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

$375,000
3 Beds ⋅ 2 Baths ⋅ MDFR2089340 MLS
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
$849,999
6 Beds ⋅ 4 Baths ⋅ MDFR2088656 MLS
Best of Frederick County, sought after COPPER OAKS!! Welcome to your immaculate country retreat. 6 BR 3 1/2 Bath Colonial sitting on 1.49 acres. Set on expansive, picturesque land, this large and beautifully maintained home offers the perfect blend of space, comfort, privacy and modern country living. From the moment you arrive, the property makes an impression with its spacious grounds and inviting curb appeal. Inside, you'll find generously sized living spaces designed for both everyday living and entertaining. The home features a welcoming layout with abundant natural light, spacious 6 bedrooms all with their own ceiling fans, updated finishes and plenty of room for family and guests or if needed a private in-law space in the basement with a large private bedroom and private full bath. The heart of the home offers an ideal gathering space, while the additional living and recreation areas provide flexibility for a home office, gym, media room, guest accommodations, or whatever best suites your lifestyle. Step outside and discover the true beauty of this property. The expansive acreage provides endless possibilities for outdoor enjoyment to including a large deck and patio with private hot tub (conveys) for simply relaxing outdoors and taking in the peaceful surroundings. Enjoy morning coffee overlooking the land, host memorable gatherings, or unwind beneath the stars in your own private oasis. Outdoor amenities include deck/patio with hot tub/land for gardening/attached 2 car garage/driveway/Copper Oaks Park. Woodsboro Regional Park, is located right behind this property with a short trail that leads right to this public park that has two playgrounds, walking trails, sports fields, a fishing/skating pond, picnic pavilions and 18 hole disc golf course. Updates include roof (2019 with warranty), Windows (with warranty), Full house Salt Water Filter, Dual 50 Gallon Water Heaters (2016/2024), Central Vacuum, Leaf Guard Gutter System Original owner that has impeccably maintained and thoughtfully cared for this home throughout the years. Don't miss your chance to experience all this beautiful home has to offer!

409 Copper Oaks Pl, Woodsboro
$349,900
2 Beds ⋅ 2 Baths ⋅ MDFR2089052 MLS
Peaceful setting, nearly an acre, and move-in ready! This well-maintained 2-bedroom, 2-full-bath home offers a wonderful combination of privacy, usable space, and opportunity, all on just under an acre with a detached 2-car garage. Inside, you’ll find a freshly painted interior, engineered hardwood flooring through the kitchen and hallway, and newer carpet in the spacious living room and bedrooms. The eat-in kitchen offers plenty of table space and opens through sliding glass doors to the rear yard and large deck—perfect for enjoying the quiet, private setting. The upper level features two comfortable bedrooms, a full bath, and a large living room just off the kitchen. Downstairs, the finished lower level provides even more living space with a generously sized recreation room, a second full bath, and a bonus room that could easily be enclosed to create a third bedroom. The septic system is approved for a 3-bedroom home. Lovingly maintained by its original owner, this home shows beautifully and is ready for its next chapter. While some exterior maintenance and updating will allow the new owner to make it their own, the interior is clean, comfortable, and truly move-in ready. Add in the detached 2-car garage, nearly one-acre lot, and peaceful surroundings, and this is a fantastic opportunity to enjoy a little more space and privacy while still calling Frederick County home.

10652 Dorcus Rd, Woodsboro
$459,000
3 Beds ⋅ 3 Baths ⋅ MDFR2088862 MLS
Detailed remarks & professional photos coming soon!

108 James Street Ext, Woodsboro
$450,000
3 Beds ⋅ 3 Baths ⋅ MDFR2088378 MLS
Don’t miss this sweet home situated on level (almost) half acre lot. If you need one level living or single and don’t want the condo living or young couple looking to grow your family, this property has it all. The main level 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 hall bathroom closet can accomadate a stacked washer/dryer. 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, half bath and a large unfinished area waiting for your personal touches. Please note there is regular staincase to the lower level. Enjoy outdoor living at it’s best with rear covered porch and adorable brick patio overlooking rear yard. Breathtaking sunsets and views from the front porch. Large shed for all lawn items. Other features include all brick exterior, 2 car oversized garage w/service door, 4 year old roof and so much more. Schedule your showing today.

2 James St, Woodsboro
$649,900
4 Beds ⋅ 4 Baths ⋅ MDFR2087194 MLS
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
$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
$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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