For Sale
Single family home for sale at 4 S Main St, Woodsboro, MD 21798 | MLS# MDFR2090856 | Listing updated on 2026-11-06
Photo 1 of Single family home for sale at 4 S Main St, Woodsboro, MD 21798 | MLS# MDFR2090856 | Listing updated on 2026-11-06
Photo 2 of Single family home for sale at 4 S Main St, Woodsboro, MD 21798 | MLS# MDFR2090856 | Listing updated on 2026-11-06
Photo 3 of Single family home for sale at 4 S Main St, Woodsboro, MD 21798 | MLS# MDFR2090856 | Listing updated on 2026-11-06
Photo 4 of Single family home for sale at 4 S Main St, Woodsboro, MD 21798 | MLS# MDFR2090856 | Listing updated on 2026-11-06
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Street View

$1,299,000

Monthly Est:$6,466

  • Beds Icon8 Beds
  • Beds Icon
    7 Baths
  • Beds Icon6,048sqft

4 S Main St, Woodsboro, MD 21798

$6,466/moEst:

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  • Single Family Residence

  • Built in 1919

  • $-- HOA

  • 16,407 sqft lot

  • $215/sq.ft

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.

  • Houzeo last checked: 3 minutes ago
  • Listing updated: November 6, 2026 at 10:55 pm
  • Listing Provided by: Patricia G Mills (301) 748-0434 | Charis Realty Group (240) 913-9339
  • Source: Bright MLS-NJ | MLS#: MDFR2090856 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    4

  • County

    Frederick Md County

  • City

    Woodsboro

  • Neighborhood

    --

  • Year Built

    1919

  • HOA Fees

    -

  • Finished Area

    6,048 sqft

  • Lot Size

    16,407 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDFR2090856

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    1

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 8

    Bathrooms: 7

Interior

  • Flooring

    Ceramic Tile, Solid Hardwood

  • Heating

    Zoned

  • 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

  • Exterior Features

    Extensive Hardscape, Exterior Lighting, Outbuilding(s), Sidewalks, Street Lights, Water Fountains

  • Window Features

    Bay/bow, Replacement, Screens, Double Pane Windows, Atrium

  • 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

  • Cooling

    Central A/c

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1919

  • Home type

    Single Family Residence

  • Construction Materials

    Brick, Vinyl Siding

  • Foundation Details

    Brick/mortar, Stone

  • Architectural Style

    Victorian, Colonial

  • Property Condition

    Excellent

  • Roof

    Tile

Utilities & Energy

  • Utilities

    Electric Available

  • Basement

    Full

  • Security Features

    Smoke Detector

  • Fireplace Features

    Marble, Wood

  • Electric

    120/240v

  • Water Source

    Public

  • Parking Features

    Asphalt Driveway

Other Features

  • Subdivision Name

    None Available

  • Lot Features

    Mountainous, Rear Yard, Side Yard(s)

  • Patio And Porch Features

    Enclosed

Price History

DateEventPrice

11/06/2026

Source: mls_logoBright MLS-NJ #MDFR2090856

Listed for Sale

$1,299,000

$215/sqft

10/20/2026

Source: mls_logoBright MLS-NJ #MDFR2090856

Off Market

$1,299,000

$215/sqft

10/20/2026

Source: mls_logoBright MLS-NJ #MDFR2090856

Coming Soon

$1,299,000

$215/sqft

Nearby Homes

Based on information from Bright MLS through Nov 07, 2026, 03:45AM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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