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.
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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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
11New Castle, Delaware
Better for retirees than 70% of Delaware towns

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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns. -
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 →
The Town Files lifestyle rankings, percentile vs Delaware towns.
Price vs ranking
More Delaware rankings
- The 10 Most Affordable Small Towns in Delaware
- The 13 Best Small Towns for Families in Delaware
- The 11 Most Walkable Small Towns in Delaware
- 10 Small Towns in Delaware With the Fewest Tornadoes Since 1950
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 Wisconsin
- The 25 Best Small Towns to Retire in Ohio
- 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)