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$374,900
3 Beds ⋅ 3 Baths ⋅ 26031691 MLS ⋅ ACTIVE UNDER CONTRACT Status
Beautifully maintained and move-in ready, this 4.45± acre property offers the perfect combination of comfort, space, and functionality! Built in 1997, the home features 1,352± sq. ft. on the main level with a welcoming floor plan designed for both everyday living and entertaining. The spacious master suite offers excellent closet space and a private ensuite bath, while two additional bedrooms, a full bathroom, and a dedicated laundry area provide convenience for the entire family. Just off the living room, you’ll find a back deck overlooking the property — the perfect spot to relax or enjoy time outdoors. An enclosed staircase leads to the fully finished basement featuring a large family room, game room, additional sleeping or storage space, mechanical room, and an oversized bathroom that truly stands out. Double patio doors provide easy access to the backyard and patio area. A short walk from the home leads to an incredible detached maintenance/workshop building complete with ample storage, garage door access, workbenches, and plenty of wall space for tools, equipment, hobbies, or projects. Outside, the property is beautifully landscaped with a sprawling yard that offers endless opportunities for recreation, gatherings, and enjoying country living — all conveniently located off state highway frontage and just minutes from downtown Fredericktown!

1008 Madison, Fredericktown
$29,900
26031035 MLS ⋅ ACTIVE Status
Tucked away along the peaceful banks of Twelve Mile Creek. This rare .75 m/l acre getaway has appx 220 feet of creek frontage and is only 10 miles south of Fredericktown. Electric is already on site and in place, making it ready for weekend escapes or extended stays. You'll enjoy easy access to fishing, swimming, campfires and quiet evenings by the water. Additionally, Mark Twain National Forest is nearby with over 20,000 acres of public land to hunt, hike, ride and explore. No restrictions or HOA. **Items available for additional cost: RV, Conex container and 2026 Polaris Sportsman ATV - making this a turnkey recreational retreat ready to enjoy from day one.

97 Madison County Road 410, Fredericktown
$485,000
4 Beds ⋅ 3 Baths ⋅ 26029168 MLS ⋅ ACTIVE Status
Stunning lakefront 4 bedroom 3 bath home with breathtaking views throughout! 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. Enjoy outdoor living with both covered deck with stamped stone concrete and open Trek composite deck overlooking the water. The large finished basement offers a full second 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.

1226 S Deer Trl, Fredericktown
$20,000
26029282 MLS ⋅ ACTIVE Status
Looking for the perfect base camp for your next adventure? This 1.14 acre property adjoins 1,000+ acres of government land and is ideally located just before Sarah Barton Murphy Memorial Forest. With close proximity to Hwy 67, the possibilities are endless for a weekend getaway spot, future cabin site, hunting camp, or recreational retreat. Enjoy the convenience of a short drive to town while being surrounded by the beauty and privacy of the outdoors. Endless potential awaits!

Off Madison 401, Fredericktown
$749,000
3 Beds ⋅ 3 Baths ⋅ 26029398 MLS ⋅ ACTIVE Status
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.

3978 Hwy E, Fredericktown
$449,900
5 Beds ⋅ 2 Baths ⋅ 26027636 MLS ⋅ ACTIVE Status
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!

1955 Hwy Z, Fredericktown
$159,900
2 Beds ⋅ 2 Baths ⋅ 26027014 MLS ⋅ ACTIVE UNDER CONTRACT Status
Step into this newly remodeled 2-bedroom 2-bathroom home located in the heart of Fredericktown. You will find luxury vinyl flooring throughout, a brand-new kitchen with new stainless appliances, a walk-in shower in the master bath, and so much more! Some unique features include some of the original woodwork that has been restored, high ceilings that create a bright open space, and the original fireplace that has been transformed into an electric unit. The home has a new architectural shingled roof that was put on in 2025. Four mini-split units heat and cool the home, making it more energy efficient. Outside you will enjoy a spacious fenced in back yard, a garden shed that will accommodate your hobbies, and a 1.5 car garage. This one could be the one! Set up your private showing today.

209 W College, Fredericktown
$164,900
4 Beds ⋅ 2 Baths ⋅ 26026975 MLS ⋅ ACTIVE Status
Spacious, updated, and full of possibilities! This great family home offers 4 bedrooms, 2 full baths, plus a dedicated office and additional playroom—both of which could easily serve as a 5th and 6th bedroom if needed. The main level features a cozy living room, kitchen/dining combo, main-level primary bedroom, and convenient main-level laundry. The upstairs has a separate entrance, offering flexibility for guest space, multi-generational living, or possible rental potential. Major updates have already been completed, including newer windows, HVAC, siding, hot water heater, and a new electrical panel. You’ll also love the updated kitchen cabinets, flooring, light fixtures, and interior doors. Step outside to enjoy off-street parking and a private fenced yard, perfect for kids, pets, or entertaining—plus room to make it your own!

311 Albert St, Fredericktown
$78,000
26022764 MLS ⋅ ACTIVE Status
Looking for a country setting just minutes from town? This 8.95-acre, fully wooded tract could be exactly what you've been searching for. Offering the perfect blend of convenience, privacy, and natural beauty, this property is ideal for building your dream home or enjoying recreational use. With county road frontage, it's well-suited for hunting, a weekend retreat, or a private residence.

County Rd 229, Fredericktown
$11,250
26019543 MLS ⋅ ACTIVE UNDER CONTRACT Status
Build your future with this prime residential lot offering approximately 0.23 +/- acres of level, ready-to-develop land. With access to public water and public sewer, this property provides the essential utilities needed to simplify your building process and get your project started with ease. The flat terrain makes for an ideal build site, whether you’re planning a custom home, investment property, or a place to settle down and grow. With minimal site preparation required, you can focus more on bringing your vision to life. Looking for more space? Additional adjoining lots are available for purchase, giving you the flexibility to expand your footprint, create a larger homesite, or explore development opportunities. Whether you’re a builder, investor, or future homeowner, this property offers the perfect blend of convenience, potential, and opportunity to make your dream home a reality.

County Road 334, Fredericktown
$11,250
26019539 MLS ⋅ ACTIVE UNDER CONTRACT Status
Build your future with this prime residential lot offering approximately 0.23 +/- acres of level, ready-to-develop land. With access to public water and public sewer, this property provides the essential utilities needed to simplify your building process and get your project started with ease.The flat terrain makes for an ideal build site, whether you’re planning a custom home, investment property, or a place to settle down and grow. With minimal site preparation required, you can focus more on bringing your vision to life. Looking for more space? Additional adjoining lots are available for purchase, giving you the flexibility to expand your footprint, create a larger homesite, or explore development opportunities. Whether you’re a builder, investor, or future homeowner, this property offers the perfect blend of convenience, potential, and opportunity to make your dream home a reality.

County Road 334, Fredericktown
$450,000
26018943 MLS ⋅ ACTIVE Status
Escape to your own private outdoor paradise with this incredible 120 acre wooded retreat, perfectly designed for hunters, campers, hikers, and adventure seekers. Sitting at the base of the Rockpile Mountain Wilderness Area, this property offers direct access to over 4,000 acres of adjoining government ground on two sides—expanding your playground well beyond your own boundaries. A scenic creek winds next to the camping area, attracting abundant wildlife and creating the perfect backdrop for your outdoor getaway. Multiple established food plots enhance hunting potential, while a perimeter trail and additional SxS trails provide easy access throughout the property—ideal for riding, exploring, or managing the land. A thoughtfully cleared and leveled campsite is already in place, complete with a 50-amp camper hookup, making it ready for weekend escapes or extended stays. Whether you’re setting up camp under the stars, tracking game, or simply enjoying the peace and quiet of nature, this property delivers. If you’ve been searching for a turn-key recreational tract with unmatched access, privacy, and endless possibilities—this is it.

Hwy O, Fredericktown
$550,000
2 Beds ⋅ 2 Baths ⋅ 26016337 MLS ⋅ ACTIVE UNDER CONTRACT Status
Tucked away on 69+/- mostly wooded acres, this beautiful 2024 built home offers the perfect blend of modern comfort and secluded country living—all just 15 minutes from town. The 1,344 sq ft home features a functional, divided floor plan with a cozy living room complete with an electric fireplace. The kitchen is designed for both everyday living and entertaining, offering a center island, stainless steel appliances, granite countertops, a breakfast nook, and a walk-in pantry with ample shelving. The spacious master suite includes a walk-in shower, vanity with plenty of cabinet space, and a large walk-in closet. On the opposite side of the home, you’ll find an additional bedroom, bathroom, and a conveniently located laundry room with direct access to the impressive 40x31 attached garage—fully heated and cooled, making it ideal for parking, storage, or hobbies. This all-electric home features hard surface flooring throughout and covered front and back porches to take in the peaceful surroundings. Step right out back to enjoy the above-ground pool, fire pit area for gatherings, and a stocked pond filled with bluegill and catfish. The acreage is mostly wooded with a recent clearing that would make an excellent food plot, offering great recreational and hunting opportunities. If you’re looking for privacy, modern amenities, and land to enjoy, this one checks all the boxes!

2101 Madison, Fredericktown
$315,000
4 Beds ⋅ 3 Baths ⋅ 26017353 MLS ⋅ ACTIVE Status
This beautifully maintained home features 3 bedrooms and 2 bathrooms on the main level, plus an addition bedroom and bathroom in the finished walk-out basement. The kitchen offers plenty of counter and cabinet space for someone who loves to cook! The spacious master suite includes a walk in closet and double-sink vanity in the bathroom. Step outside and enjoy the large deck overlooking for the 3.04-acre lot or hang out on the patio below. Find peace and nature in this quiet setting, located only 5 miles from town!

1018 Madison 271, Fredericktown
$339,000
5 Beds ⋅ 3 Baths ⋅ 26016990 MLS ⋅ ACTIVE Status
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.

1507 Hwy Oo, Fredericktown
$415,000
3 Beds ⋅ 2 Baths ⋅ 26013121 MLS ⋅ ACTIVE Status
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. Outside, the property truly shines. A **HUGE 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. 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**. Schedule your private showing today and experience the possibilities for yourself!

2049 Madison 208, Fredericktown
$17,500
26016053 MLS ⋅ ACTIVE Status
Spacious lake front lot on Deer Run Lake! This lot is one of few on the north side that is in Madison County. Enjoy 1.6 acres all to yourself. Build a lake house or use it for recreational purposes. Ownership includes rights to use the lake and boat dock. Assessment fees have been paid for by the seller for 2026

#411 North Deer Trail, Fredericktown
$16,000
26016050 MLS ⋅ ACTIVE Status
Build your dream with a beautiful lake view! Enjoy all that the lake has to offer this summer. The lake development includes access to the boat dock and swimming area. Conveniently located only 5 miles from Fredericktown and a short drive to Farmington.

#88A South Deer Trail, Fredericktown
$99,500
23 Beds ⋅ 6 Baths ⋅ 26015930 MLS ⋅ ACTIVE Status
700 South Main St in Fredericktown, MO is a very unique property. This historic home was originally built in 1890 and in 1950 a large addition was added to house a nursing home. The home sits on a corner lot with plenty of parking near downtown Fredericktown. The possibilities are endless, the structure is mainly concrete block construction. There is a lot of potential for rental income and/or converting it to a nursing home or daycare facility. Schedule your appointment for a personal viewing of this massive building today.

700 S Main St, Fredericktown
$99,000
3 Beds ⋅ 2 Baths ⋅ 26015070 MLS ⋅ ACTIVE UNDER CONTRACT Status

1843 Hwy F, Fredericktown
$459,900
2 Beds ⋅ 3 Baths ⋅ 26013356 MLS ⋅ ACTIVE Status
Historic Charm Meets Modern Comfort on 9.56 Acres: Step back in time without sacrificing today's conveniences! This stunning 160+ year old log home, once a schoolhouse, was carefully taken down and beautifully rebuilt in 2016-preserving its rich history while incorporating modern upgrades throughout. Nestled on 9.56 acres just minutes from Fredericktown, MO, this one-of-a-kind property offers privacy at the end of a dead-end county-maintained road with breathtaking views from the inviting wraparound porch. Inside, the home features 2 bedroom and 3 full baths, with 1,544 sq ft on the main level and 2,697 sq ft of total living space. The main floor includes a spacious primary suite with a walk-in closet, granite countertops in the kitchen, stainless steel appliances, and a cozy living room anchored by a wood-burning stove capable of heating the home. The full walk-out basement expands your living and entertaining space with a large family room, beautiful hand-built bar, gas fireplace, 2 sleeping rooms and another full bath. This added space is perfect for guest, extended family, or entertaining! Additional features include a 3-car detached garage with breezeway, peaceful country sitting, hot tub, great hunting, and the convenience of being just minutes from town. This rare blend of history, acreage, and modern comfort doesn't come along often, schedule your private showing today!

1555 Madison 530, Fredericktown
$210,000
26012294 MLS ⋅ ACTIVE Status
Two-unit investment property located outside city limits. Keeping utilities affordable, each rental unit has its own well and septic. The first unit is a ranch style home featuring two bedrooms, one bathroom and a spacious kitchen. The second unit is a manufactured home featuring three bedrooms, two bathrooms, and several updates including vinyl flooring. The properties are situated on 3.65 acres and only a few minutes from town. Don't hesitate to check this unique property out!

2456 & 2462 Madison 504, Fredericktown
$725,000
3 Beds ⋅ 1 Baths ⋅ 26011060 MLS ⋅ ACTIVE Status
Are You Looking for Acreage, nice Farmhouse and BIG Outbuildings Close to Hwy 67? This May Be What You NEED! Situated on 82 Acres just 2 miles into Madison County. Huge 40 X 80 Shop Building with Concrete Floors (plumbed for heat) 3 Overhead Doors, & 1/2 Bath. Approximately 20 Acres Pasture with rest in Woods with a Creek Running thru. 2 Ponds for all the Deer You'll See! Farmhouse is Nicely done with 3 Bdrms and 1 Bath. Several other Outbuildings, Sheds and even a Pool! Call to See This One Today!

1044 Madison, Fredericktown
$179,900
3 Beds ⋅ 2 Baths ⋅ 26010536 MLS ⋅ ACTIVE Status
3-BR, 2-BA IN A GREAT LOCATION: Welcome home to this well-maintained 1,724 sq. ft. ranch-style home located in Fredericktown, MO. Offering comfort, space, and functionality, this 3-BR, 2-BA property is perfect for families, first time home buyers, retirees, or anyone looking for convenient one-level living. Home features include 3 spacious bedrooms, 2 bathrooms, nice kitchen, plenty of cabinetry with adjoining dining area and a formal dining room that's ideal for gatherings. There's a bright and inviting sunroom with a 2-car attached garage. Outside is sure to please with its brick and vinyl exterior, matching storage shed and a great garden area for the outdoor enthusiasts. Enjoy peaceful living with plenty of room to entertain both inside and out. The garden area offers a perfect opportunity to grow your own vegetables or create a relaxing backyard retreat. Conveniently located to schools, shopping and local amenities.

316 Sherlock Dr, Fredericktown
$310,000
3 Beds ⋅ 2 Baths ⋅ 26009680 MLS ⋅ ACTIVE Status
Welcome to your own slice of the Ozarks just off Highway E near Arcadia. This charming 1,700 sq ft, 3 bedroom, 2 bath log home offers a warm rustic appeal. A welcoming covered front porch invites you to relax and take in the peaceful surroundings, while inside you’ll find a spacious kitchen and family room designed for gathering. Cozy up by the beautiful masonry fireplace or enjoy the added efficiency of the new wood-burning stove. Recent updates include log exterior cleaned and sealed, new flooring in kitchen, new carpet, new oven, dishwasher, and new chimney liners—providing comfort and peace of mind for years to come. Situated on 19 acres of mature timber with approximately 4 acres of open ground, this property is perfectly suited for a mini farm or recreational retreat. The 40x76 pole barn with electric and water offers excellent space for equipment, livestock, or workshop needs, complemented by multiple additional outbuildings for storage and farm use. With direct access to Mark Twain National Forest and a short drive to thousands of acres of additional public land, this property is a dream for outdoor enthusiasts. Enjoy exceptional deer and turkey hunting right out your back door, along with endless opportunities for hiking, riding, and exploring. Whether you're looking for a full-time residence, hunting getaway, or hobby farm, this versatile property checks all the boxes.

8765 Hwy E, Arcadia
$249,900
4 Beds ⋅ 4 Baths ⋅ 26008245 MLS ⋅ ACTIVE Status
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.

404 Marshall St, Fredericktown
$38,000
26004286 MLS ⋅ ACTIVE UNDER CONTRACT Status
Dreaming of building your own home with room to breathe—without giving up convenience? This beautiful 4-acre parcel just outside of Fredericktown offers the perfect blend of peaceful country living and easy access to town. *County road frontage* Electric nearby*Ideal level building site*fresh survey*A blank canvas where you can shape a peaceful setting to match your vision—whether that’s wide-open views, a private wooded homestead, or a quiet escape just beyond town. Country charm with community in mind—space to grow, relax, and make it your own. *No manufacturer or mobile homes*

Madison 210 Madison 210, Fredericktown
$8,500
25079514 MLS ⋅ ACTIVE Status
Lakefront Lot on Lake Harmony! This 0.17 acre lot provides the ideal setting for a future cabin or camper, offering easy road access and nearby electric. Enjoy everything Lake Harmony has to offer—excellent fishing, swimming, kayaking, camping, and a variety of local outdoor attractions. The lake features two boat ramps along with public restrooms and showers, making it a convenient and enjoyable getaway spot. Located just 5 minutes north of Fredericktown and 100 miles south of St. Louis, this lakefront property is the perfect opportunity to build your retreat or set up your weekend escape.

Lot 27 Lake Harmony, Fredericktown
$214,900
2 Beds ⋅ 1 Baths ⋅ 25073831 MLS ⋅ ACTIVE Status
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!

1433 Madison, Fredericktown
$71,500
25071044 MLS ⋅ ACTIVE Status
10.5 Acres M/L Just outside Fredericktown, this beautiful property provides the ideal spot for your dream home or a peaceful retreat. Surrounded by nature, you’ll enjoy abundant wildlife and the freedom of no restrictions, giving you endless possibilities—whether you’re looking to build, camp, or simply escape for the weekend.

6 Mo-72, Fredericktown