400 S Main Street • Woodsboro, MD 21798

$299,000 Beds: 4 • Baths: 2 full • Sq. Feet: 1576 • MLS ID: MDFR2078586 • Subdivision:School Dist: FREDERICK COUNTY PUBLIC SCHOOLS
Welcome to 400 S Main St, a versatile and well-located 4 bedroom, 2 full bath detached home in the heart of historic Woodsboro. The current layout and use offer the unique ability to function as a single-family residence or convert back to be utilized/rented as a 2 unit multi-family, providing excellent flexibility for owner-occupants or investors alike. Inside, the home offers light-filled living areas with a practical floor plan that easily accommodates multi-generational living or separate living spaces. Each level features comfortable bedrooms and renovated full bath access, allowing for privacy and functional separation if needed. Outside, enjoy a manageable yard, off-street driveway with a 6+car parking lot, and a convenient Main Street location just steps from local shops, dining, parks, and community amenities. With close proximity to major commuter routes while maintaining a small-town feel, this property presents a rare opportunity for flexible living, rental income potential, or long-term investment in a sought-after Woodsboro location. 2026 UPGRADES: structural repairs to foundation, side porch concrete being redone, painted metal roof, new LVP flooring throughout upper and lower level, fresh paint throughout, bathrooms renovated, turn key move in ready! View this listing at: http://carlislehousehunter.com/mls=MDFR2078586

Property Features

  • Taxes: $1,211
  • Basement: Yes
  • Roof Type: Metal
  • Exterior: Combination
  • Parking Notes: 6 Total Parking Spaces
  • Special View Info: Garden/Lawn,Street
  • Lot Size: 0.18 Acres
  • Lot Dimensions: 0.18 Acre(S)
  • Heating: Baseboard - Electric
  • Fuel Type: Electric
  • Cooling: Window Unit(s)
  • Year Built: 1900
  • Water: Public
  • Sewer: Public Sewer
  • Stories: 3.0
  • Additional Structures: Above Grade
  • Location Description: Rural
  • Lot Description: Level, Rear Yard, Rural, Landscaping
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 6
  • Parking Features: Gravel Driveway
  • Appliances: Stove,Refrigerator,Washer,Dryer,Water Heater
  • Rooms: Living Room,Dining Room,Bedroom 2,Kitchen,Bedroom 1,Bathroom 1,Bathroom 2
  • Basement: Outside Entrance,Walkout Stairs
  • SQFT Total Finished: 1576
  • SQFT Above Finished: 1576
  • Exterior: Gutter System,Secure Storage
  • Interior: Bathroom - Tub Shower,Combination Dining/Living,Entry Level Bedroom,Floor Plan - Traditional,Kitchen - Table Space,Kitchen - Eat-In,Attic
  • Flooring: Luxury Vinyl Plank
  • Utilities: Cable TV Available,Electric Available,Phone Available,Sewer Available,Water Available

School Information

  • High School: WALKERSVILLE
  • Middle School: WALKERSVILLE
  • Elementary School: NEW MIDWAY/WOODSBORO
  • School District: FREDERICK COUNTY PUBLIC SCHOOLS
Printed March 19, 2026


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