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4799 Southern Breeze Ln, Red Bud
$3,750,000
5 Beds ⋅ 5 Baths ⋅ 26031835 MLS
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

Along Along Wine Hill Rd, Chester
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 26045158 MLS
Price Reduction ! Seldom does a property of this quality come onto the market ! A rare opportunity to own a custom-built home on 113 acres. This property offers many features that make it ideal for a farming operation and homestead, whether you're looking to run cattle, horses, or any other livestock. The land has been utilized as a cow-calf operation, but could offer some cropland or whatever it is that you have in mind. Whitetail and turkey hunting are very good! This 4 bed/3.5 bath stone and brick residence offers about 4,000 square feet of beautifully finished space. The home overlooks a 3 acre stocked pond. All custom cherry trim, cabinetry and solid cherry doors. The great room features a Fondulac stone gas log fireplace to add warmth and charm as well as a great view outdoors. Kitchen includes Italian quartzite countertops, cherry cabinets, center island, pantry, breakfast bar, and a casual dining space. The primary suite on the main level includes double sinks, bathtub/shower and large walk-in closet. Upstairs are 3 bedrooms, one ensuite and two share a Jack & Jill bath. Bonus room for hobbies or another bedroom. The main level laundry room has quartzite custom finish countertop and utility sink. Attached 2 car garage. A full unfinished basement includes stubbed in plumping for a bathroom. Geothermal heating and cooling, along with an outside wood burner and an electric heat back up insure comfort. Outdoor living is welcoming with a brick covered back porch that overlooks the pond and scenic acreage, making it the perfect spot to enjoy morning coffee, evening relaxation, or watch wildlife roam. There is also a covered 20X15 pavilion overlooking the pond. For those who need space beyond the home, the 30X60 detached shop near the residence offers endless possibilities—from a dream workshop to additional storage or hobby space—complete with loft, heat and AC and hot water floor heat. At the farm, a 60X40 machine shop with hot water floor heat also adds work space and storage. A 60X60 barn with a 24x48 lean-to with concrete corral, two older sheds and a chicken coop complete the farm buildings. There is an old artesian well behind the barn! The property is a mix of pasture, tillable acreage, and established woods that have not been logged in many years. Whitetail deer and turkey populate the area. There are prime locations for a hunter to place tree stands on this unrestricted property. Whether you are looking for a private country estate, hobby farm, hunting retreat, or weekend getaway, this versatile property offers space, quality construction, natural beauty, and long-term value. By appointment only. No drive-bys.

Along Along Wine Hill Rd, Chester

Courtesy of Buy A Farm Land & Auction Co 618-713-7677

810 Soldiers Way, Evansville
$1,950,000
26055203 MLS
Think beyond its former use! Located at 810 Soldiers Road in Evansville, IL, this unique Southern Illinois property offers 23.6± acres and approximately 30,000± SF between two steel-frame buildings. Conveniently located near IL Route 3 in Randolph County, between Chester and Red Bud, approximately one hour from the St. Louis metro area and just over an hour from Carbondale. One approximately 15,000± SF building is currently configured with offices and former classroom spaces. Steel-frame construction and concrete floors offer flexibility to retain the existing layout or reconfigure the interior for a new use. The second approximately 15,000± SF building features a large open former gym/multipurpose area, upper-level entry overlooking the main floor, and rear overhead door. The site provides ample parking, outdoor space and room for semi access and circulation. Formerly utilized as a school campus, the property offers potential well beyond its previous use. Consider warehouse or storage, contractor/shop space, business operations, light manufacturing, recreation or training facility, event space, private collection/museum, institutional use or a combination of uses. Most of the property lies within Evansville city limits. Seller may consider dividing, creating additional possibilities for the right buyer. Bring your plans and explore what this property could become. Potential uses subject to zoning, permitting and governmental approval.

810 Soldiers Way, Evansville

Courtesy of Property Peddler, Inc 618-473-2500

7991 Gemini Ct, Sparta
$1,499,000
3 Beds ⋅ 2 Baths ⋅ 26048903 MLS
A unique piece of property located in Randolph County, four miles East of Sparta. This tract of ground, 40+ acres, has a primary residence, a partially renovated summer cabin, three large fishing ponds, five rental homes and a large tool shed. This parcel has great potential for development and expansion of rental property. The property will only be sold as a complete package. To see the property, the prospective buyer must be preapproved for purchase. Additional information is available through the realtor. The primary residence is located at 7991 Gemini Court. It is a 3 bed, 2 bathroom, manufactured home with an attached 2 car garage, large concrete patio with an awning, 2 small sheds and a carport. The back of the home faces one of the fishing ponds and is readily accessible to the main highway. The partially renovated summer cabin is at the rear of the property adjacent to the back ponds. It is a 3 bedroom, 1 bathroom, with a large living area. The cabin is under construction for expanding the living quarters. Ready for an adventure, come and check out this opportunity!

7991 Gemini Ct, Sparta

Courtesy of Tri County Realty, Inc 618-426-3982

10631 Wine Hill Rd, Chester
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 26054683 MLS
Price Reduction ! Beautiful Custom-built stone/brick home on 20 acres. Whitetail and turkey hunting are good! This 4 bed/3.5 bath stone and brick residence offers about 4,000 square feet of beautifully finished space. The home overlooks a 3 acre stocked pond. All custom cherry trim, cabinetry and solid cherry doors. The great room features a Fondulac stone gas log fireplace to add warmth and charm as well as a great view outdoors. Kitchen includes Italian quartzite countertops, cherry cabinets, center island, pantry, breakfast bar, and a casual dining space. The primary suite on the main level includes double sinks, bathtub/shower and large walk-in closet. Upstairs are 3 bedrooms, one ensuite and two share a Jack & Jill bath. Bonus room for hobbies or another bedroom. The main level laundry room has quartzite custom finish countertop and utility sink. Attached 2 car garage. A full unfinished basement includes stubbed in plumping for a bathroom. Geothermal heating and cooling, along with an outside wood burner and an electric heat back up insure comfort. Outdoor living is welcoming with a brick covered back porch that overlooks the pond and scenic acreage, making it the perfect spot to enjoy morning coffee, evening relaxation, or watch wildlife roam. There is also a covered 20X15 pavilion overlooking the pond. For those who need space beyond the home, the 30X60 detached shop near the residence offers endless possibilities—from a dream workshop to additional storage or hobby space—complete with loft, heat and AC and hot water floor heat. Whitetail deer and turkey populate the area these 20 acres that include a wooded area and two fields. A great location for a hunter to place tree stands on his own property. Whether you are looking for a private country estate, hobby farm, hunting retreat, or weekend getaway, this versatile property offers space, quality construction, natural beauty, and long-term value. Additional acreage available.

10631 Wine Hill Rd, Chester

Courtesy of Buy A Farm Land & Auction Co 618-713-7677

541b Hillview Dr, Chester
$895,000
25038788 MLS
Formerly Jany Plumbing with the two-story building constructed in 1993 (12,400 square feet with 10,000 sf of business space and a 2,400 executive suite apartment above), and the second building (8,000 sf) built in 2006 has wide entry doors and a huge loft. This property sits on 5.63 acres (per appraisal) and is commercially zoned by the City of Chester, and farm by the County assessor. This property has so much potential for development and can be used for many types of businesses; the luxury in the 4 bedroom upstairs suite is breath-taking. Qualified serious buyers only please; occupied with 24-hour notice of appointment required and listing agent may be present for showings. Full commercial appraisal done by Ron Reeder is available to view upon request. Be sure and check out the video tour.

541b Hillview Dr, Chester

Courtesy of Worth Clark Realty 800-991-6092

1522 W Market St, Red Bud
$799,000
26061349 MLS
From a beloved winery and wedding venue to your next business venture, this unique 4 +/- acre property offers an incredible opportunity to bring something special to Red Bud! Located within the city limits of Red Bud, Illinois, along Route 3 toward Waterloo, this property was once home to a beautiful winery that welcomed guests for weddings, private parties, and memorable community events. With its inviting atmosphere, multiple buildings, outdoor entertaining areas, and room to grow, the property is ready for its next chapter. The main building offers approximately 1,200 square feet of charming space, complete with a bar, fireplace, and basement. An additional attached building provides a spacious hall and kitchen area, creating an excellent setup for entertaining, dining, and hosting gatherings. The property's outdoor spaces are equally inviting, featuring a porch, deck, patio, and outdoor pavilion that offer multiple settings for guests to gather and enjoy the surroundings. Toward the back of the property, a substantial 48' x 72' pole barn provides even more versatility. Previously modified to accommodate storage and a bridal suite, this building offers additional space that could be adapted to suit a variety of business or recreational needs. While we would love to see this property once again become a gathering place for the community, its potential extends well beyond its former use as a winery and event venue. Imagine bringing the property back to life as a wedding and event destination, a restaurant with indoor and outdoor dining, or a private retreat center. With approximately four acres, there may also be opportunities to develop a boutique campground, create a collection of tiny-home accommodations, or establish a unique lodging and event destination where the main building serves as a central lodge, restaurant, or gathering space. For an entrepreneur with vision, the combination of existing improvements, acreage, and location opens the door to a variety of possibilities. The property is situated in a B-2 zoning district within the Red Bud city limits, offering an opportunity to explore potential commercial uses, subject to applicable zoning, permitting, and city approvals. Whether your vision is to restore a once-loved community destination or transform the property into something entirely new, this is an opportunity to build upon an established setting with character, space, and versatility. The buildings are here. The setting is here. Now it's time for someone with a vision to bring this property into its next chapter!

1522 W Market St, Red Bud

Courtesy of Property Peddler, Inc 618-473-2500

00 County Road 2380, Moberly
$593,406
26065992 MLS
Located just east of Moberly, this 118.8 surveyed-acre property offers an excellent combination of tillable ground, timber, and recreational opportunities. Coon Creek runs through the property, adding to the natural beauty and providing an attractive water source for the abundant wildlife. Approximately 21 acres are tillable, with the balance consisting primarily of wooded ground. Several established SXS trails run throughout the property, providing easy access and making it possible to explore nearly every corner of the tract. Deer sign is abundant throughout, making this an outstanding opportunity for the avid hunter or outdoor enthusiast. The secluded setting provides the privacy and natural habitat that make properties like this increasingly hard to find.

00 County Road 2380, Moberly

Courtesy of Trophy Properties & Auction 636-527-5263

4840 STATE RTE A, Higbee
$577,500
438134 MLS
Discover 77 beautiful wooded acres in Howard County with blacktop road frontage, abundant wildlife, and endless possibilities! A lot of TSI work done , Deer Habitat improvements, and established food plots! This property offers it all,! Trails, two small ponds, and a storage building, making it ideal for hunting, recreation, or building your dream home. An existing single - wide mobile home with a current tenant provides additional potential. Utilities are on site, with fiber internet available at the road. Enjoy peaceful country living with no zoning or restrictions and convenient access to nearby amenities. Recently surveyed with clearly marked boundaries for easy viewing. Whether you're looking for a private retreat, hunting getaway, or future homesite, this property has it all

4840 STATE RTE A, Higbee

Courtesy of Weichert, Realtors - House of Brokers

1033 County Road 2765, Clark
$545,000
26-510 MLS
Acreage, a private pond, and a 24' x 30' detached shop make this property a standout. The home offers an open main level with a vaulted ceiling, decorative concrete floors, and a kitchen with abundant cabinetry, farmhouse sink, and quartz countertops. The main-level primary suite includes a walk-in closet and private bath with double sinks and a large walk-in shower. Upstairs, you'll find additional bedrooms, a hall bath, and a flexible bonus room with plenty of potential for a home office, playroom, or additional living space. Large windows throughout bring in natural light, while the covered back patio overlooks the pond. Outside, a fenced backyard area and included playset add to the appeal. All of this sits on over 12 acres, offering room to enjoy the property and make it your own.

1033 County Road 2765, Clark

Courtesy of Emily Baskett Real Estate 573-615-9899

1033 COUNTY ROAD 2765, Clark
$545,000
4 Beds ⋅ 3 Baths ⋅ 436904 MLS
Acreage, a private pond, and a 24' x 30' detached shop make this property a standout. The home offers an open main level with a vaulted ceiling, decorative concrete floors, and a kitchen with abundant cabinetry, farmhouse sink, and quartz countertops. The main-level primary suite includes a walk-in closet and private bath with double sinks and a large walk-in shower. Upstairs, you'll find additional bedrooms, a hall bath, and a flexible bonus room with plenty of potential for a home office, playroom, or additional living space. Large windows throughout bring in natural light, while the covered back patio overlooks the pond. Outside, a fenced backyard area and included playset add to the appeal. All of this sits on over 12 acres, offering room to enjoy the property and make it your own.

1033 COUNTY ROAD 2765, Clark

Courtesy of Emily Baskett Real Estate

5499 Highway 24, Huntsville
$499,900
5 Beds ⋅ 3 Baths ⋅ 10073861 MLS
You know that feeling when you walk into Grandma's house? It's solid. It's comfortable. It's been loved, taken care of, and you can just tell it was built to last. That's this house!! They just don't build them like this anymore! This custom-built, one-owner, all-brick ranch sits on 6 beautiful acres and offers over 3,300 square feet of finished living space. From the solid hardwood floors to the custom wood cabinetry and two grand fireplaces, you can see the quality throughout this home. The main level has that warm, comfortable feeling the minute you walk in. The family room is spacious with tons of natural light, beautiful hardwood floors, and a large fireplace that just feels like the place everyone is going to gather. The hardwood continues into the dining room and kitchen, which offers TONS of custom wood cabinetry, granite countertops, a center island, and appliances that stay! The primary suite is also on the main level with a large walk-in closet and private bathroom. Two additional nice-sized bedrooms with great closet space and another full bathroom complete the main floor. AND there is so much more downstairs! The walk-out basement offers another large family room with a second grand fireplace, a recreation area, bonus room, and two additional non-conforming bedrooms. There is room for the kids, grandkids, holidays, game nights, or just everyday life! Outside might be my favorite part. The lawn has been meticulously maintained, the views are beautiful, and the covered back patio with the custom pergola is the perfect spot for morning coffee, family cookouts, or sitting outside at the end of the day and enjoying your 6 acres. You also have an attached two-car garage PLUS a 28x38 shop with concrete floors, electric, and an overhead door! This home has been loved by the same owners from the very beginning, and you can tell. It isn't trying to be the newest trend or a cookie-cutter house. It's just a GOOD, solid, well-built home with room for a family to live, grow, gather, and make memories. Some homes are built to look good for a few years. This one was built to last for generations. Come take a look!

5499 Highway 24, Huntsville

Courtesy of Weichert, Realtors - House of Brokers

5499 HIGHWAY 24, Huntsville
$499,900
5 Beds ⋅ 3 Baths ⋅ 436623 MLS
You know that feeling when you walk into Grandma's house? It's solid. It's comfortable. It's been loved, taken care of, and you can just tell it was built to last. That's this house!! They just don't build them like this anymore! This custom-built, one-owner, all-brick ranch sits on 6 beautiful acres and offers over 3,300 square feet of finished living space. From the solid hardwood floors to the custom wood cabinetry and two grand fireplaces, you can see the quality throughout this home. The main level has that warm, comfortable feeling the minute you walk in. The family room is spacious with tons of natural light, beautiful hardwood floors, and a large fireplace that just feels like the place everyone is going to gather. The hardwood continues into the dining room and kitchen, which offers TONS of custom wood cabinetry, granite countertops, a center island, and appliances that stay! The primary suite is also on the main level with a large walk-in closet and private bathroom. Two additional nice-sized bedrooms with great closet space and another full bathroom complete the main floor. AND there is so much more downstairs! The walk-out basement offers another large family room with a second grand fireplace, a recreation area, bonus room, and two additional non-conforming bedrooms. There is room for the kids, grandkids, holidays, game nights, or just everyday life! Outside might be my favorite part. The lawn has been meticulously maintained, the views are beautiful, and the covered back patio with the custom pergola is the perfect spot for morning coffee, family cookouts, or sitting outside at the end of the day and enjoying your 6 acres. You also have an attached two-car garage PLUS a 28x38 shop with concrete floors, electric, and an overhead door! This home has been loved by the same owners from the very beginning, and you can tell. It isn't trying to be the newest trend or a cookie-cutter house. It's just a GOOD, solid, well-built home with room for a family to live, grow, gather, and make memories. Some homes are built to look good for a few years. This one was built to last for generations. Come take a look!

5499 HIGHWAY 24, Huntsville

Courtesy of Weichert, Realtors - House of Brokers

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

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