Refine Search
Sort by
10740 B Woodsboro Rd, Woodsboro
$1,350,000
4 Beds ⋅ 6 Baths
A Rare Opportunity in the Heart of Woodsboro! Perfectly situated beyond a picturesque, tree-lined, shared driveway, this stately and recently updated property offers more than just a home — it offers a lifestyle. With 4 bedrooms, 5 full bathrooms, and 1 half bath, this expansive home offers room for everyone and the flexibility to accommodate a variety of living arrangements and lifestyles. From the moment you enter the spacious foyer, you are welcomed by a thoughtfully designed main level, creating an inviting setting for everyday living and entertaining. The recently updated kitchen is truly a standout, showcasing an oversized island, abundant cabinetry, generous counter space, and a dreamy walk-in pantry. The eat-in area offers a breakfast bar along with a charming corner table and built-in bench seating. Just off the rear entrance, a built-in drop zone provides the perfect place to organize shoes, bookbags, coats, and everyday essentials. A thoughtfully designed pet station, complete with a pot filler for convenient access to water, adds another unique touch. The main level also includes a versatile den that could serve as a home office, hobby room, or additional bedroom, a full bathroom. Upstairs, the spacious primary suite is a true retreat, featuring a luxurious ensuite bathroom with a huge tiled walk-in shower with 2 shower heads, double sink vanity, walk-in closet, and private water closet. Three additional generously sized bedrooms, another full bathroom, and a charming reading nook with amazing scenic views complete the upper level. A conveniently located upper-level laundry room adds to the thoughtful functionality of this home. The finished lower level offers an incredible amount of additional living space, including two finished bonus rooms, a full bathroom, a game room, music or craft space, a second laundry area, and ample storage with shelving. And there is still more! Privately situated on the main level is a beautiful, self-contained in-law or au pair suite. Complete with its own eat-in kitchen, family room featuring vaulted ceilings and a skylight, brick fireplace, separate sitting room or den, walk-in closet, full bathroom, and an additional half bath/laundry area, this suite offers exceptional independence and privacy. The possibilities are endless! Outdoor living is equally impressive, with patios serving both the main home and separate suite, connecting to the expansive backyard. Enjoy peaceful mornings, beautiful sunsets, abundant wildlife, gardening, entertaining, or simply taking in the surrounding natural beauty. There is plenty of room to explore, create, and even potentially add a pool. And for those looking for a little personal retreat, the property even includes its own she shed — the perfect spot for a hobby, creative space, quiet getaway, or simply a place to unwind. For those needing additional space for equipment, vehicles, hobbies, or business opportunities, the property also features an impressive 48' x 75' pole building with a large overhead door, sliding doors, electric, lighting, and water. Whether you need space for a boat, RV, farm or lawn equipment, workshop, or potentially a small business, this building offers incredible versatility. With over 13 acres of privacy and open space, there may even be an opportunity to explore the possibility of subdivision and an additional homesite, subject to applicable approvals and requirements. Whether you envision a peaceful country retreat, multigenerational living, room to work from home, space for hobbies and recreation, or simply a place where everyone has room to spread out, this property offers opportunities that are hard to find. Private and peaceful, yet conveniently located, this is more than a home — it is a lifestyle with room to grow, create, and enjoy for years to come. There is truly so much to see and appreciate. This is one of those properties you need to experience in person to fully appreciate.

10740 B Woodsboro Rd, Woodsboro

Listing courtesy of Coldwell Banker Realty. Contact:

203 Cornell Dr, Woodsboro
$575,000
5 Beds ⋅ 4 Baths
Welcome to 203 Cornell Drive in charming Woodsboro, Maryland! This spacious 5-bedroom, 3.5-bath home offers plenty of room to spread out and enjoy comfortable everyday living. The main level features hardwood floors in the foyer, hallway, kitchen, and Luxury Vinyl Plank flooring in the family room. The inviting family room offers a cozy gas fireplace, while the spacious kitchen features an island, updated appliances, a pantry and plenty of room for preparing meals and gathering. A convenient main-level laundry room and half bath complete this level. Upstairs, you'll find a spacious primary suite with a private bath and two walk-in closets, along with three additional bedrooms and a second full bath. The finished lower level offers even more living space with a recreation room, fifth bedroom, third full bath, and a separate storage room. Walk-up stairs provide convenient access from the lower level to the rear yard. Brand-new carpeting throughout the home adds a fresh, updated feel! Outside, enjoy the fenced rear yard, perfect for outdoor activities, pets, or simply relaxing. A storage shed provides additional space for lawn equipment and outdoor essentials, while the attached two-car garage offers plenty of room for parking or storage. With its generous living space, flexible floor plan, and convenient Woodsboro location, this lovely home has so much to offer. Come take a look and see all the possibilities!

203 Cornell Dr, Woodsboro

Listing courtesy of J&B Real Estate. Contact:

503 S Main St, Woodsboro
$774,900
5 Beds ⋅ 4 Baths
Built in 2024, beautifully upgraded, and completely move-in ready with 5 spacious bedrooms, a fully finished basement, and an incredible backyard designed for entertaining! Located in the charming community of Woodsboro, this home combines modern finishes, thoughtful upgrades, and plenty of space to spread out. Step inside to a welcoming foyer that opens to a beautiful formal living room, along with an additional versatile space currently used as a sitting area. This flexible space could easily become a formal dining room, home office, or whatever best fits your lifestyle. The heart of the home is the gorgeous gourmet kitchen featuring an oversized island with seating, upgraded stainless steel appliances, beautiful cabinetry with soft-close features, stylish backsplash, and plenty of storage. The kitchen opens seamlessly to the oversized family room, creating the perfect space for everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms with fresh carpeting, including a stunning primary suite filled with natural light, a spacious walk-in closet, and a luxurious private bathroom. Enjoy a soaking tub surrounded by beautiful tile, an oversized tiled shower, and a double-sink vanity. A spacious laundry room conveniently located on the bedroom level makes everyday living even easier. The fully finished lower level offers even more living space with a spacious recreation room, recessed lighting, a true fifth bedroom with a closet and exterior access, a full bathroom, and additional storage. Perfect for overnight guests, a home office, or simply having extra room to spread out. And the outdoor living is just as impressive! Start your mornings with coffee on the charming front porch with its partial wraparound design, or head to the backyard where the owners have invested $55k+ in beautiful outdoor improvements. The flat, fully fenced yard features thoughtfully planted trees, beautiful landscaping, an expansive hardscape patio, and a built-in fire pit with surrounding seating. From quiet mornings on the porch to evenings entertaining around the fire, this home offers outdoor spaces to enjoy throughout the seasons. Life in Woodsboro offers the best of small-town living with everyday conveniences close by. Enjoy a community-centered atmosphere, local charm, and a quieter pace of life, all while being approximately 15 minutes from Frederick-area shopping, restaurants, and conveniences. Nearly new construction, beautiful upgrades already completed, and indoor and outdoor spaces designed to enjoy from day one. Welcome home!

503 S Main St, Woodsboro

Listing courtesy of EXP Realty, LLC. Contact:

4 N Main St, Woodsboro
$1,299,000
8 Beds ⋅ 7 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 N 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:

108 James Street Ext, Woodsboro
$425,000
3 Beds ⋅ 3 Baths
Discover the potential of this custom-built rancher situated on a private 0.69-acre lot in Woodsboro, Frederick County! Offering a desirable combination of space, functionality, and one-level living, this home features a welcoming covered front porch, an attached two-car garage, and a spacious primary suite. The floor plan includes 3 bedrooms, 2 full bathrooms, and a half bath. The unfinished walkout basement offers excellent potential for future expansion, additional living space, recreation, a workshop, or storage. The home would benefit from cleaning, carpet replacement, and some cosmetic updates, providing an opportunity for the next owner to refresh the space and make it their own. Enjoy the privacy and room to spread out on this generous lot while envisioning the possibilities this custom home has to offer. A great opportunity for buyers seeking space, potential, and the chance to add their own personal touches!

108 James Street Ext, Woodsboro

Listing courtesy of LPT Realty, LLC. 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:

How much is your home worth?

Get instant property value now!