The Town Files

The 12 Best Small Towns to Retire in Delaware

Ranked on The Town Files lifestyle rankings among 26 towns of 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

    Selbyville is a town of 2,878 people in Sussex County, Delaware. It also ranks better for a vacation home than 91% of Delaware towns and better for cycling than 91% of Delaware towns.

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

    Full Selbyville, Delaware profile: weather, storms, schools, jobs →

    Selbyville lifestyle rankingsRetirement68th pctQuiet89th pctWalkability25th pctFamilies89th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  2. 11New Castle, Delaware

    Better for retirees than 70% of Delaware towns

    New Castle, Delaware
    Photo: W. S. Stewart (public domain, Wikimedia Commons)

    New Castle is a city of 5,551 people in New Castle County, Delaware. It also ranks better for first-time buyers than 98% of Delaware towns and more walkable than 89% of Delaware towns.

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

    Full New Castle, Delaware profile: weather, storms, schools, jobs →

    New Castle lifestyle rankingsRetirement70th pctQuiet71th pctWalkability89th pctFamilies2th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  3. 10Millsboro, Delaware

    Better for retirees than 70% of Delaware towns

    Millsboro is a town of 6,863 people in Sussex County, Delaware. It also ranks better for first-time buyers than 96% of Delaware towns and more seaside character than 93% of Delaware towns.

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

    Full Millsboro, Delaware profile: weather, storms, schools, jobs →

    Millsboro lifestyle rankingsRetirement70th pctQuiet20th pctWalkability39th pctFamilies16th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  4. 9Pike Creek, Delaware

    Better for retirees than 79% of Delaware towns

    Pike Creek is a community of 7,808 people in New Castle County, Delaware. It also ranks better for young professionals than 93% of Delaware towns and more of a college town than 93% of Delaware towns.

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

    Full Pike Creek, Delaware profile: weather, storms, schools, jobs →

    Pike Creek lifestyle rankingsRetirement79th pctQuiet21th pctWalkability66th pctFamilies68th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  5. 8Rising Sun-Lebanon, Delaware

    Better for retirees than 80% of Delaware towns

    Rising Sun-Lebanon is a community of 4,104 people in Kent County, Delaware. It also ranks better for families than 93% of Delaware towns and better for young professionals than 80% of Delaware towns.

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

    Full Rising Sun-Lebanon, Delaware profile: weather, storms, schools, jobs →

    Rising Sun-Lebanon lifestyle rankingsRetirement80th pctQuiet50th pctWalkability57th pctFamilies93th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  6. 7Long Neck, Delaware

    Better for retirees than 84% of Delaware towns

    Long Neck is a community of 3,017 people in Sussex County, Delaware. It also ranks quieter than 96% of Delaware towns and better for first-time buyers than 93% of Delaware towns.

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

    Full Long Neck, Delaware profile: weather, storms, schools, jobs →

    Long Neck lifestyle rankingsRetirement84th pctQuiet96th pctWalkability5th pctFamilies48th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  7. 6Bridgeville, Delaware

    Better for retirees than 88% of Delaware towns

    Bridgeville is a town of 2,568 people in Sussex County, Delaware. It also ranks quieter than 70% of Delaware towns.

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

    Full Bridgeville, Delaware profile: weather, storms, schools, jobs →

    Bridgeville lifestyle rankingsRetirement88th pctQuiet70th pctWalkability7th pctFamilies45th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  8. 5Milton, Delaware

    Better for retirees than 89% of Delaware towns

    Milton is a town of 3,291 people in Sussex County, Delaware. It also ranks more upscale than 73% of Delaware towns and easier by car than 71% of Delaware towns.

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

    Full Milton, Delaware profile: weather, storms, schools, jobs →

    Milton lifestyle rankingsRetirement89th pctQuiet64th pctWalkability32th pctFamilies66th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  9. 4North Star, Delaware

    Better for retirees than 93% of Delaware towns

    North Star is a community of 8,056 people in New Castle County, Delaware. It also ranks better for families than 98% of Delaware towns and more of a college town than 98% of Delaware towns.

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

    Full North Star, Delaware profile: weather, storms, schools, jobs →

    North Star lifestyle rankingsRetirement93th pctQuiet59th pctWalkability34th pctFamilies98th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  10. 3Ocean View, Delaware

    Better for retirees than 95% of Delaware towns

    Ocean View is a town of 2,636 people in Sussex County, Delaware. It also ranks quieter than 98% of Delaware towns and better for a vacation home than 96% of Delaware towns.

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

    Full Ocean View, Delaware profile: weather, storms, schools, jobs →

    Ocean View lifestyle rankingsRetirement95th pctQuiet98th pctWalkability27th pctFamilies79th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  11. 2Greenville, Delaware

    Better for retirees than 98% of Delaware towns

    Greenville is a community of 3,104 people in New Castle County, Delaware. It also ranks more upscale than 100% of Delaware towns and better transit than 100% of Delaware towns.

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

    Full Greenville, Delaware profile: weather, storms, schools, jobs →

    Greenville lifestyle rankingsRetirement98th pctQuiet80th pctWalkability46th pctFamilies52th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.
  12. 1Lewes, Delaware

    Better for retirees than 100% of Delaware towns

    Lewes is a city of 3,303 people in Sussex County, Delaware. It also ranks better for a vacation home than 98% of Delaware towns and hipper than 93% of Delaware towns.

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

    Full Lewes, Delaware profile: weather, storms, schools, jobs →

    Lewes lifestyle rankingsRetirement100th pctQuiet84th pctWalkability64th pctFamilies61th pct
    The Town Files lifestyle rankings, percentile vs Delaware towns.

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 500–10,000 people in Delaware (2020 Census population). 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: