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Winona, MO Homes for Sale with Acreage

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  • /42

    $140,800

    • Land
    • 44 Acres
    • $3,200 per Acre

    000 State Highway 19, Winona, MO 65588

    Discover this 44 +/- acres of timberland nestled within Oregon County, Missouri, located inside the Mark Twain National Forest. This property offers exceptional hunting opportunities, with opportunities to see black bears, turkeys, and deer, making it a hunter’s paradise.Highlights include an old cabin, views of the ridge, and a potential place for a hunting camp. Located just

    Austin Phillips

    000 State Highway 19, Winona, MO 65588
  • /31

    $385,000

    • 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 Mossy Oak Properties Mozark Re

    14559 Hunter Ln, Winona, MO 65588
  • /98

    $399,900

    • 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
  • /9

    $50,000

    • Land
    • 10 Acres
    • $5,000 per Acre

    15603 County Road 19-440, Winona, MO 65588

    10 +/- premium acres in Shannon County Missouri! This property is completely secluded, loaded with mature timber, joins over 14,000 acres of Mark Twain National Forest and is relatively flat. If that's not enough for your dream house location, or deer camp there is Electric already on the property which can be a major hurdle in these parts of the Ozarks. Parcels of this size that join large

    Anthony Rodebush Red Cedar Land Co.

    15603 County Road 19-440, Winona, MO 65588
  • /20

    $428,000

    • 3 Beds
    • 2 Baths
    • 2,220 Sq Ft

    22027 Blackberry Ln, Winona, MO 65588

    Nestled in the heart of the Ozark Mountains, this stunning 35 acre property offers the perfect blend of seclusion and natural beauty. Located in Shannon County, Missouri, this expansive land features a comfortable 3-bedroom, 2-bathroom home that serves as a peaceful retreat from the hustle and bustle of everyday life. Inside, the home is warm and inviting with an open-concept living area that

    Legacy LLC Legacy Farm & Land Specialist LLC

    22027 Blackberry Ln, Winona, MO 65588
  • /43

    $349,900

    • 4 Beds
    • 3.5 Baths
    • 1,159 Sq Ft

    7709 Huckleberry Ln, Winona, MO 65588

    Tucked into the quiet folds of the Ozarks, just 12 miles from Eminence and the crystalline Jacks Fork River, this 18.5+ acre sanctuary offers the rare luxury of total privacy and rare versatility. Anchored by a charming 1159 sq ft cabin, every detail invites connection—with nature, with others, or simply with yourself. Cathedral ceilings soar above an open-concept living space, where a lofted

    Debbie Thomason Property Pros Realty LLC

    7709 Huckleberry Ln, 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 ample

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    9468 State Highway 19, Winona, MO 65588
  • /46

    $435,000

    • Land
    • 53 Acres
    • $8,208 per Acre

    8214 County Road 563, Winona, MO 65588

    This 53-acre retreat lies just miles from the historic Peck Ranch, where thousands of elk were reintroduced into the state. Elk have been spotted right on the property, and the area is also home to black bears, with abundant deer and turkey frequently seen roaming the yard. This recreational paradise features two ponds—one stocked with bass, catfish, and bluegill—ideal for fishing and family fun.

    Hunter Hindman Living The Dream Inc.

    8214 County Road 563, Winona, MO 65588
  • /18

    $149,499

    • Land
    • 35 Acres
    • $4,271 per Acre

    000 Dd 585, Winona, MO 65588

    If you are looking for a tranquil, picturesque, piece of land, then these 35 acres m/l is a must-see. Situated at the end of a state maintained paved road. It is a short distance to the property gate on the gravel road, just a brief drive from town, with electricity available nearby. This would make an ideal location for a new home or cabin. The property has some fencing and cross fencing for

    Angela Needels Ozark Land Exchange

    000 Dd 585, Winona, MO 65588
  • /12

    $45,400

    • Land
    • 4.66 Acres
    • $9,742 per Acre

    5484 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 your dream home, Air BnB's or rentals. Approximately 20-minute drive to the Cross-Country Trail

    Linda Francis Mossy Oak Properties Mozark Land and Farm

    5484 Miley, Winona, MO 65588
  • /107

    $399,900

    • 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
  • /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
  • /19

    $175,000

    • Land
    • 40 Acres
    • $4,375 per Acre

    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
  • /10

    $190,000

    • Land
    • 60 Acres
    • $3,167 per Acre

    10729 Cr 451, Winona, MO 65588

    60 acres. Great hunting property or a secluded home sight. Power is on the property already. The property borders 1600+ acres of Mark Twain national forest on 3 sides at the end of a county road.

    Michael Taylor Century 21 Ozark Hills Realty, Inc.

    10729 Cr 451, Winona, MO 65588
  • /11

    $74,900

    • Land
    • 18 Acres
    • $4,057 per Acre

    0 Mary St, Winona, MO 65588

    Opportunity within the City Limits of Winona, MO. The property is gently rolling, wooded and located within walking distance to residential and commercial properties. City Water and City Sewer available. Split the property for lots, and or build duplexes, apartments, or purchase it for yourself to build on.

    Natalie Chatman Missouri Home Realty

    0 Mary St, Winona, MO 65588
  • /20

    $219,900

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

    7922 Old Alton Rd, Winona, MO 65588

    Located in Winona, MO this Cute two bedroom, two bath home has central ac/central electric heat pump, insulated with spray foam insulation, neat built in pantry, laundry room with a new tankless electric water heater and a one car attached garage . Home sits off blacktop road on 6.21 acres m/l in town with city water and electric. Great location and private. Close to the amentities as Rocky

    Cricket Anderson Missouri Home Realty

    7922 Old Alton Rd, Winona, MO 65588
  • /11

    $74,900

    • Land
    • 18 Acres
    • $4,057 per Acre

    0000 Mary St, Winona, MO 65588

    Residential or Commercial opportunity within the City Limits of Winona, MO. The property is gently rolling, wooded and located within walking distance to residential and commercial properties. City Water and City Sewer available. Split the property for lots, and or build duplexes, apartments, or purchase it for yourself to build on.

    Cricket Anderson Missouri Home Realty

    0000 Mary St, Winona, MO 65588
  • /5

    $85,000

    • Land
    • 20 Acres
    • $4,250 per Acre

    000 State Highway H, Winona, MO 65588

    Located on the edge of the small town of Winona, Missouri sets this twenty acres. Property has recently been logged and is ready to be cleared. Property sets right on the edge of town with highway frontage for approximately 1/4 of a mile. Property has many opportunities for development ground and/or to be broken up and subdivided. Also, it could be great piece for a subdivision or a single home

    Rockie Dailey United Country Real Estate - Ozark Rivers Realty

    000 State Highway H, Winona, MO 65588
  • /2

    $107,000

    • Land
    • 40 Acres
    • $2,675 per Acre

    0 Mule Pen Rd Unit MAR25025302, Winona, MO 65588

    Listing is located in Shannon County close to Rocky Creek conservation and not to far from Peck Ranch. Small pond and approximate 3 acres +/- cleared and the balance in woods. Lots of deer and turkey hunting available. Power line easement goes through property. If you love the outdoors this is a must see.

    Quentin Duff Poplar Bluff Realty Inc

    0 Mule Pen Rd Unit MAR25025302, Winona, MO 65588
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