Listings in 50273 - Madison County, Iowa
Displaying 1 – 200 of 158 Real estate listings
2817 Carver Road
Winterset, IA | Closed
Listed: Feb, 10, 2026
Price: $360,000
Living Area: 1,600 Sq. Ft.
Winterset, IA | Closed
Listed: Feb, 10, 2026
Price: $360,000
Living Area: 1,600 Sq. Ft.
319 S 7th Avenue
Winterset, IA | Active
Listed: Apr, 24, 2026
Price: $264,000
Living Area: 1,859 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 24, 2026
Price: $264,000
Living Area: 1,859 Sq. Ft.
1806 N 8th Avenue
Winterset, IA | Closed
Listed: Apr, 13, 2026
Price: $475,000
Living Area: 1,792 Sq. Ft.
Winterset, IA | Closed
Listed: Apr, 13, 2026
Price: $475,000
Living Area: 1,792 Sq. Ft.
203 W Green Street
Winterset, IA | Active
Listed: Feb, 18, 2026
Price: $289,000
Living Area: 2,080 Sq. Ft.
Winterset, IA | Active
Listed: Feb, 18, 2026
Price: $289,000
Living Area: 2,080 Sq. Ft.
505 E Court Avenue
Winterset, IA | Active
Listed: Apr, 29, 2026
Price: $595,000
Living Area: 4,200 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 29, 2026
Price: $595,000
Living Area: 4,200 Sq. Ft.
117 E North Street
Winterset, IA | Active
Listed: Apr, 07, 2026
Price: $339,900
Living Area: 1,800 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 07, 2026
Price: $339,900
Living Area: 1,800 Sq. Ft.
Lot 46 Millstream Court
Winterset, IA | Closed
Listed: Feb, 18, 2020
Price: $49,800
Living Area: 0 Sq. Ft.
Winterset, IA | Closed
Listed: Feb, 18, 2020
Price: $49,800
Living Area: 0 Sq. Ft.
1795 Millstream Court
Winterset, IA | Pending
Listed: Sep, 08, 2025
Price: $629,900
Living Area: 2,229 Sq. Ft.
Winterset, IA | Pending
Listed: Sep, 08, 2025
Price: $629,900
Living Area: 2,229 Sq. Ft.
2211 Cedar Bridge Road
Winterset, IA | Active
Listed: Feb, 12, 2026
Price: $160,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: Feb, 12, 2026
Price: $160,000
Living Area: 0 Sq. Ft.
124 W Summit Street
Winterset, IA | Active
Listed: Feb, 16, 2026
Price: $440,000
Living Area: 1,447 Sq. Ft.
Winterset, IA | Active
Listed: Feb, 16, 2026
Price: $440,000
Living Area: 1,447 Sq. Ft.
111 N 2nd Avenue
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $650
Living Area: 4,092 Sq. Ft.
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $650
Living Area: 4,092 Sq. Ft.
912 N 6th Avenue Circle
Winterset, IA | Closed
Listed: Jan, 12, 2026
Price: $230,000
Living Area: 1,213 Sq. Ft.
Winterset, IA | Closed
Listed: Jan, 12, 2026
Price: $230,000
Living Area: 1,213 Sq. Ft.
1821 Millstream Court
Winterset, IA | Closed
Listed: Jul, 15, 2025
Price: $699,900
Living Area: 2,200 Sq. Ft.
Winterset, IA | Closed
Listed: Jul, 15, 2025
Price: $699,900
Living Area: 2,200 Sq. Ft.
1706 Mueller Court
Winterset, IA | Closed
Listed: Oct, 08, 2025
Price: $650,000
Living Area: 2,064 Sq. Ft.
Winterset, IA | Closed
Listed: Oct, 08, 2025
Price: $650,000
Living Area: 2,064 Sq. Ft.
413 E Grade Street
Winterset, IA | Active
Listed: Feb, 16, 2026
Price: $339,000
Living Area: 1,620 Sq. Ft.
Winterset, IA | Active
Listed: Feb, 16, 2026
Price: $339,000
Living Area: 1,620 Sq. Ft.
1001 8th Avenue N
Winterset, IA | Closed
Listed: Feb, 26, 2026
Price: $335,000
Living Area: 1,802 Sq. Ft.
Winterset, IA | Closed
Listed: Feb, 26, 2026
Price: $335,000
Living Area: 1,802 Sq. Ft.
204 W Washington Street
Winterset, IA | Closed
Listed: Jan, 16, 2025
Price: $440,000
Living Area: 3,520 Sq. Ft.
Winterset, IA | Closed
Listed: Jan, 16, 2025
Price: $440,000
Living Area: 3,520 Sq. Ft.
812 N 8th Avenue
Winterset, IA | Closed
Listed: Jul, 31, 2025
Price: $449,900
Living Area: 2,137 Sq. Ft.
Winterset, IA | Closed
Listed: Jul, 31, 2025
Price: $449,900
Living Area: 2,137 Sq. Ft.
827 W Fremont Street
Winterset, IA | Closed
Listed: Nov, 06, 2025
Price: $205,000
Living Area: 1,213 Sq. Ft.
Winterset, IA | Closed
Listed: Nov, 06, 2025
Price: $205,000
Living Area: 1,213 Sq. Ft.
2323 Cedar Bridge Road
Winterset, IA | Active
Listed: Apr, 22, 2026
Price: $160,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 22, 2026
Price: $160,000
Living Area: 0 Sq. Ft.
523 S 2nd Street
Winterset, IA | Active
Listed: Jun, 12, 2025
Price: $125,000
Living Area: 1,556 Sq. Ft.
Winterset, IA | Active
Listed: Jun, 12, 2025
Price: $125,000
Living Area: 1,556 Sq. Ft.
1426 W Court Avenue
Winterset, IA | Closed
Listed: Apr, 16, 2026
Price: $380,000
Living Area: 1,792 Sq. Ft.
Winterset, IA | Closed
Listed: Apr, 16, 2026
Price: $380,000
Living Area: 1,792 Sq. Ft.
2212 Deer Run Avenue
Winterset, IA | Active
Listed: Apr, 15, 2026
Price: $260,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 15, 2026
Price: $260,000
Living Area: 0 Sq. Ft.
112 E Court Avenue
Winterset, IA | Closed
Listed: Mar, 23, 2026
Price: $665
Living Area: 750 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 23, 2026
Price: $665
Living Area: 750 Sq. Ft.
615 N 1st Avenue
Winterset, IA | Active
Listed: Aug, 27, 2025
Price: $350,000
Living Area: 2,724 Sq. Ft.
Winterset, IA | Active
Listed: Aug, 27, 2025
Price: $350,000
Living Area: 2,724 Sq. Ft.
407 W Madison Street
Winterset, IA | Active
Listed: Nov, 19, 2025
Price: $206,000
Living Area: 1,031 Sq. Ft.
Winterset, IA | Active
Listed: Nov, 19, 2025
Price: $206,000
Living Area: 1,031 Sq. Ft.
405 W Madison Street
Winterset, IA | Active
Listed: Nov, 19, 2025
Price: $210,000
Living Area: 1,031 Sq. Ft.
Winterset, IA | Active
Listed: Nov, 19, 2025
Price: $210,000
Living Area: 1,031 Sq. Ft.
2237 Holliwell Valley Court
Winterset, IA | Active
Listed: Jan, 12, 2026
Price: $560,000
Living Area: 3,155 Sq. Ft.
Winterset, IA | Active
Listed: Jan, 12, 2026
Price: $560,000
Living Area: 3,155 Sq. Ft.
719 E Washington Street
Winterset, IA | Active
Listed: Apr, 09, 2026
Price: $579,900
Living Area: 2,432 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 09, 2026
Price: $579,900
Living Area: 2,432 Sq. Ft.
0 Clark Tower Road
Winterset, IA | Active
Listed: May, 05, 2026
Price: $350,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: May, 05, 2026
Price: $350,000
Living Area: 0 Sq. Ft.
723 E Green Street
Winterset, IA | Pending
Listed: May, 04, 2026
Price: $200,000
Living Area: 7,690 Sq. Ft.
Winterset, IA | Pending
Listed: May, 04, 2026
Price: $200,000
Living Area: 7,690 Sq. Ft.
2210 Ash Tree Drive
Winterset, IA | Pending
Listed: Feb, 09, 2026
Price: $395,000
Living Area: 1,400 Sq. Ft.
Winterset, IA | Pending
Listed: Feb, 09, 2026
Price: $395,000
Living Area: 1,400 Sq. Ft.
816 N 3rd Avenue
Winterset, IA | Closed
Listed: Mar, 04, 2026
Price: $285,000
Living Area: 1,385 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 04, 2026
Price: $285,000
Living Area: 1,385 Sq. Ft.
519 W Filmore Street
Winterset, IA | Active
Listed: May, 30, 2026
Price: $299,000
Living Area: 1,476 Sq. Ft.
Winterset, IA | Active
Listed: May, 30, 2026
Price: $299,000
Living Area: 1,476 Sq. Ft.
400 N 14th Avenue
Winterset, IA | Closed
Listed: Sep, 15, 2025
Price: $490,000
Living Area: 1,540 Sq. Ft.
Winterset, IA | Closed
Listed: Sep, 15, 2025
Price: $490,000
Living Area: 1,540 Sq. Ft.
301 N 15th Avenue
Winterset, IA | Closed
Listed: Apr, 02, 2026
Price: $300,000
Living Area: 1,087 Sq. Ft.
Winterset, IA | Closed
Listed: Apr, 02, 2026
Price: $300,000
Living Area: 1,087 Sq. Ft.
2075 Hogback Bridge Road
Winterset, IA | Closed
Listed: Mar, 28, 2026
Price: $455,000
Living Area: 2,568 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 28, 2026
Price: $455,000
Living Area: 2,568 Sq. Ft.
309 Maple Point
Winterset, IA | Off Market
Listed: Mar, 10, 2026
Price: $382,500
Living Area: 1,400 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 10, 2026
Price: $382,500
Living Area: 1,400 Sq. Ft.
2571 250th Lane
Winterset, IA | Off Market
Listed: Mar, 13, 2026
Price: $285,000
Living Area: 0 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 13, 2026
Price: $285,000
Living Area: 0 Sq. Ft.
1413 W Washington Street
Winterset, IA | Off Market
Listed: Apr, 01, 2026
Price: $239,900
Living Area: 1,270 Sq. Ft.
Winterset, IA | Off Market
Listed: Apr, 01, 2026
Price: $239,900
Living Area: 1,270 Sq. Ft.
317 E Washington Street
Winterset, IA | Off Market
Listed: May, 13, 2026
Price: $260,000
Living Area: 1,498 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 13, 2026
Price: $260,000
Living Area: 1,498 Sq. Ft.
1405 W Jefferson Street
Winterset, IA | Off Market
Listed: May, 12, 2026
Price: $335,000
Living Area: 1,470 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 12, 2026
Price: $335,000
Living Area: 1,470 Sq. Ft.
2607 Quail Ridge Trail
Winterset, IA | Off Market
Listed: May, 15, 2026
Price: $429,900
Living Area: 2,077 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 15, 2026
Price: $429,900
Living Area: 2,077 Sq. Ft.
524 W Benton Street
Winterset, IA | Off Market
Listed: May, 15, 2026
Price: $275,000
Living Area: 1,705 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 15, 2026
Price: $275,000
Living Area: 1,705 Sq. Ft.
511 W Washington Street
Winterset, IA | Off Market
Listed: May, 18, 2026
Price: $325,000
Living Area: 1,540 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 18, 2026
Price: $325,000
Living Area: 1,540 Sq. Ft.
1524 260th Street
Winterset, IA | Off Market
Listed: May, 22, 2026
Price: $1,195,000
Living Area: 3,210 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 22, 2026
Price: $1,195,000
Living Area: 3,210 Sq. Ft.
1514 Mackensie Circle
Winterset, IA | Off Market
Listed: May, 18, 2026
Price: $365,000
Living Area: 1,669 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 18, 2026
Price: $365,000
Living Area: 1,669 Sq. Ft.
Lot 22 112th Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $250,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $250,000
Living Area: 0 Sq. Ft.
Lot 30 Limestone Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $230,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $230,000
Living Area: 0 Sq. Ft.
Lot 17 114th Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $240,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $240,000
Living Area: 0 Sq. Ft.
2368 St Charles Road
Winterset, IA | Withdrawn
Listed: Dec, 26, 2024
Price: $175,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Dec, 26, 2024
Price: $175,000
Living Area: 0 Sq. Ft.
1796 Millstream Court
Winterset, IA | Active
Listed: Jul, 31, 2025
Price: $55,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: Jul, 31, 2025
Price: $55,000
Living Area: 0 Sq. Ft.
122 E Jefferson Street 1-6
Winterset, IA | Closed
Listed: Mar, 30, 2026
Price: $440,000
Living Area: 5,952 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 30, 2026
Price: $440,000
Living Area: 5,952 Sq. Ft.
812 E State Highway 92 None
Winterset, IA | Withdrawn
Listed: Feb, 25, 2026
Price: $450,000
Living Area: 5,152 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Feb, 25, 2026
Price: $450,000
Living Area: 5,152 Sq. Ft.
721 W Court Avenue
Winterset, IA | Withdrawn
Listed: Aug, 19, 2025
Price: $309,900
Living Area: 2,130 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Aug, 19, 2025
Price: $309,900
Living Area: 2,130 Sq. Ft.
1024 W Summit Street
Winterset, IA | Active
Listed: Dec, 05, 2025
Price: $399,990
Living Area: 2,286 Sq. Ft.
Winterset, IA | Active
Listed: Dec, 05, 2025
Price: $399,990
Living Area: 2,286 Sq. Ft.
2223 Holliwell Valley Court
Winterset, IA | Withdrawn
Listed: Mar, 19, 2026
Price: $650,000
Living Area: 1,972 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Mar, 19, 2026
Price: $650,000
Living Area: 1,972 Sq. Ft.
1903 Quail Ridge Avenue
Winterset, IA | Closed
Listed: May, 07, 2026
Price: $599,000
Living Area: 1,664 Sq. Ft.
Winterset, IA | Closed
Listed: May, 07, 2026
Price: $599,000
Living Area: 1,664 Sq. Ft.
804 N 4th Avenue
Winterset, IA | Active
Listed: Jul, 15, 2025
Price: $274,900
Living Area: 1,880 Sq. Ft.
Winterset, IA | Active
Listed: Jul, 15, 2025
Price: $274,900
Living Area: 1,880 Sq. Ft.
36 Lot Covered Bridge Estates Street
Winterset, IA | Active
Listed: Aug, 13, 2025
Price: $69,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: Aug, 13, 2025
Price: $69,000
Living Area: 0 Sq. Ft.
220 N 1st Avenue
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $600
Living Area: 4,866 Sq. Ft.
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $600
Living Area: 4,866 Sq. Ft.
2202 Ash Tree Drive
Winterset, IA | Closed
Listed: Dec, 01, 2025
Price: $485,000
Living Area: 1,502 Sq. Ft.
Winterset, IA | Closed
Listed: Dec, 01, 2025
Price: $485,000
Living Area: 1,502 Sq. Ft.
1890 Hogback Bridge Road
Winterset, IA | Closed
Listed: Sep, 25, 2025
Price: $1,385,000
Living Area: 4,032 Sq. Ft.
Winterset, IA | Closed
Listed: Sep, 25, 2025
Price: $1,385,000
Living Area: 4,032 Sq. Ft.
705 S 2nd Street
Winterset, IA | Closed
Listed: Jan, 09, 2026
Price: $225,000
Living Area: 2,085 Sq. Ft.
Winterset, IA | Closed
Listed: Jan, 09, 2026
Price: $225,000
Living Area: 2,085 Sq. Ft.
619 N 10th Street
Winterset, IA | Active
Listed: Mar, 02, 2026
Price: $225,000
Living Area: 1,095 Sq. Ft.
Winterset, IA | Active
Listed: Mar, 02, 2026
Price: $225,000
Living Area: 1,095 Sq. Ft.
220 N 1st Avenue 1
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $300
Living Area: 4,866 Sq. Ft.
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $300
Living Area: 4,866 Sq. Ft.
220 N 1st Avenue 2
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $400
Living Area: 4,866 Sq. Ft.
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $400
Living Area: 4,866 Sq. Ft.
111 N 2nd Avenue 1
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $400
Living Area: 4,092 Sq. Ft.
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $400
Living Area: 4,092 Sq. Ft.
724 W Buchanan Street
Winterset, IA | Pending
Listed: Mar, 01, 2026
Price: $349,900
Living Area: 1,833 Sq. Ft.
Winterset, IA | Pending
Listed: Mar, 01, 2026
Price: $349,900
Living Area: 1,833 Sq. Ft.
00 Clark Tower Road
Winterset, IA | Withdrawn
Listed: Nov, 25, 2025
Price: $372,750
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Nov, 25, 2025
Price: $372,750
Living Area: 0 Sq. Ft.
402 N 9th Street
Winterset, IA | Pending
Listed: May, 04, 2026
Price: $174,900
Living Area: 1,152 Sq. Ft.
Winterset, IA | Pending
Listed: May, 04, 2026
Price: $174,900
Living Area: 1,152 Sq. Ft.
410 N 6th Street
Winterset, IA | Closed
Listed: Jan, 08, 2026
Price: $285,000
Living Area: 1,400 Sq. Ft.
Winterset, IA | Closed
Listed: Jan, 08, 2026
Price: $285,000
Living Area: 1,400 Sq. Ft.
2318 Saint Charles Road
Winterset, IA | Active
Listed: May, 28, 2026
Price: $969,000
Living Area: 1,982 Sq. Ft.
Winterset, IA | Active
Listed: May, 28, 2026
Price: $969,000
Living Area: 1,982 Sq. Ft.
610 W Washington Street
Winterset, IA | Active
Listed: Apr, 22, 2026
Price: $257,500
Living Area: 1,482 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 22, 2026
Price: $257,500
Living Area: 1,482 Sq. Ft.
317 W Jefferson Street
Winterset, IA | Closed
Listed: Apr, 16, 2026
Price: $134,900
Living Area: 1,620 Sq. Ft.
Winterset, IA | Closed
Listed: Apr, 16, 2026
Price: $134,900
Living Area: 1,620 Sq. Ft.
604 E Jefferson Street
Winterset, IA | Closed
Listed: Mar, 12, 2026
Price: $169,900
Living Area: 1,306 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 12, 2026
Price: $169,900
Living Area: 1,306 Sq. Ft.
115 E Washington Street
Winterset, IA | Active
Listed: Jan, 23, 2026
Price: $775,000
Living Area: 7,920 Sq. Ft.
Winterset, IA | Active
Listed: Jan, 23, 2026
Price: $775,000
Living Area: 7,920 Sq. Ft.
820 W Summit Street
Winterset, IA | Off Market
Listed: Jun, 06, 2025
Price: $850,000
Living Area: 4,782 Sq. Ft.
Winterset, IA | Off Market
Listed: Jun, 06, 2025
Price: $850,000
Living Area: 4,782 Sq. Ft.
59 1/2 W Jefferson Street
Winterset, IA | Off Market
Listed: Mar, 25, 2026
Price: $950
Living Area: 600 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 25, 2026
Price: $950
Living Area: 600 Sq. Ft.
521 W Hutchings Street
Winterset, IA | Off Market
Listed: Mar, 19, 2026
Price: $299,900
Living Area: 838 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 19, 2026
Price: $299,900
Living Area: 838 Sq. Ft.
415 E Buchanan Street
Winterset, IA | Off Market
Listed: Mar, 18, 2026
Price: $154,000
Living Area: 1,286 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 18, 2026
Price: $154,000
Living Area: 1,286 Sq. Ft.
621 W Jefferson Street
Winterset, IA | Off Market
Listed: Mar, 26, 2026
Price: $340,000
Living Area: 2,217 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 26, 2026
Price: $340,000
Living Area: 2,217 Sq. Ft.
1516 Roseman Bridge Road
Winterset, IA | Off Market
Listed: Mar, 06, 2026
Price: $899,900
Living Area: 2,138 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 06, 2026
Price: $899,900
Living Area: 2,138 Sq. Ft.
1826 Green Lane
Winterset, IA | Off Market
Listed: Mar, 06, 2026
Price: $1,187,500
Living Area: 2,282 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 06, 2026
Price: $1,187,500
Living Area: 2,282 Sq. Ft.
000 Settler Avenue
Winterset, IA | Off Market
Listed: May, 14, 2026
Price: $2,000,000
Living Area: 0 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 14, 2026
Price: $2,000,000
Living Area: 0 Sq. Ft.
2223 Holliwell Valley Court
Winterset, IA | Off Market
Listed: May, 19, 2026
Price: $650,000
Living Area: 1,972 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 19, 2026
Price: $650,000
Living Area: 1,972 Sq. Ft.
302 W Court Avenue
Winterset, IA | Off Market
Listed: May, 14, 2026
Price: $375,000
Living Area: 2,396 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 14, 2026
Price: $375,000
Living Area: 2,396 Sq. Ft.
406 N 7th Street
Winterset, IA | Off Market
Listed: May, 18, 2026
Price: $215,000
Living Area: 1,042 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 18, 2026
Price: $215,000
Living Area: 1,042 Sq. Ft.
1509 State 92 Highway
Winterset, IA | Off Market
Listed: May, 18, 2026
Price: $400,000
Living Area: 1,680 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 18, 2026
Price: $400,000
Living Area: 1,680 Sq. Ft.
1509 W South Street
Winterset, IA | Closed
Listed: Mar, 09, 2026
Price: $274,900
Living Area: 864 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 09, 2026
Price: $274,900
Living Area: 864 Sq. Ft.
710 N 3rd Avenue
Winterset, IA | Active
Listed: Mar, 15, 2026
Price: $234,900
Living Area: 962 Sq. Ft.
Winterset, IA | Active
Listed: Mar, 15, 2026
Price: $234,900
Living Area: 962 Sq. Ft.
Lot 25 114th Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $194,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $194,000
Living Area: 0 Sq. Ft.
Lot 14 114th Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $225,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $225,000
Living Area: 0 Sq. Ft.
Lot 4 4th Avenue N
Winterset, IA | Withdrawn
Listed: May, 04, 2026
Price: $185,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: May, 04, 2026
Price: $185,000
Living Area: 0 Sq. Ft.
Lot 3 4th Avenue N
Winterset, IA | Withdrawn
Listed: May, 04, 2026
Price: $125,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: May, 04, 2026
Price: $125,000
Living Area: 0 Sq. Ft.
Lot 31 Limestone Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $220,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $220,000
Living Area: 0 Sq. Ft.
Lot 29 Limestone Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $230,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $230,000
Living Area: 0 Sq. Ft.
Lot 16 114th Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $240,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $240,000
Living Area: 0 Sq. Ft.
2259 Cedar Bridge Road
Winterset, IA | Active
Listed: Feb, 12, 2026
Price: $160,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: Feb, 12, 2026
Price: $160,000
Living Area: 0 Sq. Ft.
Lot 28 Limestone Court
Winterset, IA | Closed
Listed: Oct, 18, 2024
Price: $230,000
Living Area: 0 Sq. Ft.
Winterset, IA | Closed
Listed: Oct, 18, 2024
Price: $230,000
Living Area: 0 Sq. Ft.
501 W Hutchings Street
Winterset, IA | Closed
Listed: Oct, 28, 2025
Price: $200,000
Living Area: 988 Sq. Ft.
Winterset, IA | Closed
Listed: Oct, 28, 2025
Price: $200,000
Living Area: 988 Sq. Ft.
2218 N John Wayne Drive
Winterset, IA | Closed
Listed: Nov, 03, 2025
Price: $675,000
Living Area: 3,298 Sq. Ft.
Winterset, IA | Closed
Listed: Nov, 03, 2025
Price: $675,000
Living Area: 3,298 Sq. Ft.
1634 170th Street
Winterset, IA | Closed
Listed: Jun, 04, 2025
Price: $649,999
Living Area: 1,895 Sq. Ft.
Winterset, IA | Closed
Listed: Jun, 04, 2025
Price: $649,999
Living Area: 1,895 Sq. Ft.
834 S 7TH Avenue
Winterset, IA | Closed
Listed: Mar, 23, 2026
Price: $185,000
Living Area: 952 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 23, 2026
Price: $185,000
Living Area: 952 Sq. Ft.
506 W Washington Street
Winterset, IA | Active
Listed: Dec, 29, 2025
Price: $1,950
Living Area: 2,087 Sq. Ft.
Winterset, IA | Active
Listed: Dec, 29, 2025
Price: $1,950
Living Area: 2,087 Sq. Ft.
113 E Green Street
Winterset, IA | Active
Listed: Apr, 13, 2026
Price: $550,000
Living Area: 14,862 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 13, 2026
Price: $550,000
Living Area: 14,862 Sq. Ft.
220 N 1st Avenue 3
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $200
Living Area: 4,866 Sq. Ft.
Winterset, IA | Active
Listed: Dec, 23, 2025
Price: $200
Living Area: 4,866 Sq. Ft.
113 S 3rd Street
Winterset, IA | Active
Listed: Jan, 21, 2026
Price: $234,900
Living Area: 1,006 Sq. Ft.
Winterset, IA | Active
Listed: Jan, 21, 2026
Price: $234,900
Living Area: 1,006 Sq. Ft.
323 W Jefferson Street
Winterset, IA | Closed
Listed: Mar, 16, 2026
Price: $339,000
Living Area: 2,968 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 16, 2026
Price: $339,000
Living Area: 2,968 Sq. Ft.
112 E Court Avenue
Winterset, IA | Withdrawn
Listed: Jan, 23, 2026
Price: $875,000
Living Area: 1,540 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Jan, 23, 2026
Price: $875,000
Living Area: 1,540 Sq. Ft.
703 W North Street
Winterset, IA | Pending
Listed: Apr, 23, 2026
Price: $160,000
Living Area: 950 Sq. Ft.
Winterset, IA | Pending
Listed: Apr, 23, 2026
Price: $160,000
Living Area: 950 Sq. Ft.
112 S 16th Avenue
Winterset, IA | Closed
Listed: Feb, 16, 2026
Price: $825,000
Living Area: 2,826 Sq. Ft.
Winterset, IA | Closed
Listed: Feb, 16, 2026
Price: $825,000
Living Area: 2,826 Sq. Ft.
609 E Filmore Street
Winterset, IA | Closed
Listed: Jul, 07, 2025
Price: $254,000
Living Area: 1,104 Sq. Ft.
Winterset, IA | Closed
Listed: Jul, 07, 2025
Price: $254,000
Living Area: 1,104 Sq. Ft.
601 E Green Street
Winterset, IA | Withdrawn
Listed: Jul, 21, 2025
Price: $177,000
Living Area: 1,222 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Jul, 21, 2025
Price: $177,000
Living Area: 1,222 Sq. Ft.
1913 N 1st Street
Winterset, IA | Active
Listed: May, 09, 2025
Price: $410,000
Living Area: 2,389 Sq. Ft.
Winterset, IA | Active
Listed: May, 09, 2025
Price: $410,000
Living Area: 2,389 Sq. Ft.
901 E Buchanan Street
Winterset, IA | Closed
Listed: Mar, 27, 2026
Price: $264,990
Living Area: 1,323 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 27, 2026
Price: $264,990
Living Area: 1,323 Sq. Ft.
2055 170th Court
Winterset, IA | Closed
Listed: Mar, 10, 2026
Price: $500,000
Living Area: 1,512 Sq. Ft.
Winterset, IA | Closed
Listed: Mar, 10, 2026
Price: $500,000
Living Area: 1,512 Sq. Ft.
215 W Buchanan Street
Winterset, IA | Closed
Listed: Sep, 03, 2025
Price: $354,900
Living Area: 1,333 Sq. Ft.
Winterset, IA | Closed
Listed: Sep, 03, 2025
Price: $354,900
Living Area: 1,333 Sq. Ft.
2378 Cumming Road
Winterset, IA | Pending
Listed: Apr, 17, 2026
Price: $625,000
Living Area: 1,912 Sq. Ft.
Winterset, IA | Pending
Listed: Apr, 17, 2026
Price: $625,000
Living Area: 1,912 Sq. Ft.
2230 260th Street
Winterset, IA | Active
Listed: Jan, 14, 2026
Price: $899,900
Living Area: 3,660 Sq. Ft.
Winterset, IA | Active
Listed: Jan, 14, 2026
Price: $899,900
Living Area: 3,660 Sq. Ft.
411 W Madison Street
Winterset, IA | Active
Listed: Nov, 19, 2025
Price: $210,000
Living Area: 1,031 Sq. Ft.
Winterset, IA | Active
Listed: Nov, 19, 2025
Price: $210,000
Living Area: 1,031 Sq. Ft.
409 W Madison Street
Winterset, IA | Active
Listed: Nov, 19, 2025
Price: $210,000
Living Area: 1,031 Sq. Ft.
Winterset, IA | Active
Listed: Nov, 19, 2025
Price: $210,000
Living Area: 1,031 Sq. Ft.
623 W Green Street
Winterset, IA | Closed
Listed: Feb, 27, 2026
Price: $309,990
Living Area: 1,464 Sq. Ft.
Winterset, IA | Closed
Listed: Feb, 27, 2026
Price: $309,990
Living Area: 1,464 Sq. Ft.
212 N 14th Avenue
Winterset, IA | Active
Listed: Nov, 24, 2025
Price: $295,000
Living Area: 1,204 Sq. Ft.
Winterset, IA | Active
Listed: Nov, 24, 2025
Price: $295,000
Living Area: 1,204 Sq. Ft.
118 N 5th Street
Winterset, IA | Active
Listed: Nov, 13, 2025
Price: $169,000
Living Area: 1,523 Sq. Ft.
Winterset, IA | Active
Listed: Nov, 13, 2025
Price: $169,000
Living Area: 1,523 Sq. Ft.
704 N 14th Avenue
Winterset, IA | Active
Listed: Apr, 10, 2026
Price: $364,900
Living Area: 1,720 Sq. Ft.
Winterset, IA | Active
Listed: Apr, 10, 2026
Price: $364,900
Living Area: 1,720 Sq. Ft.
310 W Washington Street
Winterset, IA | Active
Listed: Nov, 17, 2025
Price: $349,000
Living Area: 2,430 Sq. Ft.
Winterset, IA | Active
Listed: Nov, 17, 2025
Price: $349,000
Living Area: 2,430 Sq. Ft.
2197 175th Court
Winterset, IA | Pending
Listed: Apr, 13, 2026
Price: $339,900
Living Area: 1,024 Sq. Ft.
Winterset, IA | Pending
Listed: Apr, 13, 2026
Price: $339,900
Living Area: 1,024 Sq. Ft.
112 & 116 E Court Avenue
Winterset, IA | Active
Listed: Jan, 23, 2026
Price: $875,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: Jan, 23, 2026
Price: $875,000
Living Area: 0 Sq. Ft.
1221 W Washington Street
Winterset, IA | Closed
Listed: Jan, 21, 2026
Price: $223,000
Living Area: 816 Sq. Ft.
Winterset, IA | Closed
Listed: Jan, 21, 2026
Price: $223,000
Living Area: 816 Sq. Ft.
114 N 8th Avenue
Winterset, IA | Closed
Listed: Feb, 27, 2026
Price: $245,000
Living Area: 1,545 Sq. Ft.
Winterset, IA | Closed
Listed: Feb, 27, 2026
Price: $245,000
Living Area: 1,545 Sq. Ft.
Lot 24 112th Court
Winterset, IA | Closed
Listed: Oct, 18, 2024
Price: $194,000
Living Area: 0 Sq. Ft.
Winterset, IA | Closed
Listed: Oct, 18, 2024
Price: $194,000
Living Area: 0 Sq. Ft.
510 E Court Avenue
Winterset, IA | Off Market
Listed: May, 21, 2026
Price: $159,900
Living Area: 1,152 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 21, 2026
Price: $159,900
Living Area: 1,152 Sq. Ft.
222 Oak Tree Drive
Winterset, IA | Off Market
Listed: Mar, 13, 2026
Price: $389,900
Living Area: 1,574 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 13, 2026
Price: $389,900
Living Area: 1,574 Sq. Ft.
2188 114th Court
Winterset, IA | Off Market
Listed: Mar, 06, 2026
Price: $1,225,000
Living Area: 2,434 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 06, 2026
Price: $1,225,000
Living Area: 2,434 Sq. Ft.
61 E Washington Street
Winterset, IA | Off Market
Listed: Apr, 03, 2026
Price: $185,000
Living Area: 1,344 Sq. Ft.
Winterset, IA | Off Market
Listed: Apr, 03, 2026
Price: $185,000
Living Area: 1,344 Sq. Ft.
1020 N 10th Street
Winterset, IA | Off Market
Listed: Apr, 01, 2026
Price: $525,000
Living Area: 4,992 Sq. Ft.
Winterset, IA | Off Market
Listed: Apr, 01, 2026
Price: $525,000
Living Area: 4,992 Sq. Ft.
613 E Buchanan Street
Winterset, IA | Off Market
Listed: May, 14, 2026
Price: $250,000
Living Area: 1,878 Sq. Ft.
Winterset, IA | Off Market
Listed: May, 14, 2026
Price: $250,000
Living Area: 1,878 Sq. Ft.
1706 W Summit Street
Winterset, IA | Off Market
Listed: Mar, 24, 2026
Price: $330,000
Living Area: 1,990 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 24, 2026
Price: $330,000
Living Area: 1,990 Sq. Ft.
802 N 10th Avenue
Winterset, IA | Off Market
Listed: Mar, 26, 2026
Price: $455,000
Living Area: 1,555 Sq. Ft.
Winterset, IA | Off Market
Listed: Mar, 26, 2026
Price: $455,000
Living Area: 1,555 Sq. Ft.
101 E Jefferson Street
Winterset, IA | Active
Listed: Feb, 20, 2026
Price: $425,000
Living Area: 3,380 Sq. Ft.
Winterset, IA | Active
Listed: Feb, 20, 2026
Price: $425,000
Living Area: 3,380 Sq. Ft.
1804 N 8th Street
Winterset, IA | Active
Listed: Jun, 09, 2026
Price: $140,000
Living Area: 0 Sq. Ft.
Winterset, IA | Active
Listed: Jun, 09, 2026
Price: $140,000
Living Area: 0 Sq. Ft.
1405 W Court Avenue
Winterset, IA | Pending
Listed: Jun, 08, 2026
Price: $365,000
Living Area: 1,524 Sq. Ft.
Winterset, IA | Pending
Listed: Jun, 08, 2026
Price: $365,000
Living Area: 1,524 Sq. Ft.
Lot 1 4th Avenue N
Winterset, IA | Withdrawn
Listed: May, 04, 2026
Price: $130,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: May, 04, 2026
Price: $130,000
Living Area: 0 Sq. Ft.
Lot 5 4th Avenue N
Winterset, IA | Withdrawn
Listed: May, 04, 2026
Price: $395,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: May, 04, 2026
Price: $395,000
Living Area: 0 Sq. Ft.
Lot 15 114th Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $285,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $285,000
Living Area: 0 Sq. Ft.
Lot 32 Limestone Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $325,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $325,000
Living Area: 0 Sq. Ft.
Lot 26 114th Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $215,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $215,000
Living Area: 0 Sq. Ft.
Lot 27 114th Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $170,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $170,000
Living Area: 0 Sq. Ft.
Lot 35 Limestone Court
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $149,000
Living Area: 0 Sq. Ft.
Winterset, IA | Withdrawn
Listed: Oct, 18, 2024
Price: $149,000
Living Area: 0 Sq. Ft.
