Listings in 65588 - Oregon County, Missouri

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9468 State Highway 19
Winona, MO | Active
Listed: May, 14, 2025
Price: $299,900
Living Area: 3,584 Sq. Ft.

19033 County Road 579
Winona, MO | Active
Listed: Aug, 06, 2025
Price: $579,900
Living Area: 2,792 Sq. Ft.

9023 State Highway 19
Winona, MO | Closed
Listed: Oct, 08, 2025
Price: $274,900
Living Area: 3,294 Sq. Ft.

000 Briar Ridge Lane
Winona, MO | Closed
Listed: Dec, 03, 2025
Price: $49,900
Living Area: 0 Sq. Ft.

8969 County Road 445
Winona, MO | Active Under Contract
Listed: Oct, 21, 2024
Price: $379,900
Living Area: 1,880 Sq. Ft.

18614 County Road 583
Winona, MO | Closed
Listed: Dec, 16, 2022
Price: $280,000
Living Area: 2,200 Sq. Ft.

2320 County Road 156
Winona, MO | Closed
Listed: Oct, 10, 2024
Price: $159,900
Living Area: 1,512 Sq. Ft.

2722 A S State Highway 19
Winona, MO | Closed
Listed: Aug, 28, 2023
Price: $55,000
Living Area: 280 Sq. Ft.

7922 Old Alton Road
Winona, MO | Active
Listed: Feb, 02, 2026
Price: $219,900
Living Area: 1,305 Sq. Ft.

9512 County Road 451
Winona, MO | Pending
Listed: Feb, 23, 2026
Price: $95,000
Living Area: 0 Sq. Ft.

0000 County Road 580
Winona, MO | Closed
Listed: Aug, 15, 2023
Price: $29,900
Living Area: 0 Sq. Ft.

8028 Northway Drive
Winona, MO | Active
Listed: Feb, 10, 2026
Price: $335,000
Living Area: 1,320 Sq. Ft.

18119 Sallee Street
Winona, MO | Active
Listed: Feb, 10, 2026
Price: $64,900
Living Area: 1,260 Sq. Ft.

Lot #9 Lake Way
Winona, MO | Active
Listed: Apr, 13, 2026
Price: $29,900
Living Area: 0 Sq. Ft.

000 State Highway 19
Winona, MO | Active
Listed: Mar, 27, 2025
Price: $30,000
Living Area: 0 Sq. Ft.

15603 County Road 19-440
Winona, MO | Pending
Listed: Jan, 25, 2025
Price: $50,000
Living Area: 0 Sq. Ft.

000 Forest Road 3169
Winona, MO | Active
Listed: Jan, 05, 2026
Price: $63,900
Living Area: 0 Sq. Ft.

15406 State Route H
Winona, MO | Active
Listed: Sep, 19, 2025
Price: $1,740,000
Living Area: 1,456 Sq. Ft.

000 Weaver Street
Winona, MO | Active
Listed: Mar, 11, 2026
Price: $49,000
Living Area: 0 Sq. Ft.

18387 Proffit Road
Winona, MO | Pending
Listed: Oct, 28, 2025
Price: $230,000
Living Area: 1,560 Sq. Ft.

8612 Sapper Street
Winona, MO | Active
Listed: Jan, 02, 2026
Price: $159,900
Living Area: 1,237 Sq. Ft.

8969 County Road 445
Winona, MO | Active Under Contract
Listed: Oct, 21, 2024
Price: $379,900
Living Area: 1,880 Sq. Ft.

17162 Edgewood Drive
Winona, MO | Closed
Listed: Feb, 06, 2025
Price: $95,000
Living Area: 1,248 Sq. Ft.

7815 Trinity Lane
Winona, MO | Active
Listed: Jun, 19, 2025
Price: $183,000
Living Area: 1,814 Sq. Ft.

8643 Sapper Street
Winona, MO | Active
Listed: Mar, 31, 2026
Price: $149,900
Living Area: 1,114 Sq. Ft.

19507 J F Norton Parkway
Winona, MO | Pending
Listed: Nov, 19, 2025
Price: $55,000
Living Area: 2,288 Sq. Ft.

00 TBD Highway H
Winona, MO | Active
Listed: Sep, 19, 2025
Price: $696,000
Living Area: 0 Sq. Ft.

10729 County Road 451
Winona, MO | Active
Listed: Mar, 11, 2025
Price: $190,000
Living Area: 0 Sq. Ft.

7922 Old Alton Road
Winona, MO | Active
Listed: Nov, 24, 2024
Price: $219,900
Living Area: 1,305 Sq. Ft.

19241 County Road 579
Winona, MO | Closed
Listed: Jun, 07, 2024
Price: $349,900
Living Area: 2,132 Sq. Ft.

18197 7th Street
Winona, MO | Active
Listed: Dec, 04, 2025
Price: $169,900
Living Area: 1,352 Sq. Ft.

8584 Mily Street
Winona, MO | Pending
Listed: Apr, 21, 2025
Price: $38,850
Living Area: 0 Sq. Ft.

Lot 9 Lake Way
Winona, MO | Active
Listed: Apr, 08, 2026
Price: $29,900
Living Area: 0 Sq. Ft.

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