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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
393
# of Listings
3
Avg # of Bedrooms
$247
Avg. $ / Sq.Ft.
$724,064
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

393 Properties Found. Page 11 of 27.

This stunning, beautiful home is in the highly sought-after Hood College/Baker Park neighborhood. The home seamlessly blends historic charm with modern conveniences. There are so many things to love about this house: four finished levels, cozy front porch, living room with a gas fireplace, spacious dining room with large windows, renovated kitchen with island with seating, stainless steel appliances, floor to ceiling cabinets, first floor half bath, French door, rear yard with extensive hardscape and privacy fence, second level with three bedrooms. One bedroom has a private porch overlooking the rear yard. The third level is the primary suite. The lower level makes a great rec room. Come check out this property designed for both comfort and entertaining.
#MDFR2081654

FREDERICK

506 ELM STREET

4 Beds

1 Baths

1,710 Sq.Ft.

$635,000

MLS#: MDFR2081654

FULLY RENTED FIVE (5) UNIT! Covered front porch, off street parking, 1 Block from beauitful City Park with walking trails, multiple ponds and playgrounds. Call for details and to schedule a tour!
#MDWA2036866

HAGERSTOWN

601 HIGHLAND WAY

8 Beds

None Baths

6,568 Sq.Ft.

$625,000

MLS#: MDWA2036866

Brand New Home + Expanded Land Opportunity – Prime Location Near Downtown! This beautifully remodeled home sits on a rare combined 2.313-acre property, offering space, privacy, and unbeatable convenience just minutes from downtown. Fully renovated from top to bottom, the home features brand new appliances and modern finishes throughout, making it completely move-in ready. The property also includes a spacious detached 2-car garage, providing ample storage and parking. With over 2 acres of land, this is a unique opportunity to own a large parcel in a highly desirable location—perfect for future expansion, outdoor living, or added investment potential. Full Property Offering: The home and adjacent 1.633-acre parcel are available together, creating a total of 2.313 acres for a rare, expansive in-town property. Optional Purchase: The home may also be purchased separately (without the additional parcel) for $529,999, offering flexibility for buyers based on their needs. Whether you're looking for space to grow or a turnkey home in a prime location, this property delivers both lifestyle and long-term value. Don’t miss this unique opportunity!
#MDWA2033582

BOONSBORO

50 SAINT PAUL STREET

4 Beds

2 Baths

2,728 Sq.Ft.

$620,000

MLS#: MDWA2033582

Location! Location! Location! Ultimate Transportation via walking to everything! That's all I can say about this cute house. Just a 3-minute walk away are banks, a grocery store, a high school, flower shops, restaurants, fast-food, a convenience store, a pharmacy, and more. All this while, the house is inside a private residential area. Express transportation to downtown Silver Spring, Wheaton, Forest Glen metros, and more is nearby. A must see!!!
#MDMC2223246

SILVER SPRING

10149 SUTHERLAND ROAD

5 Beds

3 Baths

2,119 Sq.Ft.

$619,900

MLS#: MDMC2223246

Welcome to 25 Maryland Ave.! At the side is off-street parking with driveway and carport providing easy front or back access into the house. Follow the flagstone walkway up to the charming, large covered porch of this 1923 Cape Cod/Bungalow on .21 acres. Step into the Living Room, featuring the original fireplace . There is an arched entrance into the Library/Music Room and another into the spacious dining room with chandelier. The first floor boasts newly refinished original red oak floors. Continue into the efficient kitchen with oak mission style, soft close cabinets. The refrigerator is in an alcove which could be reconfigured to provide a larger pantry space. A small peninsula has seating for 2 and opens up into the Family Room. The Family Room is a relaxed space with brick accent wall and an attached full bath. Upstairs are 3 newly painted bedrooms and full Bath with a new shower. The bedrooms are not large, but all have walk-in closets ( the primary bedroom has 2! ). The lowest level of the house has a huge Recreation Room. So many possibilities.... ping pong or pool table, TV/Media area, game room and more - or any combination. Lots of space for entertaining. There is also a laundry area, utility space and room for a possible workshop. Convenient bath with toilet and shower. The back of the house has a screened in porch - so nice to enjoy any time of the day. Exit into the back yard....What a wonderful space and so private! Flagstone area for seating or outdoor grilling. Lovely expansive lawn, even room for a garden at the back of the property. Or stroll through a contemporary cottage garden bower with delightful landscaping. These outdoor areas invite you to welcome the day or take a moment to relax and enjoy the evening.
#MDMC2229500

GAITHERSBURG

25 MARYLAND AVENUE

3 Beds

2 Baths

2,176 Sq.Ft.

$610,000

MLS#: MDMC2229500

Welcome to your charming brick historic townhome in the heart of downtown Frederick! This freshly painted home offers 4 spacious bedrooms and 1.5 bath! Enter in the formal living area with a beautiful arch window and plenty of natural light flowing into the formal dining area. Perfect for family gatherings or entertaining friends. Original hardwood flooring throughout both levels. Washer/dryer included. Enjoy the comfort of central A/C and convenience of energy efficient central heating via new mini-split system, guaranteed for next 10 years. The functional eat-in kitchen offers ample cabinet storage and counter space accessing the rear yard and patio. Enjoy the fully fenced private backyard, lovely patio and storage shed! You don't want to miss exploring the historic charm of what Downtown Frederick has to offer at your doorsteps! Diverse dining, unique shops, vibrant arts & entertainment, scenic parks and historic architecture! Incredible events and experiences you can't find anywhere else!
#MDFR2073018

FREDERICK

17 W 3RD STREET

4 Beds

1 Baths

2,064 Sq.Ft.

$600,000

MLS#: MDFR2073018

Your dream of a functional farmette on over 10 acres with classic brick farmhouse in Carroll County can be realized at 2100 Blacks Schoolhouse Road.. Warm, inviting, and with all main systems and roof completely recently updated, you'll enjoy all modern conveniences combined with the charm of yesteryear - but without the worry! The wonderful back porch takes you inside the main level, which features hardwood floors, newer appliances, an open country-style eat-in kitchen with wood stove, and plenty of room for a large table. A separate formal dining room provides flexibility for a first-floor office or playroom if preferred, while the adjacent living room is just off the kitchen. A half bath with washer/dryer and plumbing in place for a shower complete the first floor. With laundry also able to be relocated upstairs, the space provides plenty of opportunity for a second full bath or keep as-is! Upstairs,find three spacious bedrooms with wonderful natural light, a very large updated full bath with tub/shower combo, and walk-up access to the attic for additional storage. The house is painted in a neutral palette throughout and is just one of those cozy, inviting spaces you can't help but feel "at home" in. There is also a large summer kitchen attached under the porch that would serve wonderfully continued to be used as storage or renovated into additional living space - a primary suite, family room, office, or even attached garage! Outside, find multiple fenced pastures and a large, center-aisle barn with space for at least 4 stalls, equipment parking, water and electric, ready for your animals, homesteading accessories, parking - whatever you need! The topography is gently rolling with plenty of flat, usable acreage and the pasture is plentiful! Additional outbuildings include a shed and chicken coop, all in a pastoral setting with room to expand your vision - gardens, animals, equipment, future improvements, or simply open space to enjoy. Whether you dream of bringing horses home, starting a hobby farm, or settling into a slower lifestyle with room to roam, this 10-acre farmette is the perfect setting to plan your future chapters. Quiet, functional, and full of possibility - come explore the potential!
#MDCR2034524

TANEYTOWN

2100 BLACKS SCHOOL HOUSE ROAD

3 Beds

1 Baths

2,274 Sq.Ft.

$600,000

MLS#: MDCR2034524

Step into the timeless elegance of 29 Fulton Avenue, a beautifully preserved Victorian residence built in 1897 and deeply rooted in the history of Walkersville. Constructed with three-brick-thick exterior walls using bricks produced by the historic Walkersville Brick & Tile Works, this three-story home offers over 3,000 sq. ft. of finished living space, soaring ceilings, and craftsmanship rarely found in modern construction. Original architectural details have been thoughtfully preserved, including tall moldings, decorative crown trim, heart pine floors, transom windows, ceiling medallions, pocket doors, built-in cabinetry, and even a newel post cap with a hidden compartment. The foyer sets the tone, opening to rooms designed for both everyday living and elegant entertaining. The dining room is a true centerpiece, featuring bay windows with plantation shutters, a tray ceiling, a striking chandelier, and a wood/gas fireplace. Ten-foot pocket doors lead into the kitchen, where a custom wood-burning masonry heater, crafted from original bricks uncovered during the home’s 2013 renovation, serves as both a functional cooking feature and a tribute to the home’s past. Soapstone countertops, stainless steel appliances, and generous maple cabinetry combine warmth with modern convenience. Adjacent to the kitchen, a versatile bonus room with a second wall oven functions as a butler’s pantry or prep space. Just beyond, a cozy side porch with a swing offers a quiet place to relax and enjoy the surrounding property. The family room blends comfort and history, featuring a Bartlett Hayward Latrobe stove, modifiable for propane, surround-sound speaker access grates, hidden stair-step storage, and a concealed drawer for media components. Stained-glass doors, exposed brick, ornate chandeliers, and a classic claw-foot tub add character throughout the home. A custom iron handrail accents the third staircase, while a heated-floor mudroom provides practical access to a secondary entry. The bright and inviting four-season room, surrounded by floor-to-ceiling Eze-Breeze windows, offers a peaceful space to read, entertain, or enjoy the snow during winter months. Upstairs, four spacious bedrooms continue the theme of natural light and preserved detail. A modern full bath and dedicated laundry area add convenience. The primary bedroom features a bay window with plantation shutters and direct access to the bath. One rear bedroom connects to the home’s third staircase, believed to have been used by household staff in the late 19th century. An expansive bonus room with exposed brick and built-in cabinetry provides flexible space for work, hobbies, or a studio. The walk-up attic offers over 1,700 sq. ft. of spray-foam-insulated, floored space, providing an incredible opportunity for future expansion or additional living areas. Set on a 0.51-acre lot, the property features a blend of mature landscaping and open yard space. The exterior trim and carriage house were freshly painted in 2023. Outdoor features include a spacious driveway, a charming carriage house/potting shed, a fenced courtyard, and a relaxing hot tub. The home’s wide front porch showcases intricate gingerbread trim and distinctive Frederick-style handrails, complemented by a custom wrought-iron fence, gas-lit porch lamps, the original mail slot, and a mechanical doorbell. The roof combines slate and asphalt, with period lightning rods and classic half-round gutters. Connected to city water and equipped with a whole-house filtration system, the home blends historic character with modern functionality. From this central location, residents can enjoy a truly walkable lifestyle with easy access to schools, parks, churches, restaurants, the library, and local shops. Historic homes of this caliber rarely come to market, offering exceptional character, generous space, and over a century of careful stewardship. Photos may be virtually staged
#MDFR2078322

WALKERSVILLE

29 FULTON AVENUE

4 Beds

2 Baths

3,162 Sq.Ft.

$600,000

MLS#: MDFR2078322

Incredibly rare double lot! Live in this home and subdivide off the second or build a new home or just keep the large lot to yourself! The extra-large lot provides space for ample parking, a playground, space for dogs and kids to play, entertaining...whatever suites your needs. The main level of the home exudes the historic charm of the era but has been brought up to today's expectations with a new HVAC, standing seam roof and kitchen! The expanded kitchen boasts large white and grey tile flooring, granite counter tops, stainless steel appliances, island with seating and big windows to allow for natural light. Off the kitchen is an informal dining area which leads to the family room. The original hardwood floors have been refinished throughout the home to reveal their natural beauty. Across the hall from the family room is the large dining room which is perfect for dining with a larger group of friends and family or could be an amazing office space. Upstairs you will find three large bedrooms. Two bedrooms share the full bathroom in the hallway. The master bedroom has two large closets and bathroom suite. Outside is a lovely, secluded garden patio which leads to the spring house. Currently used mostly for extra storage but could easily be used as an office, art or yoga studio, getaway room, let your imagination create your perfect space. The third floor is unfinished so you can create your perfect use here as well! At the back of the lot is the oversized 2 car garage and chicken coup! (Buyer to verify ability to subdivide and/or build on the lot)
#MDWA2035294

SHARPSBURG

133 E MAIN STREET

3 Beds

3 Baths

1,962 Sq.Ft.

$600,000

MLS#: MDWA2035294

Your dream of a functional farmette on over 10 acres with classic brick farmhouse in Carroll County can be realized at 2100 Blacks Schoolhouse Road.. Warm, inviting, and with all main systems and roof completely recently updated, you'll enjoy all modern conveniences combined with the charm of yesteryear - but without the worry! The wonderful back porch takes you inside the main level, which features hardwood floors, newer appliances, an open country-style eat-in kitchen with wood stove, and plenty of room for a large table. A separate formal dining room provides flexibility for a first-floor office or playroom if preferred, while the adjacent living room is just off the kitchen. A half bath with washer/dryer and plumbing in place for a shower complete the first floor. With laundry also able to be relocated upstairs, the space provides plenty of opportunity for a second full bath or keep as-is! Upstairs,find three spacious bedrooms with wonderful natural light, a very large updated full bath with tub/shower combo, and walk-up access to the attic for additional storage. The house is painted in a neutral palette throughout and is just one of those cozy, inviting spaces you can't help but feel "at home" in. There is also a large summer kitchen attached under the porch that would serve wonderfully continued to be used as storage or renovated into additional living space - a primary suite, family room, office, or even attached garage! Outside, find multiple fenced pastures and a large, center-aisle barn with space for at least 4 stalls, equipment parking, water and electric, ready for your animals, homesteading accessories, parking - whatever you need! The topography is gently rolling with plenty of flat, usable acreage and the pasture is plentiful! Additional outbuildings include a shed and chicken coop, all in a pastoral setting with room to expand your vision - gardens, animals, equipment, future improvements, or simply open space to enjoy. Whether you dream of bringing horses home, starting a hobby farm, or settling into a slower lifestyle with room to roam, this 10-acre farmette is the perfect setting to plan your future chapters. Quiet, functional, and full of possibility - come explore the potential!
#MDCR2034522

TANEYTOWN

2100 BLACKS SCHOOL HOUSE ROAD

3 Beds

1 Baths

2,274 Sq.Ft.

$600,000

MLS#: MDCR2034522

Step into a piece of Buckeystown history with this stunning colonial brick home offering a rare blend of charm, space, and modern amenities. Set on a generous lot, this 4-bedroom home features over 2,600+ square feet of living space with the kind of room and flexibility that’s hard to find in homes of this era. Inside, you’ll find a mix of original charm and functional updates, with spacious living areas, modern kitchen, primary bedroom suite, generously sized rooms, and multiple gathering spaces that adapt to today’s lifestyle. Positioned along Buckeystown Pike, the location offers quick access to Frederick, commuter routes, and everyday conveniences - ideal for those who value accessibility. A well-designed paver driveway provides ample off-street parking and easy entry, adding both function and curb appeal. Outdoors, the property truly stands out. The large, flat yard enjoys full sun throughout the day, a gardener's dream or set for easy maintenance. Established fruit trees already in place. A chicken coop is ready for its next owner to bring it back to life - perfect for those looking to embrace a more self-sufficient lifestyle. This is it! So much charm and character makes this beautiful historic home, one of a kind. The main floor has a fully renovated kitchen, gleaming hardwood floors/ exposed brick throughout, stainless steel appliances, woodburning fireplace, and tons of natural light. The upper level has four bedrooms, 2 full baths, high ceilings and beautiful built- ins. As we make our way to the front door. Relaxing on your front porch, having a cup of coffee or tea and enjoying the beautiful view. This sure feels like home! **** newer roof(2019), washer and dryer(2020), and dual zone HVAC(2018). Home is not in a historical preservation!
#MDFR2080786

BUCKEYSTOWN

3632 BUCKEYSTOWN PIKE

4 Beds

2 Baths

2,610 Sq.Ft.

$599,900

MLS#: MDFR2080786

Owner Occupant FHA Loan Available: Exceptional investment opportunity in the heart of Downtown Frederick on highly desirable Dill Avenue! This well-maintained 4-unit multifamily property offers an unbeatable location within walking distance to all of the shops, restaurants, breweries, and entertainment that historic downtown Frederick is known for. With consistently strong rental demand and a track record of near 100% occupancy, this is the type of asset investors seek but rarely find. Three of the four tenants have been in place for many years, providing immediate stability and dependable cash flow. The property has been well cared for over the years, resulting in very little to no annual maintenance expense, making it an ideal low-hassle addition to any portfolio. Whether you’re expanding an existing portfolio or acquiring your first multifamily in a prime market, this Dill Ave property delivers location, longevity, and performance. Don’t miss this rare chance to own a high-demand rental property in one of Frederick’s most sought-after downtown neighborhoods!
#MDFR2076832

FREDERICK

209 DILL AVENUE

3 Beds

None Baths

1,960 Sq.Ft.

$599,900

MLS#: MDFR2076832

Great positive cashflow investment opportunity! Well maintained 6 unit apartment building not far from beautiful City Park, Meritus Park, University of Maryland Hagerstown Campus, Barbara Ingram School of the Arts, Maryland Theatre, restaurants and more! This building is fully occupied and produces approximately $4,700 a month in income! Natural gas radiant heat! Each unit is 1 bedroom and 1 bathroom. Large backyard, detached garage. The owner will consider holding owner financing. Owner is also selling 419 Summit Ave with 5 units.
#MDWA2031050

HAGERSTOWN

311 SUMMIT AVENUE

None Beds

None Baths

6,240 Sq.Ft.

$599,900

MLS#: MDWA2031050

Almost seven acres with two streams. Family farmhouse converted from original mill. Super-size Morton pole building with highbay door large enough for your RV, boats or oversized stuff. Garage equipped with automotive lift and large air compressor to power your air tools. Garage has water and electric. Large barn good for your animals and even more storage. Open bay flex use building and enclosed hen house. Country kitchen in house recently renovated. Solid hardwood handmade oak cabinetry painted a soft sage with quartz countertops and stainless appliances give you modern convenience in a rural setting. Lots of parking. This is Carroll County living at its best.
#MDCR2032986

MANCHESTER

5100 SHAFFER MILL ROAD

3 Beds

1 Baths

2,574 Sq.Ft.

$599,900

MLS#: MDCR2032986

New on site 1 day ago
Charming Victorian Home offers the perfect blend of historic character and modern upgrades in the heart of Middletown. Vehicle access from both Beautiful Main Street and Convenient Broad Street, this home provides excellent accessibility and curb appeal. Beautiful Hard Wood Floors, Wainscoting, Crown Molding throughout. Main Level Features Separate Living Room, Dining Room w/Pocket Doors, Family Room, Kitchen, Updated Full Bath. Kitchen includes Center Island w/Seating, Gas Cook-top, and Pantry. (2024: New Refrigerator, New Gas Cooktop, New Kitchen Disposal). Upper Level Features 3 Nice Size Bedrooms. Updated Full Bath with Heated Floor, Large Glass Front Shower, Custom Cabinets, Makeup Vanity, and Jetted Claw Foot Tub. An Oversized 2nd Floor Laundry Room with a Pocket Door features a second kitchenette area including upper and lower cabinets and countertop space. New Washer and Dryer in 2022. Access to Attic and a Small room with view overlooking back yard. Property also includes a Large/Tall Detached 2 Car Garage w/Tesla EV Charger. Attached to the Garage is a Large Shop/General Use Space. Home includes a Large Rear Deck off the Kitchen. A Whole-House Backup Power Generator w/New Battery in 2026. 2 Whole-House Surge Protectors, 2 Outdoor A/C unit Surge Protectors installed 2025. 4 Propane Tanks. This Listing also includes an Attached Additional Lot of Record w/Temp Restrictions. Conveniently located near schools, shopping, dining, parks, and easy access to major highways. This well-cared-for Victorian on Main Street is truly special.
#MDFR2081222

MIDDLETOWN

124 E MAIN STREET

3 Beds

2 Baths

2,474 Sq.Ft.

$599,900

MLS#: MDFR2081222

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