The Town Files

The 21 Best Quiet, Affordable Small Towns to Retire in Connecticut

Ranked on The Town Files lifestyle rankings among 132 towns of 2,500–10,000 people in Connecticut, scoring every town on all of these at once. #1 is Columbia, CT.

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Numbers match the ranking.
The 21 Best Quiet, Affordable Small Towns to Retire in Connecticut1. Columbiascore 912. Durhamscore 883. Durhamscore 864. Goshenscore 865. West Simsburyscore 856. Killingworthscore 857. Hebronscore 848. Barkhamstedscore 849. Bethanyscore 8210. Andoverscore 8111. North Stoningtonscore 8112. Lebanonscore 7913. Boltonscore 7714. Woodburyscore 7615. Mysticscore 7616. Canterburyscore 7617. Spraguescore 7518. Beacon Fallsscore 7419. Woodbridgescore 7420. East Haddamscore 7321. Haddamscore 71
  1. 21Haddam, Connecticut

    Retirement: 71st percentile · Quiet: 77th percentile · Home value ÷ income: 64th percentile

    8,452 people · median home $379,700 · income $114,426 · Jan low 19°F

  2. 20East Haddam, Connecticut

    Retirement: 80th percentile · Quiet: 74th percentile · Home value ÷ income: 64th percentile

    8,875 people · median home $352,700 · income $107,861 · Jan low 21°F · 29 in snow

  3. 19Woodbridge, Connecticut

    Retirement: 72nd percentile · Quiet: 76th percentile · Home value ÷ income: 74th percentile

    9,087 people · median home $588,100 · income $188,750 · Jan low 18°F · 42 in snow

  4. 18Beacon Falls, Connecticut

    Retirement: 87th percentile · Quiet: 80th percentile · Home value ÷ income: 56th percentile

    6,000 people · median home $350,300 · income $101,516 · Jan low 18°F · 45 in snow

  5. 17Sprague, Connecticut

    Retirement: 62nd percentile · Quiet: 80th percentile · Home value ÷ income: 84th percentile

    2,967 people · median home $273,500 · income $92,850 · Jan low 21°F · 28 in snow

  6. 16Canterbury, Connecticut

    Retirement: 60th percentile · Quiet: 98th percentile · Home value ÷ income: 70th percentile

    5,045 people · median home $334,200 · income $103,198 · Jan low 17°F · 38 in snow

  7. 15Mystic, Connecticut

    Retirement: 98th percentile · Quiet: 74th percentile · Home value ÷ income: 56th percentile

    4,348 people · median home $538,800 · income $152,559 · Jan low 24°F · 25 in snow

  8. 14Woodbury, Connecticut

    Retirement: 95th percentile · Quiet: 84th percentile · Home value ÷ income: 50th percentile

    9,723 people · median home $469,900 · income $131,480 · Jan low 21°F · 47 in snow

  9. 13Bolton, Connecticut

    Retirement: 72nd percentile · Quiet: 75th percentile · Home value ÷ income: 84th percentile

    4,858 people · median home $367,600 · income $126,364 · Jan low 19°F · 43 in snow

  10. 12Lebanon, Connecticut

    Retirement: 70th percentile · Quiet: 98th percentile · Home value ÷ income: 70th percentile

    7,142 people · median home $345,900 · income $109,135 · Jan low 18°F · 33 in snow

  11. 11North Stonington, Connecticut

    Retirement: 81st percentile · Quiet: 92nd percentile · Home value ÷ income: 70th percentile

    5,149 people · median home $397,100 · income $123,938 · Jan low 25°F · 31 in snow

  12. 10Andover, Connecticut

    Retirement: 70th percentile · Quiet: 85th percentile · Home value ÷ income: 89th percentile

    3,151 people · median home $376,500 · income $134,632 · Jan low 19°F · 39 in snow

  13. 9Bethany, Connecticut

    Retirement: 70th percentile · Quiet: 79th percentile · Home value ÷ income: 98th percentile

    5,297 people · median home $418,000 · income $166,236 · Jan low 20°F · 44 in snow

  14. 8Barkhamsted, Connecticut

    Retirement: 87th percentile · Quiet: 84th percentile · Home value ÷ income: 80th percentile

    3,647 people · median home $368,000 · income $123,544 · Jan low 14°F · 51 in snow

  15. 7Hebron, Connecticut

    Retirement: 77th percentile · Quiet: 84th percentile · Home value ÷ income: 92nd percentile

    9,098 people · median home $385,800 · income $142,500 · Jan low 18°F · 38 in snow

  16. 6Killingworth, Connecticut

    Retirement: 85th percentile · Quiet: 99th percentile · Home value ÷ income: 70th percentile

    6,174 people · median home $446,200 · income $140,655 · Jan low 19°F

  17. 5West Simsbury, Connecticut

    Retirement: 92nd percentile · Quiet: 66th percentile · Home value ÷ income: 98th percentile

    2,521 people · median home $503,100 · income $201,397 · Jan low 14°F · 51 in snow

  18. 4Goshen, Connecticut

    Retirement: 90th percentile · Quiet: 97th percentile · Home value ÷ income: 70th percentile

    3,150 people · median home $482,400 · income $152,093 · Jan low 14°F · 75 in snow

  19. 3Durham, Connecticut

    Retirement: 74th percentile · Quiet: 93rd percentile · Home value ÷ income: 92nd percentile

    7,152 people · median home $424,800 · income $158,857 · Jan low 19°F

  20. 2Durham, Connecticut

    Retirement: 74th percentile · Quiet: 93rd percentile · Home value ÷ income: 96th percentile

    3,771 people · median home $401,700 · income $152,396 · Jan low 19°F

  21. 1Columbia, Connecticut

    Retirement: 84th percentile · Quiet: 100th percentile · Home value ÷ income: 89th percentile

    5,272 people · median home $361,500 · income $127,000 · Jan low 18°F · 39 in snow

Price vs ranking

Median home value vs ranking, Connecticut towns0255075100$176K$571K$966K$1361K$1756KMedian home valuePercentile
Orange squares are the 21 towns on this list; green dots are other towns on The Town Files in Connecticut.

More Connecticut rankings

Same ranking, other places

Methodology. We ranked 132 towns of 2,500–10,000 people in Connecticut (2020 Census population; towns with 2,500+ people have pages so far). Lifestyle measures are The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025), shown as percentiles. The combined score is the average of the percentiles shown for each town; a town must be above the middle on every one. Only towns better than 60% of their peers on this measure qualify, so lists can be shorter than 25. Sources: