The 19 Best Affordable Small Towns to Retire in Wisconsin With Mild Winters
Ranked on The Town Files lifestyle rankings among 269 towns of 2,500–10,000 people in Wisconsin, scoring every town on all of these at once. #1 is Bayside, WI.
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19Algoma, Wisconsin
Retirement: 85th percentile · January average low (°F): 74th percentile · Home value ÷ income: 55th percentile
6,866 people · Winnebago County · median home $334,400 · income $107,290 · Jan low 10°F · 39 in snow
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18Waterloo, Wisconsin
Retirement: 54th percentile · January average low (°F): 78th percentile · Home value ÷ income: 83rd percentile
3,492 people · Jefferson County · median home $230,600 · income $87,776 · Jan low 11°F · 42 in snow
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17Columbus, Wisconsin
Retirement: 84th percentile · January average low (°F): 78th percentile · Home value ÷ income: 55th percentile
5,540 people · Columbia County · median home $230,600 · income $75,427 · Jan low 11°F · 42 in snow
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16Empire, Wisconsin
Retirement: 98th percentile · January average low (°F): 63rd percentile · Home value ÷ income: 62nd percentile
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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15East Troy, Wisconsin
Retirement: 74th percentile · January average low (°F): 88th percentile · Home value ÷ income: 62nd percentile
3,992 people · Walworth County · median home $369,300 · income $123,804 · Jan low 12°F · 39 in snow
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14Seymour, Wisconsin
Retirement: 61st percentile · January average low (°F): 74th percentile · Home value ÷ income: 92nd percentile
3,546 people · Outagamie County · median home $184,600 · income $80,602 · Jan low 10°F · 57 in snow
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13Oregon, Wisconsin
Retirement: 82nd percentile · January average low (°F): 83rd percentile · Home value ÷ income: 62nd percentile
3,125 people · Dane County · median home $455,600 · income $150,536 · Jan low 11°F · 39 in snow
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12Plymouth, Wisconsin
Retirement: 86th percentile · January average low (°F): 88th percentile · Home value ÷ income: 55th percentile
8,932 people · Sheboygan County · median home $213,300 · income $68,038 · Jan low 12°F · 45 in snow
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11Fox Point, Wisconsin
Retirement: 77th percentile · January average low (°F): 97th percentile · Home value ÷ income: 55th percentile
6,934 people · Milwaukee County · median home $444,700 · income $141,467 · Jan low 14°F · 40 in snow
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10Peshtigo, Wisconsin
Retirement: 71st percentile · January average low (°F): 63rd percentile · Home value ÷ income: 96th percentile
3,420 people · Marinette County · median home $140,300 · income $66,990 · Jan low 9°F · 49 in snow
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9Wilson, Wisconsin
Retirement: 62nd percentile · January average low (°F): 94th percentile · Home value ÷ income: 74th percentile
3,484 people · Sheboygan County · median home $296,400 · income $104,632 · Jan low 13°F · 49 in snow
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8Lodi, Wisconsin
Retirement: 94th percentile · January average low (°F): 64th percentile · Home value ÷ income: 74th percentile
3,189 people · Columbia County · median home $328,200 · income $117,584 · Jan low 10°F · 44 in snow
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7Mineral Point, Wisconsin
Retirement: 95th percentile · January average low (°F): 59th percentile · Home value ÷ income: 83rd percentile
2,581 people · Iowa County · median home $212,200 · income $81,000 · Jan low 9°F · 41 in snow
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6Juneau, Wisconsin
Retirement: 91st percentile · January average low (°F): 57th percentile · Home value ÷ income: 90th percentile
2,658 people · Dodge County · median home $186,700 · income $77,708 · Jan low 9°F · 41 in snow
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5Winneconne, Wisconsin
Retirement: 90th percentile · January average low (°F): 74th percentile · Home value ÷ income: 83rd percentile
2,544 people · Winnebago County · median home $218,100 · income $82,411 · Jan low 10°F · 42 in snow
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4Oostburg, Wisconsin
Retirement: 86th percentile · January average low (°F): 92nd percentile · Home value ÷ income: 74th percentile
3,056 people · Sheboygan County · median home $246,900 · income $87,857 · Jan low 12°F · 49 in snow
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3Ottawa, Wisconsin
Retirement: 93rd percentile · January average low (°F): 86th percentile · Home value ÷ income: 74th percentile
3,646 people · Waukesha County · median home $425,900 · income $153,018 · Jan low 11°F · 51 in snow
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2Kewaunee, Wisconsin
Retirement: 68th percentile · January average low (°F): 94th percentile · Home value ÷ income: 98th percentile
2,837 people · Kewaunee County · median home $159,600 · income $82,028 · Jan low 12°F · 48 in snow
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1Bayside, Wisconsin
Retirement: 97th percentile · January average low (°F): 100th percentile · Home value ÷ income: 79th percentile
4,482 people · Milwaukee County · median home $431,900 · income $160,096 · Jan low 17°F · 47 in snow
Price vs ranking
More Wisconsin rankings
- The 25 Best Small Towns to Retire in Wisconsin
- 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 25 Best Affordable Small Towns for Remote Workers in Wisconsin
Same ranking, other places
- The 50 Best Affordable Small Towns to Retire in America With Mild Winters
- The 25 Best Affordable Small Towns to Retire in Pennsylvania With Mild Winters
- The 24 Best Affordable Small Towns to Retire in New York With Mild Winters
- The 24 Best Affordable Small Towns to Retire in Michigan With Mild Winters
- The 16 Best Affordable Small Towns to Retire in Texas With Mild Winters
- The 10 Best Affordable Small Towns to Retire in California With Mild Winters
- The 23 Best Affordable Small Towns to Retire in New Jersey With Mild Winters
- The 12 Best Affordable Small Towns to Retire in Florida With Mild Winters
- The 11 Best Affordable Small Towns to Retire in Ohio With Mild Winters
- The 22 Best Affordable Small Towns to Retire in Illinois With Mild Winters
- 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)