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4 N Main St , Woodsboro, MD 21798
$1,299,000
Est. Payment: $6,913.82/mo
8 Bed
7 Bath
6048 Sqft
0.38 Acres
Status: active | Days on site: 8
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CRPP5 - 120843
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House Description

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 5½ 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.

Highlights

Listed by Patricia G Mills , 3017480434 Charis Realty Group , 2409139339. Bright MLS

Property Type

Residential

Lot/Acreage
0.38

Year Built

1919

County

Frederick

Neighborhood

None Available

School District

Frederick County Public Schools

Listing ID

MDFR2090856

Questions about this listing?

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:8
  • ▪ Bathrooms:7
  • ▪ Full Bathrooms:6
  • ▪ 1/2 Bathrooms:1
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
Air Cond:Central A/C
Fireplaces:Marble,Wood,2 Fireplaces
Floor:Ceramic Tile,Solid Hardwood
Above Ground Sq Ft:6048
Basement:Full
Other:
  • ▪ Additional: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, No Pet Restrictions, Pets Allowed
Water:Public

Exterior Features

Lot:Mountainous,Rear Yard,SideYard(s),Not New Construction,Horse Property: No,In City Limits
Garage Capacity:8
Zoning:Commercia/Residential
Roof:Tile
Others:
  • ▪ Additional:Extensive Hardscape, Exterior Lighting, Outbuilding(s), Sidewalks, Street Lights, Water Fountains, Excellent
Sewer:Public Sewer
Parking Features:Asphalt Driveway,Driveway,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces

Open House

Upcoming Open Houses
Saturday 12:00 pm - 2:00 pm Nov 14
Sunday 12:00 pm - 2:00 pm Nov 15
Principal Interest
$6,914
Taxes
$798

Home Price

$1,299,000

Loan Details

30 yrs
7%

Down Payment

20%
$259,800
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$6,913.82

Principal

Taxes

Principal Taxes HOA Total
Monthly $6,913.82 $797.58 $0.00 $7,711.41
Yearly $82,965.88 $9,571.00 $0.00 $92,536.88
Total $2,488,976.47 $287,130.00 $0.00 $2,776,106.47
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Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Woodsboro, MD).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

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Data last updated: 2026-11-13T19:09:10.000Z

© 2026 Bright MLS