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Woodsboro, MD Homes for Sale

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  • /118

    $1,950,000

    • 4 Beds
    • 3.5 Baths
    • 3,286 Sq Ft

    10543 Woodsboro Rd, Woodsboro, MD 21798

    Spanning 83 acres of scenic countryside, this farm property features a thoughtfully renovated log home, a spacious barn, and a functional shed, providing a comfortable and practical living space. Strategically placed across the property are 10 custom hunting blinds, offering privacy and an exceptional hunting experience for deer, doves, and ducks. Embrace the tranquility of the expansive

    Tony 'C' Checchia VCRE.CO

    10543 Woodsboro Rd, Woodsboro, MD 21798
  • /35

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    102 Woodsboro Creagerstown Rd, Woodsboro, MD 21798

    Welcome to this charming and updated farmhouse-style home in the heart of Woodsboro. Originally built in 1900 and fully renovated in 2016, this property beautifully blends classic character with modern updates. Throughout the home, you'll find updated flooring, fresh paint, recessed lighting, and energy-efficient systems including a newer HVAC heat pump, washer and dryer and a brand new water

    Nick Waldner Keller Williams Realty Centre

    102 Woodsboro Creagerstown Rd, Woodsboro, MD 21798
  • /10

    $100,000

    • Land
    • 3 Acres
    • $33,333 per Acre

    0 Muth Rd, Woodsboro, MD 21798

    Muth Road - Back on the Market! Own 3 wooded acres in Frederick County and enjoy the freedom of no HOA restrictions. This private parcel offers natural beauty, privacy, and endless possibilities for recreation — think hiking, camping, or simply relaxing in your own woodland retreat. This lot has not perced after 2 attempts and is priced below market value compared to similar lots, making it an

    Margo Miller Charis Realty Group

    0 Muth Rd, Woodsboro, MD 21798
  • /27

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,576 Sq Ft

    400 S Main St, Woodsboro, MD 21798

    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

    Joseph McDonnell Corner House Realty

    400 S Main St, Woodsboro, MD 21798
  • /80

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 2,412 Sq Ft

    2 N 2nd St, Woodsboro, MD 21798

    Historic character and small town charm come together at 2 North 2nd Street in the heart of Woodsboro. Originally built in the 1860s, this thoughtfully maintained home blends vintage details with modern updates and flexible living spaces. The inviting front living area is filled with natural light and highlighted by dramatic decorative ceiling panels that add warmth, texture, and a distinctive

    Matthew Rota Keller Williams Realty Centre

    2 N 2nd St, Woodsboro, MD 21798
  • /40

    $339,000

    • Studio
    • 1,968 Sq Ft

    10 N Main St, Woodsboro, MD 21798

    This well-maintained duplex is located directly on Main Street and offers a strong investment opportunity with reliable, long-term tenants in place.Both units are separately metered, and tenants pay their own utilities in addition to rent.Unit A (Main Level)• 1 Bedroom | 1 Full Bath• Rented for $960 per month• Spacious living room with large front-facing window overlooking the

    Maria Kolick RE/MAX Realty Centre, Inc.

    10 N Main St, Woodsboro, MD 21798
  • /66

    $469,900

    • 3 Beds
    • 2.5 Baths
    • 3,222 Sq Ft

    11804 Oak Hill Rd, Woodsboro, MD 21798

    Welcome to 11804 Oak Hill Road in Woodsboro—a beautifully updated and lovingly maintained Colonial nestled on 4.4 private acres with lovely views of the surrounding farmland and mountains. Offering over 3,200 finished square feet, this spacious 3-bedroom, 2.5-bath home blends classic charm with modern convenience. The foyer offers hardwood floors, moldings and a vintage staircase and the inviting

    Cindy Grimes J&B Real Estate

    11804 Oak Hill Rd, Woodsboro, MD 21798

Why Live in Woodsboro

Woodsboro, MD, located ten miles north of Frederick, is a small town characterized by dense trees and expansive tracts of land. Homes are scattered throughout the rural landscape, with ranches and bungalows on generous plots. Within the town, a cluster of parallel streets features ranch styles and Colonial Revivals. The local school system includes Woodsboro Elementary, Walkersville Middle, and the highly rated Walkersville High, which boasts a 93% graduation rate. Woodsboro Park, centrally located, spans 102 acres and offers a playground, rentable pavilions, an 18-hole disc golf course, and seasonal activities such as sledding and trout fishing. For dining, Trouts Market provides seafood, while Olde Towne Restaurant serves classic American fare. Rosie Cheeks Distillery offers peach moonshine for a weekend treat. The town hosts seasonal festivals, including an Easter Egg Hunt in April and trick-or-treating in October. Residents can find essentials at Safeway, just four miles south, or visit Vintage Lumber for home project supplies. Woodsboro features a low crime risk compared to the national average, making it a practical choice for those seeking a peaceful, community-oriented environment.

Frequently Asked Questions

What is the average home price in Woodsboro, MD?
Homes for sale in Woodsboro, MD have an average home price of $526,701.
Are home prices dropping in Woodsboro?
Yes, home prices in Woodsboro are down 8% in the last 12 months.
How many homes have sold over the last 12 months in Woodsboro, MD?
30 homes have sold in Woodsboro, MD over the last 12 months.
What are the most popular zip codes in Woodsboro, MD?
The most popular zip codes in Woodsboro, MD include 21798, 21757, 21793, 21788 and 21701.
How much do you need to make to afford a house in Woodsboro?
The median home price in Woodsboro is $424,500. If you put a 20% down payment of $84,900 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $2,120 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $91K a year to afford the median home price in Woodsboro. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Woodsboro, MD?
Woodsboro, MD has highly rated public and private schools. Some of the best schools in Woodsboro based on Niche Grades are Walkersville Middle School, New Midway/Woodsboro Elementary School and Walkersville High School. Browse all the schools in Woodsboro, MD to learn more.

Home Trends in Woodsboro, MD

Housing Trends

Median Sale Price
$425,000
Median Single Family Sale Price
$472,450
Median Townhouse Sale Price
$350,827
Median 2 Bedroom Sale Price
$259,900
Average Price Per Sq Ft
$192
Number of Homes for Sale
6
Last 12 months Home Sales
30
Months of Supply
2.40
Median List Price
$424,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-11%
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