Woodsboro Real Estate

Woodsboro Real Estate

Welcome to Woodsboro, Maryland – a charming small town that perfectly captures the essence of community living while nestled in the scenic landscapes of Frederick County. With its rich history and picturesque surroundings, Woodsboro offers a unique blend of rural charm and modern convenience, making it an ideal place to call home.

Founded in the early 19th century, Woodsboro boasts a quaint downtown area filled with historic buildings that tell the story of its past. The town’s friendly atmosphere is evident as you stroll down Main Street, where local shops, cafes, and community events foster a strong sense of belonging. Residents enjoy a slower pace of life, with the beauty of nature just a stone’s throw away, including nearby parks and trails perfect for hiking, biking, and enjoying the great outdoors.

Woodsboro is also conveniently located, providing easy access to larger metropolitan areas. Just a short drive away, you can explore the vibrant culture and amenities of Frederick City, while still returning to the peaceful embrace of small-town living. The local schools are highly regarded, making it a wonderful place for families to grow and thrive.

Whether you're looking for a cozy home, a welcoming community, or a place to enjoy the beauty of Maryland’s countryside, Woodsboro has something for everyone. Experience the charm of this hidden gem and discover why so many are proud to call Woodsboro home. Your dream home awaits in this delightful town!

Newest Listings in Woodsboro

$489,900
3 Beds ⋅ 3 Baths
Lovely all brick home on almost half acre lot. Located on a private dead-end lane. The main level of this home features hard wood floors, primary bedroom w/full bath, 2 additional bedrooms, hallway full bath, open kitchen with breakfast bar, formal dining area and formal living room. The lower level is partially finished and includes large rec room with ventless gas fireplace, built-in bar, and brand new carpeting , plus an additional room and half bath. The buyers of this home will love the oversized 2 car garage with service door to the gorgeous rear yard. The exterior of this property boosts front porch, rear covered patio and adorable brick patio overlooking the large, level rear yard. Great shed for additional storage. Well maintained home with 4 year old roof and many other updates and improvements. So much home for this price; don’t miss this one.

2 James St, Woodsboro

Listing courtesy of RE/MAX Plus. Contact: 3018827567
$580,000
3 Beds ⋅ 3 Baths
Country-style privacy with everyday convenience—welcome to one of Woodsboro's most desirable neighborhoods. Move-in ready, packed with updates, and nestled on nearly an acre of privacy—this is the kind of home buyers wait for. Beautifully maintained in the sought-after Copper Oaks community of Woodsboro, this spacious home offers over 3,367 square feet of finished living space with 3 bedrooms, including a main-level primary suite, 2.5 bathrooms, and an oversized two-car garage. Designed for both comfortable everyday living and entertaining, the home features extensive 2026 updates including custom paint, luxury vinyl plank flooring and carpet, countertops, oven and cooktop, refrigerator, dishwasher, modern light fixtures, and a freshly stained deck. Additional major improvements include an architectural roof (2023), water heater (2023), and HVAC system (2024), providing peace of mind for years to come. Enjoy the privacy of a lot just under an acre while remaining conveniently located near shopping, dining, parks, and major commuter routes. Don't miss your opportunity to call 322 Copper Oaks Drive home.

322 Copper Oaks Dr, Woodsboro

Listing courtesy of Coldwell Banker Realty. Contact: 4107407100
$575,000
4 Beds ⋅ 3 Baths
Impressive 4-bedroom, 2.5-bath colonial ideally situated at the end of a quiet cul-de-sac and backing to trees for added privacy. This inviting home features an open floor plan with a dramatic two-story foyer and elegant glass French doors leading to the main-level study. Hardwood floors extend throughout much of the main level. The center-island kitchen offers granite countertops, stainless steel appliances, white cabinetry, tiled backsplash, pendant lighting and a tiled floor, opening seamlessly to the spacious family room with a cozy gas fireplace. Convenient main-level laundry/mudroom entered through the stylish barn door. Enjoy outdoor living on the rear deck overlooking the fenced backyard with a built-in fire pit — perfect for entertaining or relaxing evenings at home. Upstairs you’ll find four generously sized bedrooms and two full baths, including a spacious primary suite with a walk-in closet and attached bath featuring double vanities and a soaking tub. Full lower level with rough-in plumbing and walkout. Additional highlights include a two-car attached garage and a one-year CINCH home warranty. Updates include new roof 2022, new furnace 2023, new water heater 2026. Great location only minutes away from downtown Walkersville and Frederick. This home is truly move-in ready and one you won't want to miss!

231 Cornell Dr, Woodsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 746-2090
$349,900
3 Beds ⋅ 3 Baths
* Motivated Seller- Ask about available Closing Cost Assistance with Acceptable Offer* Welcome to 2 North 2nd St in Woodsboro. Historic character and small town charm meet everyday convenience at this lovingly maintained home. The location offers quick access to commuter routes including Route 26, Route 15, and Route 70, making it an easy drive to Wegmans, Super Walmart, and downtown Frederick while enjoying the comfort of a small town setting. The inviting front living area is filled with natural light and highlighted by dramatic decorative ceiling panels and fresh luxury vinyl plank flooring. The kitchen features Corian countertops, 42 inch wood cabinetry, an island and generous storage with direct access to the covered porch and fenced outdoor space. Just beyond is a comfortable gathering room with hardwood floors, wood fireplace and a recently updated half bath. A spacious rear recreation room provides excellent flexibility for a home office, fitness area, or additional living space. Upstairs you will find three well appointed bedrooms including one with a private en suite bath featuring an updated tile shower and fixtures. The primary suite includes a large walk in closet and direct access to the covered second story porch. A spacious laundry room with additional storage is conveniently located on the bedroom level. Outside, enjoy your private oasis with a fully fenced yard, koi pond, a separate summer kitchen that works well for storage or hobbies, and an attached garage with private driveway parking, a rare convenience for homes near the center of town. Recent improvements include a new furnace, new oil tank, and updated electrical service and panels. Enjoy walkable access to local schools, restaurants and Woodsboro park where you can take advantage of playgrounds, trails, and year round community events. Homes with this level of historic character and convenient location rarely become available. Schedule your tour today.

2 N 2nd St, Woodsboro

Listing courtesy of Keller Williams Realty Centre. Contact:

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