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$539,900
3 Beds 3 Baths 26047166 MLS
Beautiful Monroe County Home on 11+ Acres in the Waterloo School District! Welcome to your own private paradise! Nestled in a picturesque park-like setting, this beautifully maintained 1.5-story home offers over 2,250 sq. ft. of finished living space and the peaceful rural lifestyle you've been dreaming of. Relax on the front porch, unwind by the patio and firepit, and enjoy watching deer and turkey roam through the property. It's the kind of place where memories are made, from summer evenings under the stars to holiday gatherings filled with family and friends. Inside, you'll find a warm, inviting open-concept floor plan with a spacious foyer, waterproof high-grade flooring, and a cozy electric fireplace that can also be gas, or wood-burning, creates the perfect setting for chilly winter nights and festive holiday celebrations. The stunning kitchen is truly the heart of the home, featuring granite countertops, attached island with seating, custom tile backsplash, solid wood cabinetry, under-cabinet lighting, stainless steel appliances, and a large island where everyone naturally gathers. The main-floor primary suite is a true retreat with a bay window sitting area, large walk-in closet, and spa-like bath featuring a double vanity, linen closet, and custom shower. Main-floor laundry (washer and dryer included) and a convenient half bath add everyday convenience. Energy-efficient features include double-pane windows and six-inch exterior wall construction. Upstairs offers two oversized bedrooms, each with massive walk-in closets, connected by a shared bath with dual vanities, tub/shower combo, and linen storage, giving everyone plenty of space to call their own. The full walkout basement, already roughed in for a bath, is ready for your vision. Need space for hobbies, equipment, or toys? You'll love the oversized attached three-car garage and the impressive 30' x 30' detached workshop with concrete floor and electric. Lovingly cared for and move-in ready, this one-of-a-kind property offers the perfect blend of comfort, privacy, and room to grow. Whether you're hosting dinners, celebrating holidays, or simply enjoying the peace and beauty of nature, this is a home you'll be proud to own and never want to leave. See the attached features sheet in MLS supplements for additional property highlights.

7303 S Fork Rd, Red Bud

Courtesy of Tammy Mitchell Hines & Co. 618-281-3959

$199,900
3 Beds 1 Baths 26044868 MLS
The updates are done, the next chapter is yours. This well-maintained full brick ranch offers 3 bedrooms, 1 bath, and 1,204 sqft on a spacious 0.28-acre lot in the heart of Red Bud! Nearly every major-ticket item has already been replaced, including the HVAC (2021), roof (2022), sewer line to the street (2023), water heater (2022), kitchen appliances (2021), windows (2023), exterior doors (2021), interior doors (2024), and professionally stabilized foundation with perimeter and center piers by Helitech. A full unfinished basement provides excellent storage or future living space. If you're looking for a home that's been truly cared for, where the big investments have already been made, 110 Braun St is one you won't want to miss!

110 Braun St, Red Bud

Courtesy of Century 21 Advantage 618-281-7621

$195,000
2 Beds 1 Baths 26038520 MLS
In the market for a nearly maintenance-free, move-in ready home? Enter the front door and you'll be wowed by soaring 11’ ceilings and an open floor plan with large, eat-in kitchen leading to a bright and airy living room. A large main level bedroom with custom closet shelving connects to a spacious bathroom with linen closet. The main level master bedroom also connects to the large bathroom and features beautiful French doors that lead to the private back patio. Check out the upstairs loft that is currently used as a 3rd bedroom, but could easily be converted into a craft area, playroom or even theatre. The maintenance free backyard is fully fenced and super private with a two tiered paver patio and storage shed. Many other great features round out this home, like gutter guards and a heated and plumbed garage complete with plastered walls and can lighting. Don't miss out on this unique home with potential to make it your own...schedule your viewing today!

321 Vine St, Red Bud

Courtesy of Worth Clark Realty 800-991-6092

$370,000
4 Beds 3 Baths 26043631 MLS
Welcome home to peaceful country living in the highly sought-after Red Bud School District! This beautifully remodeled 4-bedroom, 2.5-bath ranch offers the perfect blend of modern updates and rural charm. Nearly every major component has been thoughtfully improved, including a new heat pump HVAC system, brand-new well, updated plumbing, electrical improvements, new flooring, fresh paint throughout and a new sewer line with septic repairs—providing peace of mind for years to come. Inside, you'll love the spacious and functional layout featuring an inviting living area, beautifully updated kitchen with new cabinetry, countertops and appliances, and a desirable split-bedroom floor plan. The expansive living room offers exceptional flexibility and can easily accommodate multiple seating areas, a home office, playroom or media space to fit your lifestyle. A convenient main-floor laundry room adds everyday functionality. The private primary suite is a true retreat, complete with a dual vanity, oversized walk-in closet and a beautifully appointed ensuite bath. The versatile fourth bedroom offers endless possibilities as a home office, nursery, guest room or hobby space. Additional improvements include professionally encapsulated crawl space, updated interior doors, lighting, refreshed landscaping and enclosed front pillars for enhanced curb appeal. If you've been searching for a move-in-ready home with the serenity of country living and the convenience of being in the award-winning Red Bud School District, this is one you won't want to miss! Agent Owned.

9355 State Route 3, Red Bud

Courtesy of Homes By Janell 618-726-2242

$189,900
3 Beds 2 Baths 26042819 MLS
Step into a welcoming formal foyer accented with ceramic tile and wood trim, complete with a large coat closet for everyday convenience. The main living area is open and bright, featuring LVP flooring and a big picture window that creates the perfect backdrop for displaying holiday decor. The dining and breakfast area includes sliding glass doors that lead to a covered carport, offering sheltered parking or the opportunity to redefine the space as a covered outdoor grilling and entertaining area. The updated kitchen features 42" Walster cabinets with a custom dish rack, a double sink, gas stove, a generous beverage station, and an extra-deep pantry. A second set of sliding doors opens to the backyard, where a covered patio, garden beds, mature trees, and a garden shed provide a peaceful outdoor retreat. A centrally located powder room off the kitchen adds convenience for both indoor living and backyard gatherings. The primary bedroom offers double closets and abundant natural light, while bedrooms two and three also include double closets. The main bath features a large linen closet, single vanity, and a tub/shower combination. The vinyl plank flooring throughout the main level is approximately three years old. The finished lower level includes painted concrete flooring and a black industrial-style ceiling, along with a finished room currently used as office space. A spacious storage room features a janitor sink for quick clean-ups, and the hot water heater was replaced in 2020. This updated home offers comfortable living, thoughtful functionality, and just the right amount of space.

915 Circle Dr, Red Bud

Courtesy of Tammy Mitchell Hines & Co. 618-281-3959

$895,000
4 Beds 3 Baths 26039926 MLS
Escape to your own private retreat on 39.28 +/- acres in the highly desirable Waterloo School District. The true highlight of this property is the incredible setting, featuring a fully stocked 15 +/- acre private lake, an additional pond, and approximately 20 tillable acres. Whether you enjoy fishing, kayaking, hunting, hobby farming, or simply relaxing while taking in the views, this property offers the space and privacy to enjoy country living at its finest. Situated on the property is a 2002 modular home on a full walkout basement. The main level offers approximately 1,620 square feet with 3 bedrooms and 2 full bathrooms, while the finished walkout basement provides additional living space perfect for a family room, recreation area, home office, or guests. Outdoor amenities continue with multiple buildings ready for work and play. A 30' x 40' outbuilding provides ample room for equipment, boats, ATVs, or workshop space. There's also a 20' x 30' detached building featuring electricity, a concrete floor, and a wood-burning stove, making it an excellent workshop, hobby space, or gathering place. A lean-to on the back of the building provides additional covered storage. The backyard is designed for entertaining and enjoying the outdoors with an above-ground swimming pool shell, while several portable storage buildings provide even more flexibility for equipment, lawn tools, or recreational gear. Despite the peaceful, private setting, you're conveniently located just 43 minutes to Belleville, 57 minutes to Scott Air Force Base, and 55 minutes to downtown St. Louis. Properties with nearly 40 acres, a fully stocked private lake, productive acreage, multiple outbuildings, and a secluded setting in the Waterloo School District are rarely available. Whether you're looking for a private residence, recreational retreat, or a property with room to grow, this is an opportunity you won't want to miss.

6360 Southfork Rd, Red Bud

Courtesy of Property Peddler, Inc 618-473-2500

$164,900
2 Beds 2 Baths 26036691 MLS
Calling all first-time home buyers, homeowners looking to downsize, or investors looking to add to their portfolio—this could be the opportunity you've been waiting for! Classified as a duplex, this one-story home offers 945 square feet of opportunity and features a functional floor plan with 2 bedrooms and 1.5 baths, including a private half bath in the primary bedroom. The home also offers a comfortable living room with updated flooring, a spacious kitchen and dining area, plus a separate laundry area conveniently located in the utility/components room. Best of all, there are no HOA fees to worry about! A bonus feature you'll love is the 10' x 12' screened-in porch, complete with a ceiling fan to help keep you cool on warm summer days. This inviting space is the perfect place to relax, unwind, and enjoy your morning coffee while taking in the outdoors without the bugs. This home is ready for a new owner to bring their vision and creativity and make it their own. Several important improvements have already been completed for the next owner, including a roof replacement in 2020, an updated microwave in 2020, a new hot water heater installed in 2023, updated flooring in the living room, and updates to both bathrooms. The dishwasher is original, and some additional appliances may be desired. Whether you're looking for an affordable place to call home, a downsizing option, or an investment property with potential, this property offers a blank canvas both inside and out. With 945 square feet to work with, the possibilities are endless for creating the space you've always wanted. Roll up your sleeves, bring your ideas, and transform this property into something special. Opportunities like this don't come around often—schedule your showing today because this one is expected to go quickly! Who’s ready to unlock the potential at 301 Kaskaskia Drive? Affordable. Full of potential. No HOA fees. Just waiting for its next owner!

301 Kaskaskia Dr, Red Bud

Courtesy of eXp Realty 888-574-9405

$299,900
4 Beds 3 Baths 26032718 MLS
Completely remodeled from top to bottom and meticulously maintained, this stunning 4 bedroom, 3 bathroom home offers the perfect blend of privacy, space, and scenic surroundings. Situated on over a half-acre lot with no neighboring homes nearby, you’ll enjoy peaceful country views while still being conveniently located in the highly sought-after Red Bud School District. Inside, the home features beautiful updates throughout, spacious living areas, and a functional layout designed for everyday living and entertaining. The oversized 2-car garage, expansive yard, and move-in ready condition make this property truly stand out. If you’ve been searching for a beautifully updated home with space, privacy, and breathtaking views — this is it!

6847 Griggs Rd, Red Bud

Courtesy of eXp Realty 618-567-9203

$3,750,000
5 Beds 5 Baths 26031835 MLS
MORE DETAILS COMING SOON! Extraordinary luxury estate on 40.5 acres featuring two stunning homes, stocked lakes, income-producing pasture ground, and unmatched craftsmanship throughout. Located at 4799 Southern Breeze Lane in Red Bud, this one-of-a-kind property offers the perfect blend of luxury living, recreation, and investment opportunity. The main residence is a breathtaking full masonry stone home with timber frame construction that feels like a private lodge retreat. Custom built with incredible attention to detail throughout, the main home offers 3 bedrooms, 2.5 bathrooms, expansive living spaces, and high-end finishes at every turn. The luxurious primary suite features a spa-like bathroom complete with a sauna shower for the ultimate retreat experience. Enjoy the resort-style outdoor area featuring an in-ground UV light pool, pool house, outdoor kitchen area, built-in pizza oven on the back patio, and lawn and landscaping irrigation throughout the property. An attached apartment over the garage provides an additional 2 bedrooms and 1 full bathroom, perfect for guests, extended family, or private accommodations. The second home on the property is a charming log cabin featuring 2 bedrooms and 2 full bathrooms with its own additional garage. Ideal as a rental property, guest house, or family stay, this home adds exceptional flexibility and value to the estate. Additional features include a large equipment pole barn/shed complete with a bathroom, office space, air compressors, and a walk-in cooler ready to be finished to the new owner's needs. The property also offers beautiful pasture ground currently rented for additional income, two stocked lakes, and endless scenic views that create a truly private retreat setting. Rarely does a property of this caliber, acreage, luxury, and versatility become available in the area.

4799 Southern Breeze Ln, Red Bud

Courtesy of eXp Realty 888-574-9405

$80,000
2 Beds 1 Baths 26029987 MLS
This 2 bedroom, 1 bath home situated on a corner lot features a fenced yard, detached garage, and basement, offering potential for an investment property or an affordable place to start building equity instead of paying rent. The home includes a living room, kitchen, one bedroom and full bath on the main level, with a second bedroom located upstairs. Recent updates include a new roof installed in May 2026, along with freshly painted front and back porches completed the same month. The property does need flooring and other updates - being sold AS-IS, WHERE-IS, giving the next owner an opportunity to make it their own. Affordable properties with potential like this can be hard to find!

802 E Olive St, Red Bud

Courtesy of Property Peddler, Inc 618-473-2500

$580,000
3 Beds 2 Baths 26029202 MLS
Located in the Red Bud School District just 15 minutes from downtown St Louis, this 3-bedroom brick ranch on 14.7+/- acres offers the perfect blend of country living, recreation, and functionality. With approximately 4 acres of tillable ground and 7.9 acres of wooded acreage, the property provides a beautiful mix of open space and privacy. A well-maintained path wraps around the field, offering easy access to the woods and pond—ideal for enjoying nature, riding, walking, or exploring the outdoors. Originally built in 1960, the home has been thoughtfully remodeled and expanded over the years, creating a spacious and inviting layout. One of the highlights of the home is the large rear living room featuring patio doors that open to a charming picket-fenced backyard—perfect for pets, entertaining, or simply relaxing while watching the abundant wildlife and deer that frequent the property. Additional features include a heated oversized 2-car attached garage, a 23’ x 34’ barn, and a second storage shed providing excellent space for hobbies, equipment, or small livestock projects. The property is serviced by a deep well, the roof is approximately 10 years old, and the HVAC system was replaced in 2021. Whether you are looking for a hobby farm, recreational getaway, or peaceful country home with acreage, this property offers a rare opportunity in a desirable location.

4907 State Route 159, Red Bud

Courtesy of Property Peddler, Inc 618-473-2500

$410,000
4 Beds 5 Baths 26027480 MLS
Motivative Seller! Spacious 4 bedroom, 3 full and 2 half bath home situated on 5.12 acres offering the perfect blend of country living with convenient access to nearby amenities. This property features approximately 2,900 sq ft with multiple living areas including a large family room and separate living room, providing flexibility for entertaining or additional living space. The kitchen offers an abundance of cabinetry and flows into a formal dining area, ideal for gatherings. The layout includes generously sized bedrooms, including oversized suites with sitting areas and the potential for additional bedroom space if desired. Main level laundry adds convenience, with additional options available in the basement. The full basement provides even more usable space and includes a lifetime warranty with Woods Basement Systems. Outside, the property truly stands out with a 30x40 pole barn complete with heat, air, and a half bath, making it ideal for a workshop, hobby space, business use, or additional entertaining area. A 2-car attached garage, open acreage, and rural setting complete the exterior features, offering plenty of room to spread out and enjoy. Recent updates include roof (2025) and hot water heater (2022).

4290 Horse Creek Rd, Red Bud

Courtesy of Property Peddler, Inc 618-473-2500

$120,000
1 Beds 1 Baths 26025978 MLS
Improved Price! Motivated Sellers!! Welcome to 406 Madison St in charming Red Bud! Perfect opportunity for affordable, low maintenance living in a great location that keeps you close to everything! Cozy 1 bedroom, 1 bath ranch is ideal for a first-time buyer, those looking to downsize, or investors seeking to add to their rental portfolio! On the exterior is a metal roof, vinyl siding, a small manageable yard, storage shed plus a nice 12 x 15 covered deck for quiet mornings and coffee! Enjoy the convenience of being just minutes from local businesses and dining, making errands a breeze! Roof, furnace and water heater all replaced in 2019. Call today for a showing and make this cute home your own! Well-located neighborhood with small town charm!

406 Madison St, Red Bud

Courtesy of Strano & Associates 618-277-7653

$420,000
3 Beds 4 Baths 26019372 MLS
Welcome to this well-maintained home in Red Bud, offering the perfect mix of space, functionality, and a backyard setup you’re going to love! The main level features 3 bedrooms and 2 full bathrooms, with a welcoming foyer that opens into a bright and inviting living room complete with a gas fireplace and windows on both sides that bring in tons of natural light. The space flows right into the breakfast room and kitchen, where you’ll find a center island, plenty of cabinet space, and a pantry, perfect for everyday living and entertaining! Just off the kitchen, the mudroom doubles as a convenient main level laundry space. Two additional bedrooms and a full bathroom are nearby, while the primary suite offers a walk-in closet and an attached bathroom with a walk-in shower. The finished lower level adds even more room to spread out with a large family room, wet bar, half bathroom, and an additional full bathroom with laundry hookups. There is also plenty of unfinished storage space with built-in shelving, giving you all the storage you need! Step outside and get ready for summer! The fully fenced backyard with a privacy fence features an in-ground pool and pool house, creating the perfect space to relax, entertain, and make the most of warm days! Additional updates include a new water heater and a roof featuring durable 40-year shingles, providing added value and long-term peace of mind. The home is equipped with baseboard heat, as well as radiant floor heating in both the basement and garage, offering enhanced comfort throughout the year. This home truly checks all the boxes with space, layout, and an outdoor setup that stands out!

1051 White Oak Dr, Red Bud

Courtesy of eXp Realty 618-567-9203

$294,900
3 Beds 3 Baths 26025109 MLS
Located in the Country Club Estates subdivision, this 3-bedroom, 2.5-bath home offers over 2,500 square feet of living space on a spacious 0.53 +/- acre lot. Built in 1980, this home has been well cared for over the years and offers a layout that gives you options both now and into the future. The main level features multiple living spaces along with a dedicated office - ideal for working from home or easily repurposed depending on your needs. One of the unique opportunities with this home is the size of the yard, offering potential to add a main-level primary suite by expanding off the existing office area. Upstairs, you’ll find three generously sized bedrooms with walk-in closets, plus the convenience of second-floor laundry. The outdoor space is a standout feature, highlighted by a large covered deck. Sitting on over half an acre, the yard offers a great mix of open space and a partially fenced area—perfect for pets, play, or simply enjoying the setting while still leaving room to expand or customize. Several key updates have already been taken care of, including a new roof in 2025, windows replaced approximately 7–8 years ago, a new water softener within the past year, and the furnace main electrical board replaced about 8 months ago. The garage door openers are approximately 4–5 years old. Additional features include a finished basement (727+/- sq ft), a gas fireplace, and a 2-car attached garage with an excellent drop zone/ mud room before entering the home.

1034 Raymond, Red Bud

Courtesy of Property Peddler, Inc 618-473-2500

Listing information is provided courtesy of the Broker Reciprocity/IDX of Bagnell Dam Association of REALTORS® and Lake of the Ozarks Board of REALTORS®, Inc. Multiple Listing Services. Copyright 2026 Multiple Listing Service, Inc. of Bagnell Dam Association of REALTORS® MLS, Inc. and Lake of the Ozarks Board of REALTORS® MLS, Inc. Information is being provided for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information herein is believed to be accurate and timely, but no warranty as such is expressed or implied. 2026 Century 21 Community