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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
417
# of Listings
3
Avg # of Bedrooms
$251
Avg. $ / Sq.Ft.
$716,153
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

64 Properties Found. Page 5 of 5.

Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for modern luxury living, this extraordinary four-bedroom residence with dedicated office space blends timeless craftsmanship with sophisticated design rarely found in historic homes. Perched above historic Main Street with sunset views toward South Mountain, the home showcases soaring ceilings, original architectural details, custom Mennonite-crafted millwork, designer Circa lighting, and extensive infrastructure updates throughout. At the heart of the home is the stunning kitchen addition featuring exposed historic brick, dramatic steel scissor-beam trusses, handcrafted cabinetry, quartz perimeter counters, granite center island, GE Monogram appliances, farmhouse sink, induction cooktop, and a dramatic picture window overlooking the beautifully landscaped courtyard and covered side porch. The original kitchen was transformed into a spacious dining room, creating exceptional flow for entertaining while preserving the home’s historic character. Outdoor living spaces feel like an extension of the home itself with stamped concrete, custom stone fireplace, a covered entertaining area, integrated storage, and beautifully landscaped gathering spaces designed for both intimate evenings and large-scale entertaining. The front parlor was transformed into a stunning library with built-in shelving, restored historic shutters, statement lighting, and the hidden swinging bookshelf leading to the speakeasy featuring a solid wood bar, wet bar, beverage refrigerator, custom ceiling paneling, and dramatic finishes. The family room was created by opening two original parlors and is crowned by a dramatic bay window that floods the space with natural light. Upstairs, the home offers two primary suites along with spacious secondary bedrooms featuring exceptional flexibility, including a custom Murphy bed/work table system and built-in bay window seating. A dedicated office conceals a hidden opening into an untouched portion of the original home, creating a fascinating preserved time capsule rarely found in homes of this era. A covered upper porch overlooks the courtyard below, while the redesigned laundry room introduces marble countertops, statement lighting, and additional storage. The finished attic was transformed into a truly unique owner’s retreat featuring reclaimed oak flooring, exposed brick chimneys, preserved historic wall surfaces, dressing room, laundry chute, separate staircase access, and a spa-inspired bath with a hidden Japanese-inspired Ofuro soaking tub room. Infrastructure improvements include dedicated high-end Carrier HVAC systems with hospital-grade filtration and smart thermostats, radiant heated floors, replaced electrical systems in 2020, updated copper plumbing, Japanese toilets, hand-tooled standing seam metal roof, replacement gutters, energy-efficient wooden sash windows, composite porch decking, central vacuum, Sonos integration, and extensive custom woodworking throughout. Stretching from Main Street to West Green Street, the property also includes a subdivided, buildable rear lot. The purchaser of 19 E Main Street will have first right of refusal on the lot, which is also available separately, creating a rare opportunity for future expansion or investment in the heart of Middletown. Located on one of Maryland’s historic designated Main Streets, just steps from Middletown’s restaurants, library, shops, parks, & sought-after schools, this extraordinary residence offers a lifestyle as rare as the home itself. Owned by only three families in 100+ years, this one-of-a-kind home blends history, luxury, & craftsmanship.
#MDFR2082574

MIDDLETOWN

19 E MAIN STREET

4 Beds

3 Baths

3,130 Sq.Ft.

$1,150,000

MLS#: MDFR2082574

Welcome to 3926 Prospect St – an exceptional, fully renovated and masterfully expanded home nestled in the heart of Kensington’s historic district. A picture of timeless charm, this enchanting historic bungalow blends classic character with thoughtfully designed modern living spaces, creating a home that feels so warm and inviting. A stunning kitchen and family room addition is the heart of the home, featuring soaring vaulted ceilings, skylights that fill the space with natural light, and seamless access to the beautiful, screened porch — perfect for relaxing mornings, entertaining friends, or enjoying quiet evenings overlooking the beautiful yard. With amazing curb appeal, the welcoming front porch — complete with a classic porch swing — creates the perfect setting for morning coffee, evening conversations, and enjoying the friendly neighborhood atmosphere that makes Kensington so special. You will fall in love as soon as you walk through the front door. The main level includes a large living room with fireplace, with gas hook up, formal dining room with built-in china cabinet, dream chef’s kitchen with all the bells and whistles, fabulous family room addition, designer bathroom, mudroom and laundry room with river rock floor, and stunning screened porch with custom Adirondack style railings. The second floor offers two oversized bedrooms and enlarged luxurious bathroom. The lower level is fully finished with home office/ flex space, spacious bedroom to the exterior, and full bath. The location is ideal. Set on one of Kensington’s most picturesque streets in the beloved neighborhood known as “The Pitchfork,” this home is just moments from all that Kensington has to offer- parks, restaurants, shops, the weekly Farmers Market, Noyes Children’s Library, the MARC train, BabyCat Brewery, vibrant community events, and more. Walk to your favorite spots and come home to this special home, rich in character and enhanced with beautiful, one-of-a-kind updates. Welcome home!
#MDMC2236824

KENSINGTON

3926 PROSPECT STREET

3 Beds

2 Baths

2,244 Sq.Ft.

$1,095,000

MLS#: MDMC2236824

Public Open House Sunday May 24 from 12PM until 2PM. The original Brunswick Crossing manor house—completely reimagined in 2025–2026 by one of Frederick County’s most respected builders—is now offered for sale. Known as **The Enfield House**, this iconic all-brick Colonial Revival residence was originally built in 1900 and stands today as a rare architectural landmark overlooking the Brunswick Crossing community. Set prominently on its elevated homesite, the home offers more than 3,400 finished square feet across the upper levels and has undergone a comprehensive down-to-the-studs renovation. Every major system and finish has been thoughtfully replaced or upgraded, preserving the home’s historic character while delivering the comfort and efficiency of modern construction. The only elements retained from the original structure are the timeless four-sided brick exterior and the beautifully preserved original hardwood floors—an intentional blend of historic craftsmanship and new-home quality. The home’s gracious slate front porch captures the cool breezes that sweep through the Harpers Ferry Gap, creating the perfect setting for quiet mornings or relaxed evenings overlooking the surrounding valley. At the rear, an oversized elevated covered porch offers a dramatic vantage point above Brunswick Crossing, where scenic vistas and mountain views stretch into the distance. Inside, classic Colonial Revival architecture meets fresh, modern design. Generous room proportions, tall ceilings, and abundant natural light create an inviting and sophisticated interior environment. The renovation has carefully respected the home’s historic scale while delivering a flowing layout suited to today’s lifestyle—ideal for both everyday living and elegant entertaining. Residents of Brunswick Crossing enjoy access to an exceptional array of community amenities designed to support an active and connected lifestyle. The community features a resort-style swimming pool, state-of-the-art fitness center, and a beautifully appointed clubhouse that hosts neighborhood events and gatherings throughout the year. Miles of scenic walking and biking trails wind through parks, open green spaces, and playgrounds, while sports fields, dog parks, and community gardens create opportunities for recreation and outdoor enjoyment. The neighborhood also includes a vibrant marketplace with local shops and dining, along with convenient access to the MARC train, historic downtown Brunswick, the C&O Canal towpath, and endless outdoor recreation along the Potomac River. Homes with this level of architectural significance rarely come to market—especially ones that have been fully restored with such care and intention. The Enfield House offers a truly unique opportunity to own a piece of Brunswick history while enjoying the benefits of a completely modernized home. A landmark residence. A meticulous restoration. And one of the most distinctive homes in all of Brunswick Crossing.
#MDFR2077738

BRUNSWICK

1300 POTOMAC VIEW PARKWAY

4 Beds

3 Baths

3,404 Sq.Ft.

$1,095,000

MLS#: MDFR2077738

Valuable Commercial Property. 2.5 Acres. Located at the full access intersection on S. Seton Ave and US Rt 15, Emmitsburg, MD. The property is comprised of two parcels with 2 houses and a total of 10,000 square feet of commercial buildings. The zoning is General Commercial which allows a broad range of uses all enhanced by the property's high visibility and easy, full access to both North and South lanes of US Rt. 15. The average daily traffic count is in excess of 30,000 cars. Excellent location for gas, convenience or retail centers. (Tax Nos. 05-177367 & 05-177359) Priced at $1,500,000.
#MDFR244014

EMMITSBURG

16665 OLD EMMITSBURG ROAD

None Beds

None Baths

10,000 Sq.Ft.

$1,000,000

MLS#: MDFR244014

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