Woodsboro Real Estate

Woodsboro Real Estate

Welcome to Woodsboro, Maryland, a charming small town nestled in the heart of Frederick County. With its picturesque landscapes and rich history, Woodsboro offers a unique blend of rural charm and modern conveniences, making it a perfect place to call home.

Founded in the early 19th century, Woodsboro boasts a quaint downtown area where you can find local shops, delightful eateries, and a strong sense of community. The town is known for its friendly atmosphere and welcoming residents, making it an ideal spot for families, young professionals, and retirees alike. The annual events, such as the Woodsboro Days Festival, highlight the community spirit and provide opportunities for neighbors to come together and celebrate.

Nature enthusiasts will appreciate the surrounding beauty of Woodsboro, with plenty of parks and outdoor recreational activities available nearby. The stunning scenery of the Catoctin Mountains offers hiking and biking trails, while local farms provide fresh produce and a taste of the countryside. For those who enjoy a more leisurely pace, the nearby Monocacy River is perfect for fishing, kayaking, or simply unwinding by the water.

Woodsboro’s strategic location also allows for easy access to major highways, making commutes to Frederick, Baltimore, and Washington, D.C. a breeze. With excellent schools and a strong sense of community, Woodsboro is not just a place to live; it’s a place to thrive. Discover the charm and warmth of Woodsboro, where the past meets the present, and your dream home awaits!

Newest Listings in Woodsboro

$715,000
3 Beds ⋅ 3 Baths ⋅ MDFR2084698 MLS
WOW! What a winning combination! Nestled at the end of a quiet lane of only five homes, this exceptionally built gorgeous custom rancher offers the perfect combination of a well thought out floor plan, high end finishes, wonderful privacy and peaceful living! Set on 3.2 partially wooded acres, this picturesque setting provides a serene retreat surrounded by nature! Designed for effortless one-level living, this stunning home features an open and inviting floor plan, 9' ceilings, sunlit rooms and beautiful hardwood flooring through the main living areas, creating a warm and inviting atmosphere! At the heart of the home is a spectacular family room area with a vaulted ceiling, a dramatic wall of windows for so much light, and a stunning two sided floor to ceiling stone fireplace! Seamlessly open to the family room, the gourmet kitchen showcases exceptional craftsmanship with beautiful cherry cabinetry, high-end appliances, abundant workspace and an open and bright eating area. Separate but open dining room as well. Perfect floorplan for everyday living and entertaining! Step outside to grill or entertain on the incredible wrap-around composite deck, creating the ideal space for morning coffee, outdoor dining, or simply relaxing while enjoying the tranquil surroundings. Private and spacious beautiful Primary Bedroom Suite with hardwood, lots of light and a gorgeous Primary Bath featuring a dressing area, double sinks and nice walk in shower. Two other spacious and sunlit bedrooms. There were four bedrooms originally but owner opened up a wall and created a large third bedroom or another living area! The wall could be put back up to create a fourth bedroom if needed. Convenient first level laundry! Wait until you see the expansive lower level! 10 foot ceilings, a level walk out and lots of light offering endless possibilities for future finished living space... a recreation room, home theater, fitness area, guest suite, or workshop...ready for all of your best ideas! Currently there is also a sports practice area with a 55' softball/baseball batting cage with artificial turf. A bathroom area was started that can easily be completed! What a great space!! HVAC system replaced in 2024 with a dual fuel system featuring a Daikin Inverter heat pump, propane gas furnace, and air handler with variable speed fan, as well as an AprilAire steam humidifier providing ultimate comfort in all conditions. Traditional hot water heater replaced with a premium tankless system. Reverse osmosis water filtration system provides purified water to a separate faucet at the kitchen sink and to the water supply of the refrigerator. The well water is filtered through an acid neutralizer, sediment filter, and water softener. This small and quiet lane is close to a great Community park, shopping, schools and all commuter routes but feels wonderfully removed from the every day hustle and bustle! From its quality craftsmanship and thoughtful design to its setting and breathtaking natural surroundings, this one-of-a-kind custom home is a rare opportunity to enjoy luxury living in an extraordinary setting. Do not miss this!

10029 Pine Tree Rd, Woodsboro
$489,900
3 Beds ⋅ 3 Baths ⋅ MDFR2085078 MLS
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
$595,000
3 Beds ⋅ 3 Baths ⋅ MDFR2084058 MLS
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
$575,000
4 Beds ⋅ 3 Baths ⋅ MDFR2082190 MLS
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
$349,900
3 Beds ⋅ 3 Baths ⋅ MDFR2081828 MLS
* 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
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