Madison County MO Houses for Sale

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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

  

  Thomas Priday

  Homestead Real Estate

  1555 Madison 530, Fredericktown, MO 63645
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  /24

  $179,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,724 Sq Ft

  316 Sherlock Dr, Fredericktown, MO 63645

  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

  

  Thomas Priday

  Homestead Real Estate

  316 Sherlock Dr, Fredericktown, MO 63645
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  /50

  $415,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,318 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

  

  Gary Le' Roi Newton

  Properties by G. Le' Roi LLC

  2049 Madison 208, Fredericktown, MO 63645
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  /33

  $164,900

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  205 S Wood Ave, Fredericktown, MO 63645

  Check out this charming 3-Bedroom, 1-BA ranch home located on the desirable West side of Fredericktown, just up the street from the hospital.This well-maintained home features durable vinyl snap-lock flooring throughout most of the home, updated kitchen countertops, stainless steel appliances, and a brand-new roof with architectural shingles. Enjoy relaxing or entertaining year-round in the

  

  Thomas Priday

  Homestead Real Estate

  205 S Wood Ave, Fredericktown, MO 63645
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  /49

  $824,999

  $75K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,590 Sq Ft

  1819 Madison 234, Fredericktown, MO 63645

  Welcome to Scheibler Farm, a rare opportunity to own an exceptional country estate offering 74 acres of rolling countryside, a beautiful custom home, a private lake, outstanding recreational opportunities, and the perfect balance of rural privacy and convenience. Properties of this caliber are seldom offered to the market and provide an unmatched lifestyle for those seeking a working farm, horse

  Living Dream Living the Dream

  1819 Madison 234, Fredericktown, MO 63645
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  /101

  $1,499,999

  $400K PRICE DROP Pending

  • 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
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  /49

  $310,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  8765 Highway E, Arcadia, MO 63621

  Welcome to your own slice of the Ozarks just off Highway E near Arcadia. This charming 1,700 square feet, 3-bedroom, 2-bathroom 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

  Jason Stokes Midwest Land Group

  8765 Highway E, Arcadia, MO 63621
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  /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
• 

  

  /27

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,356 Sq Ft

  315 E College Ave, Fredericktown, MO 63645

  Welcome home to this beautifully updated 3-bedroom, 1-bath solid brick home that perfectly blends timeless character with today’s modern conveniences. Featuring charming old-school details, a bright and inviting sunroom, and stylish country farmhouse-chic, this move-in-ready home offers quality craftsmanship and extensive renovations throughout. The updated kitchen and bathroom provide modern

  Tara Pruett Midwest Real Estate

  315 E College Ave, Fredericktown, MO 63645
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  /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
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  /35

  $285,000

  • 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
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  /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
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  /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
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  /14

  $205,000

  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 vinyl

  Danielle Burchard Midwest Real Estate

  418 E Marvin Ave, Fredericktown, MO 63645
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  /14

  $174,900

  $5K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  605 High St, Fredericktown, MO 63645

  Mechanics dream with this 28' x 30' Metal Building with its own electric, heating and cooling with loft storage area. Also an extra small garage is attached. Home offers open floor plan and living room has a hidden safe build into the wall. Main floor laundry area. Deck could use some TLC. Pretty of off street parking. This property is part of a trust for Todd W. Bond.

  Bethany Blessing RE/MAX Best Choice

  605 High St, Fredericktown, MO 63645
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  /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
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  /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
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  /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
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  /6

  $410,000

  Coming Soon

  • 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
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  /18

  $99,500

  • 23 Beds
  • 5.5 Baths
  • 10,037 Sq Ft

  700 S Main St, Fredericktown, MO 63645

  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

  Steve Johnson Poplar Bluff Realty Inc

  700 S Main St, Fredericktown, MO 63645
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  /50

  $189,000

  $36K PRICE DROP Pending

  • 5 Beds
  • 2 Baths
  • 2,046 Sq Ft

  108 Park Dr, Fredericktown, MO 63645

  Motivated Sellers!!! New price drop!!! New black-shingled roof will be installed on 07/25/26. Welcome home to this charming and spacious 5-bedroom, 2-bath all-brick two-story residence located in the heart of Fredericktown, Missouri! Bursting with character and timeless appeal, this well-maintained home offers the perfect blend of classic charm and modern updates, making it an excellent

  Mike Shanks True Vision Realty, LLC

  108 Park Dr, Fredericktown, MO 63645
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  /4

  $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
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  /2

  $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 currently under construction 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

  Geoffrey McDowell Swinford Realty, LLC

  508 E Marvin Ave, Fredericktown, MO 63645
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  /9

  $199,900

  Pending

  • 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, host

  Bridgit McCaw Keller Williams Chesterfield

  111 Marshall St, Fredericktown, MO 63645
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  /47

  $145,000

  • 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 detached

  Tyler Sappington Freedom Realty MO, LLC

  308 Thost St, 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
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  /10

  $199,900

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,554 Sq Ft

  607 S Wood Ave, Fredericktown, MO 63645

  Great location 5 bedroom, 2 bath, main level laundry, full basement on a nice lot. Fenced backyard. Alot of original hardwood floors and built ins throughout. Stone fireplace.

  Dana Leming Century 21 Ashland Realty

  607 S Wood Ave, Fredericktown, MO 63645
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  /29

  $164,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,431 Sq Ft

  311 Albert St, Fredericktown, MO 63645

  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

  Tara Pruett Midwest Real Estate

  311 Albert St, Fredericktown, MO 63645
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  /10

  $50,000

  $15K 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
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  /15

  $95,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft

  811 Andrews St, Fredericktown, MO 63645

  Discover a piece of history reimagined for modern living at 811 Andrews ST, Fredericktown MO 63645. This distinguished single-family residence, built in 1890, offers a unique opportunity to embrace a lifestyle rich in character and comfort. This is more than just a home; it's an invitation to experience the charm of Fredericktown. We invite you to explore the possibilities this exceptional

  Randi Welch Coldwell Banker Realty - Gundaker

  811 Andrews St, Fredericktown, MO 63645
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  /44

  $249,900

  • 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 Coldwell Banker Hulsey

  404 Marshall St, Fredericktown, MO 63645
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  /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
• 

  

  /24

  $164,900

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  209 Marlowe St, Fredericktown, MO 63645

  This move-in-ready home offers 4 bedrooms, 2 full bathrooms, and approximately 1,543 square feet of living space on a quiet end street just minutes from the Fredericktown Courthouse Square. The main level features 3 bedrooms, 1 full bathroom, new flooring, an updated kitchen, main-level laundry hookups, and access to a relaxing back patio that’s perfect for enjoying your morning coffee or

  Tara Pruett Midwest Real Estate

  209 Marlowe St, Fredericktown, MO 63645
• 

  

  /59

  $539,900

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,558 Sq Ft

  1121 Madison 92103, Fredericktown, MO 63645

  Step into your own private retreat on 12 beautiful acres—soon with spring blooms, summer sunsets, and peaceful pond views and create the lifestyle you’ve been dreaming of. This stately home offers over 3,500 sq ft of space to spread out, entertain, and truly enjoy the seasons ahead. Imagine morning coffee overlooking rolling acreage, afternoons by the pool, and evenings gathered around the

  Lisa Huff Coldwell Banker Realty - Gundaker

  1121 Madison 92103, 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
• 

  

  /27

  $159,900

  $10K PRICE DROP Under Contract

  • 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
• 

  

  /24

  $189,900

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  411 Parkin St, Fredericktown, MO 63645

  From the moment you pull in the driveway, the care given to maintaining this home is evident! Inside, a spacious living room and fireplace welcome you to this 2 bed, 1 bath home. Additional features include main floor laundry, an extra room off the kitchen perfect for a mud room or home office and a sun porch overlooking the peaceful backyard. The attached garage offers convenience and extra

  Kyle Stephens Swinford Realty, LLC

  411 Parkin 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

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