Fredericktown Real Estate

Fredericktown Real Estate

Welcome to Fredericktown, Missouri – a charming town nestled in the heart of Madison County. With its rich history, warm community spirit, and picturesque landscapes, Fredericktown offers a unique blend of small-town charm and modern amenities, making it an ideal place to call home.

Fredericktown is steeped in history, with roots dating back to the early 19th century. The town was officially established in 1818 and has since evolved into a vibrant community that celebrates its heritage while looking towards the future. Strolling through downtown, you’ll find beautifully preserved historic buildings, local boutiques, and inviting eateries that showcase the best of Midwestern hospitality.

Nature lovers will find Fredericktown to be a true gem, surrounded by lush forests, rolling hills, and scenic trails. The nearby Mark Twain National Forest offers endless opportunities for outdoor activities, from hiking and biking to fishing and camping. The town’s commitment to preserving its natural beauty is evident in its parks and recreational areas, where families can enjoy picnics, playgrounds, and community events throughout the year.

Education is a cornerstone of the Fredericktown community, with dedicated schools that provide quality education and a strong sense of belonging for students and families. The town also hosts various events and festivals that bring residents together, fostering a close-knit community atmosphere.

Whether you’re seeking a peaceful retreat or a place to raise a family, Fredericktown, MO, offers a welcoming environment filled with opportunities for growth and connection. Come explore all that this delightful town has to offer – your new home awaits!

Newest Listings in Fredericktown

Tract 4 Tract 4 Madison, Fredericktown
$122,500
26071816 MLS ⋅ ACTIVE Status
Twelve Mile Homestead. 25.84 mostly wooded acres with an old foundation, barn, electric and county road frontage. Old log road traverses the property passing an old dry pond, creek bottom and many maturing oaks before reaching the highest point on the property. Located about 1.5 miles off Hwy 67 with no restrictions, great property to build that new home or weekend get-a way!

Tract 4 Tract 4 Madison, Fredericktown
00 Rock Creek Rd, Fredericktown
$442,240
26072066 MLS ⋅ ACTIVE Status
Recently used for corn that produced approximately 160 bushels per acre. Has about 3600 ft of drainage tile.

00 Rock Creek Rd, Fredericktown
1433 Madison, Fredericktown
$174,900
2 Beds ⋅ 1 Baths ⋅ 26072102 MLS ⋅ ACTIVE Status
Charming Riverfront Stone Cabin on the St. Francois River. Beautifully furnished 2-bedroom, 1-bath cabin on a peaceful dead-end road overlooking the scenic St. Francois River. Enjoy stunning river views from the large deck, partially covered for year-round comfort. Relax in the outdoor hot tub or gather around the fire pit under the stars. Inside, you’ll find some hardwood floors, plenty of river-facing windows, and a clawfoot soaking tub in the master bedroom. The low-maintenance yard means more time to enjoy nature. The St. Francois River offers amazing kayaking, canoeing, and fishing, making this property ideal for outdoor enthusiasts. The can furniture stay, making it completely move-in ready. Whether you’re looking for a serene getaway, a full-time home, or an income-producing vacation rental, this cabin delivers comfort, charm, and natural beauty in one perfect river front package. Also Elephant Rocks, Mill Stream Gardens, Silver Mines, Taum Sauk Mountain, and Johnson Shut-ins are all just a short drive for your outdoors adventures!

1433 Madison, Fredericktown
600 Kingsbury Blvd, Fredericktown
$325,000
2 Beds ⋅ 2 Baths ⋅ 26070184 MLS ⋅ ACTIVE Status
What a unique opportunity to own 3.85+/- acres within the city limits of Fredericktown! This well-maintained basement home offers approximately 1,440 finished square feet of living space with plenty of room inside and out! Step inside to find a spacious living room opening to the kitchen and dining area, complete with ample cabinet space and room for a dining table. Just off the kitchen is a versatile room that could serve as a walk-in pantry, home office, or additional flex space. The home also features a spacious bedroom, full bathroom with soaking tub, an additional room currently utilized as a sleeping area, and an expansive primary bedroom complete with a private bathroom featuring a stand up shower and laundry area. Outside, you'll find that much of the 3.85+/- acres is fenced and currently being utilized for livestock, offering a rare opportunity for acreage and country-style living within city limits! Additional features include a whole-house generator, attached garage offering excellent storage space, additional carport, and a detached storage shed. Properties offering this much acreage and versatility within the city limits don't come along often! Move-in ready and conveniently located on the west side of Fredericktown, this property offers endless possibilities!

600 Kingsbury Blvd, Fredericktown
Tract 6A Tract 6a Madison, Fredericktown
$69,900
26071175 MLS ⋅ ACTIVE Status
14.82 wooded acres with county road frontage, electric on site and no restrictions. Nice pine thicket with building site overlooking the creek bottom below. Lots of deer sign and located near Twelve Mile Creek, St. Francis River and Thousands of acres of public land. Additional land available.

Tract 6A Tract 6a Madison, Fredericktown
1872 Madison 219, Fredericktown
$439,500
5 Beds ⋅ 3 Baths ⋅ 26070181 MLS ⋅ ACTIVE Status
Enjoy the perfect blend of country living and recreation on 14.9+/- acres! This spacious 5-bedroom, 2.5-bath home offers comfortable living with plenty of room to enjoy the outdoors! Step inside and appreciate the cozy living room and hard-surface flooring throughout the main level. The kitchen features a breakfast bar and separate dining area with access to the back deck overlooking the yard and surrounding woods. Conveniently located just off the kitchen is the laundry room, with easy access from the attached garage. The main level also features a primary suite with a private full bathroom, two additional bedrooms, and a second full bath. Downstairs, you'll find a partially finished walk-out basement complete with a spacious family room, two additional bedrooms, and a half bath. The unfinished portion provides excellent storage options or the opportunity for additional finished living space! Outside, the 30x26 detached garage features concrete floors and electric, making it an ideal spot for projects, hobbies, or additional storage. You'll also find an A-frame structure currently being used for storage, offering a blank canvas to bring your own vision to life! The acreage features a great mix of open yard and woods, with a food plot tucked toward the back of the property and a couple of ponds, creating an excellent setup for hunting whitetail deer and turkey. With blacktop road frontage, a peaceful setting, and a convenient location just a short drive from town, this move-in-ready property has plenty to offer!

1872 Madison 219, Fredericktown
308 Cahoon St, Fredericktown
$79,999
2 Beds ⋅ 1 Baths ⋅ 26071522 MLS ⋅ ACTIVE Status
Whether you're looking for your first home or an investment property, this one could be the perfect fit! This 2-bedroom, 1-bath home is conveniently located in Fredericktown, Missouri, just a short drive from Walmart, Dollar General, Madison Medical Center, and many other local amenities. Property features include central heating and air conditioning, all-electric utilities, some updated windows, and a small detached garage offering additional storage or workspace. With its convenient location and practical features, this property offers a great opportunity for homeowners and investors alike. Don't miss your chance to take a look!

308 Cahoon St, Fredericktown
1115 Madison 201, Fredericktown
$399,900
2 Beds ⋅ 2 Baths ⋅ 26071379 MLS ⋅ ACTIVE Status
Situated on 13.8 acres, this 2-bedroom, 2-bathroom home offers spacious living, versatile outbuildings, and an abundance of possibilities. The home features generously sized living areas, a full basement, a sunroom overlooking the surrounding property, and an attached 2-car garage. With the majority of the acreage fenced, the property offers an excellent opportunity for livestock, hobby farming, or recreational use. Several outbuildings, including a detached storage shed, pig pen, barn, and a large barn/shop, provide ample space for equipment, storage, agricultural needs, or workshop projects. Whether you’re seeking a peaceful country setting, room for livestock, or additional space to pursue your interests, this property offers the acreage, amenities, and versatility to accommodate a variety of needs.

1115 Madison 201, Fredericktown
400 S Chamber Dr, Fredericktown
$319,900
26071226 MLS ⋅ ACTIVE Status
INCREDIBLE OPPORTUNITY TO OWN AN ESTABLISHED DAYCARE BUSINESS AND COMMERCIAL PROPERTY. Little Blackcats Daycare in Fredericktown, Missouri, is being offered as a complete business and real estate package! This unique opportunity includes TWO buildings totaling approximately 6,200 square feet, situated on 2.28 acres m/l on a fully fenced corner lot. The main building offers approximately 4,200 square feet, while the second building provides an additional 2,000 square feet.. Both buildings feature updated heating and cooling systems completed in 2025, integrated technology in each room, and a security camera system. Outdoor amenities include a spacious 30’ x 50’ covered pavilion with water and electricity, playground equipment, and plenty of room for outdoor activities. Previously state-inspected and approved for daycare use, this property offers an excellent opportunity for someone looking to own or expand a childcare business. **The established Little Blackcats Daycare business is INCLUDED in the sale, along with the opportunity to retain all existing daycare equipment, furniture, and supplies. Why start from scratch when so much is already in place? Whether you’re interested in continuing the daycare operation or exploring other commercial uses, this property offers exceptional flexibility and potential. **THE BUSINESS, BOTH BUILDINGS, LAND, EQUIPMENT, AND FURNISHINGS — ALL IN ONE PACKAGE!** Visit www.littleblackcatsdaycare.net to learn more about Little Blackcats Daycare. Schedule your private showing today!

400 S Chamber Dr, Fredericktown
1321 Madison 203, Fredericktown
$49,900
26071179 MLS ⋅ ACTIVE Status
Opportunity awaits on this approximately 3-acre cleared tract just outside of town! The property previously had a home that was recently lost to fire, leaving a blank slate for your next project. With a well and electric already on site, you can explore rebuilding or starting fresh with a new home. Enjoy the space and possibilities of country living while still being just a short drive from town. Bring your plans and make this property your own!

1321 Madison 203, Fredericktown
409 Matthews St, Fredericktown
$139,999
3 Beds ⋅ 1 Baths ⋅ 26070210 MLS ⋅ ACTIVE Status
This beautifully remodeled 3-bedroom, 1-bath home is conveniently located within the city limits and close to many local amenities. The home offers over 1,000 square feet of living space and features a nicely updated interior with a fresh, move-in-ready feel. The kitchen includes a convenient walk-in pantry, along with a new stove and refrigerator. A new HVAC system provides added peace of mind and comfort. Enjoy both a front and backyard with space to relax and entertain, all located in a good, established neighborhood close to shopping, dining, and everyday conveniences. This move-in-ready home is a great opportunity!

409 Matthews St, Fredericktown
5413 State Highway 72, Fredericktown
$219,000
4 Beds ⋅ 2 Baths ⋅ 26069968 MLS ⋅ ACTIVE Status
Zero work required—just move right in! Top-to-bottom complete remodel in Bollinger County! Situated on a nice 1.6-acre lot, this 4-bedroom, 2-bathroom home has been fully upgraded throughout. Key Upgrades: All-new drywall, electrical wiring, & plumbing New windows, roof, siding, fixtures, & appliances Modern kitchen cabinets Brand-new York heat pump system & ductwork Newly installed septic system & laterals The expansive 1.6-acre property offers plenty of open space to build your dream shop or garage!

5413 State Highway 72, Fredericktown
Start Your Search

Listings courtesy of Mid America Regional Information Systems Internet Data Exchange as distributed by MLS GRID.


Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


How much is your home worth?

Get instant property value now!