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For Sale

4 S MAIN STREET

4 N MAIN STREET, WOODSBORO, MD 21798

$1,299,000
Step into a remarkable piece of history at The George F. Smith House, a magnificent all-brick mansion with a fascinating connection to the Rosebud Perfume Company, which remains in business today under the ownership of his heirs. Beautifully renovated and thoughtfully updated, this extraordinary property blends historic character, timeless architectural details, and modern conveniences, offering a truly unique opportunity for its next owner. The main residence features 6 bedrooms and 5 1/2 bathrooms, complemented by a separate guest house with 1 bedroom and 1 full bathroom. From the inviting wraparound porch with three entrances to the main level to the original stained-glass front door, this home makes a memorable first impression. Step inside the grand foyer, where a marble fireplace, built-in glass shelving, and an elegant curved staircase set the tone for the historic charm found throughout. The original portion of the home showcases hardwood flooring with decorative inlay borders and an impressive hardwood medallion in the hallway. The spacious dining room features another marble fireplace, while the family room offers beautiful wood trim and a distinctive wood coffered ceiling. The redesigned, modern kitchen seamlessly combines style and functionality with crisp white cabinetry, a center island, stainless steel appliances, and a generous butler's pantry and serving area. Just beyond, the bright and spacious sunroom overlooks the backyard, creating a wonderful place to relax and enjoy the view. A full bathroom and a half bathroom complete the main level. The home's thoughtful design continues upstairs, where dual staircases provide convenient access to the second level. A charming sitting bench beneath overhead windows creates a lovely transition between floors. The bedroom level offers four bedrooms, including a private bedroom suite with its own bathroom and an additional primary suite with an ensuite bath. A full hall bathroom, spacious laundry room, and enclosed porch overlooking the backyard add to the home's functionality. The laundry room also offers the potential for conversion to an additional bedroom, if desired. Historic transom windows above the bedroom doors provide character and architectural interest throughout. The upper level features three additional bedrooms and a full bathroom, providing even more room for family, guests, or flexible living arrangements. The bathrooms on the upper levels retain their original octagon-and-dot patterned tile flooring, preserving another distinctive detail of the home's historic character. The unfinished lower level features a concrete floor and offers abundant space for dry storage. Significant improvements provide modern comfort and peace of mind, including a brand-new barrel tile roof, two new zoned heat pumps, and new windows throughout, along with numerous additional updates. Outside, enjoy peaceful evenings on the concrete patio surrounded by a weeping cherry tree and a charming water fountain. The fully fenced backyard also features a separate guest house with one bedroom, one full bathroom, heating and air conditioning, and the option to add a kitchen and laundry area. Whether used for extended family, guests, a private office, or other potential uses, this additional living space offers exceptional flexibility. Two storage sheds provide extra utility, while a brand-new asphalt driveway behind the fence offers ample off-street parking. The possibilities are as impressive as the property itself. With its generous living spaces, separate guest accommodations, historic significance, and extensive renovations, this remarkable mansion offers opportunities for multigenerational living, working from home, or exploring a potential bed-and-breakfast or health-related facility, subject to applicable zoning, licensing, and other requirements. A rare opportunity to own a beautifully renovated piece of Woodsboro history, where timeless elegance meets modern living.

11/14/2026 12:00PM - 2:00PM EST

8
beds

7
baths

6,048 Sq.Ft. LIVING AREA

0.38 Acres lot

Trish  Mills

Trish Mills

Features & Amenities

Interior

  • total bedrooms8
  • Total bathrooms7
  • full bathrooms6
  • half bathroom1
  • Laundry room Upper Floor, Washer In Unit, Dryer In Unit
  • Flooring Ceramic Tile, Solid Hardwood
  • Fireplace Marble, Wood
  • APPLIANCES Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer - Electric, Energy Efficient Appliances, Exhaust Fan, Icemaker, Oven - Self Cleaning, Oven - Double, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
  • other interior Features Bathroom - Walk-In Shower, Bathroom - Tub Shower, Bathroom - Soaking Tub, Built-Ins, Butlers Pantry, Breakfast Area, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen - Island, Pantry, Primary Bath(s), Stain/Lead Glass, Upgraded Countertops, Wainscotting, Walk-in Closet(s), Wood Floors

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    11/14/2026 12:00PM - 2:00PM EST

  • Living Area6,048 Sq.Ft.
  • Total Area8,064 Sq.Ft.
  • Lot Area0.38 Acres
  • MLS® IDMDFR2090856
  • TypeResidential
  • YEAR BUILT1919
  • Architecture StylesVictorian, Colonial
  • View DescriptionCity, Mountain
  • Elementary SchoolNEW MIDWAY/WOODSBORO
  • Middle SchoolWALKERSVILLE
  • High SchoolWALKERSVILLE
  • School DistrictFREDERICK COUNTY PUBLIC SCHOOLS

Exterior

  • STORIES4
  • water SourcePublic
  • utilitiesElectric Available
  • PoolNo Pool
  • roofTile
  • lot featuresMountainous, Rear Yard, Side Yard(s)
  • parkingDriveway
  • HEAT TYPEZoned
  • AIR CONDITIONINGCentral A/C
  • sewerPublic Sewer
  • SubstructureBrick/Mortar, Stone
  • Disability FeaturesNone
  • security FeaturesSmoke Detector
  • other exterior FeaturesExtensive Hardscape, Exterior Lighting, Outbuilding(s), Sidewalks, Street Lights, Water Fountains

Financial

  • Sales Price$1,299,000
  • Real Estate Tax $9,571/yr
  • Zoning CR
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Thank you for your interest in 4 N MAIN STREET, WOODSBORO, MD 21798. We are reviewing your request and will be in touch shortly!

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