Vintage homes for sale & real estate in 21755, MD

5 homes

Sort:

Recommended

OPEN SUN, 1PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
Welcome to this turn-key 3 bedroom 1 bath home in the heart of Jefferson, MD!! Offering an unbeatable Main Street location this charmer has a brand new Kitchen and Bath, brand new central air conditioning and heating, refinished original hardwood floors, newly painted and ready to go! Fenced flat rear yard with storage areas, carport and breezeway entrance! All Brick Exterior! Just a short block to Little Red Barn local store and cafe, Dunkin Donuts, Watsons Restaurant and the entire Jefferson town center with parks and public services at your fingertips! Ideally located with Easy access to downtown Frederick, Harpers Ferry, Brunswick, Point of Rocks, and the Bridges to Leesburg, VA!

$349,988

3 beds1 bath1,157 sq ft

4015-A Jefferson Pike, Jefferson, MD 21755

Main street location • Brand new kitchen • Brand new bath

(866) 987-3937

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
A rare masterpiece of early Maryland heritage, the iconic Dr. Charles McGill House (c. 1820) stands as a premier architectural landmark in the heart of the Jefferson Historic District. Presiding over an expansive, level 0.4-acre village lot, this commanding brick residence seamlessly bridges two centuries of American craftsmanship. It culminates in an extraordinary, living piece of history: an authentic, partially restored 1700s pioneer log tavern integrated right into the home’s grand rear wing. .. .. .. .. .Pass through the handsome entry facade to find a main residence that honors its Federal-era pedigree. Rare, wide-plank chestnut floors glow under generous natural light, while ei

$470,000

4 beds1 bath3,016 sq ft

3836 Jefferson Pike, Jefferson, MD 21755

Historic trim work • 0.4 acre lot • Built 1820

(301) 975-9500

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
Income Producing Investment Opportunity with Proven Short-Term Rental Revenue & Redevelopment Potential. Whether you're looking to continue a profitable short-term rental operation, hold for long-term appreciation, or unlock the site's full development potential, this property delivers on all fronts. Redevelopment Upside: Currently Zoned Ag with Public Water & Sewer, allowing for unique opportunities to seek Agri-Tourism uses, Schools, or Churches; and potential for full-scale redevelopment – all subject to approvals. Income-Generating Residential Unit: Turnkey short-term rentals with consistent occupancy and excellent guest reviews. Financials available upon request. Idea

$950,000

4 beds3 baths3,362 sq ft

3419 Jefferson Pike, Jefferson, MD 21755

8.93 acre lot • Built 1890 • Listed 262 days

(240) 367-9600

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
Historic Jefferson Farm on Protected Agricultural Land - rare opportunity to acquire a historic Frederick County farm property in the heart of the Jefferson agricultural preservation area nestled in a serene rural setting, this expansive 34-acre lot offers a unique opportunity to create your dream estate amidst nature's beauty. With additional lots available, the possibilities for development are endless, allowing for a truly personalized vision of luxury living. The property boasts breathtaking views that encompass rolling pastures, a gentle creek, and lush wooded areas, providing a picturesque backdrop that changes with the seasons. Imagine waking up to the soft sounds of nature, with the

$775,000

— beds— baths3,072 sq ft

4147 Lander Rd, Jefferson, MD 21755

34 acre lot • 15 parking spots • Built 1890

(301) 703-8169

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
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.

$1,900,000

— beds— baths2,244 sq ft

4144 and 4144A Lander Rd, Jefferson, MD 21755

89.13 acre lot • 8 parking spots • Built 1900

(301) 703-8169

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
This charming ranch-style home shows true pride of ownership and is sure to please! Offering a delightful blend of classic character and modern comfort. Nestled on a beautifully landscaped corner lot, this property is a true gem, featuring a full front porch for those quiet evenings or enjoying your morning coffee, and a well-maintained exterior with a large flat yard. The outdoor space is perfect for relaxation and entertainment, offering a hot tub, pool level wet bar, ambient lighting, tranquil above-ground pool, and an oversized deck that invites you to enjoy the fresh air, outdoors, and entertaining. Step inside to discover a warm and inviting traditional floor plan that includes two sp

$319,900

2 beds1 bath950 sq ft

906 E F St E, Brunswick, MD 21716

Hot tub • Full front porch • Oversized deck

(240) 309-6000

NEW 24 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
Nestled in the charming community of Middletown, this delightful bungalow offers a perfect blend of comfort and convenience. Built in 1945, this home exudes character with its classic architectural style and inviting ambiance. With 3 bedrooms and 2 full bathrooms, this residence is designed for both relaxation and functionality. As you step inside, the warmth of hardwood flooring welcomes you, leading you to a cozy living area complete with a gas fireplace-perfect for those chilly evenings spent with loved ones. This home offers a newer HVAC(2022) system and updated windows(2022) on the main level. Enjoy the kitchen with stainless appliances and granite countertops. The partially finished b

$375,000

3 beds2 baths1,388 sq ft

400 W Green St, Middletown, MD 21769

Hardwood flooring • Updated windows • Stainless appliances

(240) 309-6000

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
Nestled in the scenic Braddock Heights community, this inviting home offers the perfect balance of peaceful mountain living and everyday convenience. Ideally located between Frederick and Middletown, you'll enjoy easy access to charming downtown shops and restaurants, local parks, hiking trails, and commuter routes while coming home to a setting that feels calm and connected to nature. Inside, the home is designed for comfortable living and easy entertaining. The walkout basement expands your living space and offers endless possibilities, whether you envision a recreation room, home office, fitness area, or a place to gather with friends and family. Natural surroundings and seasonal views c

$600,000

4 beds2 baths2,414 sq ft

4605 Old Swimming Pool Rd, Braddock Heights, MD 21714

Gambrill state park • Walkout basement • Natural surroundings

(703) 679-1700

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
There’s something special about living where the pace feels a little slower and the outdoors is part of everyday life. Tucked along a quiet dead-end street beside a wooded creek, this charming Brunswick home offers a private, park-like setting that has been one of the sellers’ favorite things about living here. A covered front porch welcomes you home, while the spacious, level rear yard surrounded by mature trees and greenery creates a peaceful place to garden, gather, play or simply enjoy being outside. The rear deck makes it easy to sit back and take in the natural surroundings. Inside, hardwood floors, abundant natural light and original wood details bring warmth and characte

$289,900

3 beds1.5 baths1,225 sq ft

43 E C St, Brunswick, MD 21716

Covered front porch • Walk-out lower level • Rear deck

(301) 698-5005

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21755, VA:
COMING SOON + OPEN HOUSE TUESDAY 9/15 from 5-7pm !! Located in the heart of downtown Lovettsville - This charming 2-bedroom, 1-bath home offers the kind of character and in-town lifestyle that is hard to find. Enjoy a welcoming front porch, a cozy back patio, and the ability to walk to local coffee shops, restaurants, shops and community activities — all with NO HOA. Out back, the property opens into an incredibly private, fully fenced backyard oasis with established gardens and mature trees, creating a peaceful retreat right in town. And then there’s the garage — an insanely spacious detached garage with its own separate electrical panel, offering tremendous flexibility f

$474,000

2 beds1 bath1,246 sq ft

12 E Pennsylvania Ave E, Lovettsville, VA 20180

Front porch • Established gardens • Back patio

(571) 386-1075

ABOUT THIS HOME
Vintage Home for sale in 21755, MD:
Exceptional value for this large residence in the heart of historic Burkittsville. This home has been masterfully reimagined with high-end finishes and modern infrastructure. This distinguished property has undergone a comprehensive renovation with permitted improvements and many upgraded and newly installed components. Serviced from top to bottom. All the work is done. The thoughtfully redesigned floor plan offers 4 bedrooms and 3 full baths, with a 1st floor master suite and en-suite bath. A blend of historic character with contemporary comfort. A designer kitchen anchors the home, featuring granite countertops, stainless steel appliances, and generous gathering space ideal for entertaini

$425,000

4 beds3.5 baths2,812 sq ft

210 E Main St, Burkittsville, MD 21718

Designer kitchen • Dual-zone hvac • Granite countertops

(301) 439-9500

Property at 2 Quarter Branch Rd, Lovettsville, VA 20180, 3 beds, 1 bath

$449,000

3 beds1 bath1,412 sq ft

2 Quarter Branch Rd, Lovettsville, VA 20180

(703) 378-8810

Property at 19 E Main St, Middletown, MD 21769, 4 beds, 3.5 baths

$1,050,000

4 beds3.5 baths3,130 sq ft

19 E Main St, Middletown, MD 21769

(301) 698-5005

Property at 319 S Church St, Middletown, MD 21769, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,824 sq ft

319 S Church St, Middletown, MD 21769

(443) 499-3839

Property at 6926 Maryland Ave, Braddock Heights, MD 21714, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths2,172 sq ft

6926 Maryland Ave, Braddock Heights, MD 21714

(703) 679-1700

Property at 614 Brunswick St, Brunswick, MD 21716, 3 beds, 2 baths

$349,900

3 beds2 baths1,332 sq ft

614 Brunswick St, Brunswick, MD 21716

(301) 831-5099

Property at 5607 Old National Pike, Frederick, MD 21702, 3 beds, 1 bath

$209,900

3 beds1 bath1,596 sq ft

5607 Old National Pike, Frederick, MD 21702

(301) 662-0155

Property at 401 W Potomac St, Brunswick, MD 21716, 4 beds, 2 baths

$359,900

4 beds2 baths2,118 sq ft

401 W Potomac St, Brunswick, MD 21716

(240) 497-0408

Property at 718 E Main St, Middletown, MD 21769, 4 beds, 2 baths

$499,900

4 beds2 baths1,862 sq ft

718 E Main St, Middletown, MD 21769

(240) 309-6000

Property at 811 E B St, Brunswick, MD 21716, 4 beds, 2 baths

$410,000

4 beds2 baths1,956 sq ft

811 E B St, Brunswick, MD 21716

(855) 450-0442

Property at 200 Prospect St, Middletown, MD 21769, 5 beds, 3 baths

$699,000

5 beds3 baths3,206 sq ft

200 Prospect St, Middletown, MD 21769

(410) 543-4545

Property at 522 W Potomac St, Brunswick, MD 21716, 3 beds, 1 bath

$240,000

3 beds1 bath1,296 sq ft

522 W Potomac St, Brunswick, MD 21716

(301) 774-5900

Property at 708 E Main St, Middletown, MD 21769, 4 beds, 2 baths

$475,000

4 beds2 baths2,036 sq ft

708 E Main St, Middletown, MD 21769

(240) 309-6000

Property at 1141 Weverton Rd, Knoxville, MD 21758, 1 bed, 1 bath

$375,000

1 bed1 bath1,154 sq ft

1141 Weverton Rd, Knoxville, MD 21758

(301) 739-4800

Property at 13316 Downey Mill Rd, Lovettsville, VA 20180, 3 beds, 1.5 baths

$565,000

3 beds1.5 baths1,276 sq ft

13316 Downey Mill Rd, Lovettsville, VA 20180

Vintage Homes for Sale in 21755

There are currently 5 vintage homes for sale in 21755 at a median listing price of $584K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21755 stay on the market for 36 days and receive 5 offers. This map is refreshed with the newest listings in 21755 every 15 minutes.

In the past month, 3 homes have been sold in 21755. In addition to houses in 21755, there was also 1 condo, 1 townhouse, and 0 multi-family units for sale in 21755 last month. Find your dream home in 21755 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 21755 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21755. If you're looking to sell your home in the 21755 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21755 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for 21755, MD

Cities

Nearby Zip Codes

Nearby Zip Codes with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in 21755, MD

How to buy a house in 21755, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

7 Redfin agents serving 21755

195

Deals*

4.8

Satisfaction

1196

Homes closed*

* Data from the last year

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.