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Woodsboro, MD Homes for Sale

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  • 10543 Woodsboro Rd, Woodsboro, MD 21798
    10543 Woodsboro Rd, Woodsboro, MD 21798
    10543 Woodsboro Rd, Woodsboro, MD 21798
    /118

    $2,150,000

    • 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
  • 106 N Main St, Woodsboro, MD 21798
    106 N Main St, Woodsboro, MD 21798
    106 N Main St, Woodsboro, MD 21798
    /59

    $272,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    106 N Main St, Woodsboro, MD 21798

    Welcome to this charming three-bedroom, two full-bath single-family home in the heart of Woodsboro, MD. Built in 1890, this property blends historic character with thoughtful updates, offering 1,144 square feet of finished living space and a warm, inviting feel throughout. A standout feature of this home is its CBD (Central Business District) zoning, which expands its potential uses beyond

    Kimberly Clever RE/MAX Results

    106 N Main St, Woodsboro, MD 21798
  • 17 Wood St, Woodsboro, MD 21798
    17 Wood St, Woodsboro, MD 21798
    17 Wood St, Woodsboro, MD 21798
    /33

    $465,000

    • 4 Beds
    • 3 Baths
    • 1,978 Sq Ft

    17 Wood St, Woodsboro, MD 21798

    Discover comfort and convenience at this home. This charming 4-bedroom, 3-bath home features brand-new carpet in the bedrooms, beautiful wood floors throughout the main living areas, and a spacious deck overlooking a fully fenced backyard—perfect for relaxing or entertaining. Ideally located near a local shopping center, this move-in-ready home offers the perfect blend of updates, space, and a

    Joshua Woods Berkshire Hathaway HomeServices Homesale Realty

    17 Wood St, Woodsboro, MD 21798
  • 102 Woodsboro Creagerstown Rd, Woodsboro, MD 21798
    102 Woodsboro Creagerstown Rd, Woodsboro, MD 21798
    102 Woodsboro Creagerstown Rd, Woodsboro, MD 21798
    /30

    $385,000

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

    102 Woodsboro Creagerstown Rd, Woodsboro, MD 21798

    NEW PHOTOS COMING MONDAY 12/8!! 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

    Nick Waldner Keller Williams Realty Centre

    102 Woodsboro Creagerstown Rd, Woodsboro, MD 21798
  • 10027 Pine Tree Rd, Woodsboro, MD 21798
    10027 Pine Tree Rd, Woodsboro, MD 21798
    10027 Pine Tree Rd, Woodsboro, MD 21798
    /81

    $799,997

    • 5 Beds
    • 3.5 Baths
    • 3,940 Sq Ft

    10027 Pine Tree Rd, Woodsboro, MD 21798

    Welcome to Your Private Escape at 10027 Pine Tree Rd, Woodsboro!!Tucked away on 2.78 acres of peaceful yard and wooded surroundings, this stunning property offers a rare blend of luxury, privacy, and comfort—your very own retreat from the everyday.Step into a a beautiful 5-6 bedroom, 3.5-bath home that impresses from the start. The nicely landscaped front yard and inviting front porch set

    Kimberly Bowers J&B Real Estate

    10027 Pine Tree Rd, Woodsboro, MD 21798
  • 101 Arnold Aly, Woodsboro, MD 21798
    101 Arnold Aly, Woodsboro, MD 21798
    101 Arnold Aly, Woodsboro, MD 21798
    /65

    $424,900

    • 3 Beds
    • 2.5 Baths
    • 1,080 Sq Ft

    101 Arnold Aly, Woodsboro, MD 21798

    Perched high on a hilltop overlooking all of Woodsboro, this meticulously maintained and move in ready home offers beautiful views and plenty of space to relax and unwind. As you enter the lower level, you’ll find a nicely sized room currently being used as an office — perfect for a guest room or additional bedroom — along with a convenient half bath and an adjoining bonus room that could serve

    Julie Byrd Long & Foster Real Estate, Inc.

    101 Arnold Aly, Woodsboro, MD 21798
  • 0 Muth Rd, Woodsboro, MD 21798
    0 Muth Rd, Woodsboro, MD 21798
    0 Muth Rd, Woodsboro, MD 21798
    /10

    $109,900

    • Land
    • 3 Acres
    • $36,633 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. While not buildable for a traditional home, it’s priced below market value compared to similar lots, making it an

    Margo Miller Charis Realty Group

    0 Muth Rd, Woodsboro, MD 21798
  • 10 Rosewood Ct Unit 311, Woodsboro, MD 21798
    10 Rosewood Ct Unit 311, Woodsboro, MD 21798
    10 Rosewood Ct Unit 311, Woodsboro, MD 21798
    /30

    $254,900

    • 2 Beds
    • 2 Baths
    • 1,298 Sq Ft

    10 Rosewood Ct Unit 311, Woodsboro, MD 21798

    Bright, well-maintained, and move-in ready! This 2-bedroom, 2-bathroom garden-style condo in the heart of Woodsboro offers easy, low-maintenance living on the third floor with elevator access. Perfect for anyone searching for the right sizw or seeking a convenient lifestyle. Enjoy a spacious eat-in kitchen and a comfortable living area that flows to a private balcony, ideal for relaxing or

    Chad Brown J&B Real Estate

    10 Rosewood Ct Unit 311, Woodsboro, MD 21798
  • 4 James St, Woodsboro, MD 21798
    4 James St, Woodsboro, MD 21798
    4 James St, Woodsboro, MD 21798
    /45

    $435,900

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    4 James St, Woodsboro, MD 21798

    Price Improvement! Schedule your showing today! Looking for small-town charm just minutes from city conveniences? Look no further! This Beautifully maintained split-level home offers the perfect blend of comfort and modern updates. This property offers peace of mind with major updates already taken care of and NO HOA! Recent updates include a Newer Roof (6.5 years old) Water Heater (4.5 years

    Hilery Leatherman Charis Realty Group

    4 James St, Woodsboro, MD 21798
  • 1 Barrick Ln, Woodsboro, MD 21798
    1 Barrick Ln, Woodsboro, MD 21798
    1 Barrick Ln, Woodsboro, MD 21798
    /38

    $482,000

    • 4 Beds
    • 3 Baths
    • 2,464 Sq Ft

    1 Barrick Ln, Woodsboro, MD 21798

    Welcome to 1 Barricks Lane, Woodsboro, Maryland! This beautifully updated rancher offers excellent one-level living on a large, level, fenced lot in the heart of Woodsboro, Maryland. The home and property have been thoughtfully improved throughout, including a 2025 architectural-shingle roof with Venta Ridge standing-seam metal roof on the porch and an attic auto fan, new 10-year-warranty A/C

    Cathi Miller Hagan Realty

    1 Barrick Ln, Woodsboro, MD 21798
  • 11 Rosewood Ct Unit 101, Woodsboro, MD 21798
    11 Rosewood Ct Unit 101, Woodsboro, MD 21798
    11 Rosewood Ct Unit 101, Woodsboro, MD 21798
    /111

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    11 Rosewood Ct Unit 101, Woodsboro, MD 21798

    *** BIG PRICE ADJUSTMENT *** NEW PRICE $250,000*** Major Price Modification... THIS UNIT COMES WITH A 1 CAR GARAGE... ** BRAND NEW Re-Painting of the Interior, accept Laundry Room** Seller has adjusted the Asking Price for this beautiful Ground Floor, Walkout unit. Unit Offers Ingress/egress from the unit to the side walk via the kitchen door to patio, to side walk. This Unit features a Central

    Chuck Hawley Keller Williams Realty Centre

    11 Rosewood Ct Unit 101, Woodsboro, MD 21798
  • 318 Copper Oaks Dr, Woodsboro, MD 21798
    318 Copper Oaks Dr, Woodsboro, MD 21798
    318 Copper Oaks Dr, Woodsboro, MD 21798
    /58

    $699,900

    • 6 Beds
    • 3.5 Baths
    • 3,360 Sq Ft

    318 Copper Oaks Dr, Woodsboro, MD 21798

    REDUCED ! Welcome to Copper Oaks!This spacious Colonial with a charming front porch offers the perfect blend of comfort, style, and convenience. Step inside to find gleaming hardwood floors throughout the main level and a dedicated home office with built-in cabinetry—ideal for work or study.The bright living room with bay windows flows into a formal dining room, while the updated kitchen

    Peggy Patschak Real Estate Innovations

    318 Copper Oaks Dr, Woodsboro, MD 21798
Maryland Frederick County Woodsboro

Real Estate & Homes for Sale in Woodsboro, MD

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.

Learn more about living in Woodsboro

Frequently Asked Questions

What is the average home price in Woodsboro, MD?
Homes for sale in Woodsboro, MD have an average home price of $525,511.
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?
32 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, 21701, 21793 and 21791.
How much do you need to make to afford a house in Woodsboro?
The median home price in Woodsboro is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $2,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $89K 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

On average, homes in Woodsboro, MD sell after 20 days on the market compared to the national average of 53 days. The median sale price for homes in Woodsboro, MD over the last 12 months is $420,827, down 15% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$420,827
Median Single Family Sale Price
$476,315
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$259,900
Average Price Per Sq Ft
$210
Number of Homes for Sale
11
Last 12 months Home Sales
32
Months of Supply
4.10
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-15%
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