The Town Files

The 25 Best Small Towns to Retire in Kentucky

Ranked on The Town Files lifestyle rankings among 94 towns of 500–10,000 people in Kentucky. #1 is Prospect, KY.

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Numbers match the ranking.
The 25 Best Small Towns to Retire in Kentucky1. Prospect97th pct2. Columbia95th pct3. Reidland94th pct4. Providence94th pct5. Springfield94th pct6. Fort Wright91st pct7. Park Hills89th pct8. Greenville86th pct9. Crestview Hills86th pct10. Barbourville85th pct11. Indian Hills85th pct12. Benton84th pct13. Douglass Hills83rd pct14. Flemingsburg83rd pct15. Russell81st pct16. Wilmore80th pct17. Villa Hills78th pct18. Cold Spring76th pct19. Hurstbourne76th pct20. Crescent Springs75th pct21. Rineyville75th pct22. Edgewood73rd pct23. Highland Heights73rd pct24. Russell Springs72nd pct25. Cynthiana69th pct
  1. 25Cynthiana, Kentucky

    Better for retirees than 69% of Kentucky towns

    Cynthiana is a city of 6,333 people in Harrison County, Kentucky. The median home is worth $172,500 (typical Kentucky town: $161,450).

    6,333 people · Harrison County · median home $172,500 · income $54,647 · Jan low 23°F · 16 in snow

    Full Cynthiana, Kentucky profile: weather, storms, schools, jobs →

    Cynthiana lifestyle rankingsRetirement69th pctQuiet57th pctWalkability63th pctFamilies39th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  2. 24Russell Springs, Kentucky

    Better for retirees than 72% of Kentucky towns

    Russell Springs is a city of 2,715 people in Russell County, Kentucky. It also ranks better for first-time buyers than 95% of Kentucky towns and more of a college town than 94% of Kentucky towns.

    2,715 people · Russell County · median home $170,300 · income $38,697 · Jan low 25°F · 5 in snow

    Full Russell Springs, Kentucky profile: weather, storms, schools, jobs →

    Russell Springs lifestyle rankingsRetirement72th pctQuiet27th pctWalkability41th pctFamilies50th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  3. 23Highland Heights, Kentucky

    Better for retirees than 73% of Kentucky towns

    Highland Heights is a city of 6,662 people in Campbell County, Kentucky. It also ranks better for first-time buyers than 98% of Kentucky towns and better for young professionals than 91% of Kentucky towns.

    6,662 people · Campbell County · median home $169,700 · income $53,275 · Jan low 24°F · 17 in snow

    Full Highland Heights, Kentucky profile: weather, storms, schools, jobs →

    Highland Heights lifestyle rankingsRetirement73th pctQuiet24th pctWalkability66th pctFamilies23th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  4. 22Edgewood, Kentucky

    Better for retirees than 73% of Kentucky towns

    Edgewood is a city of 8,435 people in Kenton County, Kentucky. It also ranks better for families than 95% of Kentucky towns and more of a college town than 95% of Kentucky towns.

    8,435 people · Kenton County · median home $312,200 · income $119,028 · Jan low 23°F · 23 in snow

    Full Edgewood, Kentucky profile: weather, storms, schools, jobs →

    Edgewood lifestyle rankingsRetirement73th pctQuiet26th pctWalkability81th pctFamilies95th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  5. 21Rineyville, Kentucky

    Better for retirees than 75% of Kentucky towns

    Rineyville is a community of 3,039 people in Hardin County, Kentucky. It also ranks better for cycling than 99% of Kentucky towns and better transit than 81% of Kentucky towns.

    3,039 people · Hardin County · median home $257,100 · income $84,511 · Jan low 24°F · 5 in snow

    Full Rineyville, Kentucky profile: weather, storms, schools, jobs →

    Rineyville lifestyle rankingsRetirement75th pctQuiet42th pctWalkability34th pctFamilies59th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  6. 20Crescent Springs, Kentucky

    Better for retirees than 75% of Kentucky towns

    Crescent Springs is a city of 4,319 people in Kenton County, Kentucky. It also ranks better for young professionals than 89% of Kentucky towns and more upscale than 89% of Kentucky towns.

    4,319 people · Kenton County · median home $302,100 · income $83,066 · Jan low 23°F · 23 in snow

    Full Crescent Springs, Kentucky profile: weather, storms, schools, jobs →

    Crescent Springs lifestyle rankingsRetirement75th pctQuiet26th pctWalkability79th pctFamilies48th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  7. 19Hurstbourne, Kentucky

    Better for retirees than 76% of Kentucky towns

    Hurstbourne is a city of 4,683 people in Jefferson County, Kentucky. It also ranks better for young professionals than 99% of Kentucky towns and more vibrant than 98% of Kentucky towns.

    4,683 people · Jefferson County · median home $542,600 · income $116,094 · Jan low 27°F · 13 in snow

    Full Hurstbourne, Kentucky profile: weather, storms, schools, jobs →

    Hurstbourne lifestyle rankingsRetirement76th pctQuiet8th pctWalkability66th pctFamilies17th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  8. 18Cold Spring, Kentucky

    Better for retirees than 76% of Kentucky towns

    Cold Spring is a city of 6,216 people in Campbell County, Kentucky. It also ranks better for first-time buyers than 91% of Kentucky towns and better transit than 90% of Kentucky towns.

    6,216 people · Campbell County · median home $253,600 · income $75,000 · Jan low 24°F · 18 in snow

    Full Cold Spring, Kentucky profile: weather, storms, schools, jobs →

    Cold Spring lifestyle rankingsRetirement76th pctQuiet34th pctWalkability72th pctFamilies34th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  9. 17Villa Hills, Kentucky

    Better for retirees than 78% of Kentucky towns

    Villa Hills is a city of 7,310 people in Kenton County, Kentucky. It also ranks more upscale than 91% of Kentucky towns and better for young professionals than 85% of Kentucky towns.

    7,310 people · Kenton County · median home $362,500 · income $107,859 · Jan low 23°F · 23 in snow

    Full Villa Hills, Kentucky profile: weather, storms, schools, jobs →

    Villa Hills lifestyle rankingsRetirement78th pctQuiet29th pctWalkability80th pctFamilies60th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  10. 16Wilmore, Kentucky

    Better for retirees than 80% of Kentucky towns

    Wilmore, Kentucky
    Photo: Nyttend (public domain, Wikimedia Commons)

    Wilmore is a city of 5,999 people in Jessamine County, Kentucky. It also ranks better for young professionals than 93% of Kentucky towns and more of a college town than 87% of Kentucky towns.

    5,999 people · Jessamine County · median home $248,900 · income $77,665 · Jan low 27°F · 10 in snow

    Full Wilmore, Kentucky profile: weather, storms, schools, jobs →

    Wilmore lifestyle rankingsRetirement80th pctQuiet16th pctWalkability55th pctFamilies33th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  11. 15Russell, Kentucky

    Better for retirees than 81% of Kentucky towns

    Russell is a city of 3,744 people in Greenup County, Kentucky. It also ranks better for families than 91% of Kentucky towns and more walkable than 81% of Kentucky towns.

    3,744 people · Greenup County · median home $211,900 · income $76,182 · Jan low 23°F · 6 in snow

    Full Russell, Kentucky profile: weather, storms, schools, jobs →

    Russell lifestyle rankingsRetirement81th pctQuiet64th pctWalkability81th pctFamilies91th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  12. 14Flemingsburg, Kentucky

    Better for retirees than 83% of Kentucky towns

    Flemingsburg is a city of 2,953 people in Fleming County, Kentucky. It also ranks better for cycling than 88% of Kentucky towns and easier by car than 82% of Kentucky towns.

    2,953 people · Fleming County · median home $132,800 · income $35,493 · Jan low 23°F · 9 in snow

    Full Flemingsburg, Kentucky profile: weather, storms, schools, jobs →

    Flemingsburg lifestyle rankingsRetirement83th pctQuiet48th pctWalkability43th pctFamilies31th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  13. 13Douglass Hills, Kentucky

    Better for retirees than 83% of Kentucky towns

    Douglass Hills is a city of 5,456 people in Jefferson County, Kentucky. It also ranks more upscale than 93% of Kentucky towns and more walkable than 88% of Kentucky towns.

    5,456 people · Jefferson County · median home $346,300 · income $78,482 · Jan low 27°F · 10 in snow

    Full Douglass Hills, Kentucky profile: weather, storms, schools, jobs →

    Douglass Hills lifestyle rankingsRetirement83th pctQuiet37th pctWalkability88th pctFamilies40th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  14. 12Benton, Kentucky

    Better for retirees than 84% of Kentucky towns

    Benton, Kentucky
    Photo: Tennessee Valley Authority (public domain, Wikimedia Commons)

    Benton is a city of 4,756 people in Marshall County, Kentucky. It also ranks quieter than 93% of Kentucky towns.

    4,756 people · Marshall County · median home $157,000 · income $66,827 · Jan low 27°F · 4 in snow

    Full Benton, Kentucky profile: weather, storms, schools, jobs →

    Benton lifestyle rankingsRetirement84th pctQuiet93th pctWalkability35th pctFamilies39th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  15. 11Indian Hills, Kentucky

    Better for retirees than 85% of Kentucky towns

    Indian Hills is a city of 2,860 people in Jefferson County, Kentucky. It also ranks more upscale than 100% of Kentucky towns and more walkable than 86% of Kentucky towns.

    2,860 people · Jefferson County · median home $699,200 · income $192,000 · Jan low 27°F · 4 in snow

    Full Indian Hills, Kentucky profile: weather, storms, schools, jobs →

    Indian Hills lifestyle rankingsRetirement85th pctQuiet78th pctWalkability86th pctFamilies84th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  16. 10Barbourville, Kentucky

    Better for retirees than 85% of Kentucky towns

    Barbourville is a city of 3,222 people in Knox County, Kentucky. It also ranks more of a college town than 100% of Kentucky towns and hipper than 99% of Kentucky towns.

    3,222 people · Knox County · median home $182,400 · income $22,046 · Jan low 25°F · 9 in snow

    Full Barbourville, Kentucky profile: weather, storms, schools, jobs →

    Barbourville lifestyle rankingsRetirement85th pctQuiet14th pctWalkability83th pctFamilies7th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  17. 9Crestview Hills, Kentucky

    Better for retirees than 86% of Kentucky towns

    Crestview Hills is a city of 3,246 people in Kenton County, Kentucky. It also ranks better for young professionals than 97% of Kentucky towns and more of a college town than 94% of Kentucky towns.

    3,246 people · Kenton County · median home $279,800 · income $95,441 · Jan low 23°F · 23 in snow

    Full Crestview Hills, Kentucky profile: weather, storms, schools, jobs →

    Crestview Hills lifestyle rankingsRetirement86th pctQuiet13th pctWalkability75th pctFamilies26th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  18. 8Greenville, Kentucky

    Better for retirees than 86% of Kentucky towns

    Greenville is a city of 4,492 people in Muhlenberg County, Kentucky. It also ranks easier by car than 94% of Kentucky towns and more of a college town than 79% of Kentucky towns.

    4,492 people · Muhlenberg County · median home $116,400 · income $46,054 · Jan low 24°F · 6 in snow

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

    Greenville lifestyle rankingsRetirement86th pctQuiet65th pctWalkability67th pctFamilies75th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  19. 7Park Hills, Kentucky

    Better for retirees than 89% of Kentucky towns

    Park Hills is a city of 3,162 people in Kenton County, Kentucky. It also ranks better for young professionals than 100% of Kentucky towns and more walkable than 98% of Kentucky towns.

    3,162 people · Kenton County · median home $282,100 · income $99,861 · Jan low 24°F · 23 in snow

    Full Park Hills, Kentucky profile: weather, storms, schools, jobs →

    Park Hills lifestyle rankingsRetirement89th pctQuiet16th pctWalkability98th pctFamilies27th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  20. 6Fort Wright, Kentucky

    Better for retirees than 91% of Kentucky towns

    Fort Wright is a city of 5,851 people in Kenton County, Kentucky. It also ranks better for young professionals than 95% of Kentucky towns and more walkable than 93% of Kentucky towns.

    5,851 people · Kenton County · median home $328,900 · income $105,024 · Jan low 23°F · 23 in snow

    Full Fort Wright, Kentucky profile: weather, storms, schools, jobs →

    Fort Wright lifestyle rankingsRetirement91th pctQuiet13th pctWalkability93th pctFamilies34th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  21. 5Springfield, Kentucky

    Better for retirees than 94% of Kentucky towns

    Springfield is a city of 2,846 people in Washington County, Kentucky. It also ranks easier by car than 81% of Kentucky towns and quieter than 73% of Kentucky towns.

    2,846 people · Washington County · median home $168,600 · income $48,750 · Jan low 26°F · 3 in snow

    Full Springfield, Kentucky profile: weather, storms, schools, jobs →

    Springfield lifestyle rankingsRetirement94th pctQuiet73th pctWalkability49th pctFamilies45th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  22. 4Providence, Kentucky

    Better for retirees than 94% of Kentucky towns

    Providence is a city of 2,892 people in Webster County, Kentucky. It also ranks quieter than 94% of Kentucky towns and better for first-time buyers than 86% of Kentucky towns.

    2,892 people · Webster County · median home $60,300 · income $55,121 · Jan low 25°F · 9 in snow

    Full Providence, Kentucky profile: weather, storms, schools, jobs →

    Providence lifestyle rankingsRetirement94th pctQuiet94th pctWalkability52th pctFamilies35th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  23. 3Reidland, Kentucky

    Better for retirees than 94% of Kentucky towns

    Reidland is a community of 4,526 people in McCracken County, Kentucky. It also ranks easier by car than 93% of Kentucky towns and better for families than 84% of Kentucky towns.

    4,526 people · McCracken County · median home $228,000 · income $99,423 · Jan low 25°F · 4 in snow

    Full Reidland, Kentucky profile: weather, storms, schools, jobs →

    Reidland lifestyle rankingsRetirement94th pctQuiet69th pctWalkability3th pctFamilies84th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  24. 2Columbia, Kentucky

    Better for retirees than 95% of Kentucky towns

    Columbia is a city of 4,845 people in Adair County, Kentucky. It also ranks more of a college town than 97% of Kentucky towns and better for young professionals than 83% of Kentucky towns.

    4,845 people · Adair County · median home $143,600 · income $47,299 · Jan low 26°F · 8 in snow

    Full Columbia, Kentucky profile: weather, storms, schools, jobs →

    Columbia lifestyle rankingsRetirement95th pctQuiet31th pctWalkability39th pctFamilies58th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.
  25. 1Prospect, Kentucky

    Better for retirees than 97% of Kentucky towns

    Prospect, Kentucky
    Photo: Nyttend (public domain, Wikimedia Commons)

    Prospect is a city of 4,592 people in Jefferson County, Kentucky. It also ranks more upscale than 99% of Kentucky towns and better for families than 87% of Kentucky towns.

    4,592 people · Jefferson County · median home $538,400 · income $163,462 · Jan low 27°F · 9 in snow

    Full Prospect, Kentucky profile: weather, storms, schools, jobs →

    Prospect lifestyle rankingsRetirement97th pctQuiet81th pctWalkability61th pctFamilies87th pct
    The Town Files lifestyle rankings, percentile vs Kentucky towns.

Price vs ranking

Median home value vs ranking, Kentucky towns0255075100$60K$181K$301K$422K$543KMedian home valuePercentile
Orange squares are the 25 towns on this list; green dots are other towns on The Town Files in Kentucky.

More Kentucky rankings

Same ranking, other places

Methodology. We ranked 94 towns of 500–10,000 people in Kentucky (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: