Courtesy: Triple Creek Realty LLC
573-760-4635
ONE OF THE BEST lakefront 4 bedroom 3 bath home in DEER RUN on the market with breathtaking views throughout and in the CENTER OF THE WIDEST PART OF THE LAKE! This spacious home features custom cabinetry, all natural stone countertops throughout home, Anderson windows and sliders, a beautiful brick fireplace, and expansive windows that bring the lake views inside. AMAZING outdoor living with both a covered deck with stamped stone concrete and open Trek composite deck overlooking the water and private dock. The large finished basement offers a COMPLETE SECOND LIVING QUATERS with a full kitchen, plenty of storage, additional bedroom and bath, and bar area perfect for entertaining and easy access to the lake. Complete with a large dock, this property is ideal for relaxing, hosting guests, and enjoying lake life at its best.
Courtesy: Keller Williams Realty Platinum
314-677-6000
Tucked away in the rolling countryside of Fredericktown, this breathtaking 24+/- acre farm offers the kind of peaceful country lifestyle people dream about. From the moment you arrive, you’ll be captivated by the charming 3 bed, 3 bath ranch-style home complete with an attached 2-car garage, a fully finished walkout basement, and a stunning wraparound covered deck perfect for soaking in the quiet views of your own private retreat. Inside, the beautiful kitchen serves as the heart of the home with warm, inviting spaces designed for both everyday living and gathering with loved ones. Step outside and explore everything this incredible property has to offer — a picturesque pond, two barns ready for livestock, hobbies, or storage, and even a cozy hunting cabin tucked away for weekend adventures. Whether you’re searching for a working farm, recreational getaway, or simply room to breathe and enjoy the outdoors, this property delivers endless opportunity and timeless country charm.
Courtesy: Swinford Realty, LLC
573-7838231
If you are looking for a well maintained home, shop and room to roam, look no further! Built in 2019, this home features 1,559 sq. ft. on the main level and offers an inviting open kitchen, dining and living space, perfect for gathering. The master suite has a vaulted ceiling, double sinks, separate tub and shower and a closet large enough you'll likely have room to spare. Two additional bedrooms and an additional bath complete the main level. An open staircase leads to the basement which offers tons of additional space including two bedrooms, other rooms to use as you'd like and plumbing roughed in for an additional bath. The tasteful finishes throughout the interior of the home are matched by the curb appeal on the outside. Surrounded by open yard on all sides and backed by woods, this 12 acre parcel provides opportunities for a garden, play, entertaining and even a little hunting. In addition to the attached garage, the 30' x 50' 2-bay shop is located a short walk from the home and makes this property check all the boxes. Located just outside Fredericktown on a paved state highway, this home is one you'll want to see!
Courtesy: Living The Dream Inc.
855-289-3478
Patty Creek Farm is a truly distinctive offering, presenting the opportunity to own an established destination property in the heart of Madison County’s rolling countryside. Spanning 111.58 acres, this thoughtfully developed farm combines scenic natural features, functional improvements, and proven income potential, all set within a peaceful and private valley setting. The landscape is anchored by the clear, spring-fed waters of Patty Creek, which wind through the property and contribute to both its beauty and practicality. Multiple natural springs supply water to several of the improvements, adding to the property’s self-sustaining appeal. The land itself is a diverse mix of approximately 94 acres of mature hardwood timber and gently rolling open areas, creating an ideal environment for wildlife, recreation, and future use. Whitetail deer and turkey are abundant, making this property equally attractive to outdoor enthusiasts and hunters. Improvements throughout the farm have been designed with versatility in mind, supporting both private enjoyment and guest accommodations. The main residence offers over 1,500 square feet of comfortable living space, complemented by a full basement that provides additional storage and flexibility. Nearby, the Sunset House serves as a modern guest home, offering approximately 1,024 square feet of well-appointed space ideal for visitors or short-term stays. Adding to the property’s character is the original farmhouse, dating back to the mid-1920s. Overlooking the spring-fed creek, this home offers approximately 1,128 square feet and captures the charm and nostalgia of a bygone era, reminiscent of a simpler time while still serving as a functional living space. At the center of the property’s event capabilities is a 2,100-square-foot barn, constructed in 2010 and designed to accommodate weddings, retreats, and gatherings of all kinds. This space has been utilized for a wide range of events and serves as a focal point for the farm’s hospitality operations. Further enhancing the property’s appeal is a 357-square-foot off-grid cabin, tucked away in the timber and outfitted with a wood cook stove, offering a secluded and authentic outdoor experience. Patty Creek Farm is currently operated as a successful retreat and event venue, hosting weddings, family gatherings, and seasonal attractions such as a Haunted Forest and Hay Maze. The property also offers overnight lodging, welcoming guests from a variety of backgrounds seeking a peaceful rural escape. This established use provides immediate income potential while leaving room for expansion, customization, or a transition to more private use if desired. Whether the next owner envisions continuing its success as an event-driven business, enhancing its recreational offerings, or simply enjoying it as a private family retreat, Patty Creek Farm delivers a rare combination of natural beauty, functional improvements, and long-term potential. Properties with this level of versatility, setting, and existing infrastructure are seldom available, making this a unique opportunity to invest in both lifestyle and income.
Courtesy: Farm & Home Realty
573-2237377
Located at 1507 Highway OO, Fredericktown, MO, this single-family residence presents a wonderful opportunity to create a comfortable haven. Built in 1970, this 5 bedroom & 2-1/2 bath property offers a solid foundation for your vision. Many recent upgrades to the home add appeal like granite countertops, new HVAC, new windows, roof, septic, enclosed sunporch, flooring, covered front porch and a partially covered back deck. Numerous outbuildings for all your hobby needs, or future business endeavors. This single-family residence eagerly awaits its new owner.
Courtesy: Properties by G. Le' Roi LLC
636-329-4544
BRAND NEW ROOF (2026), NEW HVAC (2026), Welcome to your private slice of Missouri paradise at **2049 Madison 208 in Fredericktown**—where space, serenity, and modern comfort come together beautifully. Nestled on **over 9 breathtaking acres**, this **renovated home** offers the perfect blend of peaceful country living and thoughtful updates. From the moment you arrive, you’ll be captivated by the **rolling hill views**, mature surroundings, and the sense of privacy that’s increasingly hard to find. Step inside to discover a warm and inviting interior featuring a **cozy gas fireplace**, ideal for relaxing evenings, and a **spacious layout** designed for both everyday living and entertaining. The home boasts **updated bathrooms**, ensuring a fresh, modern feel throughout, along with the convenience of **main floor laundry**. The Kitchen Fridge will stay as it goes well with the custom cabinetry. One of the standout features is the **EXTRA-LARGE and EXPANDED primary bedroom suite**, thanks to a well-designed addition that creates a true retreat with ample space to unwind. Every detail has been thoughtfully considered to enhance comfort and functionality. As a value-added benefit, the property truly shines both inside and outside. A ** COMMERCIAL-GRADE steel building** offers endless possibilities—perfect for storage, hobbies, a workshop, or even a home-based business. With **ample acreage**, there’s also exciting **potential for a pond or a lake**, giving you the opportunity to create your own private oasis. To rebuild the building alone would cost OVER $130,000. Nature lovers will appreciate the proximity to some of Missouri’s most beautiful outdoor destinations, including **Mark Twain National Forest**, **Sam A. Baker State Park**, and **Elephant Rocks State Park**—perfect for hiking, camping, fishing, and weekend adventures. If you’ve been searching for a property that offers **privacy, land, versatility, and scenic beauty**, this is the one. Whether you’re looking to escape the hustle, start a hobby farm, or simply enjoy wide-open space, **2049 Madison 208 delivers it all**. ALL BEING SOLD UNDER THE APPRAISED VALUE!! Schedule your private showing today and experience the possibilities for yourself!
Courtesy: Keller Williams Realty Platinum
314-677-6000
REDUCED!! Welcome to this 4-bedroom, 3.5-bathroom home located in town close to restaurants & shopping. This charming 2-story brick front home boasts a cozy wood-burning fireplace, new roof, 2 bay windows that flood the living spaces with natural light & a full partially newly finished basement with newly finished bathroom perfect for additional living or storage space. The updated kitchen features an island making meal prep a breeze. Step outside to the new fenced backyard with a patio, perfect for enjoying the warm summer weather. Property also includes a carport & 2-car det garage. The nice level lot offers plenty of room for outdoor activities, and the paved driveway adds convenience. For added peace of mind, the home features a safe room in the basement for emergency situations. The updated kitchen includes newer appliances, & a new dual-unit HVAC system recently installed, ensuring comfort year-round.
Courtesy: Living The Dream Inc.
855-289-3478
Charming Riverfront 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. This turn-key property is an active revenue-producing Airbnb or the perfect private getaway. 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!
Courtesy: Living The Dream Inc.
855-289-3478
Fischer Farm and Ranch Estate – Turnkey, Multi-Use Property! This 122+ acre working farm combines productivity, comfort, and self-sufficiency. Designed for livestock, crops, and residential living, the property includes multiple water sources, extensive fencing, and high-quality improvements throughout. Land and Water Features: Two ponds, seasonal springs, and a year-round creek provide abundant water. Three wells, six automatic cattle waterers, welded wire perimeter fencing, and cross-fenced pastures make this property livestock-ready. Four pastures, including a smaller barnyard pasture, each have multiple water sources for easy rotational grazing. Vinyl fencing lines the road frontage and surrounds the main home. Concrete driveways provide easy access to barns and home, and a 1,000-gallon diesel tank services machinery. Barns and Outbuildings: • Main Barn (“Grandma’s Barn”) – Three apartments (two wheelchair-accessible, one caretaker) with full kitchens, baths, laminate floors, and individual heating/cooling. Common area includes laundry, half bath, gas stone fireplace, overhead garage heaters, multiple garage doors, and overhead storage. Insulated with concrete floor; serviced by owned 1,000-gallon LP tank. • Hay Barn – Holds 180–190 round bales, concrete floors, working pens, cattle chute, water, electricity, and equipment overhangs. Integrated corral and manure management system streamline livestock handling. • New Barn (2018) – Insulated with cement floor, overhead doors, water, gas heater, electric panel, and lighting; perfect for machinery or feed storage. Greenhouse, Root Cellar, and Orchard: 45’x45’ Nexus greenhouse built into hillside supports year-round growing with triple polycarbonate, automatic climate controls, gas heaters, air handlers, irrigation, and raised concrete beds with composted soil. Adjacent root cellar adds storage. Orchard includes peach, apple, plum, cherry, apricot, persimmon, pear, and pecan trees. Garden area features figs, blueberries, currants, blackberries, aronia, and three types of seedless grapes. Main Residence: Brick home with 6 bedrooms plus 2 sleeping rooms and 8.5 baths. Main-floor primary suite, four upstairs bedroom suites, and three basement suites (two non-conforming). Each bedroom has a full bath and walk-in closet. Two kitchens and three laundry areas support multi-generational living or staff. Main kitchen includes Viking/Sub-Zero appliances, cherry cabinetry, large pantry, and breakfast bar. Professionally refinished oak floors, tiled entries, and laminate bedroom floors complete the home. Living areas include cathedral ceilings, gas fireplace, south-facing windows with remote blinds, and French doors to patios overlooking the 22,000-gallon fiberglass pool. Outdoor entertaining is enhanced by patios on three sides, overlooking pastures, ponds, and natural scenery. Infrastructure and Systems: Steel-stud construction, Anderson windows, central vacuum, conduit wiring, three geothermal HVAC systems (main replaced 2025), five 40-gallon water heaters plus on-demand unit for master bath. Solar power via 104 SolarEdge panels with net metering. Four 200-amp electrical panels (800 total amps), buried 1,900-gallon LP tank, and cellular booster ensure full functionality. Summary: A rare opportunity blending high-quality infrastructure, multi-generational housing, livestock-ready land, and sustainable features. Ideal for cattle, crops, or a full-time rural homestead with income potential. This property is fully equipped for productive living, comfort, and convenience. Schedule your private tour today to experience this one-of-a-kind farm and ranch estate!
Courtesy: Living The Dream Inc.
855-289-3478
There are not many large tracts of land like this left for sale. This is a rare opportunity to own a beautiful 420 acre farm. This farm has nearly 100 acres of fields, over 300 acres of timber, a pond, and with over 900 yards of beautiful Stouts Creek boarding it and is packed with wildlife. This property is fully fenced and cross fenced for cattle. If you like views, this place has some. There are beautiful mountainous views from different places on the property. This is an old hunting cabin with some good bones but needs a little TLC. AND...if the 420 acres of property isn't enough to explore it boarders 23,645 acres of national forest. Hunting, fishing, farming, or build your dream home. As you can tell, this property has it all! Don't miss this opportunity.
Fredericktown is located in Missouri. Fredericktown, Missouri has a population of 4,274. Fredericktown is more family-centric than the surrounding county with 34.34% of the households containing married families with children. The county average for households married with children is 31.53%.
The median household income in Fredericktown, Missouri is $45,717. The median household income for the surrounding county is $50,529 compared to the national median of $69,021. The median age of people living in Fredericktown is 36.6 years.
The average high temperature in July is 88 degrees, with an average low temperature in January of 21.3 degrees. The average rainfall is approximately 45.9 inches per year, with 11.3 inches of snow per year.
