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$438,400
4161522 MLS
137 Acres of Prime Mississippi Timberland & Hunting Property. A Rare Opportunity in the Big Black River Bottom. Here is a fantastic opportunity to own 137 acres of beautiful timberland in the Big Black River Bottom, an area known for its outstanding wildlife habitat and natural beauty. This property offers an excellent combination of timber, water, wildlife, and recreational potential. It is a proven hunting area with abundant deer and turkey, making it an ideal tract for the serious hunter or outdoor enthusiast. One of the property's greatest features is Little Horse Creek, which runs through the tract. The creek provides a natural water source and adds valuable habitat for wildlife. Little Horse Creek joins Horse Creek, and together they flow into the Big Black River approximately two miles from the property. The Big Black River flows south toward Vicksburg, Mississippi, where it eventually empties into the mighty Mississippi River. This interconnected system of creeks, river bottoms, and timberland creates a natural wildlife corridor, providing excellent habitat and movement areas for game. Property Highlights * 137 acres of timberland * Located in the Big Black River Bottom * Excellent deer and turkey hunting * Little Horse Creek runs through the property * Approximately 2 miles from the Big Black River * Part of a well-known wildlife and game corridor * Excellent recreational and outdoor potential * Attractive opportunity for a timberland investment. Whether you're looking for a hunting property, timber investment, recreational retreat, or a long-term land investment, this 137-acre tract deserves a serious look. Properties with this combination of acreage, timber, water, and wildlife habitat don't come along every day. This is an opportunity to own a beautiful piece of the Big Black River Bottom and enjoy everything this unique Mississippi landscape has to offer.

Seymour Rd S Seymour Road, Kilmichael

Listing courtesy of Wayne J McPhail with Big River Properties
$225,000
4158318 MLS
Discover a truly one-of-a-kind commercial opportunity with this historic cotton gin situated on approximately 4 acres in Winona, Mississippi. Rich in character and history, this unique property features approximately 4,644 square feet on the ground floor and is currently operating as an event venue. Its rustic charm and spacious interior create the perfect setting for weddings, receptions, corporate events, private gatherings, and community functions. The versatile floor plan and expansive acreage open the door to countless possibilities. Continue operating as a successful event space or transform the property into a restaurant, brewery, retail destination, antique mall, entertainment venue, office space, or mixed-use development. The surrounding acreage provides ample room for parking, outdoor events, future expansion, or additional commercial improvements, making it an excellent investment for entrepreneurs with vision. Whether you're looking to preserve a piece of local history or launch your next business venture, this landmark property offers exceptional potential in a convenient Winona location. Opportunities to own a property with this much character, flexibility, and commercial appeal are rare. Schedule your private showing today and imagine the possibilities.

Greensboro Street, Winona

Listing courtesy of Devon Butrick with Southern Oaks RE Properties LLC
$100,000
4158310 MLS
Position your business for success with this outstanding 1.4± acre commercial property in the heart of Winona, Mississippi. Boasting excellent frontage along busy US Highway 51, this highly visible location benefits from consistent daily traffic, making it an ideal site for a wide variety of commercial ventures. Formerly the location of a gas station, the property offers a unique opportunity for redevelopment. The existing foundation slab remains in place, providing a head start for future construction while allowing buyers to reimagine the site to fit their business needs. Whether you're considering retail, office space, automotive services, or another commercial use, this property offers the visibility and accessibility to help your business thrive. With its prime highway frontage, established commercial history, and convenient location, this property is ready for its next chapter. Opportunities like this are becoming increasingly difficult to find. Contact your favorite REALTOR® today to learn more about this excellent commercial investment in Winona.

900 S Applegate Street, Winona

Listing courtesy of Devon Butrick with Southern Oaks RE Properties LLC
$170,775
4155139 MLS
Whether you're looking for a hunting property or recreational tract to develop over time, The Montgomery 75.9 offers a great opportunity in a convenient location. Situated on Highway 407 with additional frontage on Ellis Road, this 75.9± acre property in Montgomery County, MS is just minutes from French Camp and Winona, while still providing the privacy and seclusion that make spending time outdoors enjoyable. The landscape offers a nice blend of approximately 20 acres of bottomland hardwoods along with rolling upland terrain covered primarily in pine timber. This diversity creates the type of habitat that supports both deer and turkey, making the property well suited for year-round recreation. An established food plot is already in place, while the existing habitat leaves plenty of room for additional improvements through trail work, additional food plots, or timber management. Old interior trails can be reclaimed to provide better access throughout the property, and a small pond along with seasonal streams add both character and wildlife value. With power and water nearby, there are potential locations that would make excellent cabin or camp sites (power and water need to be verified prior to purchase). Whether your plans involve improving the hunting, building a weekend getaway, or simply owning a piece of land to enjoy with family and friends, The Montgomery 75.9 offers a solid foundation with plenty of potential to make it your own.

Highway 407, Kilmichael

Listing courtesy of Adam Hester with SmallTown Hunting Properties & Real Estate
$1,053,260
4145621 MLS
LOCATED IN MONTGOMERY COUNTY, MISSISSIPPI, JUST EAST OF VAIDEN, SOUTH OF KILMICHAEL, AND LESS THAN A MILE FROM THE RENOWNED BIG BLACK RIVER, THIS 405.1± ACRE PROPERTY OFFERS AN EXCEPTIONAL OPPORTUNITY FOR THE SERIOUS OUTDOORSMAN. With graveled county road frontage along both Pine Bluff Road and Seymour Road, access is reliable year-round. This turnkey recreational tract has a proven history of producing quality deer and turkey, supported by diverse terrain and ideal habitat conditions. The proximity to the Big Black River enhances wildlife movement and quality, which further establishes this property as a great hunting retreat. The Montgomery 405.1 is divided by Seymour Road, offering two distinct setups. The main cabin sits on the west side of Seymour Road on approximately 130± acres and includes roughly 640 square feet with one bedroom, one bathroom, a kitchen, a living area, and a utility room. On the east side of Seymour Road, the remaining acreage features a secondary 1,100± square foot mobile home with three bedrooms and two bathrooms, providing additional space for family and guests. The landscape offers a mix of hills, rolling terrain, and bottomland areas, creating both scenic appeal and diverse hunting opportunities. An established internal trail system allows for easy access throughout a majority of the property. The timber composition is well-balanced, featuring approximately 60± acres of four-year-old pine regrowth, 70± acres of 11-year-old hardwood regrowth, and 212± acres of 20-year-old pine. The remaining acreage consists of a few food plots, pockets of mature timber, and an old beaver pond bottom that could be converted into a potential duck hole. Water resources include a small pond and a branch off the Big Black River known as Clear Creek, supplying a consistent water source for wildlife and year-round enjoyment for the property owner. Whether you're searching for a quiet recreational retreat or a turnkey hunting property in an area near the Big Black River, the Montgomery 405.1 is ready to deliver.

Seymour Road, Kilmichael

Listing courtesy of Adam Hester with SmallTown Hunting Properties & Real Estate
$400,000
4144508 MLS
Prime commercial opportunity! This is one of two available lots located at the high-visibility intersection of I-55 and Highway 82. With approximately 1.5+/- acres, this property offers the perfect location to build your business and capture maximum exposure from interstate and highway traffic. The excellent access and prominent positioning make it ideal for retail, service, or investment development. Don't miss the chance to secure a spot in one of the most strategic and highly traveled areas in Montgomery County.

NE Frontage Road, Winona

Listing courtesy of Prestley Vaughan with Southern Oaks RE Properties LLC
$400,000
4144505 MLS
Prime commercial opportunity! This is one of two available lots located at the high-visibility intersection of I-55 and Highway 82. With approximately 1.5+/- acres, this property offers the perfect location to build your business and capture maximum exposure from interstate and highway traffic. The excellent access and prominent positioning make it ideal for retail, service, or investment development. Don't miss the chance to secure a spot in one of the most strategic and highly traveled areas in Montgomery County.

NE Frontage Road, Winona

Listing courtesy of Prestley Vaughan with Southern Oaks RE Properties LLC
$750,000
4144497 MLS
Position your business where it will be seen! This 11+/- acre property is strategically located at the intersection of Interstate 55 and Highway 82 in Montgomery County, offering outstanding visibility and easy access for travelers and local traffic alike. With its high-traffic location and excellent exposure, this property presents the perfect opportunity for a wide range of commercial ventures. Whether you're planning a retail space, travel center, restaurant, or other business development, this prime location provides the accessibility and visibility needed for success. Large enough to accommodate multiple development possibilities, this tract offers both convenience and potential in one of the most traveled corridors in the area. Don't miss the chance to secure a highly visible, high-potential location for your next business venture.

NE Frontage Road, Winona

Listing courtesy of Prestley Vaughan with Southern Oaks RE Properties LLC
$55,000
4140166 MLS
If you've been looking for an affordable small acreage hunting tract or campsite this may be the one for you! This 14.4 surveyed acre tract in Montgomery County, MS is roughly 24 miles southeast of Grenada, MS. This tract offers 2 small food plots, gravel road frontage, and available utilities. For eh avid outdoorsman this tract would be a useful campsite for your camper on your weekend hunting or fishing trips. The timber make-up is mainly hardwoods with scattered pine pockets.

Gordon Road, Duck Hill

Listing courtesy of Kadero Edley with Tom Smith Land & Homes
$1,070,000
4138045 MLS
Welcome to White Oak Plantation, an exceptional 359 +/- acre hunting tract offering a truly turnkey experience - just show up and hunt! This property has a great road system and is fully equipped with 7 box stands strategically placed throughout, several ladder stands and well-established food plots that have been meticulously managed. Annual soil testing, lime applications as needed, and targeted fertilizers based on soil samples and planting goals have built high-quality habitat and consistent deer and turkey activity over the years. The property consists of mixed pine and hardwoods there is a roughly 36Ac clear cut that is approximately 3 years old that was cut for the sole purpose of creating more habitat in the center of the property. Big Black River genetics - producing exceptional whitetail deer with superior antler size and body potential - without the flooding risks associated with bottomland areas directly on the river. Located less than 5 miles from the Big Black River, the property captures those legendary genetics while remaining high and dry for reliable access, year-round use, and peace of mind during wet seasons. The tract also supports a strong turkey population, creating outstanding opportunities for spring turkey hunting. The land currently is under a forestry management plan consisting of controlled burns and timber management. The property was previously enrolled in a 5-year Conservation Stewardship Program (CSP) contract via USDA/NRCS, which expired around 2022-2023. The contract generated over $130,000 in total income (based on the enrolled 255 acres), potential re-enrollment or similar programs to could generating income if a new farm bill is approved. There is a proposed power line right-of-way crossing the property that, if approved, could provide up to $60,000 in potential revenue for the new owner. Improvements & Infrastructure • Spacious 16x48 cabin with front porch and a large back covered deck over looking the hill side (~7 years old) equipped for comfortable hunting stays: • 3 brand-new Mitsubishi mini-split ductless HVAC units (installed last year) • Full kitchen with gas stove/oven • Washer/dryer combo • All appliances remain with the property • On-site rented propane tank (from local gas company) • Large 48x35 barn/shop with water connected • Septic system serving the improvements Everything is approximately 7 years old (except the new mini-splits) and in excellent, ready-to-use condition. White Oak Plantation combines substantial acreage, elite genetics, proven wildlife management, solid infrastructure, and meaningful income opportunities from conservation history and potential easements - all in a low-maintenance recreational package. This is a rare opportunity for the serious hunter, family group, or investor seeking immediate, high-quality hunts with added financial upside in a sought-after location!

Bagasha Road, Vaiden

Listing courtesy of Cory Paulk with Buck Commander
$589,000
4136582 MLS
This 66± acre tract is located just outside the city limits of Winona, Mississippi, delivering exceptional visibility and access along Interstate 55. With over 1,100 feet of I-55 frontage, this Montgomery County property is positioned in a highly trafficked commercial corridor ideal for a wide range of development opportunities. The property sits directly across I-55 from Empire Truck Sales and the Pilot Truck Stop, adjacent to the Winona Baseball Complex, and next door to the Holiday Inn Express, placing it among established commercial and recreational anchors. Sixteen (16±) acres of the tract are zoned Highway Commercial Restricted (C3-R), providing immediate commercial potential, while the remaining acreage offers flexibility for expansion, investment, or future development. The land is primarily composed of natural mixed hardwood regeneration with some mature timber, with approximately 30 acres having been cut 15-17 years ago. This tract's size, zoning, and strategic location make it well-suited for commercial, mixed-use, or long-term investment purposes.

01 South Frontage Road, Winona

Listing courtesy of Chris Reed with SmallTown Hunting Properties & Real Estate
$395,000
4131438 MLS
Montgomery • 27± Acres • Prime Commercial & Industrial Opportunity Discover the ideal property to launch a new family business or expand your company's footprint in a fast-growing region. This 27± acre tract offers outstanding infrastructure, multiple improvements, and excellent access—making it a rare, turnkey opportunity with room to grow. Situated near active rail lines, the property offers an option for direct railroad access, with the option to add a new spur if desired. A wide creek bottom borders the back of the land, adding natural beauty and recreational appeal. A small food plot is already in place—perfect for early-morning hunting before the workday begins. The owner is open to dividing the property with an acceptable offer. Property Highlights Land Features 27± acres with excellent commercial or industrial potential Railroad access; option to install a new rail spur Creek bottom along the rear boundary Existing food plot Space for expansion, storage, or additional development Structures & Improvements 1. 60' x 120' Red-Iron I-Beam Pole Barn - Concrete slab - Partially enclosed - Water and power available 2. 50' x 150' Red-Iron I-Beam Pole Barn - Open pole-barn design - No slab 3. Multi-Purpose Commercial Building (65' x 50' covered area + 50' x 35' enclosed structure) - Water and power available - Two bathrooms - Two office rooms - Two roll-up doors - Up stair office space/storage Ideal for shop space, storage, office use, or light manufacturing Key Advantages Turnkey facilities suitable for a wide range of business operations Ample acreage for expansion, parking, or additional buildings Rare combination of commercial utility and recreational appeal Owner willing to subdivide with the right offer

Industrial Park Road, Winona

Listing courtesy of John Cartwright with Pursuit Properties, LLC
$275,000
4100454 MLS
BRING YOUR BUSINESS PLANS TO LIFE ON THE MONTGOMERY 2.7! Situated under the iconic Cross in Winona, MS, this 2.7± acre commercial property provides exceptional visibility from Interstate 55 and is conveniently located close to hotels, restaurants, and businesses, ensuring steady traffic and a built-in customer base. With its Commercial Highway Restricted (C3-R) zoning, mostly level terrain, and available utilities, this Montgomery County property is ready for development. Easy access from Highway 82 and I-55 adds to its appeal, making it an ideal spot for retail, hospitality, or other commercial ventures. Don't miss the chance to establish your business in a prime, high-visibility location and capitalize on the growth taking place both north and south along the Interstate 55 corridor.

S. Frontage Road, Winona

Listing courtesy of Chris Reed with SmallTown Hunting Properties & Real Estate
$395,750
4050368 MLS
Have you been searching for a great recreational spot your family can enjoy? Welcome to your new 174± acre recreational tract in Montgomery County, MS, located roughly 30 minutes south of Winona, MS, 45 minutes south of Grenada, MS, and a little over an hour from Madison, MS. The property offers 140.6± acres of 7-year-old pines that will make an excellent future timber investment with proper management. The remaining acreage is a mixture of mature hardwoods and pines of various ages. A well-established internal trail system makes for easy navigation around the property. Entergy provides power, while water is through Poplar Creek. If you've been looking for a place that offers hunting and investment potential, this is it!

Tom Mans Road, Vaiden

Listing courtesy of Kadero Edley with Tom Smith Land & Homes