37

Fredericktown, MO Homes for Sale under $500,000

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  • /81

    $459,900

    $25K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 2,697 Sq Ft

    1555 Madison 530, Fredericktown, MO 63645

    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

    Agent Photo

    Thomas Priday

    Homestead Real Estate

    1555 Madison 530, Fredericktown, MO 63645
  • /50

    $415,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,518 Sq Ft

    2049 Madison 208, Fredericktown, MO 63645

    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

    Agent Photo

    Gary Le' Roi Newton

    Properties by G. Le' Roi LLC

    2049 Madison 208, Fredericktown, MO 63645
  • /44

    $375,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 240 Sq Ft

    100 Cool Breeze Ln, Fredericktown, MO 63645

    20-Acre Equestrian Homestead & Trail-Rider’s Paradise (No HOA)Privacy. Freedom. God’s Country. Tucked away just a short, scenic drive off Highway T, this unrestricted 20-acre property offers the ultimate rural escape. Whether you are looking for a turn-key horse facility, a private hunting retreat, or a dual-income vacation property, this land is ready for your vision. Located just minutes

    Agent Photo

    Melissa Boyer

    Expert Realty LLC

    100 Cool Breeze Ln, Fredericktown, MO 63645
  • /25

    $450,000

    0 Highway O Unit MIS26018943, Fredericktown, MO 63645

    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

    Agent Photo

    Kim Hutson

    Coldwell Banker Hulsey

    0 Highway O Unit MIS26018943, Fredericktown, MO 63645
  • /32

    $469,158

    • Land
    • 98.77 Acres
    • $4,750 per Acre

    Off Hwy T Lot Unit WP001, Fredericktown, MO 63645

    This excellent property lies along Highway T near Womack. The property is currently in pasture and hay production with plenty of room to run a nice herd of cattle on. The property has a nice spring branch that runs the length of the property, supplying year-round water for cattle and the abundance of wildlife calling this farm home. The property has a nice mixture of timber and fields, giving you

    Clayton Blum Whitetail Properties Real Estate

    Off Hwy T Lot Unit WP001, Fredericktown, MO 63645
  • /27

    $459,000

    • 2 Beds
    • 1 Bath
    • 1,104 Sq Ft

    1222 Madison 9421, Fredericktown, MO 63645

    This stunning 72-acre retreat offers an ideal blend of beauty and privacy, featuring a newly remodeled home that spans 1,104 square feet, complete with two bedrooms, one bathroom, a kitchen, and an office. The residence provides breathtaking views of the valley below and is complemented by a newer two-car detached garage and a spacious 30 x 30 shop. Equipped with modern amenities such as heating

    Marie Jennewein Premier Farm Realty Group LLC

    1222 Madison 9421, Fredericktown, MO 63645
  • /68

    $489,900

    • 5 Beds
    • 4.5 Baths
    • 3,980 Sq Ft

    13907 Hwy T, Fredericktown, MO 63645

    Welcome to this impressive 3,980 sq ft brick home, thoughtfully built with every detail in mind. This 5-bedroom, 4 -bath home offers a spacious layout perfect for comfortable living and hosting. The large kitchen is designed to be the heart of the home, with plenty of space for preparing meals and entertaining. Multiple dining rooms make it ideal for large family gatherings. Convenience is key

    Clayton Blum Whitetail Properties Real Estate

    13907 Hwy T, Fredericktown, MO 63645
  • /53

    $315,000

    • 4 Beds
    • 3 Baths
    • 3,101 Sq Ft

    1018 Madison 271, Fredericktown, MO 63645

    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

    Emily Winkelman Perfect Key Realty

    1018 Madison 271, Fredericktown, MO 63645
  • /52

    $244,900

    $15K PRICE DROP Pending
    • 4 Beds
    • 1 Bath
    • 1,428 Sq Ft

    10100 U S Highway 67, Fredericktown, MO 63645

    Discover the perfect blend of recreation, farming potential, and country living on this beautiful 29.6-acre property. Featuring mostly open pasture ground with some wooded area, the land offers an ideal balance for livestock, wildlife, and outdoor enjoyment. One of the property's best features is almost 500' of frontage along 12 Mile Creek, a year round spring fed creek with crystal clear water &

    Matt Stacy Swinford Realty, LLC

    10100 U S Highway 67, Fredericktown, MO 63645
  • /21

    $217,000

    $23K PRICE DROP
    • Land
    • 70 Acres
    • $3,100 per Acre

    10535 U S Highway 67, Fredericktown, MO 63645

    Hidden Hollow 70 Rare opportunity to own 70 acres of all-timber land offering a private, secluded retreat just about an hour and a half from St. Louis. This tract provides an ideal combination of privacy, wildlife habitat, and convenient access, making it perfect for hunting, recreation, or establishing a future homesite. The property is located at the end of a private dead-end road, ensuring

    Lance Cureton Living The Dream Inc.

    10535 U S Highway 67, Fredericktown, MO 63645
  • /4

    $461,995

    • Land
    • 140 Acres
    • $3,300 per Acre

    #406 Madison 410, Fredericktown, MO 63645

    Discover the beauty, freedom, and tranquility of the Missouri Ozarks with these exceptional land offerings located south of Fredericktown, just off Highway 67 and near the Mark Twain National Forest. With multiple tracts and a variety of acreage options available, there is an opportunity to find the perfect piece of land to fit your vision. The nearby Mark Twain National Forest offers more than

    Mary Hagan Coldwell Banker Hulsey

    #406 Madison 410, Fredericktown, MO 63645
  • /35

    $285,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 1,500 Sq Ft

    7067 Hwy C, Fredericktown, MO 63645

    Welcome to the Saco Stay! The place where, within minutes, you can cool off in Twelve Mile Creek, float the St. Francis River while ripping lips on smallmouth bass and walleye, listen for turkeys from the porch, or chase whitetails on thousands of acres of nearby national forest. Is hiking your thing? Rock Pile Wilderness is right up the road.This beautifully constructed cabin on 5 acres is

    Gabe Swinford Swinford Realty, LLC

    7067 Hwy C, Fredericktown, MO 63645
  • /9

    $239,900

    410 Madison St, Fredericktown, MO 63645

    Wooded rural acreage with access to a shared spring-fed stream and within a mile of Mark Twain National Forest ... it doesn't get much better. It's a landowner's dream come true. This affordable Ozark oasis comes with NO restrictions. And there's a nice wide deeded easement gravel road leading from the county road to your property.Hunt, camp, build, ride ATVs on your own land, or fish or

    Doug Smith RE/MAX Best Choice

    410 Madison St, Fredericktown, MO 63645
  • /42

    $374,900

    Under Contract
    • 3 Beds
    • 3 Baths
    • 2,700 Sq Ft

    1008 Madison 9299, Fredericktown, MO 63645

    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

    Dennis Ward Swinford Realty, LLC

    1008 Madison 9299, Fredericktown, MO 63645
  • /35

    $339,000

    $36K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,825 Sq Ft

    1507 Highway Oo, Fredericktown, MO 63645

    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

    Gail Lumsden Farm & Home Realty

    1507 Highway Oo, Fredericktown, MO 63645
  • /46

    $289,999

    • 3 Beds
    • 2 Baths
    • 1,546 Sq Ft

    103 Azalea Dr, Fredericktown, MO 63645

    **Beautiful Home with Room to Grow in Desirable Fredericktown Neighborhood!** Don't miss this exceptional 3-bedroom, 2-bath home located in one of Fredericktown's most sought-after subdivisions. Offering an ideal combination of comfort, convenience, and future expansion potential, this home is just minutes from hospitals, shopping, schools, restaurants, and banks. Step inside to an inviting

    Lance Cureton Living The Dream Inc.

    103 Azalea Dr, Fredericktown, MO 63645
  • /39

    $449,900

    • 5 Beds
    • 2 Baths
    • 1,559 Sq Ft

    1955 Highway Z, Fredericktown, MO 63645

    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

    Kyle Stephens Swinford Realty, LLC

    1955 Highway Z, Fredericktown, MO 63645
  • /36

    $219,900

    • 2 Beds
    • 1 Bath
    • 903 Sq Ft

    1433 Madison 9558, Fredericktown, MO 63645

    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

    Misty Brown Living The Dream Outdoor Properties

    1433 Madison 9558, Fredericktown, MO 63645
  • /20

    $210,000

    $40K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,313 Sq Ft

    2456 & 2462 Madison 504, Fredericktown, MO 63645

    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

    Emily Winkelman Perfect Key Realty

    2456 & 2462 Madison 504, Fredericktown, MO 63645
  • /32

    $469,157

    0 Highway T Unit MIS26004088, Fredericktown, MO 63645

    This excellent property lays along Highway T near Womack. The property is currently in pasture and hay production with plenty of room to run a nice herd of cattle on. The property has a nice spring branch that runs the length of the property suppling year-round water for cattle and the abundance of wildlife calling this farm home. The property has a nice mixture of timber to fields combination

    Tyler Blum Whitetail Properties Real Estate, LLC

    0 Highway T Unit MIS26004088, Fredericktown, MO 63645
  • /98

    $485,000

    • 4 Beds
    • 3 Baths
    • 3,480 Sq Ft

    1226 S Deer Trail, Fredericktown, MO 63645

    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

    Matthew Herbst Triple Creek Realty LLC

    1226 S Deer Trail, Fredericktown, MO 63645
  • /37

    $229,999

    New Construction Under Contract
    • 1,478 Sq Ft

    7 Ivy Ln, Fredericktown, MO 63645

    Discover comfort, convenience, and low-maintenance living in this beautifully finished 3-bedroom, 2-bath condominium located in one of the area’s most desirable and well-kept neighborhoods. This property offers an exceptional combination of modern features, thoughtful design, and unbeatable proximity to everyday amenities. With no age restrictions, this condo is suitable for a wide range of

    Lance Cureton Living The Dream Inc.

    7 Ivy Ln, Fredericktown, MO 63645
  • /6

    $410,000

    • 2 Beds
    • 2 Baths
    • 2,812 Sq Ft

    2268 Madison 244, Fredericktown, MO 63645

    Coming Soon! Escape to the peace and privacy of country living with this 2-bedroom, 2-bath home situated Possibility of a 3rd bedroom on 23 beautiful acres. The property is ready for horses or livestock with electric fencing already in place and offers plenty of room to roam, a creek that runs through the property, a garden, or simply enjoy the outdoors. You'll love the oversized shop/garage,

    Tara Roach EDGE Realty, ERA Powered

    2268 Madison 244, Fredericktown, MO 63645
  • /6

    $336,000

    $64K PRICE DROP

    410 Madison St, Fredericktown, MO 63645

    Wooded rural acreage with access to a shared spring-fed stream and within a mile of Mark Twain National Forest ... it doesn't get much better. It's a landowner's dream come true. This affordable Ozark oasis comes with NO restrictions. And there's a nice wide deeded easement gravel road leading from the county road to your property.Hunt, camp, build, ride ATVs on your own land, or fish or play

    Doug Smith RE/MAX Best Choice

    410 Madison St, Fredericktown, MO 63645
  • /43

    $499,000

    Pending
    • Land
    • 106.2 Acres
    • $4,699 per Acre

    0000 Highway E, Fredericktown, MO 63645

    Set on the outskirts of Fredericktown, this exceptional 106 acre farm offers a rare blend of productivity, natural beauty, and privacy. Rolling hills and expansive views create a picturesque backdrop for a wide range of agricultural or recreational uses. Water resources are abundant and dependable, including a private lake, natural spring, Mitchell Creek, and the newer deep water well with larger

    Julie Walck Julie M Walck, Broker

    0000 Highway E, Fredericktown, MO 63645
  • /33

    $259,999

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    1833 Highway F, Fredericktown, MO 63645

    MADISON MINI-FARM 11 Escape to the peace and privacy of country living with this beautiful 3-bedroom, 2-bath home situated on just over 11 scenic acres. Inside, you'll find a spacious floor plan featuring a well-appointed kitchen, a large primary suite with a private office, and two walk-in closets, providing plenty of space for work and relaxation. Step outside and enjoy the huge covered porch,

    Lance Cureton Living The Dream Inc.

    1833 Highway F, Fredericktown, MO 63645
  • /48

    $309,900

    • 3 Beds
    • 3 Baths
    • 1,706 Sq Ft

    1 Dogwood Ct, Fredericktown, MO 63645

    Welcome home to this beautifully maintained 3-bedroom, 3-bath home in the desirable Pine Castle Estates subdivision. Thoughtfully cared for and truly move-in ready, this home offers the perfect blend of comfort, convenience, and functional living spaces. Step inside to an inviting open-concept living, dining, and kitchen area that's ideal for both everyday living and entertaining. The spacious

    Dennis Ward Swinford Realty, LLC

    1 Dogwood Ct, Fredericktown, MO 63645
  • /29

    $294,900

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,374 Sq Ft

    1193 E Highway 72, Fredericktown, MO 63645

    Built in 2023, this 4-bedroom, 2-bath home offers the perfect blend of country living and convenient access to town, sitting on approximately 1.5 acres just seconds outside the city limits. Designed with comfortable, no-step, single-level living throughout, the home provides easy accessibility and features an attached 2-car garage, county water, and a whole-house generator for added peace of

    Tara Pruett Midwest Real Estate

    1193 E Highway 72, Fredericktown, MO 63645
  • /10

    $458,800

    $218K PRICE INCREASE
    • Land
    • 61.76 Acres
    • $7,429 per Acre

    0 U S Highway 67 Unit MIS26042374, Fredericktown, MO 63645

    Discover the possibilities with this exceptional 61.76 acre m/l property with direct frontage on "12 mile creek" offering endless opportunities for farming, livestock ,recreation, or your dream homesite. Abundant wildlife makes this property a hunter's paradise or a peaceful retreat for nature enthusiasts. Water is available for livestock, making it well-suited for agricultural operations or

    Matthew Herbst Triple Creek Realty LLC

    0 U S Highway 67 Unit MIS26042374, Fredericktown, MO 63645
  • /68

    $489,900

    $5K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,980 Sq Ft

    13907 Highway T, Fredericktown, MO 63645

    Welcome to this impressive 3,980 sq. ft. brick home, thoughtfully built with every detail in mind. This 5-bedroom, 4 ½-bath home offers a spacious layout perfect for comfortable living and hosting. The large kitchen is designed to be the heart of the home, with plenty of space for preparing meals and entertaining. Multiple dining rooms make it ideal for large family gatherings. Convenience

    Tyler Blum Whitetail Properties Real Estate, LLC

    13907 Highway T, Fredericktown, MO 63645
  • /25

    $254,888

    • 4 Beds
    • 2.5 Baths
    • 1,068 Sq Ft

    1126 S Deer Trail, Fredericktown, MO 63645

    Don't miss this lakefront home on deer run lake. Remodeled approx.. 2 1/2 years ago with new kitchen cabinets, appliances, vinyl plank flooring and new furnace and a/c.  The house sits on a single lot, but the improved lot next to it could be included for a little more. Quiet neighborhood with swimming beach just steps away.

    John David USRealty.com, LLP

    1126 S Deer Trail, Fredericktown, MO 63645
  • /38

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft

    112 Village Creek Rd, Fredericktown, MO 63645

    3 Bed | 2 Bath tri-level home featuring numerous updates completed over the past five years. Improvements made during that time include a new roof, remodeled bathrooms, some updated flooring, water heater, central HVAC system, and more. The home offers three generously sized bedrooms, a spacious living room, and a kitchen/dining combination with access to the back deck overlooking the fenced

    Geoffrey McDowell Swinford Realty, LLC

    112 Village Creek Rd, Fredericktown, MO 63645
  • /9

    $224,999

    Pending

    1882 Co Road 234, Fredericktown, MO 63645

    Scheibler Lake and Land Escape to your own private outdoor paradise with this exceptional property featuring a stunning 7-acre stocked lake on just over 40 acres of gently rolling land. Offering a perfect blend of partially wooded acreage and open pasture, this property is ideal for hunting, fishing, recreation, or building your dream home. Located just minutes from Fredericktown, this tract is

    Lance Cureton Living The Dream Inc.

    1882 Co Road 234, Fredericktown, MO 63645
  • /6

    $287,100

    410 Madison St, Fredericktown, MO 63645

    Wooded rural acreage with access to a shared spring-fed stream and within a mile of Mark Twain National Forest ... it doesn't get much better. A landowner's dream come true. This Ozark oasis comes with NO restrictions. And there's a nice wide deeded easement gravel road leading from the county road to your property.Hunt, camp, build, ride ATVs on your own land, or fish or play in the

    Doug Smith RE/MAX Best Choice

    410 Madison St, Fredericktown, MO 63645
  • /36

    $224,999

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,289 Sq Ft

    1056 S Deer Trail, Fredericktown, MO 63645

    Welcome to lake living at its finest! This beautiful 3-bedroom, 2-bath home is nestled on the shores of Deer Run Lake, conveniently located just over an hour south of St. Louis, offering the perfect combination of full-time living and weekend getaway convenience.Enjoy breathtaking lake views from the spacious deck overlooking the water, or relax in the screened-in porch while enjoying

    Lance Cureton Living The Dream Inc.

    1056 S Deer Trail, Fredericktown, MO 63645
  • /71

    $352,000

    $13K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,442 Sq Ft

    1515 Madison 404, Fredericktown, MO 63645

    Step into a piece of history without sacrificing modern comfort. Nestled on 3.5 picturesque acres, this beautifully updated historic home offers the perfect blend of timeless character and contemporary convenience. From its original architectural details and classic craftsmanship to its thoughtfully renovated interiors, every corner of this home tells a story while providing the amenities today's

    Holly Miller Magnolia Realty, LLC

    1515 Madison 404, Fredericktown, MO 63645
  • /42

    $225,000

    • 4 Beds
    • 1.5 Baths
    • 1,936 Sq Ft

    707 Buford Blvd, Fredericktown, MO 63645

    Charming farmhouse-style home with plenty of room for a large family! This beautifully updated home blends original character with up-to-date finishes, featuring granite countertops, farmhouse-inspired details, and an ample amount of living space throughout. The home offers 4 spacious bedrooms, with a loft over the 2-car attached garage, a living room and separate family room that includes a gas

    Emily Winkelman Perfect Key Realty

    707 Buford Blvd, Fredericktown, MO 63645

Home Price Trends

Median Sale Price
$150,000
Median Single Family Sale Price
$160,000
Median 2 Bedroom Sale Price
$114,400
Median 1 Bedroom Sale Price
$102,000
Average Price Per Sq Ft
$122
Number of Homes for Sale
15
Last 12 months Home Sales
94
Months of Supply
1.90
Median List Price
$164,900
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
15%
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