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Winona, MO Homes for Sale with Acreage

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  • /56

    $379,900

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    8969 County Road 445, Winona, MO 65588

    Missouri Farm for Sale on 58.76 Acres - Premier Hunting Property Bordering Mark Twain National Forest! Discover the perfect blend of privacy, recreation, and comfortable country living with this exceptional Missouri farm for sale in Shannon County. Nestled on 58.76 acres of productive Ozarks land and cornering the Mark Twain National Forest, this property offers unmatched access to thousands of

    Dennis Walton 37 North Realty - West Plains

    8969 County Road 445, Winona, MO 65588
  • /62

    $1,740,000

    • 4 Beds
    • 3 Baths
    • 1,456 Sq Ft

    15406 State Route H, Winona, MO 65588

    178-Acre Livestock Farm with Home, Springs & Shop – Shannon County, MOWelcome to your dream farm in the heart of the Missouri Ozarks! This stunning 178-acre livestock-ready property in Shannon County, MO offers the perfect combination of functionality, natural beauty, and rural tranquility.Nestled among rolling pastures and whistling pine trees, the land boasts multiple year-round springs

    Dale Struemph Sports Afield Real Estate

    15406 State Route H, Winona, MO 65588
  • /48

    $335,000

    $15K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    8028 Northway Dr, Winona, MO 65588

    Discover the perfect blend of Country living and thought-out useful space in this 2-bedroom, 2.5 bath barndominium situated on 9 +/- beautiful acres. Designed for the ultimate hobbyist, entrepreneur, or entertainer, the property features a massive attached 60x35 heated and cooled shop with a bathroom and space for an additional bedroom and a commercial grade kitchen ideal for the culinary

    Anthony Rodebush Red Cedar Land Company LLC

    8028 Northway Dr, Winona, MO 65588
  • /36

    $696,000

    00 Tbd Highway H, Winona, MO 65588

    Rare opportunity to own a CAVE and 116 acres of prime timberland in Shannon County, MO, just minutes from Eminence and the Ozark National Scenic Riverways. This unique property features a remarkable cave system running over 1,000 feet underground with both an entrance and exit located entirely on the land. Inside the cave, you'll find two large open chambers, striking rock formations, and

    Dale Struemph Sports Afield Real Estate

    00 Tbd Highway H, Winona, MO 65588
  • /54

    $164,900

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    5413 County Road 579, Winona, MO 65588

    Ozarks Fixer-Upper on 11 Acres ± | Pond, Creek & Government Land Opportunity awaits on this 11-acre m/l property located just minutes from town. Featuring a 4-bedroom, 2-bath home with approximately 1,920 square feet of living space, this property offers the chance to create your ideal country home, hobby farm, hunting retreat, or investment property. The home needs repairs and updates but

    Evan Ball United Country-Cozort Realty, Inc.

    5413 County Road 579, Winona, MO 65588
  • /35

    $522,000

    • Land
    • 87 Acres
    • $6,000 per Acre

    000 County Road 522, Winona, MO 65588

    Once in a lifetime property, with no other private property between this and the Current River! Gorgeous building site with electric on top of a gentle rise that overlooks a 1.4-acre spring-fed pond & has a panoramic view of the tall forested hills. Enjoy the beauty & charm of your own portion of Little Rocky Creek as you cross its bedrock bottom on your private driveway. About 15 acres of

    Daniel Drees United Country Real Estate - Ozark Rivers Realty

    000 County Road 522, Winona, MO 65588
  • /29

    $230,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft

    18387 Proffit Rd, Winona, MO 65588

    Escape to peace and privacy on this beautiful 20-acre property, featuring a spacious 4-bedroom, 2-bath mobile home tucked deep in a quiet, secluded setting. Surrounded by nature and set far off the road, this property offers room to relax, roam, and truly enjoy country living. The home offers a comfortable layout perfect for families or guests, with a large living area, functional kitchen, and

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    18387 Proffit Rd, Winona, MO 65588
  • /20

    $59,900

    $4K PRICE DROP
    • Land
    • 12.8 Acres
    • $4,680 per Acre

    000 Forest Road 3169, Winona, MO 65588

    This picturesque 12.8-acre tract is primarily wooded and features mostly level terrain with a gentle slope, providing numerous excellent sites for building your dream home. The property has county road frontage and electricity available along the road, as well as an easement road on the north side for access. Enjoy the privacy and natural beauty while being within walking distance to thousands of

    Darin Jenkins Whitetail Properties Real Estate

    000 Forest Road 3169, Winona, MO 65588
  • /12

    $38,850

    Pending
    • Land
    • 4.66 Acres
    • $8,337 per Acre

    8584 Miley, Winona, MO 65588

    Convenient Location: Located just a short distance off 19 Highway. Buildable Site: Road frontage and a cleared, flat buildable site. Property offers 4.66 acres of privacy, city water, sewer and 2 Electric hookups. Fire Hydrant located at the corner of the drive. Would be a perfect place to build and RV Park, your dream home, Air BnB's or rentals. Approximately 20-minute drive to the Cross-Country

    Linda Francis Mossy Oak Properties Mozark Land and Farm

    8584 Miley, Winona, MO 65588
  • /3

    $49,000

    • Land
    • 7.41 Acres
    • $6,613 per Acre

    000 Weaver St, Winona, MO 65588

    Exceptional opportunity to own approximately 7 acres located within city limits--ideal for residential or mixed-use development. This well-positioned parcel offers convenient access to city infrastructure while maintaining ample space for a variety of development opportunities. This property presents a rare chance for developers, builders, or investors looking to capitalize on in-town growth.

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    000 Weaver St, Winona, MO 65588
  • /31

    $305,000

    14559 Hunter Ln, Winona, MO 65588

    Welcome to 14559 Hunter Lane, a rare opportunity to own approximately 80 acres of prime recreational hunting ground in Winona, Missouri. This remarkable property is adjacent to the vast expanse of Peck Ranch Conservation Area, providing unmatched access to some of the finest hunting in the region. Trophy whitetail deer, elk, black bear, and turkey roam freely across the land, offering exceptional

    Devin Barnes Trust Realty, LLC

    14559 Hunter Ln, Winona, MO 65588
  • /20

    $219,900

    Pending
    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft

    7922 Old Alton Rd, Winona, MO 65588

    Peaceful country living with convenience! This 2 bedroom, 2 bathroom, laundry room the home sits on approximately 6.21 acres (more or less) in Winona, MO, just minutes from rivers, parks, and outdoor recreation. The property is set back off a blacktop road, offering privacy while maintaining easy access. Features include central air conditioning, electric heat, a durable metal roof, and a one-car

    Cricket Anderson Missouri Home Realty

    7922 Old Alton Rd, Winona, MO 65588
  • /79

    $529,000

    • 5 Beds
    • 3 Baths
    • 2,792 Sq Ft

    19033 County Road 579, Winona, MO 65588

    Secluded 5-Bedroom Home on 22 Acres - Outdoor Lover's Dream Near Government Land Welcome to your private retreat in the heart of the Ozarks! Nestled on 22 scenic acres, this spacious 5-bedroom, 3-bath home offers the perfect balance of rural charm and modern comfort. Tucked away in a secluded setting, the property is fully fenced—with woven wire cross-fencing and a 5-strand barbed wire

    Mindy Tackitt-Lawrence United Country-Cozort Realty, Inc.

    19033 County Road 579, Winona, MO 65588
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