Winona, MO homes for sale & real estate

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ABOUT THIS HOME
Winona, MO Homes for Sale
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 approximately two-acre stocked pond, providing excellent fishing, wildlife viewing, and a beautiful setting to enjoy the outdoors. The manicured yard is complemented by mature flowers and shrubbery, along with an established orchard featuring apple trees, pear trees, grapes, and a variety of other fruit-produ

$350,000

4 beds3 baths1,799 sq ft

8214 Cr 563, Winona, MO 65588

Established orchard • Apple trees • Pear trees

ABOUT THIS HOME
Winona, MO Homes for Sale
Large home for sale in Winona, Missouri. This is a 4 bedroom, 3 bath home with central heat and air + ventless wall heater, covered back deck, big yard, on a paved street just outside of town.

$114,900

4 beds3 baths2,288 sq ft

19507 J F Norton Pkwy, Winona, MO 65588

Big yard • Central heat and air • Covered back deck

ABOUT THIS HOME
Winona, MO Homes for Sale
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.

$72,500

2 beds1 bath1,280 sq ft

5938 Cr-585, Winona, MO 65588

Privacy • Accessibility • 11 acres

ABOUT THIS HOME
Winona, MO Homes for Sale
34 Acres 5 Bedroom Home Barn Shop Pond Fenced PastureIf 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 a barn equipped with both water and electricity, making it ideal for livestock or hobby farming. The property is fenced, features a pond for livestock, and offers a great mix of open pasture and wooded acreage, providing opportunities for grazing, recreation, or hunting. The spacious yard gives you plenty

$339,900

5 beds1 bath2,506 sq ft

17911 Cr 576, Winona, MO 65588

Shop • Pond • Barn

ABOUT THIS HOME
Winona, MO Homes for Sale
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 workshop, storage, hobby space, or equipment. The level acreage offers excellent potential for future subdivision or development making this an attractive investment as well as a wonderful place to call home. Conveniently located less than 15 miles from the crystal-clear Current River and less than 1

$218,000

3 beds2 baths1,584 sq ft

8028 Weaver St, Winona, MO 65588

In-town convenience • Level acreage • 7 acre lot

Property at 5413 County Road 579, Winona, MO 65588, 4 beds, 2 baths

$140,000

4 beds2 baths1,920 sq ft

5413 County Road 579, Winona, MO 65588

Property at 9468 State Highway 19, Winona, MO 65588, 5 beds, 3 baths

$289,900

5 beds3 baths3,584 sq ft

9468 State Highway 19, Winona, MO 65588

Property at 17187 Edgewood Rd, Winona, MO 65588, 3 beds, 1 bath

$63,900

3 beds1 bath1,440 sq ft

17187 Edgewood Rd, Winona, MO 65588

Property at 8438 State Highway 19, Winona, MO 65588, 2 beds, 1 bath

$65,000

2 beds1 bath1,400 sq ft

8438 State Highway 19, Winona, MO 65588

Property at 8737 Sapper St, Winona, MO 65588, 3 beds, 2 baths

$194,900

3 beds2 baths1,629 sq ft

8737 Sapper St, Winona, MO 65588

Property at 18119 Sallee St, Winona, MO 65588, 2 beds, 1 bath

$59,900

2 beds1 bath1,260 sq ft

18119 Sallee St, Winona, MO 65588

Property at 8612 Sapper Street St, Winona, MO 65588, 4 beds, 2 baths

$149,900

4 beds2 baths1,237 sq ft

8612 Sapper Street St, Winona, MO 65588

Property at 8286 Lockman St, Eminence, MO 65588, 4 beds, 2 baths

$129,900

4 beds2 baths2,680 sq ft

8286 Lockman St, Eminence, MO 65588

Property at 17150 3rd St, Winona, MO 65588, 3 beds, 1.5 baths

$170,000

3 beds1.5 baths1,768 sq ft

17150 3rd St, Winona, MO 65588

Property at 8643 Sapper St, Winona, MO 65588, 4 beds, 1 bath

$114,900

4 beds1 bath1,114 sq ft

8643 Sapper St, Winona, MO 65588

Property at 00 Tbd Highway H, Winona, MO 65588

$696,000

Studio— baths— sq ft

00 Tbd Highway H, Winona, MO 65588

Property at 15406 State Route H, Winona, MO 65588, 4 beds, 3 baths

$1,740,000

4 beds3 baths1,456 sq ft

15406 State Route H, Winona, MO 65588

Property at 14559 Hunter Ln, Ellington, MO 63638

$305,000

Studio— baths— sq ft

14559 Hunter Ln, Ellington, MO 63638

Property at 18197 7th Street St, Winona, MO 65588, 3 beds, 1 bath

$169,900

3 beds1 bath1,352 sq ft

18197 7th Street St, Winona, MO 65588

Property at 000 County Road 585, Winona, MO 65588

$117,000

Land26.00 acres (lot)

000 County Road 585, Winona, MO 65588

Property at 000 County Road 19-a, Alton, MO 65606

$185,000

Land43.62 acres (lot)

000 County Road 19-a, Alton, MO 65606

$185,000

Land43.62 acres (lot)

000 County Road 19-a, Alton, MO 65606

Property at 000 Forest Service Rd, Birch Tree, MO 65438

$65,000

Land10.00 acres (lot)

000 Forest Service Rd, Birch Tree, MO 65438

Property at 000 County Road 522, Winona, MO 65588

$522,000

Land86.46 acres (lot)

000 County Road 522, Winona, MO 65588

Property at Lot 9 Lake Way, Winona Township, MO 65588

$19,900

Land3.32 acres (lot)

Lot 9 Lake Way, Winona Township, MO 65588

Property at Lot #9 Lake Way, Winona, MO 65588

$19,900

Land3.32 acres (lot)

Lot #9 Lake Way, Winona, MO 65588

Property at 000 Weaver St, Winona, MO 65588

$49,000

Land7.41 acres (lot)

000 Weaver St, Winona, MO 65588

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Based on information submitted to the MLS GRID as of Sun Aug 30 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Winona, MO

Cities

Zip Codes

65438 homes for sale
$344,000
65588 homes for sale
$182,450

Winona, MO real estate trends

$340K

Sale price

+580.0%
since last year

$293

Sale $/sq ft

+474.5%
since last year

Under list price

1.4%

Days on market

112

Down payment

—

Total homes sold

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