Woodsboro MD Real Estate & Homes for Sale

Welcome to this beautifully maintained first-floor condo nestled in the heart of Woodsboro, offering easy, low-maintenance living. Bright and inviting, the open layout features a spacious living area that flows into an eat-in kitchen, perfect for everyday living and entertaining. Enjoy the convenience of a walkout patio, ideal for morning coffee or relaxing outdoors, all within a quiet, well-kept community. This home offers two generously sized bedrooms and two full baths, including a comfortable primary suite. Additional highlights include a detached one-car garage and true one-level living with no stairs. Located just minutes from Frederick, with easy access to shopping, dining, and commuter routes, this is a must-see!

Welcome to this beautifully FULLY renovated home offering breathtaking mountain views and a perfect blend of modern upgrades and timeless design.From the moment you arrive, you'll appreciate the thoughtful improvements, including a brand-new HVAC system and updated riser on the septic system, providing peace of mind for years to come.Step inside to discover a stunning main level featuring a designer kitchen that truly steals the show - rich dark wood cabinetry and trim, elegant quartz countertops with striking gold and gray veining, a stylish subway tile backsplash, and a spacious center island perfect for gathering and entertaining. Just beyond, enjoy easy access to a large backyard and patio, ideal for relaxing or hosting while taking in those incredible views.The main level also features a cozy electric fireplace, a convenient one-car garage, and a well-designed layout for everyday living. The primary suite is a true retreat, showcasing a luxurious full bathroom with floor-to-ceiling quartz, beautiful wood accents, and high-end finishes. Two additional bedrooms on this level share a beautifully updated hall bath.The lower level welcomes you with a wide, bright staircase leading to an expansive additional living area - perfect for a media room, recreation space, or guest retreat. You'll also find a huge laundry room, an additional bedroom or flex space, and a third, full bathroom, bringing the home to a total of four bedrooms and three full baths.With incredible views, high-end finishes, and major system upgrades already completed, this move-in ready home offers exceptional value and style - don't miss your opportunity to make it yours!

Historic character and small town charm come together at 2 North 2nd Street in the heart of Woodsboro. Originally built in the 1860s, this thoughtfully maintained home blends vintage details with modern updates and flexible living spaces. The inviting front living area is filled with natural light and highlighted by dramatic decorative ceiling panels that add warmth, texture, and a distinctive historic feel to the space. The kitchen offers Corian countertops, 42 inch wood cabinetry, and generous storage, with direct access to the covered porch and fenced outdoor space. Just beyond is a comfortable gathering room with hardwood floors and a recently updated half bath. A spacious rear recreation room provides excellent flexibility for a home office, fitness space, or additional living area. Upstairs you will find three 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 large laundry room with additional storage is conveniently located on the bedroom level. Outside, the property offers a fully fenced yard, 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 updates include the new furnace, new oil tank, and new electrical service and panels. Walkable to local Woodsboro parks where you can enjoy playgrounds, trails, and year round community events. Enjoy the small town setting while having quick access to commuter routes Route 26, Route 15 and Route 70. Homes like this don't come available often, schedule your tour today!

This well-maintained duplex is located directly on Main Street and offers a strong investment opportunity with reliable, long-term tenants in place. Both units are separately metered, and tenants pay their own utilities in addition to rent. Unit A (Main Level) 1 Bedroom | 1 Full Bath Rented for $960 per month Spacious living room with large front-facing window overlooking the porch and Main Street Generously sized bedroom (king-sized) Full bath and functional kitchen with appliances Access to basement for private laundry and storage (washer and dryer are tenant-owned) The current tenant in Unit A also serves as the property caretaker and has maintained the home responsibly. Unit B (Upper Level - Two Floors) 2 Bedrooms | 1 Full Bath Rented for $1,070 per month Private entrance Remodeled kitchen with updated cabinetry and flooring Balcony off kitchen overlooking fenced backyard Hardwood flooring throughout most of the main level Large second-floor bedroom plus substantial storage space Additional features include off-street parking for two vehicles and a fenced yard. Recent Capital Improvements: Roof replaced (2021), Chimney repairs (2021), New sump pump (2021), Unit A: New water heater, and furnace burner replacement (2022), Replacement windows, Plaster repairs and gutter replacement (2024) Both tenants have a strong payment history and have expressed interest in remaining with a new owner, offering continuity of income from day one. With Main Street positioned for continued revitalization, this property presents both immediate cash flow and long-term appreciation potential.

Spanning 83 acres of scenic countryside, this farm property features a thoughtfully renovated log home, a spacious barn, and a functional shed, providing a comfortable and practical living space. Strategically placed across the property are 10 custom hunting blinds, offering privacy and an exceptional hunting experience for deer, doves, and ducks. Embrace the tranquility of the expansive landscape, where nature's beauty meets modern functionality. The property also boasts up to 5 ag cluster development rights, offering potential for further development. Whether you're seeking a serene retreat or a hunter's paradise, this property offers endless possibilities for relaxation, outdoor activities, and the enjoyment of nature's bounty.

Welcome to this charming and updated farmhouse-style home in the heart of Woodsboro. Originally built in 1900 and fully renovated in 2016, this property beautifully blends classic character with modern updates. Throughout the home, you'll find updated flooring, fresh paint, recessed lighting, and energy-efficient systems including a newer HVAC heat pump, washer and dryer and a brand new water heater. The insulation, siding, windows, roof, electrical, and plumbing have all been updated, giving peace of mind and move-in ready confidence. Offering 3 bedrooms and 2 full bathrooms, this sun filled home features an open main level with a spacious living and dining area, a well-appointed kitchen, and a convenient main-level laundry and mudroom. Outside, enjoy the welcoming front porch, rear deck, and fenced rear yard with a storage shed - perfect for relaxing or entertaining. The property also has a well established garden including multiple berry bushes, perennials, native species, and wildflowers, and a ready to go chicken coop /run approved through the town for up to 5 chickens. Sitting on a 0.12-acre lot with both residential and commercial zoning, this home offers added flexibility for work-from-home needs or future business potential. Located just minutes from local parks, commuter routes, and highly rated Frederick County schools, this home is a rare find in a quaint small-town setting - no HOA and full of charm!