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HISTORIC HOMES (CENTRAL MD)

One of the most popular communities provided by Charis Realty Group - Christine Issler, Broker

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 - Christine Issler, Broker
453
# of Listings
3
Avg # of Bedrooms
$243
Avg. $ / Sq.Ft.
$682,480
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

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Over $5M

453 Properties Found. Page 1 of 31.

A rare opportunity to own and operate an established bowling and entertainment business in the heart of Walkersville! This long-standing community destination offers multiple bowling lanes, a welcoming customer area, food and beverage service capabilities, and the space and infrastructure needed to continue operations while offering exciting potential for future growth. The approximately 11,000-square-foot property also includes additional upper-level space, including office and residential apartment areas, creating added versatility and potential income opportunities. With an established presence in the community, existing operations, equipment, and an identifiable location, this is an excellent opportunity for an owner-operator, investor, or entrepreneur looking to build upon an existing recreational business. Business and real estate are being offered together and the real property will not be sold independently of the business. The business transaction and associated terms are being handled separately through Anderson Law. Additional business information and financial documentation may be available to qualified prospective purchasers subject to appropriate confidentiality requirements. Please contact the listing agent for additional information and showing instructions. Do not approach employees or customers regarding the sale.
#MDFR2086972

WALKERSVILLE

44 PENNSYLVANIA

None Beds

None Baths

11,564 Sq.Ft.

$1,500,000

MLS#: MDFR2086972

A rare opportunity to own and operate an established bowling and entertainment business in the heart of Walkersville! This long-standing community destination offers multiple bowling lanes, a welcoming customer area, food and beverage service capabilities, and the space and infrastructure needed to continue operations while offering exciting potential for future growth. The approximately 11,000-square-foot property also includes additional upper-level space, including office and residential apartment areas, creating added versatility and potential income opportunities. With an established presence in the community, existing operations, equipment, and an identifiable location, this is an excellent opportunity for an owner-operator, investor, or entrepreneur looking to build upon an existing recreational business. Business and real estate are being offered together and the real property will not be sold independently of the business. The business transaction and associated terms are being handled separately through Anderson Law. Additional business information and financial documentation may be available to qualified prospective purchasers subject to appropriate confidentiality requirements. Please contact the listing agent for additional information and showing instructions. Do not approach employees or customers regarding the sale.
#MDFR2086970

WALKERSVILLE

44 PENNSYLVANIA

None Beds

None Baths

11,564 Sq.Ft.

$1,500,000

MLS#: MDFR2086970

New on site 2 days ago
Welcome to 155 B&O Avenue, a meticulously maintained, four-level end-unit row home offering the ultimate blend of historic charm, modern sophistication, and urban convenience in the heart of Downtown Frederick. From the moment you step inside, you will find a bright interior featuring sleek, updated finishes that seamlessly pair with classic architectural character. Spanning four fully finished levels, the home offers three bedrooms and three full bathrooms, providing a flexible floor plan with plenty of room for home offices, guest accommodations, or dedicated entertainment spaces. Year-round comfort and ambience are built right in, anchored inside by both an electric fireplace for instant atmosphere and a cozy pellet stove for efficient winter heating. Step outside into your private backyard sanctuary, a rare gem in downtown living designed specifically for outdoor entertaining. The paved patio features a dedicated outdoor kitchen area alongside a freestanding outdoor fireplace, creating the perfect setting for summer barbecues, crisp autumn evenings, and effortless gathering under the stars. As an end-unit home, you will also enjoy the distinct advantages of extra natural light, enhanced privacy, and easy exterior access. The location truly cannot be beaten. Situated just a five-minute walk from the iconic Carroll Creek Linear Park, you are moments away from Frederick’s premier craft breweries, boutique shopping, and vibrant waterfront dining. Commuters will love the unbeatable convenience of walking directly to the nearby Frederick MARC Train station for easy travel toward Washington, D.C. and Montgomery County. Turnkey, pristine, and thoughtfully upgraded throughout, this extraordinary downtown residence is ready for you to move right in and enjoy everything Frederick has to offer.
#MDFR2088820

FREDERICK

155 B AND O AVENUE

3 Beds

3 Baths

2,475 Sq.Ft.

$699,000

MLS#: MDFR2088820

Experience the best of downtown Frederick living in this beautifully updated first-floor condo, ideally located just one block from Market Street in the heart of the historic district. Thoughtfully designed with modern finishes while preserving its timeless character, this inviting home offers the perfect blend of style, comfort, and convenience. The open-concept layout features a spacious living area, dining space, and a beautifully appointed kitchen complete with quartz countertops, stainless steel appliances, upgraded lighting, and stylish finishes throughout. The owner's suite offers a peaceful retreat with a walk-in closet and a beautifully updated en-suite bath, while the second bedroom and full hall bath provide comfortable accommodations for guests or a home office. Step outside to enjoy your private covered slate balcony, rear deck, shared patio, and expansive backyard—ideal for relaxing, entertaining, or simply enjoying the outdoors. Rounding out this exceptional property is the rare convenience of private off-street parking, a highly sought-after amenity in downtown Frederick. Located within walking distance of Carroll Creek, Market Street, award-winning restaurants, boutique shopping, breweries, entertainment, and year-round community events, this exceptional condo offers an unbeatable downtown lifestyle. Adding to its appeal, this property offers outstanding flexibility for homeowners and investors alike. The unit has been operating as a highly successful Airbnb, generating $34,656 in annual rental income while maintaining strong year-round occupancy. Future reservations can be transferred to a new owner or cancelled to accommodate a traditional owner-occupant with a 30-day closing. Looking for even greater potential? This condo may also be purchased together with the second-floor unit at 120 W. All Saints Street (MLS #FR2083500), creating a rare opportunity to own both residences. Live in one while continuing to generate income from the other, expand your investment portfolio with two established short-term rentals, or purchase this unit on its own and enjoy everything downtown Frederick has to offer. Whether you're searching for your next home, a turnkey investment, or the opportunity to do both, this is a rare offering to own and live in beautiful Downtown Frederick.
#MDFR2083498

FREDERICK

118 W ALL SAINTS STREET

2 Beds

2 Baths

N/A

$499,000

MLS#: MDFR2083498

Experience the charm of downtown living in this exceptional second-floor condo, ideally located just one block from Market Street in the heart of historic Frederick. A spacious foyer welcomes you upon entry and leads to a private staircase that opens into a beautifully designed living space where modern finishes blend seamlessly with timeless character. The open-concept floor plan features a generous living room, spacious dining area, and a gourmet kitchen appointed with quartz countertops, stainless steel appliances, upgraded lighting, and a striking exposed brick accent wall that adds warmth and architectural appeal. The owner's suite serves as a peaceful retreat, offering views of the backyard, a spacious walk-in closet, and a spa-inspired en-suite bath complete with a double-bowl vanity and an oversized walk-in shower featuring a luxurious 16-inch rain shower head. Two additional bedrooms are situated at the front of the home, accompanied by a second full bathroom conveniently located off the main hallway. Enjoy multiple outdoor living spaces, including a private covered slate balcony, rear deck, shared patio, and expansive backyard—perfect for relaxing, entertaining, or simply enjoying the outdoors. Rounding out this exceptional property is the rare convenience of private off-street parking, a highly sought-after amenity in downtown Frederick. Perfectly positioned within walking distance of Carroll Creek, Market Street, award-winning restaurants, boutique shopping, breweries, entertainment, and year-round community events, this beautifully updated condo offers the ideal combination of historic charm, modern luxury, and an unbeatable downtown lifestyle. Adding to its appeal, this property offers exceptional flexibility for homeowners and investors alike. The unit has been operating as a highly successful Airbnb, generating $36,315.79 in annual rental income while maintaining strong year-round occupancy. Future reservations can be transferred to a new owner or cancelled to accommodate a traditional owner-occupant with a 30-day closing. Looking for even greater potential? This condo may also be purchased together with the first-floor unit at 118 W. All Saints Street (MLS #FR2083498), providing a rare opportunity to own both residences. Live in one while continuing to generate income from the other, expand your investment portfolio with two established short-term rentals, or purchase this unit on its own and enjoy everything downtown Frederick has to offer. Whether you're searching for your next home, a turnkey investment, or the opportunity to do both, this is a rare offering in one of Frederick's most desirable downtown locations.
#MDFR2083500

FREDERICK

120 W ALL SAINTS STREET

3 Beds

2 Baths

1,526 Sq.Ft.

$475,000

MLS#: MDFR2083500

Meticulously maintained solid brick Cape Cod ideally located in the heart of Downtown Frederick! This move-in-ready home offers the perfect blend of timeless character, thoughtful updates, and exceptional pride of ownership. The main level features a spacious living room, formal dining room, updated kitchen, convenient first-floor bedroom, half bath, and an enclosed rear porch that provides additional flexible living space. Upstairs, you'll find two generously sized bedrooms and a full bath. The large unfinished basement offers abundant storage and excellent potential for future finished living space. Previously installed drain tile helps keep the basement dry, providing added peace of mind. Outdoor amenities are equally impressive, including a welcoming covered front porch, a beautifully landscaped, fully fenced backyard with paver patio that is enclosed by an elegant wrought-iron fence, a detached garage, and off-street parking for up to three vehicles—an exceptional find in downtown Frederick. Located just a few blocks from vibrant Market Street, Carroll Creek, restaurants, shopping, parks, and entertainment, this turnkey home offers the charm of downtown living with the convenience and space today's buyers are looking for.
#MDFR2083490

FREDERICK

551 E CHURCH STREET

3 Beds

1 Baths

1,305 Sq.Ft.

$425,000

MLS#: MDFR2083490

Welcome home to 614 Brunswick Street, a cozy and well-maintained gem nestled in the heart of historic Brunswick, Maryland. Fully renovated in 2022, this 3-bedroom, 2.5-bathroom home seamlessly blends warm, historic character with sleek modern upgrades. From the moment you arrive, the inviting covered front porch welcomes you to sit back, sip your morning coffee, and enjoy the neighborhood's classic charm. Inside, you'll find a thoughtfully updated home designed for effortless living, highlighting a bright and sunny kitchen flooded with natural light, modern appliances, and crisp finishes. Out back, a covered deck provides a comfortable spot for outdoor dining, weekend barbecues, or relaxing in the shade. You'll also enjoy the practical convenience of dedicated off-street parking tucked right behind the home. Lovingly cared for and ready for its next owner. Positioned in a fantastic river town location, you are just minutes from the scenic Potomac River and the historic C&O Canal Towpath—ideal for biking, kayaking, fishing, and hiking. With local eateries, shops, breweries, and the nearby MARC commuter train all within easy reach, this well-maintained home offers the perfect blend of cozy comfort, modern style, and small-town convenience. Note: One or more photos have been virtually staged or digitally altered for illustrative purposes.
#MDFR2088270

BRUNSWICK

614 BRUNSWICK STREET

3 Beds

2 Baths

1,332 Sq.Ft.

$349,900

MLS#: MDFR2088270

Welcome to Habitat for Humanity of Frederick County’s affordable homeownership opportunity in Phase 1 of a new 12‑unit condominium community located at the corner of West All Saints Street and Ice Street in downtown Frederick, MD. This program offers eligible residents a pathway to stable, long‑term homeownership in the heart of the city. To be considered, applicants/BUYERS must meet the following criteria: - Live or work in Frederick County for at least one year - Qualify for a mortgage with a fair or better FICO credit score (minimum 580), reasonable debt, and no recent late payments, charge‑offs, or collections - Have a household income between 50% and 80% of the Area Median Income (AMI) - Be willing to complete required “sweat equity” hours with the support of family or friends FY25 AMI Income Ranges for West All Saints: - Single person: $57,400–$74,800 - Two people: $65,600–$85,450 - Three people: $73,800–$96,150 - Four people: $81,950–$106,800 If you meet the eligibility requirements and would like to take the next step, please share your contact information by completing the Home Buyer Interest Form: https://frederickhabitat.org/what-we-do/homeownership-support/home-buyer-form/
#MDFR2080824

FREDERICK

104 W ALL SAINTS STREET A C1

2 Beds

1 Baths

830 Sq.Ft.

$265,000

MLS#: MDFR2080824

Charming, peaceful, and full of country character—this adorable home is a must-see! Whether you're searching for your first home, looking to downsize, or simply wanting a place to enjoy a quieter pace of life, this property offers the perfect blend of comfort and charm. Situated on a large, level lot backing to a small farm, you'll love watching the neighboring farm animals while enjoying the peaceful surroundings. A beautiful creek meanders through the front of the property, complete with charming wooden bridges that create a truly storybook setting. Inside, you'll find fresh paint throughout, easy-care laminate flooring, a cozy living room, dining area, and a spacious kitchen with an adjoining laundry room and access to the covered rear porch—perfect for relaxing or entertaining. The welcoming front porch is the ideal place to unwind with your morning coffee while listening to the soothing sounds of the flowing creek and taking in the scenic countryside. Upstairs offers two comfortable bedrooms along with a generously sized walk-in closet. Additional features include a cellar for extra storage and a storage shed for lawn and garden equipment. If you've been dreaming of peaceful country living with plenty of charm, this inviting home is ready to welcome you home.
#MDWA2038048

BOONSBORO

21328 MOUNT LENA ROAD

2 Beds

1 Baths

1,030 Sq.Ft.

$260,000

MLS#: MDWA2038048

Don't miss this opportunity for immediate cash flow. There is currently 1 apartment rented on month by month basis and is a one bed one bath apartment. Apartment 2 is vacant and is a studio apartment. The basement area is currently rented for storage. The main level has some drywall and can be renovated for another apartment or commercial business. HVAC units for each floor except basement are 5 years old and metal roof is 6 years old.
#MDWA2036896

CLEAR SPRING

1 CUMBERLAND STREET

None Beds

None Baths

2,706 Sq.Ft.

$245,000

MLS#: MDWA2036896

Welcome to this charming 2-bedroom, 2-full-bath Cape Cod offering character, comfortable living spaces, and a flexible floor plan. Inside, you’ll find beautiful hardwood flooring, two fireplaces, a main-level bedroom, main-level laundry, and a versatile bonus room that provides additional space for a home office, sitting room, hobby room, or whatever best fits your needs. Outside, enjoy a fully fenced backyard, detached garage, and off-street parking, offering plenty of space to relax, entertain, or enjoy time outdoors. Conveniently located near local amenities, a neighborhood park, and just a short drive from the C&O Canal, with easy access to commuter routes. With its combination of character, functionality, outdoor space, and convenient location, 105 Artizan Street is ready for its next owner. Schedule your showing today!
#MDWA2039420

WILLIAMSPORT

105 S ARTIZAN STREET

2 Beds

2 Baths

1,208 Sq.Ft.

$215,000

MLS#: MDWA2039420

A RARE OPPORTUNITY TO OWN A 1.026 ACRES OPEN LOT, IN GERMANTOWN WITH A FREE STANDING FULLY AND EQUIPPED FURNISHED RESTAURANT, WITH VERY NICE FRONT AND BACK PATIO, FOR OUTDOORS DINING. PRIVATE PARKING LOT 70SP RIGHT OFF MAIN ROAD OF 355 THE LAND COULD BE USE FOR MULTIPLE PURPOSES . NOTE ( EXISTING LEASE SIX YEARS REMAIN)
#MDMC2215060

GERMANTOWN

19201 FREDERICK ROAD

None Beds

None Baths

2,494 Sq.Ft.

$6,500,000

MLS#: MDMC2215060

Live authentically. Incredible opportunity to acquire 79.63 acres of land currently zoned for agricultural use but identified as Suburban Residential and "Employment Campus" in the Westminster Future Land Use Plan highlighting it's development potential. This property is also located within the Westminster Growth Area in Carroll County's master plan 2030. This configuration and location support a variety of potential development concepts including residential or mixed use development, light industrial flex or warehouse use, or institutional community or service oriented uses. Once annexed into the city of Westminster the property would have access to water and sewer. This property offers commanding panoramic views and is truly a beautiful sight. It offers close proximity to public utilities, regional roadways, and steady growth dynamics. Bring your vision and be a part of Westminster's future. Cultivate your existence.
#MDCR2036292

WESTMINSTER

918 LEIDY ROAD

4 Beds

None Baths

3,668 Sq.Ft.

$6,000,000

MLS#: MDCR2036292

Nestled on a sprawling, level half-acre lot, along a verdant stretch in the heart of sought-after Chevy Chase Village Section Three, 3626 Raymond Street is the classic craftsman charmer. From the curbside, the home’s vibrant yellow shingle and green trimmed exterior radiates character amongst today’s cookie cutter residences. A low stacked-stone wall is bifurcated by a central flagstone walkway offering an elegant approach across the manicured front lawn, stepping up into the charming covered porch. Adjacent is a paver motor court offering ample surface parking in addition to a neatly integrated carport. The Hollywood film-worthy interiors continue the old-world ethos, with stunning, rich, intricate millwork throughout, showcasing a level of craftsmanship from a far bygone era. Meticulous curation has infused the century-old space with fully modern amenities to suit present-day lifestyle demands. The central foyer’s showpiece is the grand staircase, bent around an integrated bench and whose intricacy is peerless. Embassy-sized formal living and dining rooms flank the entryway in a traditional center hall configuration, setting the tone for deceptively grand spaces. The former features a roaring fireplace and two full exposures to natural light. The latter has a buffet cabinet built into the bay window sill, coffered ceiling, pinhole lighting to establish a sophisticated ambiance, and flows into a recessed library nook surrounded by built-ins. The main informal living area is the spacious family room, also featuring a wall of built-ins opposite a set of sliding doors opening onto the covered rear porch, an ideal setting for al fresco dining or entertaining. The family room is connected to the kitchen area by a spectacular transverse gallery, its floor-to-ceiling picture windows blurring the lines between indoor and outdoor living. A decidedly more modern space, the kitchen connects to the rest of the main level via a custom, fully wooden island with integrated seating, but introduces a commercial-grade Wolf range and state-of-the-art, full size refrigeration for the culinary enthusiast. An adjacent, ethereal breakfast nook and mudroom area complete the main level. A private study introduces the upper level primary suite, occupying a substantial portion of the home’s footprint. The bedroom is privately tucked away and enjoys lush views from a wall of glass, while the dressing area comprises three walk-in closet areas on dual levels. In stark contrast, the primary bath is lavishly clad in Calacatta marble and generously equipped with dual inset vanities, a separate full powder room, freestanding clawfoot tub, walk-in shower enclosure, and Waterworks fixtures. Completing the upper level are a bedroom suite, two additional bedrooms sharing a hall bath, and a convenient laundry room. Two additional bedrooms, easily repurposed as bonus spaces, a full bath, and a communal sitting area are found on the top level. The self-sufficient lower level intertwines leisure and function with a recreation room, kitchenette, bedroom, full bath, and second laundry room, while a private office wing opposite spans the entire depth of the home. Another highlight of the home is the outdoor space, also deceptively large. The expansive paver patio, stepped down from the covered porch, is dominated by a sprawling 60-foot heated pool with automatic cover.
#MDMC2241354

CHEVY CHASE

3626 RAYMOND STREET

7 Beds

5 Baths

8,600 Sq.Ft.

$5,495,000

MLS#: MDMC2241354

Significant Price Reduction Open House Sunday September 13th 1-3pm 5 Chevy Chase Circle occupies a prominent position at the entrance to Chevy Chase Village. With its expansive front porch, slate roof, stucco exterior, and gracious proportions, it is a house with real presence, balanced by warmth, charm, and a touch of whimsy. Even the address is elegant. The property is closely connected to the early history of Chevy Chase Village, one of Washington’s first planned residential neighborhoods. Its position on the Circle places it among the homes and landmarks that have shaped the character of the Village for more than a century. Inside, a vestibule opens to a large entry hall with views and direct access to the patios and pool. The living room is generously proportioned with room for several seating areas, while a study and sitting room offer quieter spaces. The large dining room and adjoining butler’s pantry are ideal for entertaining. At approximately 6,000 square feet, the house offers seven bedrooms, five full baths, a powder room, five fireplaces, and hardwood floors. Two upper floors of bedrooms, generous landings, and a back staircase create flexibility for home offices, guest rooms, or an in-law suite. The large eat-in kitchen is both practical and full of personality, with an AGA stove, Sub-Zero refrigerator, two Bosch dishwashers, counter seating, Farrow & Ball wallpaper, and beautiful pendant lighting. A mudroom is conveniently located just off the kitchen. One of the prettiest rooms in the house is the sunroom, with three exposures and views over the pool and gardens. Doors from several main-level rooms open to the patios, making the house particularly well suited to indoor-outdoor entertaining. Despite its prominent location, the grounds are remarkably private. The pool and surrounding brick patio are tucked behind the house, along with two private side yards, brick paths, mature trees, and established plantings. The detached two-car garage has large windows on three sides, providing an abundance of natural light. It has electricity, is plumbed for water, and is EV-charger ready. The lower level of the house also includes a sauna. The setting on Chevy Chase Circle is an important part of the property’s appeal, particularly with the recently renovated fountain and landscaping at the center of the Circle. Residents also enjoy the benefits of Chevy Chase Village’s own municipality, including house checks while away, key holding, package collection upon request, and a variety of Village programs and events. Elegant but not overly formal, substantial yet comfortable, 5 Chevy Chase Circle is a house with history, character, and an unmistakable sense of place.
#MDMC2240260

CHEVY CHASE

5 CHEVY CHASE CIRCLE

7 Beds

5 Baths

6,000 Sq.Ft.

$3,995,000

MLS#: MDMC2240260

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