20

Winona, MO Homes for Sale

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  • /5

    $49,900

    • Land
    • 12.91 Acres
    • $3,865 per Acre

    000 Briar Ridge Ln, Winona, MO 65588

    This is the Missouri hunting property everyone wants but rarely finds! Gated, private, and sharing a boundary with Mark Twain National Forest, this 12.91-acre tract gives you walk-in access to thousands of acres of prime public land right from your back door. Loaded with mature hardwoods, strong whitetail movement, existing stands, feeder area, and cleared shooting lanes, it's a true turn-key

    Bob McBride United Country Missouri Ozarks Realty Inc.

    000 Briar Ridge Ln, 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
  • /31

    $335,000

    • 1 Bed

    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 surrounded by 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

    Devin Barnes Trust Realty, LLC

    14559 Hunter Ln, 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
  • /61

    $379,900

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

    8969 County Road 445, Winona, MO 65588

    FARMING - HUNTING - PRIVACY - COUNTRY HOME!This property is well-suited for horse and equine enthusiasts, hunters, farmers, and those that are ready to enjoy the outdoors.This 4 bedroom / 2 bath house rests on 58.76 acres of functional Ozarks land and corners the Mark Twain National Forest. In addition to the solid home, it has a 40'x40' shop with reinforced concrete floors, 14 ft. walls,

    Dennis Walton 37 North Realty - West Plains

    8969 County Road 445, Winona, MO 65588
  • /30

    $299,900

    • 5 Beds
    • 3 Baths
    • 4,352 Sq Ft

    9468 State Highway 19, Winona, MO 65588

    This impressive 5-bedroom, 3-bathroom home offers the perfect blend of space, comfort, and convenience with highway frontage and a generous 1.36-acre lot in Winona, Missouri.The main floor features a large master suite complete with an en suite bath, walk-in closet, and private retreat feel. Enjoy the open-concept kitchen and dining area, highlighted by a walk-in pantry that provides

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    9468 State Highway 19, Winona, MO 65588
  • /37

    $274,900

    • 4 Beds
    • 2 Baths
    • 3,294 Sq Ft

    9023 State Highway 19, Winona, MO 65588

    Spacious Brick Town Home on 5.71 +/- Acres - Edge of Town SettingThis beautiful, large brick home offers the perfect blend of town convenience and country space. Featuring four bedrooms and two full bathrooms, this home is designed for comfortable family living. Inside, you'll find a double fireplace creating warmth and charm in both the living and family rooms, plus a full basement

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    9023 State Highway 19, Winona, MO 65588
  • /20

    $219,900

    • 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
  • /41

    $350,000

    • 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
  • /41

    $174,900

    • 4 Beds
    • 2 Baths
    • 1,237 Sq Ft

    8612 Sapper St, Winona, MO 65588

    Welcome to a home that truly has it all. This move-in-ready 4-bedroom townhouse stands out from the rest, perched on a desirable large corner lot that offers extra space and breathing room. The heart of this home extends outdoors to a backyard designed for celebration; enjoy a full 6-foot wood privacy fence that ensures your gatherings on the spacious deck remain intimate and secure. From the

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    8612 Sapper St, Winona, MO 65588
  • /29

    $230,000

    • 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
  • /39

    $183,000

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft

    7815 Trinity Ln, Winona, MO 65588

    This beautiful home is situated on a large, private lot on a dead-end street, ensuring minimal traffic. The property spans nearly one acre and is mostly wooded, offering a serene and secluded environment. The home features three bedrooms and two bathrooms, with a spacious open living room and kitchen. It boasts a vaulted ceiling, enhancing the feeling of space throughout the living area. The main

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    7815 Trinity Ln, Winona, MO 65588
  • /20

    $63,900

    • Land
    • 12.8 Acres
    • $4,992 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
  • /17

    $69,900

    • 2 Beds
    • 1 Bath
    • 1,460 Sq Ft

    18119 Sallee St, Winona, MO 65588

    Charming 2-bedroom, 1-bath home with a functional layout and multiple living areas, offering plenty of potential for updates and personalization. The family room features a cozy fireplace, while the additional living space can be used for entertaining, a home office, or relaxation. Original features throughout give this home character and a solid foundation to build upon. Both bedrooms are

    Darron Combs Century 21 Combs & Associates

    18119 Sallee St, Winona, MO 65588
  • /19

    $155,000

    0 County Road 513 Unit MAR25016251, Winona, MO 65588

    Nestled in the heart of the Ozarks, this stunning 40-acre tract in Winona, MO, is a true outdoor paradise. Enjoy breathtaking views, a serene pond, and two wet-weather creeks that add to the natural charm of the property. Wildlife signs are abundant, making this a prime spot for hunting or simply enjoying nature. The land’s diverse terrain provides excellent opportunities for outdoor activities,

    Samuel Hrovat Living The Dream Inc.

    0 County Road 513 Unit MAR25016251, Winona, MO 65588
  • /6

    $79,000

    • 3 Beds
    • 2 Baths
    • 2,288 Sq Ft

    19507 Jf Norton Pkwy, Winona, MO 65588

    Ranch style home, 3 bedrooms, 2 bathroom, dining room,kitchen ,laundry room, .5 acres, deck. This unique ranch style home is located with convenient access to local rivers, hunting, fishing and camping. Don't miss out on this diamond in the rough!

    Michelle Hutton Action Real Estate

    19507 Jf Norton Pkwy, Winona, MO 65588
  • /36

    $169,900

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    18197 7th St, Winona, MO 65588

    Spacious and modern 3-bedroom, 2-bath townhome situated on a desirable corner lot and a half. This 2,200 sq ft home features a modern floor plan with hardwood flooring in the main living areas and tile in the kitchen and baths. Newer construction with contemporary finishes throughout. Large master bedroom with large closet space. Multiple spaces for storage. If you're looking for a nice townhouse

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    18197 7th St, Winona, MO 65588
  • /21

    $95,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    17162 Edgewood Rd, Winona, MO 65588

    The morning sun filters through the trees as you step onto the front deck, coffee in hand, the quiet hum of small-town life settling around you. A gentle breeze carries the scent of fresh Ozark air, and in the distance, the rolling hills promise adventure just beyond the horizon. This quaint three-bedroom, one-bath home in Winona, Missouri, is a place where life slows down, offering a cozy

    Amanda Robertson Living The Dream, Inc.

    17162 Edgewood Rd, Winona, MO 65588
  • /7

    $30,000

    • Land
    • 1.72 Acres
    • $17,442 per Acre

    000 Missouri 19, Winona, MO 65588

    Location location location, this almost two ac lot sits right on US 19 hwy. Lot is already cleared and open with grass and ready to build whatever business or home you desire. With highway frontage, this makes for prime commercial real estate. Has city utilities for apartments or duplexes. It would make a great lot for a home, with large yard area. Don't let this investment opportunity slip by.

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    000 Missouri 19, Winona, MO 65588
  • /79

    $599,900

    • 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

Frequently Asked Questions

What are the most popular zip codes in Winona, MO?
The most popular zip codes in Winona, MO include 65588, 65438, 65466, 63941 and 63965.
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