Welcome to historic Woodsboro! This charming 3-bedroom, 2-bath home offers a unique blend of small-town character, practical living space, and flexible CBD zoning opportunities. Rich in history and character, the home provides comfortable living while offering versatility rarely found in today’s market. The main level features hardwood flooring, spacious living and dining areas, a full bath, main-level laundry, and a functional layout designed for everyday living. Upstairs, you’ll find three bedrooms and an additional full bath, providing ample space while preserving the home’s historic appeal. Outside, enjoy a fully fenced backyard, a spacious deck, and off-street parking for up to four vehicles—a valuable feature in a downtown location. The outdoor space offers room for entertaining, gardening, pets, or simply relaxing and enjoying the charm of this established neighborhood.
Sold for $283,500
$283,500
106 N Main St, Woodsboro, MD 21798
3beds
1,144sqft
Single Family Residence
Built in 1800
8,167 Square Feet Lot
$266,300 Zestimate®
$248/sqft
$2,493 Estimated rent
Home value
$266,300
$253,000 - $280,000
$2,493/mo
Zestimate® history
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$1,740/mo
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List your homeWhat's special
Fully fenced backyardHardwood flooringSpacious deckMain-level laundry
Zillow last checked:
Listing updated:
Listed by:
Natasha Doan 240-818-9712,
Long & Foster Real Estate, Inc.
Bought with:
J.D. Chrisp, 679444
Keller Williams Realty Centre
Source: Bright MLS,MLS#: MDFR2083684
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Dining Room, Kitchen, Office
Dining room
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Office
- Level: Main
Heating
- Baseboard, Heat Pump, Electric, Oil
Cooling
- Central Air, Electric
Appliances
- Included: Dryer, Oven/Range - Electric, Refrigerator, Washer, Water Heater, Electric Water Heater
Features
- Attic, Ceiling Fan(s), Formal/Separate Dining Room, Kitchen - Table Space, Plaster Walls
- Flooring: Hardwood, Wood
- Basement: Other,Unfinished,Exterior Entry
- Has fireplace: No
Interior area
- Total structure area: 1,144
- Total interior livable area: 1,144 sqft
- Finished area above ground: 1,144
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Driveway
- Uncovered spaces: 4
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Porch
- Pool features: None
- Fencing: Chain Link,Privacy
Lot
- Size: 8,167 Square Feet
- Features: Downtown
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 1111279562
- Zoning: CBD
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Other
- Foundation: Stone
- Roof: Architectural Shingle,Metal
Condition
- Good
- New construction: No
- Year built: 1800
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Woodsboro
- Municipality: Woodsboro
Financial & listing details
- Price per square foot: $248/sqft
- Tax assessed value: $200,100
- Annual tax amount: $1,925
- Date on market: 6/10/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Assumable,Cash,Conventional,FHA,FHA 203(b),FHA 203(k),USDA Loan,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 7/10/2026 | Sold | $283,500+7%$248/sqft |
Source:  Bright MLS #MDFR2083684 Report a problem | ||
| 6/15/2026 | Pending sale | $265,000$232/sqft |
Source: Bright MLS #MDFR2083684 Report a problem | ||
| 6/10/2026 | Listed for sale | $265,000$232/sqft |
Source: Bright MLS #MDFR2083684 Report a problem | ||
| 3/9/2026 | Listing removed | $265,000$232/sqft |
Source: Bright MLS #MDFR2076018 Report a problem | ||
| 3/8/2026 | Listed for sale | $265,000$232/sqft |
Source: Bright MLS #MDFR2076018 Report a problem | ||
| 2/28/2026 | Listing removed | $265,000$232/sqft |
Source: Bright MLS #MDFR2076018 Report a problem | ||
| 2/25/2026 | Listed for sale | $265,000$232/sqft |
Source: Bright MLS #MDFR2076018 Report a problem | ||
| 2/20/2026 | Contingent | $265,000$232/sqft |
Source: Bright MLS #MDFR2076018 Report a problem | ||
| 1/26/2026 | Price change | $265,000-2.6%$232/sqft |
Source: Bright MLS #MDFR2076018 Report a problem | ||
| 1/25/2026 | Listed for sale | $272,000$238/sqft |
Source: Bright MLS #MDFR2073666 Report a problem | ||
| 1/21/2026 | Contingent | $272,000$238/sqft |
Source: Bright MLS #MDFR2073666 Report a problem | ||
| 12/4/2025 | Listed for sale | $272,000+36%$238/sqft |
Source: Bright MLS #MDFR2073666 Report a problem | ||
| 12/27/2020 | Listing removed | $200,000$175/sqft |
Source:  RE/MAX International #MDFR273006 Report a problem | ||
| 12/8/2020 | Listed for sale | $200,000$175/sqft |
Source: RE/MAX Plus #MDFR273006 Report a problem | ||
| 11/30/2020 | Pending sale | $200,000$175/sqft |
Source: RE/MAX Plus #MDFR273006 Report a problem | ||
| 11/1/2020 | Listed for sale | $200,000+37.9%$175/sqft |
Source: Bright MLS #MDFR273006 Report a problem | ||
| 12/4/2014 | Sold | $145,000$127/sqft |
Source: Public Record Report a problem | ||
| 10/23/2014 | Pending sale | $145,000$127/sqft |
Source: Coldwell Banker Innovations #FR8482275 Report a problem | ||
| 10/23/2014 | Price change | $145,000+3.6%$127/sqft |
Source: Coldwell Banker Innovations #FR8482275 Report a problem | ||
| 10/17/2014 | Listed for sale | $139,900+366.3%$122/sqft |
Source: Coldwell Banker Innovations #FR8482275 Report a problem | ||
| 12/20/2012 | Sold | $30,000-44.4%$26/sqft |
Source: Public Record Report a problem | ||
| 8/17/2012 | Price change | $53,950-9.9%$47/sqft |
Source: ERA Pro Realty-Frederick #FR7793298 Report a problem | ||
| 6/26/2012 | Price change | $59,900-14.3%$52/sqft |
Source: ERA Pro Realty-Frederick #FR7793298 Report a problem | ||
| 5/11/2012 | Price change | $69,900-18.2%$61/sqft |
Source: ERA Pro Realty-Frederick #FR7793298 Report a problem | ||
| 3/14/2012 | Listed for sale | $85,405+0.2%$75/sqft |
Source: ERA Pro Realty-Frederick #FR7793298 Report a problem | ||
| 12/21/2011 | Sold | $85,200+13.6%$74/sqft |
Source: Public Record Report a problem | ||
| 1/14/1999 | Sold | $75,000$66/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,893 +12.8% | $200,100 +9.4% |
| 2024 | $2,565 +17.8% | $182,933 +10.4% |
| 2023 | $2,176 +12% | $165,767 +11.6% |
| 2022 | $1,944 +0.4% | $148,600 +0.7% |
| 2021 | $1,937 +0.6% | $147,633 |
| 2020 | $1,926 +2.1% | -- |
| 2019 | $1,887 +4.1% | $145,700 +4.2% |
| 2018 | $1,813 +6.2% | $139,833 -4% |
| 2017 | $1,708 -2.7% | $145,700 +13.7% |
| 2016 | $1,755 | $128,100 |
| 2015 | $1,755 | $128,100 |
| 2014 | $1,755 | $128,100 -0.7% |
| 2013 | -- | $129,000 |
| 2012 | -- | $129,000 |
| 2011 | -- | $129,000 -21.4% |
| 2010 | -- | $164,100 +6.7% |
| 2009 | -- | $153,766 +7.2% |
| 2008 | -- | $143,433 +7.8% |
| 2007 | -- | $133,100 +9.5% |
| 2006 | -- | $121,600 +10.4% |
| 2005 | -- | $110,100 +11.7% |
| 2004 | -- | $98,600 +2% |
| 2003 | -- | $96,700 |
Find assessor info on the county website
Neighborhood: 21798
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Nearby schools
GreatSchools rating
- 8/10New Midway/Woodsboro Elementary SchoolGrades: PK-5Distance: 2.7 mi
- 9/10Walkersville Middle SchoolGrades: 6-8Distance: 4.4 mi
- 5/10Walkersville High SchoolGrades: 9-12Distance: 4.9 mi
Schools provided by the listing agent
- Elementary: New Midway / Woodsboro
- Middle: Walkersville
- High: Walkersville
- District: Frederick County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$266,300
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$266,300
- Maryland
- Frederick County
- Woodsboro
- 21798
- 106 N Main St
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