Vintage homes for sale & real estate in 21756, MD

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FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
Welcome to 51 N Main Street, a meticulously updated 3-bedroom, 2.5-bathroom home nestled in the quaint, quiet, and romantic small town of Keedysville. Blending historic 1890s Federal-style charm with true turn-key modern convenience, this property is completely move-in ready. Start your mornings sipping coffee on the classic front porch, taking in the welcoming community feel that Keedysville is known for. The exterior has been thoughtfully upgraded for low maintenance and longevity, boasting fresh vinyl siding and a durable metal roof. Inside, enjoy year-round, energy-efficient comfort with an updated dual-zoned central A/C system. Step out back to discover your own private oasis on this g

$329,999

3 beds2.5 baths1,625 sq ft

51 N Main St, Keedysville, MD 21756

Durable metal roof • Covered patio • Fresh vinyl siding

(301) 228-2988

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home nestled on a private 1.7-acre lot in a peaceful country setting with no HOA! Step inside to an inviting interior featuring new waterproof laminate flooring and fresh paint throughout. The remodeled kitchen offers new cabinets, countertops, and appliances, creating a fresh and functional space for everyday living and entertaining. The living room features a wood-burning fireplace, providing a warm and inviting setting for relaxing and enjoying time with family and friends. Additional updates include a new A/C unit for year-round comfort. With four bedrooms, a finished basement, spacious living areas, and a generous 1.

$384,900

4 beds1.5 baths2,835 sq ft

4217 Chestnut Grove Rd, Keedysville, MD 21756

Private lot • New a/c unit • Remodeled kitchen

(888) 860-7369

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
PRICE CHANGE! This should peak your curiosity! Step back in time PRESERVATION Zoning. Historic era property offers a total of 3 bd, 2 full baths includes the guest house space. Nestled on just over 4 beautiful acres, possibly a great space for a mini farmette. Charming post-civil war home, built in 1878, has so much character! Entering the traditional floor plan which seamlessly connects cozy living spaces will heighten curiosity. ALL AS IS. Original house plans and addition plans along with other documentation of very interesting facts about this home which provides a perfect retreat-like experience. The main bathroom has a sauna closet. The private peaceful outdoor space can be an es

$339,900

2 beds1 bath1,160 sq ft

3020 Chestnut Grove Rd, Keedysville, MD 21756

4.09 acre lot • 6 parking spots • Built 1878

(301) 365-0664

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
4303 Trego Road offers a great opportunity to enjoy country living without breaking the bank! If you've been looking for a little more space, a little more peace and quiet, and a home with some real character, this might be just what you've been waiting for! Set in the beautiful countryside just outside Keedysville, this charming 3-bedroom, 1.5-bath historic home offers a wonderful combination of country living and everyday comfort. Inside, you'll find hardwood floors, a spacious living room filled with natural light, and a cozy family room with a pellet stove. The large country kitchen features custom cabinetry, a propane stove, and plenty of room for gathering around the table. Upstairs a

$299,900

3 beds1.5 baths1,456 sq ft

4303 Trego Rd, Keedysville, MD 21756

Custom cabinetry • Propane stove • Cozy family room

(301) 800-9371

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
Discover the perfect blend of historic charm, equestrian amenities, and extensive property improvements on this exceptional 11-acre equestrian farm. Built at the beginning of the 20th century, this distinctive residence showcases classic architectural details, timeless character, and picturesque views of rolling hills, green meadows, and surrounding pastures. The brick and wood siding welcomes you to a home rich in history, complemented by improvements throughout the residence and grounds. Enter through the inviting front porch into a charming mudroom featuring ceramic tile flooring and updated lighting. The family room offers a warm and inviting atmosphere with exposed beams, exposed brick

$1,100,000

4 beds2.5 baths2,248 sq ft

20230 Dogstreet Rd, Keedysville, MD 21756

Exposed brick • Historic charm • Charming mudroom

(410) 531-0321

Property at 19133 Geeting Rd, Keedysville, MD 21756

$175,000

Land2.44 acres (lot)

19133 Geeting Rd, Keedysville, MD 21756

(301) 365-0664

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NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
SECLUDED 80± ACRE FARM IN BOONSBORO, MD, featuring rolling meadows of pasture (50 tillable acres) , woodlands (18 acres) for privacy and hunting, and a creek running through the property. Currently operated as a cattle farm, the property includes fenced fields, an equipment barn (50x100) , feeder/livestock barn(54x240), bank barn, milkhouse (15x50) and utility building (30x50). The existing farmhouse (1454 sq ft) requires renovation, offering an opportunity to restore it to your preferences or explore building a new home. The property is enrolled in the Rural Legacy Program and is approved for one residence, with perc approvals for either renovation of the existing farmhouse or a new

$1,499,000

3 beds1 bath1,456 sq ft

20727 Park Hall Rd, Boonsboro, MD 21713

80 acre farm • Secluded farm • 79.17 acre lot

(301) 745-1620

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
Welcome to 210 W. Main Street, a charming historical residence located in lovely Sharpsburg, MD. This inviting property blends small-town character with everyday convenience, offering comfortable living spaces, timeless appeal, and a location rich in history. Just minutes from Antietam National Battlefield, the C & O Canal, Potomac Ridge Brewery, local shops and dining, Boonsboro, Shepherdstown, and outdoor recreation, this home offers the perfect balance of peaceful living and easy access. This very unique charm property was built in 1856. This house is cozy, well-cared for, and ready for new owners. Large and spacious kitchen with slate countertops, it offers upgraded custom lights,

$465,000

3 beds3 baths1,604 sq ft

201 W Main St, Sharpsburg, MD 21782

Historical residence • Large backyard • Spacious kitchen

(571) 386-1075

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
SMALL-TOWN ELEGANCE MEETS HISTORIC CHARM IN THE HEART OF SHARPSBURG! Welcome to 112 S. Mechanic Street, where timeless character, rustic beauty, and modern comforts come together! This charming 3-bedroom, 2-full-bath home offers a wonderful blend of historic appeal and thoughtful improvements, all nestled in the picturesque town of Sharpsburg, Maryland. One of the home’s most captivating features is its distinctive log-and-chinking craftsmanship, showcasing the rustic beauty and architectural character that make historic homes so special. These unique details create a warm, inviting atmosphere while celebrating the home’s connection to the past. The charming kitchen features vin

$335,000

3 beds2 baths1,758 sq ft

112 S Mechanic St, Sharpsburg, MD 21782

Updated electrical • Dedicated mudroom • New roof

(304) 930-1290

$275,000

3 beds1.5 baths1,488 sq ft

5506-B Burkittsville Rd, Burkittsville, MD 21718

Weathered frame barn • Classic metal roof • Original wood floors

(301) 975-9500

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
EXCELLENT HOME IN FAIRPLAY, MD! Great opportunity for your next home or investment opportunity! This home features 3 bedrooms, 1.5 bathrooms, living room, family room w/ wood stove, kitchen, dining room, laundry room, attic, basement, and more! Buildings outside include a large detached 3-car garage w/ loft, screened-in pavilion, and a block shed. Incredible potential with this property, come and make it your own! Improvements include a new well pump in 2021, new hot water heater in 2023, and a new roof in 2015! This property will be offered at auction on Friday, November 6, 2026 @ 3:00pm. The List price in no way represents a minimum, starting, or acceptable bid.

$119,000

3 beds1.5 baths1,629 sq ft

7856 Fairplay Rd, Fairplay, MD 21733

Wood stove • New well pump • New hot water heater

(717) 597-9100

ABOUT THIS HOME
Vintage Home for sale in 21756, MD:
Move-in ready just in time for the holidays! Welcome to 8118 Mapleville Rd, a beautifully fully renovated 3-bedroom, 1.5-bath home located in the desirable Boonsboro school district. From the moment you step inside, you'll appreciate the fresh, modern finishes and thoughtful updates throughout, making this home truly ready for you to unpack and enjoy. The home offers a comfortable and functional layout with plenty of space for everyday living and entertaining. The recent renovations provide the feel of a new home while maintaining the charm and character of an established property. Enjoy the convenience of being just minutes from Interstate 70, providing an easy commute to Baltimore, Washin

$220,000

3 beds2 baths858 sq ft

8118 Mapleville Rd, Boonsboro, MD 21713

Fully renovated • Recent renovations • Easy commute

(301) 790-1700

Property at 104 N Main St, Boonsboro, MD 21713, 6 beds, 3.5 baths

$509,900

6 beds3.5 baths3,714 sq ft

104 N Main St, Boonsboro, MD 21713

(301) 694-8000

Property at 17819 Spielman Rd, Fairplay, MD 21733, 3 beds, 2 baths

$249,900

3 beds2 baths1,544 sq ft

17819 Spielman Rd, Fairplay, MD 21733

(301) 745-1500

Property at 2806 Harpers Ferry Rd, Sharpsburg, MD 21782, 4 beds, 3 baths

$599,000

4 beds3 baths3,738 sq ft

2806 Harpers Ferry Rd, Sharpsburg, MD 21782

(304) 930-5128

Property at 119 Antietam St E, Sharpsburg, MD 21782, 3 beds, 1 bath

$355,000

3 beds1 bath2,037 sq ft

119 Antietam St E, Sharpsburg, MD 21782

(443) 274-1900

Property at 406 Potomac St, Boonsboro, MD 21713, 2 beds, 1 bath

$172,000

2 beds1 bath988 sq ft

406 Potomac St, Boonsboro, MD 21713

(301) 882-7567

Property at 18003 Davis Ln, Boonsboro, MD 21713, 3 beds, 1 bath

$189,000

3 beds1 bath1,305 sq ft

18003 Davis Ln, Boonsboro, MD 21713

(301) 662-8600

Property at 17429 Taylors Landing Rd, Sharpsburg, MD 21782, 1 bed, 1 bath

$199,000

1 bed1 bath1,348 sq ft

17429 Taylors Landing Rd, Sharpsburg, MD 21782

(571) 292-5377

Property at 202 E Chapline St, Sharpsburg, MD 21782, 5 beds, 3 baths

$338,995

5 beds3 baths2,122 sq ft

202 E Chapline St, Sharpsburg, MD 21782

(304) 901-4886

Property at 205 E Antietam St, Sharpsburg, MD 21782, 3 beds, 1 bath

$200,000

3 beds1 bath1,463 sq ft

205 E Antietam St, Sharpsburg, MD 21782

(703) 378-8810

Property at 117 E Main St, Sharpsburg, MD 21782, 5 beds, 2 baths

$375,000

5 beds2 baths3,500 sq ft

117 E Main St, Sharpsburg, MD 21782

(301) 733-4183

Property at 2519 Harpers Ferry Rd, Sharpsburg, MD 21782, 1 bed, 1 bath

$39,900

1 bed1 bath1,152 sq ft

2519 Harpers Ferry Rd, Sharpsburg, MD 21782

(301) 662-8600

Property at 201 E Main St, Sharpsburg, MD 21782, 2 beds, 1.5 baths

$295,000

2 beds1.5 baths5,676 sq ft

201 E Main St, Sharpsburg, MD 21782

(304) 901-7788

Vintage Homes for Sale in 21756

There are currently 6 vintage homes for sale in 21756 at a median listing price of $600K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21756 stay on the market for 51 days. This map is refreshed with the newest listings in 21756 every 15 minutes.

In the past month, 4 homes have been sold in 21756. In addition to houses in 21756, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in 21756 last month. Find your dream home in 21756 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 21756 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21756. If you're looking to sell your home in the 21756 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21756 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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