The 25 Best Small Towns to Retire in Wisconsin
Ranked on The Town Files lifestyle rankings among 269 towns of 2,500–10,000 people in Wisconsin. #1 is Okauchee Lake, WI.
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25Delafield, Wisconsin
Better for retirees than 93% of Wisconsin towns
8,095 people · Waukesha County · median home $613,300 · income $158,353 · Jan low 12°F · 37 in snow
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24Lodi, Wisconsin
Better for retirees than 94% of Wisconsin towns
3,189 people · Columbia County · median home $328,200 · income $117,584 · Jan low 10°F · 44 in snow
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23Farmington, Wisconsin
Better for retirees than 94% of Wisconsin towns
3,712 people · Waupaca County · median home $251,500 · income $83,244 · Jan low 8°F · 49 in snow
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22Rib Mountain, Wisconsin
Better for retirees than 94% of Wisconsin towns
6,061 people · Marathon County · median home $255,900 · income $94,294 · Jan low 7°F · 64 in snow
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21Brookfield, Wisconsin
Better for retirees than 94% of Wisconsin towns
6,477 people · Waukesha County · median home $374,500 · income $89,323 · Jan low 12°F · 37 in snow
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20Mineral Point, Wisconsin
Better for retirees than 95% of Wisconsin towns
2,581 people · Iowa County · median home $212,200 · income $81,000 · Jan low 9°F · 41 in snow
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19Lake Wissota, Wisconsin
Better for retirees than 95% of Wisconsin towns
2,830 people · Chippewa County · median home $334,600 · income $105,150 · Jan low 6°F · 52 in snow
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18Springfield, Wisconsin
Better for retirees than 95% of Wisconsin towns
2,929 people · Dane County · median home $554,700 · income $135,216 · Jan low 10°F · 39 in snow
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17Oakland, Wisconsin
Better for retirees than 95% of Wisconsin towns
3,231 people · Jefferson County · median home $353,900 · income $94,603 · Jan low 11°F · 42 in snow
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16Erin, Wisconsin
Better for retirees than 95% of Wisconsin towns
3,825 people · Washington County · median home $442,800 · income $111,375 · Jan low 9°F · 36 in snow
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15Middleton, Wisconsin
Better for retirees than 95% of Wisconsin towns
6,792 people · Dane County · median home $689,400 · income $203,646 · Jan low 10°F · 39 in snow
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14Pleasant Springs, Wisconsin
Better for retirees than 96% of Wisconsin towns
3,078 people · Dane County · median home $444,100 · income $119,273 · Jan low 10°F · 36 in snow
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13Westport, Wisconsin
Better for retirees than 96% of Wisconsin towns
4,191 people · Dane County · median home $418,700 · income $83,750 · Jan low 12°F · 52 in snow
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12Taycheedah, Wisconsin
Better for retirees than 96% of Wisconsin towns
4,554 people · Fond du Lac County · median home $354,000 · income $105,690 · Jan low 9°F · 38 in snow
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11Dunn, Wisconsin
Better for retirees than 96% of Wisconsin towns
4,880 people · Dane County · median home $447,300 · income $127,734 · Jan low 10°F · 36 in snow
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10Cedarburg, Wisconsin
Better for retirees than 96% of Wisconsin towns
6,162 people · Ozaukee County · median home $473,800 · income $124,121 · Jan low 17°F · 54 in snow
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9Oconomowoc, Wisconsin
Better for retirees than 96% of Wisconsin towns
8,836 people · Waukesha County · median home $466,300 · income $114,782 · Jan low 11°F · 40 in snow
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8Fontana-on-Geneva Lake, Wisconsin
Better for retirees than 97% of Wisconsin towns
3,120 people · Walworth County · median home $572,600 · income $106,750 · Jan low 13°F · 40 in snow
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7Bayside, Wisconsin
Better for retirees than 97% of Wisconsin towns
4,482 people · Milwaukee County · median home $431,900 · income $160,096 · Jan low 17°F · 47 in snow
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6Empire, Wisconsin
Better for retirees than 98% of Wisconsin towns
2,774 people · Fond du Lac County · median home $378,600 · income $125,185 · Jan low 9°F · 38 in snow
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5Sevastopol, Wisconsin
Better for retirees than 98% of Wisconsin towns
2,826 people · Door County · median home $430,200 · income $88,750 · Jan low 10°F · 57 in snow
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4Ladysmith, Wisconsin
Better for retirees than 98% of Wisconsin towns
3,216 people · Rusk County · median home $124,200 · income $41,719 · Jan low 2°F · 52 in snow
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3Minocqua, Wisconsin
Better for retirees than 98% of Wisconsin towns
5,062 people · Oneida County · median home $311,100 · income $69,112 · Jan low 2°F · 55 in snow
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2Williams Bay, Wisconsin
Better for retirees than 99% of Wisconsin towns
2,953 people · Walworth County · median home $444,700 · income $84,113 · Jan low 15°F · 40 in snow
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1Okauchee Lake, Wisconsin
Better for retirees than 99% of Wisconsin towns
5,094 people · Waukesha County · median home $497,500 · income $131,170 · Jan low 11°F · 40 in snow
Price vs ranking
More Wisconsin rankings
- The 25 Quietest Small Towns in Wisconsin
- The 25 Most Affordable Small Towns in Wisconsin
- The 25 Best Small Towns for Families in Wisconsin
- 25 Small Towns in Wisconsin With the Cheapest Homes
- 25 Small Towns in Wisconsin With the Mildest Winters
- The 25 Most Walkable Small Towns in Wisconsin
- 25 Small Towns in Wisconsin With the Fewest Tornadoes Since 1950
- The 25 Best Small Towns for First-Time Home Buyers in Wisconsin
- The 19 Best Affordable Small Towns to Retire in Wisconsin With Mild Winters
- The 25 Best Affordable Small Towns for Remote Workers in Wisconsin
Same ranking, other places
- The 50 Best Small Towns to Retire in America
- The 25 Best Small Towns to Retire in Pennsylvania
- The 25 Best Small Towns to Retire in New York
- The 25 Best Small Towns to Retire in Michigan
- The 25 Best Small Towns to Retire in Texas
- The 25 Best Small Towns to Retire in California
- The 25 Best Small Towns to Retire in New Jersey
- The 25 Best Small Towns to Retire in Florida
- The 25 Best Small Towns to Retire in Ohio
- The 25 Best Small Towns to Retire in Illinois
- U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024)
- U.S. Census Bureau, 2020 Census and 2025 Gazetteer (2020 / 2025)
- NOAA NCEI U.S. Climate Normals (1991–2020)
- NOAA NCEI Storm Events Database (1950–2026)
- FEMA OpenFEMA Disaster Declarations (this product uses the FEMA OpenFEMA API but is not endorsed by FEMA) (1953–2026)
- NCES Common Core of Data (2023–24)
- BLS Quarterly Census of Employment and Wages; USDA ERS county unemployment (BLS LAUS) (2000–2024)
- The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025)