29

Winona, MO Homes for Sale

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  • /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
  • /38

    $450,000

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft

    8214 Cr 463, Winona, MO 65588

    A rare opportunity to own 53 beautiful acres near Winona and Low Wassie, Missouri, adjoining Mark Twain National Forest and located within Missouri's designated Elk Zone. This established country property offers an all-brick four-bedroom, three-full-bath walkout basement home surrounded by beautiful grounds, mature landscaping, and abundant wildlife. The property features an impressive

    Anthony Rodebush Red Cedar Land Company LLC

    8214 Cr 463, Winona, MO 65588
  • /36

    $218,000

    $47K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,828 Sq Ft

    8028 Weaver St, Winona, MO 65588

    Rare opportunity to own a 3-bedroom, 2-bath home on 7 acres within the city limits of Winona, Missouri! This unique property offers the perfect combination of in-town convenience and country charm. Inside, you'll find beautiful original hardwood floors that add warmth and character throughout the home. Outside, a spacious 30' x 30' concrete block outbuilding provides endless possibilities for a

    Anthony Rodebush Red Cedar Land Company LLC

    8028 Weaver St, 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
  • /55

    $140,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    5413 County Road 579, Winona, MO 65588

    Ozarks Country Home on 11 Acres with Pond, Creek & Government Land AccessCountry home for sale in the Missouri Ozarks on approximately 11 acres with a pond, wet-weather creek, wooded acreage, and direct access to government land. Located just minutes from town, this property features a 4-bedroom, 2-bath home with approximately 1,920 square feet of living space and plenty of potential for

    Evan Ball United Country-Cozort Realty, Inc.

    5413 County Road 579, Winona, MO 65588
  • /41

    $149,900

    $25K PRICE DROP
    • 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

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    8612 Sapper St, Winona, MO 65588
  • /15

    $117,000

    • Land
    • 26 Acres
    • $4,500 per Acre

    000 County Road 585, Winona, MO 65588

    26± Acres partially bordering national forest - Peaceful, Private & Full of Possibilities!If you're looking for a tranquil, picturesque piece of the Ozarks, this beautiful 26± acre property is a must-see! Tucked away near the end of a state-maintained paved road, with only a short stretch of gravel leading to the property gate. This land offers the privacy and peaceful setting you've been

    Angela Needels Ozark Land Exchange

    000 County Road 585, Winona, MO 65588
  • /83

    $522,000

    • Land
    • 86.46 Acres
    • $6,037 per Acre

    000 County Road 522, Winona, MO 65588

    Wild horses, big bucks, and elk roam this awesome property! No other private property between this and the Current River! Gorgeous building site on 86.46 acres 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

    Daniel Drees United Country Real Estate - Ozark Rivers Realty

    000 County Road 522, Winona, MO 65588
  • /32

    $779,000

    $101K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,957 Sq Ft

    16428 Mo-19, Winona, MO 65466

    One-of-a-kind business & residential opportunity on 46 acres!THIS SKATING RINK IS READY FOR A NEW OWNER & READY TO GO!Don't miss your chance to own this unique property! This incredible offering includes a fully operational, turnkey 10,500 sq ft skating rink along with the owner's residence, all situated on 46 acres.This is an exceptional opportunity for entrepreneurs,

    Angela Needels Ozark Land Exchange

    16428 Mo-19, Winona, MO 65466
  • /19

    $59,900

    $10K PRICE DROP
    • 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
  • /59

    $499,900

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,386 Sq Ft

    20160 Cr 580, Winona, MO 65588

    Nestled in the heart of the Missouri Ozarks, this beautiful 5-bedroom, 3.5-bath home near Winona offers the perfect blend of country living, recreation, and modern comfort. Situated on a picturesque property with a cleared field and pond, there's plenty of room for horses, cattle, or any animals you've dreamed of raising.Step outside and enjoy peaceful evenings around the fire pit, roasting

    Brittany Madden Iron Brand Realty LLC

    20160 Cr 580, Winona, MO 65588
  • /24

    $114,900

    $35K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,114 Sq Ft

    8643 Sapper St, Winona, MO 65588

    Charming in-town home situated on a desirable corner lot! This 4-bedroom, 1-bath property offers plenty of space and functionality. Enjoy a fully fenced yard--perfect for pets, kids, or outdoor entertaining. The property features a large carport for convenient covered parking, along with a versatile workshop and a greenhouse ideal for hobbies or gardening enthusiasts. A small unfinished basement

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    8643 Sapper St, Winona, MO 65588
  • /44

    $194,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,629 Sq Ft

    8737 Sapper St, Winona, MO 65588

    Very nice brick home on a corner lot. New roof on home and storage building this year!This home features covered front porch, large living room with brick fireplace, open kitchen and dining room, 3 bedrooms, 2 baths, screened-in porch, oversized 1 car attached garage with lots of cabinets for storage.This home is in a great established neighborhood, property has a storage building out

    Marla Kay Denton 37 North Realty - Mountain View

    8737 Sapper St, Winona, MO 65588
  • /64

    $380,000

    Under Contract
    • 5 Beds
    • 3 Baths
    • 3,460 Sq Ft

    15325 Wild Cherry Rd, Winona, MO 65588

    Nestled in the heart of the scenic Missouri Ozarks, this spectacular custom-built 5-bedroom, 3-bathroom home offers the perfect blend of high-end craftsmanship, privacy, and modern functionality. Situated on just over 2.5 mostly wooded acres in Eminence--just minutes from the pristine Current and Jacks Fork Rivers--this property is a rare find designed for both relaxed country living and

    Abigail Peterson United Country Real Estate - Ozark Rivers Realty

    15325 Wild Cherry Rd, Winona, MO 65588
  • /18

    $310,500

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    18331 Cr 505, Winona, MO 65588

    Move in ready 4 bedroom 3 bath home with two primary suites. Two living areas with an open concept modern kitchen. Downstairs you will find the second family room with a wet bar. Outside enjoy the large deck with a beautiful view of the great outdoors. Minutes from the river. A large shop. This property has it all.

    Natalie Chatman Missouri Home Realty

    18331 Cr 505, Winona, MO 65588
  • /29

    $289,900

    • 5 Beds
    • 3 Baths
    • 3,584 Sq Ft

    9468 State Highway 19, Winona, MO 65588

    Stunning 5-Bedroom, 3-Bath Multi-Generational Ozarks Retreat on 1.36 Acres! Located with convenient highway frontage in Winona, MO, this versatile 3,584 sq. ft. home offers the ultimate blend of space, custom character, and high-end living. The main floor welcomes you with a warm living room featuring a vaulted wood ceiling, a cozy propane fireplace and beautiful hardwood floors.. The kitchen is

    Natalie Chatman Missouri Home Realty

    9468 State Highway 19, Winona, MO 65588
  • /11

    $72,500

    • 2 Beds
    • 1 Bath
    • 1,280 Sq Ft

    5938 Cr-585, Winona, MO 65588

    This 11+/- acres is situated nicely at the end of a black top highway, this property offers a great combination of privacy, convenience, and accessibility.The property includes a small mobile home, providing an opportunity for a permanant residence, weekend getaway, hunting retreat, or a place to stay while building your dream home.

    Angela Needels Ozark Land Exchange

    5938 Cr-585, Winona, MO 65588
  • /50

    $339,900

    • 5 Beds
    • 1 Bath
    • 2,506 Sq Ft

    17911 Cr 576, Winona, MO 65588

    34 Acres • 5 Bedroom Home • Barn • Shop • Pond • Fenced Pasture If you're looking for a country property with room to grow, this 34-acre farm has the potential you've been searching for. The solidly built 5-bedroom, 1-bath home offers plenty of living space and is ready for your personal updates and finishing touches to make it your own. Outside, you'll find a large carport, a detached shop, and

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    17911 Cr 576, Winona, MO 65588
  • /20

    $129,900

    • 4 Beds
    • 2 Baths
    • 2,680 Sq Ft

    8286 Lockman St, Winona, MO 65588

    Located in Winona, MO on a Corner lot with 3/4 Bedrooms, 2 Bath. Charming and spacious home located within walking distance of Winona Schools. This property features original hardwood floors in several rooms, a large family room or optional fourth bedroom, central AC and propane heat, and a fireplace for added comfort. The screened front porch with handicap ramp, back patio, and large fenced

    Natalie Chatman Missouri Home Realty

    8286 Lockman St, Winona, MO 65588
  • /39

    $450,000

    • 4 Beds
    • 3 Baths
    • 3,598 Sq Ft

    8214 Cr 563, Winona, MO 65588

    A rare opportunity to own 53 beautiful acres near Winona and Low Wassie, Missouri, adjoining Mark Twain National Forest and located within Missouri's designated Elk Zone. This established country property offers an all-brick four-bedroom, three-full-bath walkout basement home surrounded by beautiful grounds, mature landscaping, and abundant wildlife. The property features an impressive

    Anthony Rodebush Red Cedar Land Company LLC

    8214 Cr 563, Winona, MO 65588
  • /10

    $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

    Natalie Chatman Missouri Home Realty

    7922 Old Alton Rd, Winona, MO 65588
  • /58

    $170,000

    $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,768 Sq Ft

    17150 3rd St, Winona, MO 65588

    Do not let the street view of this home and property fool you! This 3 bedroom/ 1 and 3/4 bath home (the primary bath has a shower but no tub) has mostly hardwood floors throughout this spacious living space with a HUGE fenced back yard to contain pets and children. Anderson windows! The yard sports a 1200 sq. ft. shop building with concrete floor and restroom with water heater and utility sink

    Tom Pringle Iron Brand Realty LLC

    17150 3rd St, 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
  • /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
  • /18

    $65,000

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft

    8438 State Highway 19, Winona, MO 65588

    Listed at $69,900- Located in Winona, MO This home offers the perfect balance of convenience, charm and accessible to schools, grocery stores and downtown Winona. Home has two bedrooms, one bath, central heat/air, newer laminate flooring, large kitchen with lots of cabinets and dining room for entertaining. Home needs a little TLC. Outside the home has a spacious covered back deck, metal roof and

    Natalie Chatman Missouri Home Realty

    8438 State Highway 19, Winona, MO 65588
  • /32

    $289,900

    • 5 Beds
    • 3 Baths
    • 3,584 Sq Ft

    9468 Mo-19, Winona, MO 65588

    Stunning 5-Bedroom, 3-Bath Multi-Generational Ozarks Retreat on 1.36 Acres! Located with convenient highway frontage in Winona, MO, this versatile 3,584 sq. ft. home offers the ultimate blend of space, custom character, and high-end living. The main floor welcomes you with a warm living room featuring a vaulted wood ceiling, a cozy propane fireplace and beautiful hardwood floors.. The kitchen is

    Cricket Anderson Missouri Home Realty

    9468 Mo-19, Winona, MO 65588
  • /16

    $63,900

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    17187 Edgewood Rd, Winona, MO 65588

    Discover the potential in this 3-bedroom, 1-bathroom fixer-upper located in a quiet, low-traffic neighborhood in Winona, Missouri. Situated on a corner lot of nearly 1 acre, this property offers the kind of space and privacy that is hard to find within city limits. While the home needs some TLC to reach its full glory, it boasts solid bones and a functional layout, making it the perfect canvas

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    17187 Edgewood Rd, Winona, MO 65588
  • /39

    $350,000

    • 4 Beds
    • 3 Baths
    • 3,598 Sq Ft

    8214 Cr 563, Winona, MO 65588

    A rare opportunity to own 25 beautiful acres near Winona and Low Wassie, Missouri, adjoining Mark Twain National Forest and located within Missouri's designated Elk Zone. This established country property offers an all-brick four-bedroom, three-full-bath walkout basement home surrounded by beautiful grounds, mature landscaping, and abundant wildlife. The property features an impressive

    Anthony Rodebush Red Cedar Land Company LLC

    8214 Cr 563, 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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