm of this beloved Victorian residence, proudly owned by the same family for more than 30 years. Nestled on the picturesque, tree-lined Montgomery Avenue in the heart of Kensington, 10400 Montgomery Ave blends historic character with the comfort and convenience of thoughtful modern updates. Classic architectural details, an inviting front porch, and a beautifully maintained exterior set the tone for something truly special. Set on three generous lots, the property offers a rare sense of space in this coveted neighborhood. A large, private backyard provides endless possibilities. From gardening and play areas to outdoor entertaining with over 1,200 sf of decks and porches, while ample parking ensures convenience for residents and guests alike. Inside, period craftsmanship shines featuring high ceilings, rich woodwork, and generous windows that bathe the home in natural light. A well-designed rear addition expands the living space, creating a comfortable flow for everyday living and entertaining. Updated systems and modern amenities throughout bring contemporary comfort to the home’s timeless Victorian character. The spacious living and dining rooms retain their original elegance, while the expanded kitchen, primary suite and family areas offer enhanced functionality and style. Upstairs, well-proportioned bedrooms and cozy nooks reflect the home’s personality and enduring warmth. The finished attic and the basement add lots of additional square footage for entertaining, office space, multi generational living and privacy. Ideally located just 1 block from the Kensington MARC train station, commuting is effortless, allowing you to reach downtown Washington, D.C. in under 20 minutes. Enjoy easy access to parks, shops, cafés, and the vibrant small-town charm that defines Kensington, including the beloved Noyes Library and BabyCat Brewery. With its rare blend of character, modern comfort, generous lot size, and unparalleled convenience, this Victorian gem is ready to welcome its next chapter and its next family to call it home. Please feel free to inquire about any of the furniture or furnishings. Seller will consider reasonable offers.
#MDMC2226370

KENSINGTON

10400 MONTGOMERY AVENUE

6 Beds

5 Baths

5,784 Sq.Ft.

$2,995,000

MLS#: MDMC2226370

Exceptional opportunity to own a fully equipped assisted living facility featuring four finished levels serviced by an elevator. The main level offers 5 resident beds with 5.2 baths, a spacious community living and dining area, and a full kitchen. The second floor includes 7 generously sized resident rooms, each with its own bath, plus a dedicated library/lounge space. The lower level is thoughtfully designed with a beauty salon, 2 private suites, 3 bathrooms, office, laundry facilities, kitchen, and ample food storage. The top floor features a private 2-bedroom, 1-bath apartment with full kitchen and separate entrance, also accessible from the main building—ideal for owner/operator or staff housing. Well-suited for continued use as an assisted living facility or similar residential care operation.
#MDCR2033908

FINKSBURG

2455 BALTIMORE BOULEVARD

None Beds

None Baths

12,159 Sq.Ft.

$2,800,000

MLS#: MDCR2033908

COMPLETELY REMODELED-2025!! Experience the pinnacle of modern luxury in this completely rebuilt, 6-bedroom, 5-bathroom residence offering approximately 5,800 square feet of thoughtfully designed living space. Showcasing a seamless open floor plan, this exceptional home is filled with natural light and elevated by refined finishes throughout. The heart of the home is an extraordinary chef’s kitchen, featuring a spacious and highly functional layout, an expansive window over the sink, and a custom-designed pantry with tailored shelving perfectly blending beauty and practicality. The main level is designed for both everyday living and elegant entertaining with a sophisticated family room with a fireplace and bifold doors that open effortlessly to the patio and backyard, highlighted by a sunlit dining room, and a charming private office/bedroom with a full bath provides ideal flexibility for guests or multigenerational living, while a sleek mudroom offers convenient access from the two-car garage. Upstairs, the luxurious primary suite is a true retreat, featuring bifold doors that lead to a private balcony above the garage, a custom-designed walk-in closet with exquisite lighting, and a spa-inspired bathroom complete with a freestanding soaking tub, walk-in shower, and dual vanities. Three additional spacious bedrooms, a well-appointed hall bath, a Jack-and-Jill bath, and a conveniently located laundry room complete the upper level. The fully finished lower level is designed for recreation and relaxation, offering a large game room, a stylish wet bar with a statement wall wine rack, a sixth bedroom with a full bath, and generous storage and utility space. The lower-level game room features walk-out glass French doors, effortlessly extending the living space while inviting abundant natural light and easy access to the outdoor setting. This extraordinary home delivers the perfect balance of modern sophistication, comfort, and functionality. Nestled in the highly sought-after Sonoma neighborhood of Bethesda, this exceptional residence offers not only refined living, but an unparalleled lifestyle defined by location and convenience. Known for its tree-lined streets, established character, and thoughtfully spaced homes, Sonoma provides a quiet residential atmosphere just moments from the National Institutes of Health (NIH). The location offers easy access to downtown Bethesda’s premier dining, boutique shopping, and entertainment, along with nearby parks, major commuter routes, and public transportation for seamless connectivity to Washington, D.C. All this combining comfort, accessibility, and an ideal setting, this home presents an outstanding opportunity for those seeking refined living in a highly desirable Bethesda location.
#MDMC2226718

BETHESDA

8908 MOHAWK LANE

6 Beds

5 Baths

5,883 Sq.Ft.

$2,399,000

MLS#: MDMC2226718

Experience serene living on this unique 88-acre estate, where vintage charm meets modern luxury. The main house showcases wide plank wood floors and original stonework throughout, blending historical elegance with contemporary design. The spacious living room features a brick fireplace, perfect for cozy evenings, while the dining room is ideal for gatherings. Enjoy stunning morning views from the breakfast room and cook in a kitchen with a fireplace, waterfall countertop, and patio access. The main level also includes a convenient half bath and a mudroom/laundry room. Upstairs, the second floor offers a master bedroom with floor-to-ceiling windows and an en-suite bath, along with two additional spacious bedrooms and one full bath. The basement is an entertainer’s dream with a bar and fireplace, perfect for hosting friends and family. Relax on the porch and soak in the scenic views of this stunning property. Outbuildings include a game barn with a modern exterior and original interior, a project barn ready for improvements, a spacious car and vehicle garage, and a tenant house featuring 2 bedrooms and 1.5 baths. Whether you're looking for a peaceful retreat, a working farm, or an entertaining haven, this property perfectly blends the old and the new. Plus, a newly paved driving path extends throughout the entire estate, adding convenience and charm.
#MDFR2075634

NEW WINDSOR

3501 SAMS CREEK

3 Beds

2 Baths

3,688 Sq.Ft.

$2,350,000

MLS#: MDFR2075634

Experience serene living on this unique 88-acre estate, where vintage charm meets modern luxury. The main house showcases wide plank wood floors and original stonework throughout, blending historical elegance with contemporary design. The spacious living room features a brick fireplace, perfect for cozy evenings, while the dining room is ideal for gatherings. Enjoy stunning morning views from the breakfast room and cook in a kitchen with a fireplace, waterfall countertop, and patio access. The main level also includes a convenient half bath and a mudroom/laundry room. Upstairs, the second floor offers a master bedroom with floor-to-ceiling windows and an en-suite bath, along with two additional spacious bedrooms and one full bath. The basement is an entertainer’s dream with a bar and fireplace, perfect for hosting friends and family. Relax on the porch and soak in the scenic views of this stunning property. Outbuildings include a game barn with a modern exterior and original interior, a project barn ready for improvements, a spacious car and vehicle garage, and a tenant house featuring 2 bedrooms and 1.5 baths. Whether you're looking for a peaceful retreat, a working farm, or an entertaining haven, this property perfectly blends the old and the new. Plus, a newly paved driving path extends throughout the entire estate, adding convenience and charm.
#MDFR2075632

NEW WINDSOR

3501 SAMS CREEK

3 Beds

2 Baths

3,688 Sq.Ft.

$2,350,000

MLS#: MDFR2075632

Nestled on one of the most coveted streets in Chevy Chase Section 5, 3805 Thornapple Street is a home that honors its heritage while embracing the way we live now. Originally built in 1928 and fully reimagined in 2025, this five bedroom, four bath luxury residence offers over 3,750 square feet of bespoke living on a 7,499 square foot lot, thoughtfully designed for both beauty and function. From the moment you step inside, you are greeted with a sense of ease and elegance that defines the finest renovated homes in Chevy Chase, MD. The front living room, anchored by a wood burning fireplace and custom built ins, offers a gracious welcome, perfect for intimate conversations or a quiet evening retreat. Throughout this fully renovated single family home, arched doorways, wide plank French oak hardwood floors, designer lighting, and rich custom millwork elevate every moment, with finishes rarely found at this level in the Chevy Chase real estate market. The chef's kitchen, appointed with Viking stainless steel appliances, Taj Mahal Quartz countertops, and bespoke custom cabinetry, opens seamlessly to a large, flat, fully fenced backyard, ideal for year round indoor outdoor entertaining or peaceful al fresco living. Well proportioned formal dining and family rooms allow for effortless hosting, while a built in bar with wine cooler adds sophistication and intention. Downstairs, a full lower level recreation room offers incredible flexibility, equally suited for a home theater, home gym, playroom, or private office. Upstairs, the serene primary suite is a true retreat, featuring a spa inspired primary bath and a generous walk in closet. Every bedroom enjoys spacious proportions and exceptional closet space throughout, a rare and welcome luxury in this neighborhood and a hallmark of this move in ready Chevy Chase home. Additional highlights include smart home technology, solid core doors, a detached one car garage, and professional landscaping. The location is simply unmatched, minutes from downtown Washington DC, Friendship Heights, the Capital Crescent Trail, Whole Foods, and highly regarded public schools serving the area. Families are encouraged to independently verify school assignments through Montgomery County Public Schools. 3805 Thornapple Street is not just a renovation. It is a timeless reinvention of a Chevy Chase classic, offering warmth, sophistication, and soul in one of the DC metro area's most prestigious neighborhoods. A rare opportunity to own a luxury renovated home in Chevy Chase Section 5 that lives as beautifully as it looks.
#MDMC2225936

CHEVY CHASE

3805 THORNAPPLE STREET

5 Beds

4 Baths

3,750 Sq.Ft.

$2,120,000

MLS#: MDMC2225936

This well located multifamily assemblage consists of two adjoining apartment buildings at 220–222 and 224–226 Summit Avenue in downtown Hagerstown. Together, the properties form a cohesive residential complex with a total of twenty units, plus a detached three bay garage structure at the rear. The buildings are improved with a mix of one bedroom one bath apartments and studio units, offering a desirable unit mix for the downtown rental market. The improvements include two and three story brick and masonry structures situated on a combined urban parcel with frontage along Summit Avenue and Hood Street. The 220–222 Summit Avenue building contains eight apartment units, consisting primarily of one bedroom layouts along with studio apartments, and is complemented by a separate garage building providing additional rental income. The adjoining 224–226 Summit Avenue building contains twelve studio apartment units, allowing for operational efficiency and scale across the combined properties. Both buildings have undergone substantial capital improvements in recent years, including basement waterproofing with commercial grade dehumidification, plumbing and electrical upgrades, replacement and repair of fire escapes, new flooring, updated paint throughout, and the installation of new PTAC heating and cooling units in the apartments. These improvements enhance long term durability and reduce near term capital exposure for an investor. The properties are zoned Residential Medium Density under City of Hagerstown zoning, a designation that supports multifamily use and aligns with the existing improvements. Located within the downtown City Center area, the properties benefit from proximity to employment, education, public transportation, and ongoing revitalization initiatives throughout downtown Hagerstown. Constructed in the early 1900s, the building reflects durable construction typical of the area. Ownership has completed recent capital improvements, including new PTAC units, plumbing upgrades, updated water service, remodeled unit interiors, and common-area enhancements. These improvements materially reduce near-term capital expenditure needs. The adjacent building at 220–224 Summit Avenue consists of 8 apartment units and complements the larger 12-unit asset, allowing a buyer to control an entire contiguous multifamily footprint along Summit Avenue. Combined ownership provides operational efficiencies, streamlined management, and long-term upside through portfolio consolidation. This offering represents a stabilized, income producing multifamily opportunity with scale, recent improvements, and a strong downtown location, well suited for investors seeking durable cash flow and long term upside in one of Western Maryland’s primary urban cores.
#MDWA2034474

HAGERSTOWN

220-226 SUMMIT AVENUE

None Beds

None Baths

7,080 Sq.Ft.

$2,110,000

MLS#: MDWA2034474

LOCATION! LOCATION! LOCATION!!! Prime Commercial Property Zoned GC with endless possiblilities, easy access to highways & walkability to downtown/residential development is waiting for your business! Property coonsist of TWO substantial buildings with two entrances! Enormous three story brick containing a plethora of warehouse/storage space, high ceilings, loading doc on first and second level, two restrooms, newly remodeled kitchenette, office area with seperate entence as well as access to entire building. Giant two story block builing also contains a loading doc for each level. Bring your imaginations to life, Call today to schedule a private showing!
#MDFR2078354

MIDDLETOWN

106 N CHURCH STREET

None Beds

None Baths

22,786 Sq.Ft.

$2,100,000

MLS#: MDFR2078354

77+/- acre farm in the heart of Montgomery County's Agricultural Reserve. A farm house exists on the property. There was percolation testing done on the property for an additional house. Open fields, forest, and huge potential. Great commuting location, close to I-270 and major airports. Call listing agent for an exclusive showing
#MDMC2211442

DAMASCUS

12420 PRICES DISTILLERY ROAD

2 Beds

1 Baths

1,472 Sq.Ft.

$2,000,000

MLS#: MDMC2211442

Embark upon a trip into history by owning this unique historical enclave in the heart of the City of Frederick! Enjoy 2.79 acres on 4 tax parcels of Frederick agricultural history nestled in the newly completed Belle Air Farm community and adjacent to Rock Creek linear park. This property is adjacent to a new shared use path that provides pedestrian and bicycle connectivity directly into historic Downtown Frederick, Baker Park, and all the modern amenities you will find in one of Maryland's largest cities. Comprised of a beautifully constructed and ready-to-occupy 4-bedroom, 2.5-bathroom stone house originally built in 1780, a stone smokehouse, tenant/guest house, and 6 agricultural buildings, this enclave of Frederick’s agricultural history is ready for its next steward. The offering also includes 2 buildable single family detached lots. A Historic Preservation Overlay (HPO) has been placed on most of the property which permits for additional residential and commercial uses. Inactive structures inside the HPO must remain in mothballed condition per the City. This property also includes 32 remaining units of density from the Belle Air Farm PND zoning allowing a buyer to construct various permitted residential units subject to City approvals, and is primed for a buyer looking to bring their creative eye to a once-in-a lifetime historic project.
#MDFR2079790

FREDERICK

1776 ATLAS DRIVE

4 Beds

2 Baths

3,515 Sq.Ft.

$1,999,999

MLS#: MDFR2079790

Location, lifestyle, and a significant three-story expansion in the heart of Chevy Chase/Tarrytown—just blocks to downtown Bethesda and Metro.  This thoughtfully expanded home blends original charm with modern functionality. The main level features a sun-drenched, oversized kitchen with premium Miele appliances, peninsula seating, and butler’s pantry, opening to flexible living and entertaining spaces including a dedicated office. A welcoming mudroom with powder room adds everyday convenience. Upstairs, the home offers generous bedrooms, primary with walk-in closet,  and spa-like baths, while the partially finished attic provides additional versatile space for work or play. The walk-out lower level is fully finished with a family room, play area, bedroom, full bath, and kitchenette—ideal for guests, in-laws, or extended living. Additional storage and Laundry Room. Outdoor spaces include a front patio and two-tiered rear decks surrounded by mature greenery, creating a private, treehouse-like setting. Additional features include hardwood floors, wood-burning fireplace, newer roof, EV charger, and off street parking. Expanded, light-filled, and exceptionally located—this is a rare opportunity to own a move-in ready home in one of Bethesda’s most sought-after neighborhoods, just across from the Lawton Community Center, offering tennis, playgrounds, and everyday recreation . Moments to Bethesda Row, Metro, and the Capital Crescent Trail, and Elm Street Park . The Town of Chevy Chase offers unmatched municipal services, a close-knit community feel, and one of the most desirable in-town lifestyles in the DC region—where walkability, charm, and convenience truly converge.
#MDMC2227718

CHEVY CHASE

4225 OAKRIDGE LANE

4 Beds

3 Baths

3,016 Sq.Ft.

$1,999,000

MLS#: MDMC2227718

Spanning 83 acres of scenic countryside, this farm property features a thoughtfully renovated log home, a spacious barn, and a functional shed, providing a comfortable and practical living space. Strategically placed across the property are 10 custom hunting blinds, offering privacy and an exceptional hunting experience for deer, doves, and ducks. Embrace the tranquility of the expansive landscape, where nature's beauty meets modern functionality. The property also boasts up to 5 ag cluster development rights, offering potential for further development. Whether you're seeking a serene retreat or a hunter's paradise, this property offers endless possibilities for relaxation, outdoor activities, and the enjoyment of nature's bounty.
#MDFR2072632

WOODSBORO

10543 WOODSBORO ROAD

4 Beds

3 Baths

3,286 Sq.Ft.

$1,950,000

MLS#: MDFR2072632

Located less than one hour from Washington, D.C., Baltimore, and Gettysburg, the city of Jefferson is surrounded by hills, rolling pastures and views for miles . This 1900 two story 2244 sf residence (4144) is a rented tenant house with 3 bedrooms and one bath and the 1970 single family ranch 1400 sf residence (4144A) is a 3 bedroom one bath - both are occupied. The 89.13 acre farm is in the serene heart of the Frederick County countryside and is currently a crop farm with pastures being rented by local farmers for cattle grazing. Property is not subdividable and is in agricultural preserve (in perpetuity). Shown by appointment only. Pre-qualification is a must.
#MDFR2044692

JEFFERSON

4144 and 4144A LANDER ROAD

None Beds

None Baths

2,244 Sq.Ft.

$1,900,000

MLS#: MDFR2044692

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