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Madison County MO Houses for Sale

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  • /50

    $415,000

    $10K PRICE DROP Pending
    • 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
  • /48

    $299,900

    • 4 Beds
    • 2 Baths
    • 2,876 Sq Ft

    1886 Madison 209, Fredericktown, MO 63645

    LAKEFRONT HOME IN FREDERICKTOWN!Don't miss this spacious 4-BR, 2-BA lakefront home bordering Fredericktown City Lake! With over 2,800 sq. ft. of finished living space situated on 1 acre, this property offers plenty of room both inside and out.This split-foyer home features a full finished walkout basement, a covered front porch and a large back deck overlooking the lake, which is perfect

    Agent Photo

    Thomas Priday

    Homestead Real Estate

    1886 Madison 209, Fredericktown, MO 63645
  • /101

    $1,499,999

    $400K PRICE DROP
    • 8 Beds
    • 8.5 Baths
    • 7,800 Sq Ft

    1575 Madison 220, Fredericktown, MO 63645

    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

    Living Dream Living the Dream

    1575 Madison 220, 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
  • /107

    $1,350,000

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    1455 Madison 441, Fredericktown, MO 63645

    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

    Living Dream Living the Dream

    1455 Madison 441, Fredericktown, MO 63645
  • /64

    $213,995

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    1251 S Deer Trail, Fredericktown, MO 63645

    Escape to your own private retreat at 1251 S Deer Run Estates in Fredericktown! This charming 3-bedroom, 2-bath home is in a private lake community, offering a peaceful setting surrounded by the natural beauty of Southeast Missouri. Adding even more value and peace of mind, the home features a newly installed metal roof, remolded master suite, and privacy screens for added privacy to the back

    Judith Metcalf Luna Realty Group

    1251 S Deer Trail, Fredericktown, MO 63645
  • /46

    $164,900

    Under Contract
    • 1 Bed
    • 2 Baths
    • 1,440 Sq Ft

    5972 Highway E, Fredericktown, MO 63645

    Country charm meets peace and privacy on 2+ acres! This inviting 2006-built basement home is tucked away in a beautiful park like setting where the circle drive welcomes you home and the peaceful surroundings make it easy to slow down and enjoy the simple things. Inside, you'll find a comfortable master bedroom suite, along with an office that could easily serve as an additional bedroom, giving

    Candace Glore Coldwell Banker Hulsey

    5972 Highway E, Fredericktown, MO 63645
  • /8

    $99,900

    New Construction

    0 Albert, Fredericktown, MO 63645

    Opportunity and versatility await with this newer built 30’ x 40’ garage situated on its own city lot. The garage features 14 foot overhead doors on both the front and back, creating convenient drive through access, along with 220V electric already in place. A 20 foot concrete slab with apron extends from the front of the building, with an additional concrete approach at the rear and convenient

    Tara Pruett Midwest Real Estate

    0 Albert, 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
  • /14

    $144,900

    • 3 Beds
    • 2 Baths
    • 1,032 Sq Ft

    108 Eric St, Fredericktown, MO 63645

    Welcome home to this 3-bedroom, 2-bath ranch offering comfortable one-level living. The spacious primary suite features a private bath, while the functional floor plan provides plenty of room for everyday living and entertaining. Step outside to enjoy the covered back patio overlooking the fully fenced backyard—perfect for relaxing, pets, or outdoor gatherings. Energy-efficient solar panels help

    Nicholas Woods Coldwell Banker Hulsey

    108 Eric St, Fredericktown, MO 63645
  • /16

    $129,900

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    316 Lincoln Dr, Fredericktown, MO 63645

    Functional and affordable! This 2 bedroom 1 bath home features an architectural shingled roof and a new mini split unit system. Providing an efficient way to heat and cool the home, keeping utility bills at a minimum. Inside you will find an updated kitchen with a gas range and plenty of cabinet space. Outside, you’ll enjoy the spacious, private backyard! Ready for gatherings and BBQs.

    Emily Winkelman Perfect Key Realty

    316 Lincoln Dr, 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
  • /14

    $179,900

    $25K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 1,324 Sq Ft

    418 E Marvin Ave, Fredericktown, MO 63645

    Welcome home to this beautifully updated 3-bedroom, 1-bath home situated on a spacious corner lot in the heart of Fredericktown. From the moment you arrive, you’ll appreciate the appeal, generous yard space, and multiple garage options that provide plenty of room for vehicles, hobbies, storage, and more.Inside, you’ll find over 1300 square feet of comfortable living space featuring luxury

    Danielle Burchard Midwest Real Estate

    418 E Marvin Ave, 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
  • /80

    $485,000

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

    1226 S Deer Trail, Fredericktown, MO 63645

    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

    Matthew Herbst Triple Creek Realty LLC

    1226 S Deer Trail, Fredericktown, MO 63645
  • /2

    $188,000

    Open Sun 1PM - 3PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,565 Sq Ft

    214 Williams St, Fredericktown, MO 63645

    This beautifully refreshed three-bedroom, two-bath ranch offers 1,565 square feet of comfortable, single-level living in a convenient west-side Fredericktown location. Step inside to discover fresh neutral paint, new flooring, and an expansive living area highlighted by beautiful hardwood floors and abundant natural light. The kitchen features white cabinetry, new laminate countertops, a stylish

    Danielle Burchard Midwest Real Estate

    214 Williams St, Fredericktown, MO 63645
  • /12

    $135,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 971 Sq Ft

    Unlisted Address

    Cute and well-maintained 2-bedroom, 1-bath home situated on a corner lot near the end of a dead-end street. Inside, you’ll find beautifully refinished original hardwood floors, a formal dining room, a spacious kitchen, and a convenient mudroom offering additional everyday functionality. The home also features a small basement providing useful storage space. Outside, enjoy a large, fenced backyard

    Jared Gidney Gidney Legacy Estates Realty, LLC

    Unlisted Address
  • /80

    $399,900

    Open Sun 1PM - 3PM $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,685 Sq Ft

    2268 Madison 244, Fredericktown, MO 63645

    Escape to Your Own Piece of Country Paradise!If you’ve been dreaming of space, privacy, and the freedom to live a more self-sufficient lifestyle, this beautiful 23-acre property is ready to welcome you home!This charming 2-bedroom, 2-bath home offers the potential for a 3rd bedroom, giving you the flexibility to create the space your family needs. Whether you envision a home office, guest

    Tara Roach EDGE Realty, ERA Powered

    2268 Madison 244, Fredericktown, MO 63645
  • /13

    $119,900

    Under Contract
    • 2 Beds
    • 1 Bath
    • 681 Sq Ft

    106 Delmar St, Fredericktown, MO 63645

    Enjoy easy living in this 2-bedroom, 1-bath home conveniently located in Fredericktown! The functional layout offers minimal upkeep with an open-concept living and kitchen area, two spacious bedrooms, and a full bath. Outside, you'll find a fenced-in backyard, storage shed, and level yard offering plenty of usable outdoor space. Whether you're looking for your first home, downsizing, or adding to

    Geoffrey McDowell Swinford Realty, LLC

    106 Delmar St, Fredericktown, MO 63645
  • /3

    $174,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft

    400 Lindell St, Fredericktown, MO 63645

    Enjoy the benefits of new construction in this thoughtfully designed 3 bed, 2 bath home situated on a desirable corner lot. Featuring an open concept floor plan, the spacious living, dining, and kitchen areas flow seamlessly together, creating an inviting space that's perfect for everyday living and entertaining. The home also features a laundry room/storage area and a primary suite with full

    Matt Stacy Swinford Realty, LLC

    400 Lindell St, Fredericktown, MO 63645
  • /11

    $24,900

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    1107 Willow St, Fredericktown, MO 63645

    Looking for an affordable investment opportunity or a home you can make your own? This 2-bedroom, 1-bath home offers approximately 894 sq. ft. of living space. The property also features a detached 24x20 2-car garage and sits on approximately 0.38 acres.With city water, sewer, and Black River Electric already available, much of the groundwork is in place. With TLC and updates, this

    Tara Pruett Midwest Real Estate

    1107 Willow St, Fredericktown, MO 63645
  • /16

    $145,000

    New Construction
    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    508 E Marvin Ave, Fredericktown, MO 63645

    Affordable, low-maintenance living awaits! This new 2 bedroom, 1 bath home is complete and features an open floor plan, an eat-in kitchen with breakfast bar, and an attached carport. For added comfort and efficiency, the home will be equipped with mini-split systems providing zoned heating and cooling. A practical layout, modern amenities, and easy upkeep make this home an excellent option for a

    Geoffrey McDowell Swinford Realty, LLC

    508 E Marvin Ave, Fredericktown, MO 63645
  • /9

    $199,900

    • 4 Beds
    • 2 Baths
    • 1,985 Sq Ft

    111 Marshall St, Fredericktown, MO 63645

    **Welcome home!** From the moment you arrive, you'll fall in love with this beautifully updated 4-bedroom, 2-bath home featuring a brand-new roof, new windows, and an abundance of charm throughout.Step inside to discover spacious, light-filled rooms designed for both everyday living and effortless entertaining. Gather around the cozy wood-burning fireplace in the inviting living room,

    Bridgit McCaw Keller Williams Chesterfield

    111 Marshall St, Fredericktown, MO 63645
  • /2

    $99,500

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,276 Sq Ft

    1054 Madison 237, Marquand, MO 63655

    Full Brick Ranch Home with recent upgrades to make it a comfortable living space both inside and out. Typical of the Mid-Century Modern construction of the late 50's and 60's, everything is on one level for ease and convenience. The large Kitchen/Dining area is great for entertaining and family meals, while the large, elongated living room is flooded with natural light and spacious walls. The

    Dennis Ward Swinford Realty, LLC

    1054 Madison 237, Marquand, MO 63655
  • /47

    $139,900

    $5K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 1,496 Sq Ft

    308 Thost St, Fredericktown, MO 63645

    Welcome to this charming 3-bedroom, 1-bath home situated on a spacious corner lot in the heart of Fredericktown, MO.Built in 1948, this well-maintained home offers 1,496 square feet of comfortable living space with plenty of character and potential.Outside, you'll find a .24-acre yard with room to relax, garden, or entertain. The property also features a convenient carport and a

    Tyler Sappington Freedom Realty MO, LLC

    308 Thost St, Fredericktown, MO 63645
  • /19

    $169,900

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,261 Sq Ft

    2106 Madison 504, Fredericktown, MO 63645

    This property has so much to offer at an affordable price. It is located just a few minutes from town on a low traffic road. The house has a brand-new roof, new flooring, tilt in windows, and has been freshly painted. The carport has been closed in for extra living space. It just needs a few more finishing touches or can be easily converted back to a carport or a garage.There is enough

    Michelle Stinson Midwest Real Estate

    2106 Madison 504, Fredericktown, MO 63645
  • /23

    $29,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,379 Sq Ft

    7355 W Highway 72, Ironton, MO 63650

    Investor opportunity just outside of Ironton on Missouri Route 72! This property sits in a highly visible, easily accessible location with strong potential for value-add. Home is in poor condition and being sold as-is, making it ideal for investors or renovation projects. Property features three wells, including a new well pump installed on one, and a recently added 200-amp electrical service,

    Crispin Casteel Coldwell Banker Hulsey

    7355 W Highway 72, Ironton, MO 63650
  • /48

    $309,900

    Under Contract
    • 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
  • /10

    $39,999

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,197 Sq Ft

    411 E Marvin Ave, Fredericktown, MO 63645

    Property with potential! if you've been thinking about taking on an investment project, here is your opportunity. This home has had the demo work complete and is ready to be put back together. The back yard is spacious and has lots of potential for gardening, adding an outbuilding, or enjoying time with family. Build equity quickly! Schedule your showing today.

    Emily Winkelman Perfect Key Realty

    411 E Marvin Ave, 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
  • /19

    $224,900

    New Construction Under Contract
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    114 Holmes St, Fredericktown, MO 63645

    Construction is complete on this 3 bed, 2 bath home on a large city lot. Featuring 2x6 exterior wall construction, an open main living space, laundry room, mud room, pantry, covered patio and an attached garage. This home is located on a dead-end street in an established neighborhood and move in ready!

    Kyle Stephens Swinford Realty, LLC

    114 Holmes St, Fredericktown, MO 63645
  • /44

    $239,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,748 Sq Ft

    404 Marshall St, Fredericktown, MO 63645

    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

    Cindy Backer Keller Williams Realty Platinum

    404 Marshall St, Fredericktown, MO 63645
  • /13

    $99,900

    • 2 Beds
    • 1 Bath
    • 1,189 Sq Ft

    510 Marlowe St, Fredericktown, MO 63645

    Located at 510 Marlowe St in Fredericktown, MO, this single-family home features approximately 1,189 square feet of living area with two bedrooms and one bathroom. Exterior amenities include a single-car covered carport, while the lower level offers an unfinished poured-concrete basement with eight-foot-plus ceiling heights, providing storage space and layout potential.

    Mike Zouglas REO Xpress, LLC

    510 Marlowe St, 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
  • /29

    $195,000

    • 3 Beds
    • 1.5 Baths
    • 2,104 Sq Ft

    10 1/2 Head Dr, Fredericktown, MO 63645

    The unique address of 10 1/2 Head Drive features a spacious home full of possibilities! Outside you are greeted with a mixture of brick, stone and scalloped siding, giving this home character and curb appeal. Inside, you'll find single level living including 3 beds, 1.5 baths and 2 additional rooms ideal for an office, play room or storage. The kitchen offers ample cabinet and counter space and

    Kyle Stephens Swinford Realty, LLC

    10 1/2 Head Dr, Fredericktown, MO 63645
  • /27

    $159,900

    $10K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,355 Sq Ft

    209 W College Ave, Fredericktown, MO 63645

    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

    Emily Winkelman Perfect Key Realty

    209 W College Ave, 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
  • /24

    $189,900

    $5K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,554 Sq Ft

    607 S Wood Ave, Fredericktown, MO 63645

    Welcome home to this spacious 5-bedroom, 2-bath home located on the west side of Fredericktown, offering plenty of room to spread out—because it has F-I-V-E bedrooms! Inside, you’ll find beautiful hardwood floors, a spacious family room, separate dining room, galley-style kitchen, and a large walk-in pantry that’s practically the size of a small office—perfect for storing your stockpile of food

    Tara Pruett Midwest Real Estate

    607 S Wood Ave, Fredericktown, MO 63645
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