# 8969 County Road 445, Winona, MO 65588 > **TL;DR:** 4bd/2ba land, $349,900, built 1978. > A/C, 4-car garage. Est. $1,871/mo. Listed 21 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $349,900 | | Bedrooms | 4 | | Bathrooms | 2 full | | Year Built | 1978 | | Lot Size | 2,559,586 sqft (58.76 acres) | | Garage | 4-car | | Property Type | Land (Single Family Residence) | | Status | Active | | Days on Market | 21 | ## Why This Home Stands Out - **Large Garage** - 4-car garage ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,769 | | Estimated Insurance | $102 | | **Total** | **$1,871** | ## Nearby Schools - **Elementary:** Winona - **Middle:** Winona - **High:** Winona ## Key Amenities - A/C - 4-car garage ## Property Highlights - Built in 1978 - 58.76 acre lot ## Description ### Agent Description 58.76 ACRES | 4 BEDROOMS | 2 BATHS | 40x40 SHOP | 3 PONDS | Corners MARK TWAIN NATIONAL FORESTHunting, Horses & Homesteading, RecreationOwn your piece of the Missouri Ozarks! Located between Winona and Birch Tree in Shannon County, Missouri, this 58.76-acre farm offers the combination buyers are looking for: a comfortable country home, usable acreage, hunting opportunities, livestock potential, privacy, and a property that corners the Mark Twain National Forest.The 4-bedroom, 2-bath country home provides a great base for full-time living, a recreational retreat, or an Ozarks homestead. A standout feature is the 40x40 shop with reinforced concrete floors, 14-foot sidewalls, electricity, and three overhead garage doors (two 10x10 and one 10x12), ideal for equipment, tractors, vehicles, recreational toys, or workshop space.Farm & Property Improvements: An 11x16 storage building, 20x30 barn/shed, chicken coop with electricity and frost-free hydrant, underground storm shelter, and generator hookup with transfer switch at the electric pole add functionality and convenience. Three ponds, including one stocked pond and one wet-weather pond, along with cherry, pear, and plum trees, enhance the property's agricultural and recreational appeal.HUNT FARM RIDE EXPLORE! Whether you're looking for a Southern Missouri horse property, hobby farm, hunting retreat, self-sufficient homestead, or private country acreage, this property offers versatility and room to make it your own.LOCATION IS A BONUS! Situated near Winona, Birch Tree, Rocky Creek Conservation Area, Mark Twain National Forest, and Ozark National Scenic Riverways, with access to thousands of acres of public recreational land, scenic Ozarks waterways, hiking, horseback riding, fishing, and outdoor adventures. ## Location - **Address:** 8969 County Road 445, Winona, MO 65588 - **County:** Shannon - **Coordinates:** 37.004072, -91.387812 - **Google Maps:** https://www.google.com/maps?q=37.004072,-91.387812 ## Virtual Tour & Media - **Video Tour:** https://www.tourfactory.com/idxr3180306 ## Listing Agent - **Name:** Dennis James Walton - **Brokerage:** 37 North Realty Group - West Plains - **Broker Phone:** (417) 258-8001 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/8969-County-Road-445_Winona_MO_65588_M92359-25911?f=listhub&s=GSBORMO&m=60335933&c=propsimple) ## Photos ![8969 County Road 445 - Photo 1](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1850001432r.jpg) ![8969 County Road 445 - Photo 2](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1850001432r.jpg) ![8969 County Road 445 - Photo 3](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f112137441r.jpg) ![8969 County Road 445 - Photo 4](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f635713956r.jpg) ![8969 County Road 445 - Photo 5](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1008175884r.jpg) ![8969 County Road 445 - Photo 6](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2400793701r.jpg) ![8969 County Road 445 - Photo 7](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f916937418r.jpg) ![8969 County Road 445 - Photo 8](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f548969802r.jpg) ![8969 County Road 445 - Photo 9](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1717050055r.jpg) ![8969 County Road 445 - Photo 10](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f842435275r.jpg) ![8969 County Road 445 - Photo 11](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1202122289r.jpg) ![8969 County Road 445 - Photo 12](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1356638571r.jpg) ![8969 County Road 445 - Photo 13](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2935149323r.jpg) ![8969 County Road 445 - Photo 14](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f982811373r.jpg) ![8969 County Road 445 - Photo 15](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4037516946r.jpg) ![8969 County Road 445 - Photo 16](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3803057403r.jpg) ![8969 County Road 445 - Photo 17](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2556617019r.jpg) ![8969 County Road 445 - Photo 18](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1051360596r.jpg) ![8969 County Road 445 - Photo 19](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f927426984r.jpg) ![8969 County Road 445 - Photo 20](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f401159163r.jpg) ![8969 County Road 445 - Photo 21](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1895714615r.jpg) ![8969 County Road 445 - Photo 22](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f753241155r.jpg) ![8969 County Road 445 - Photo 23](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2038553699r.jpg) ![8969 County Road 445 - Photo 24](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3716632106r.jpg) ![8969 County Road 445 - Photo 25](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2077726551r.jpg) ![8969 County Road 445 - Photo 26](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1124745319r.jpg) ![8969 County Road 445 - Photo 27](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1015173018r.jpg) ![8969 County Road 445 - Photo 28](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2610564920r.jpg) ![8969 County Road 445 - Photo 29](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3633880758r.jpg) ![8969 County Road 445 - Photo 30](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3761405418r.jpg) ![8969 County Road 445 - Photo 31](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f586796996r.jpg) ![8969 County Road 445 - Photo 32](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4103268563r.jpg) ![8969 County Road 445 - Photo 33](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f917894993r.jpg) ![8969 County Road 445 - Photo 34](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3964558355r.jpg) ![8969 County Road 445 - Photo 35](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3749670018r.jpg) ![8969 County Road 445 - Photo 36](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4193843160r.jpg) ![8969 County Road 445 - Photo 37](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2511192388r.jpg) ![8969 County Road 445 - Photo 38](http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1946756630r.jpg) --- **MLS#:** 60335933 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 Southern Missouri Regional MLS, LLC (SOMO). All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74#listing", "url": "https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74", "name": "8969 County Road 445, Winona, MO 65588", "description": "58.76 ACRES | 4 BEDROOMS | 2 BATHS | 40x40 SHOP | 3 PONDS | Corners MARK TWAIN NATIONAL FORESTHunting, Horses & Homesteading, RecreationOwn your piece of the Missouri Ozarks! Located between Winona and Birch Tree in Shannon County, Missouri, this 58.76-acre farm offers the combination buyers are looking for: a comfortable country home, usable acreage, hunting opportunities, livestock potential, privacy, and a property that corners the Mark Twain National Forest.The 4-bedroom, 2-bath country home provides a great base for full-time living, a recreational retreat, or an Ozarks homestead. A standout feature is the 40x40 shop with reinforced concrete floors, 14-foot sidewalls, electricity, and three overhead garage doors (two 10x10 and one 10x12), ideal for equipment, tractors, vehicles, recreational toys, or workshop space.Farm & Property Improvements: An 11x16 storage building, 20x30 barn/shed, chicken coop with electricity and frost-free hydrant, underground storm shelter, and generator hookup with transfer switch at the electric pole add functionality and convenience. Three ponds, including one stocked pond and one wet-weather pond, along with cherry, pear, and plum trees, enhance the property's agricultural and recreational appeal.HUNT FARM RIDE EXPLORE! Whether you're looking for a Southern Missouri horse property, hobby farm, hunting retreat, self-sufficient homestead, or private country acreage, this property offers versatility and room to make it your own.LOCATION IS A BONUS! Situated near Winona, Birch Tree, Rocky Creek Conservation Area, Mark Twain National Forest, and Ozark National Scenic Riverways, with access to thousands of acres of public recreational land, scenic Ozarks waterways, hiking, horseback riding, fishing, and outdoor adventures.", "image": [ "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1850001432r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f112137441r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f635713956r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1008175884r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2400793701r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f916937418r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f548969802r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1717050055r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f842435275r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1202122289r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1356638571r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2935149323r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f982811373r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4037516946r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3803057403r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2556617019r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1051360596r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f927426984r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f401159163r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1895714615r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f753241155r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2038553699r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3716632106r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2077726551r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1124745319r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1015173018r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2610564920r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3633880758r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3761405418r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f586796996r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4103268563r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f917894993r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3964558355r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3749670018r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4193843160r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2511192388r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1946756630r.jpg" ], "primaryImageOfPage": { "@type": "ImageObject", "url": "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1850001432r.jpg", "caption": "8969 County Road 445 - Winona, MO" }, "datePosted": "2026-10-09", "dateModified": "2026-10-29T03:32:38.195Z", "mainEntity": { "@type": "Place", "@id": "https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74#property", "name": "8969 County Road 445, Winona, MO 65588", "address": { "@type": "PostalAddress", "streetAddress": "8969 County Road 445", "addressLocality": "Winona", "addressRegion": "MO", "postalCode": "65588", "addressCountry": "US" }, "geo": { "@type": "GeoCoordinates", "latitude": 37.004072, "longitude": -91.387812 }, "image": [ "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1850001432r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f112137441r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f635713956r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1008175884r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2400793701r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f916937418r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f548969802r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1717050055r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f842435275r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1202122289r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1356638571r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2935149323r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f982811373r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4037516946r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3803057403r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2556617019r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1051360596r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f927426984r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f401159163r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1895714615r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f753241155r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2038553699r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3716632106r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2077726551r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1124745319r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1015173018r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2610564920r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3633880758r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3761405418r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f586796996r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4103268563r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f917894993r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3964558355r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f3749670018r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f4193843160r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f2511192388r.jpg", "http://lh.rdcpix.com/36337b4564a4735deb9bffc0607f7085l-f1946756630r.jpg" ], "identifier": { "@type": "PropertyValue", "propertyID": "MLS", "value": "60335933" }, "amenityFeature": [ { "@type": "LocationFeatureSpecification", "name": "Heating", "value": "Heat Pump (Heating), Wood" }, { "@type": "LocationFeatureSpecification", "name": "Cooling", "value": "Central Air" }, { "@type": "LocationFeatureSpecification", "name": "Appliances", "value": "Electric Cooktop, Built-In Electric Oven, Electric Water Heater, Refrigerator, Dishwasher, Exhaust Fan" }, { "@type": "LocationFeatureSpecification", "name": "Flooring", "value": "Carpet, Vinyl, Laminate" }, { "@type": "LocationFeatureSpecification", "name": "Construction Materials", "value": "Brick, Lap Siding" }, { "@type": "LocationFeatureSpecification", "name": "Pool Features", "value": "Porch" }, { "@type": "LocationFeatureSpecification", "name": "Parking Features", "value": "Garage" }, { "@type": "LocationFeatureSpecification", "name": "Air Conditioning", "value": true } ], "additionalProperty": [ { "@type": "PropertyValue", "name": "Lot Size", "value": "58.76 acres" }, { "@type": "PropertyValue", "name": "Garage Spaces", "value": 4 }, { "@type": "PropertyValue", "name": "Property Subtype", "value": "Single Family Residence" }, { "@type": "PropertyValue", "name": "Property Type", "value": "Land" } ] }, "offers": { "@type": "Offer", "@id": "https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74#offer", "url": "https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74", "price": 349900, "priceCurrency": "USD", "businessFunction": "http://purl.org/goodrelations/v1#Sell", "availability": "https://schema.org/InStock", "seller": { "@id": "https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74#agent" } }, "provider": { "@type": "Person", "@id": "https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74#agent", "name": "Dennis James Walton", "worksFor": { "@type": "Organization", "@id": "https://staging.propertysimple.ai/listing/8969-county-road-445-winona-mo-65588-3a9e2e158083461f90bb4280ca760d74#brokerage", "name": "37 North Realty Group - West Plains", "telephone": "(417) 258-8001", "logo": { "@type": "ImageObject", "url": "http://lh.rdcpix.com/a59e7ba19c5d11eaaa670242ac110004k-c36310877r.png" } } } } ```