Woodsboro Homes for Sale

Woodsboro Homes for Sale

Welcome to Woodsboro, Maryland – a charming small town nestled in the heart of Frederick County. With its rich history, friendly community, and picturesque landscapes, Woodsboro offers a unique blend of rural charm and modern convenience. This delightful town is known for its welcoming atmosphere, where neighbors become friends and community events bring everyone together.

Woodsboro boasts a variety of local amenities, including quaint shops, delightful eateries, and beautiful parks, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle. The town is surrounded by scenic countryside, offering ample opportunities for outdoor activities such as hiking, biking, and exploring nature. Plus, with its close proximity to the vibrant city of Frederick, residents can easily access a wider array of dining, shopping, and entertainment options.

For those considering a move to this idyllic town, you’ll be pleased to know that there are a variety of homes for sale in Woodsboro. From charming historic houses that reflect the town’s rich heritage to modern single-family homes perfect for growing families, there’s something for everyone. Whether you’re looking for a cozy cottage or a spacious family residence, Woodsboro’s real estate market has options that cater to diverse tastes and budgets.

Explore the delightful homes available in Woodsboro and discover the perfect place to create lasting memories. With its serene environment, friendly community, and beautiful surroundings, you’ll soon see why so many people are proud to call Woodsboro home. Don’t miss your chance to be a part of this wonderful community!

Newest Woodsboro Homes for Sale

4 S Main St, Woodsboro
$1,299,000
7 Beds ⋅ 10 Baths
Step into a remarkable piece of history at The George F. Smith House, a magnificent all-brick mansion with a fascinating connection to the Rosebud Perfume Company, which remains in business today under the ownership of his heirs. Beautifully renovated and thoughtfully updated, this extraordinary property blends historic character, timeless architectural details, and modern conveniences, offering a truly unique opportunity for its next owner. The main residence features 6 bedrooms and 5½ bathrooms, complemented by a separate guest house with 1 bedroom and 1 full bathroom. From the inviting wraparound porch with three entrances to the main level to the original stained-glass front door, this home makes a memorable first impression. Step inside the grand foyer, where a marble fireplace, built-in glass shelving, and an elegant curved staircase set the tone for the historic charm found throughout. The original portion of the home showcases hardwood flooring with decorative inlay borders and an impressive hardwood medallion in the hallway. The spacious dining room features another marble fireplace, while the family room offers beautiful wood trim and a distinctive wood coffered ceiling. The redesigned, modern kitchen seamlessly combines style and functionality with crisp white cabinetry, a center island, stainless steel appliances, and a generous butler’s pantry and serving area. Just beyond, the bright and spacious sunroom overlooks the backyard, creating a wonderful place to relax and enjoy the view. A full bathroom and a half bathroom complete the main level. The home's thoughtful design continues upstairs, where dual staircases provide convenient access to the second level. A charming sitting bench beneath overhead windows creates a lovely transition between floors. The bedroom level offers four bedrooms, including a private bedroom suite with its own bathroom and an additional primary suite with an ensuite bath. A full hall bathroom, spacious laundry room, and enclosed porch overlooking the backyard add to the home's functionality. The laundry room also offers the potential for conversion to an additional bedroom, if desired. Historic transom windows above the bedroom doors provide character and architectural interest throughout. The upper level features three additional bedrooms and a full bathroom, providing even more room for family, guests, or flexible living arrangements. The bathrooms on the upper levels retain their original octagon-and-dot patterned tile flooring, preserving another distinctive detail of the home's historic character. The unfinished lower level features a concrete floor and offers abundant space for dry storage. Significant improvements provide modern comfort and peace of mind, including a brand-new barrel tile roof, two new zoned heat pumps, and new windows throughout, along with numerous additional updates. Outside, enjoy peaceful evenings on the concrete patio surrounded by a weeping cherry tree and a charming water fountain. The fully fenced backyard also features a separate guest house with one bedroom, one full bathroom, heating and air conditioning, and the option to add a kitchen and laundry area. Whether used for extended family, guests, a private office, or other potential uses, this additional living space offers exceptional flexibility. Two storage sheds provide extra utility, while a brand-new asphalt driveway behind the fence offers ample off-street parking. The possibilities are as impressive as the property itself. With its generous living spaces, separate guest accommodations, historic significance, and extensive renovations, this remarkable mansion offers opportunities for multigenerational living, working from home, or exploring a potential bed-and-breakfast or health-related facility, subject to applicable zoning, licensing, and other requirements. A rare opportunity to own a beautifully renovated piece of Woodsboro history, where timeless elegance meets modern living.

4 S Main St, Woodsboro

Listing courtesy of Charis Realty Group. Contact:

307 Main St N, Woodsboro
$389,500
3 Beds ⋅ 1 Baths
Turnkey, Low-Maintenance Living with Bonus Land and USDA Financing Eligible! Welcome to 307 N Main Street, an updated, single-level stone rancher offering incredibly efficient, move-in-ready space. This property stands out from the competition by offering a rare package: extensive mechanical and cosmetic upgrades, paired with a second deeded tax parcel included in the sale! Combined, you secure over half an acre (0.53 acres) of prime Frederick County real estate with endless possibilities for outdoor living, gardening, or expanded outbuilding utility. The Mechanical & Cosmetic Overhaul: Enjoy total peace of mind knowing the heavy lifting has already been done. This home features high-cost capital improvements designed for comfort and efficiency: Climate Control: Stay perfectly comfortable year-round with brand-new, ultra-efficient ductless A/C mini-splits, while a brand-new oil tank and a freshly serviced boiler handle the winter months with comfortably warm hot water baseboard heat. Energy Efficiency: All-new windows have been installed throughout the home, maximizing natural light while driving down utility costs. The floor plan prioritizes functional, easy living. The three bedrooms feature traditional wood floors and ceiling fans, situated around the centralized full bathroom. Outside, the brand-new asphalt driveway leads to an attached garage, offering plenty of off-street parking. Spend your weekends relaxing on the newly installed patio overlooking your expansive, two-parcel backyard, instead of worrying about home repairs. Properties offering this level of mechanical updates and extra land rarely last long. Schedule your tour today!

307 Main St N, Woodsboro

Listing courtesy of RE/MAX Advantage Realty. Contact:

102 Woodsboro Creagerstown Rd, Woodsboro
$350,000
3 Beds ⋅ 2 Baths
Discover a home that pairs everyday functionality with the relaxed pace and convenience of Woodsboro living. Inside, the kitchen offers generous counter space and cabinetry, providing plenty of room for meal preparation, storage, and gathering. The bedrooms provide dedicated spaces to unwind and recharge, while the home's layout offers flexibility for everyday living. Step outside to a fenced yard that extends your living space with room to relax, garden, entertain, or simply enjoy the outdoors. A dedicated driveway adds another layer of everyday convenience. The driveway leading up to the park parking spaces is maintained by the owner of the Mill. Railroad tracks near the home are inactive. The location brings even more to enjoy. Nearby Woodsboro Park offers more than 100 acres of recreation, including a fishing pond, disc golf, playgrounds, picnic areas, a skate park, and seasonal activities. Local grocery shopping and dining are also nearby, while Walkersville, Thurmont, and Frederick expand your options for shopping, restaurants, services, and recreation. For buyers who travel throughout Frederick County and beyond, Woodsboro is served by MD Route 194 and MD Route 550. Route 194 provides access toward Walkersville and Frederick, where connections open to major regional routes including I-70, I-270, and US 15. Route 550 provides connections toward Thurmont and Libertytown, offering convenient access to destinations in multiple directions. Here, comfortable bedrooms, a functional kitchen, useful outdoor space, nearby recreation, local conveniences, and regional connectivity come together in a distinctive Woodsboro setting. Photos may be virtually staged

102 Woodsboro Creagerstown Rd, Woodsboro

Listing courtesy of Keller Williams Realty. Contact:

614 S Main St, Woodsboro
$649,900
4 Beds ⋅ 4 Baths
OPEN HOUSE FOR OCTOBER 4TH HAS BEEN CANCELED! Welcome to 614 S. Main Street, a spacious brick-front home in the desirable Woodbury community offering nearly 5,000 total square feet! The main level features a private home office, formal living and dining rooms, and a bright, open kitchen with a center island, breakfast bar, and abundant cabinetry. A sun-filled morning room extends from the kitchen and provides the perfect setting for casual dining or relaxing with your morning coffee. The kitchen flows seamlessly into the generously sized family room, highlighted by a cozy gas fireplace—creating a comfortable layout for everyday living and entertaining. A separate laundry room adds extra convenience. Upstairs, the expansive primary suite offers a vaulted ceiling, sitting area, oversized walk-in closet, and private bathroom with a soaking tub, separate glass-enclosed shower, and dual-sink vanity. Three additional bedrooms and a full hall bathroom provide plenty of space and flexibility. The large unfinished basement features a walk-up exit and offers excellent potential for future living space, a recreation room, home gym, or additional storage. Outside, enjoy the fenced backyard, patio, and mature shade trees. An attached two-car garage and spacious driveway complete the property. Located in the Woodbury community and Walkersville High School district, this home delivers exceptional space, a versatile floor plan, and room to make it your own!

614 S Main St, Woodsboro

Listing courtesy of Maurer Realty. Contact:

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