The Town Files

The 12 Best Small Towns to Retire in Delaware

Ranked on The Town Files lifestyle rankings among 26 towns of 2,500–10,000 people in Delaware. #1 is Lewes, DE.

Map of the 12 towns123456789101112
Numbers match the ranking.
The 12 Best Small Towns to Retire in Delaware1. Lewes100th pct2. Greenville98th pct3. Ocean View95th pct4. North Star93rd pct5. Milton89th pct6. Bridgeville88th pct7. Long Neck84th pct8. Rising Sun-Lebanon80th pct9. Pike Creek79th pct10. Millsboro70th pct11. New Castle70th pct12. Selbyville68th pct
  1. 12Selbyville, Delaware

    Better for retirees than 68% of Delaware towns

    2,878 people · Sussex County · median home $432,900 · income $75,592 · Jan low 28°F · 10 in snow

  2. 11New Castle, Delaware

    Better for retirees than 70% of Delaware towns

    5,551 people · New Castle County · median home $285,100 · income $89,205 · Jan low 26°F · 20 in snow

  3. 10Millsboro, Delaware

    Better for retirees than 70% of Delaware towns

    6,863 people · Sussex County · median home $332,600 · income $78,707 · Jan low 29°F · 10 in snow

  4. 9Pike Creek, Delaware

    Better for retirees than 79% of Delaware towns

    7,808 people · New Castle County · median home $422,500 · income $139,635 · Jan low 25°F · 20 in snow

  5. 8Rising Sun-Lebanon, Delaware

    Better for retirees than 80% of Delaware towns

    4,104 people · Kent County · median home $389,900 · income $113,529 · Jan low 28°F · 13 in snow

  6. 7Long Neck, Delaware

    Better for retirees than 84% of Delaware towns

    3,017 people · Sussex County · median home $187,600 · income $56,745 · Jan low 30°F · 11 in snow

  7. 6Bridgeville, Delaware

    Better for retirees than 88% of Delaware towns

    2,568 people · Sussex County · median home $400,900 · income $64,879 · Jan low 25°F · 13 in snow

  8. 5Milton, Delaware

    Better for retirees than 89% of Delaware towns

    3,291 people · Sussex County · median home $407,000 · income $80,875 · Jan low 29°F · 11 in snow

  9. 4North Star, Delaware

    Better for retirees than 93% of Delaware towns

    8,056 people · New Castle County · median home $583,700 · income $150,733 · Jan low 25°F · 20 in snow

  10. 3Ocean View, Delaware

    Better for retirees than 95% of Delaware towns

    2,636 people · Sussex County · median home $514,200 · income $91,500 · Jan low 28°F · 11 in snow

  11. 2Greenville, Delaware

    Better for retirees than 98% of Delaware towns

    3,104 people · New Castle County · median home $1,062,500 · income $142,844 · Jan low 24°F · 12 in snow

  12. 1Lewes, Delaware

    Better for retirees than 100% of Delaware towns

    3,303 people · Sussex County · median home $826,100 · income $96,393 · Jan low 30°F · 11 in snow

Price vs ranking

Median home value vs ranking, Delaware towns0255075100$188K$406K$625K$844K$1063KMedian home valuePercentile
Orange squares are the 12 towns on this list; green dots are other towns on The Town Files in Delaware.

More Delaware rankings

Same ranking, other places

Methodology. We ranked 26 towns of 2,500–10,000 people in Delaware (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. Only towns better than 60% of their peers on this measure qualify, so lists can be shorter than 25. Sources: