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Winchester, Kentucky Retirement Guide
established retirement community
59
Retirement Score
Winchester, Kentucky at a Glance
- Median Home Price
- $160,300
- State Income Tax
- State income tax; Social Security exempt; pension/retirement income partially exempt up to threshold.
- Avg January Low
- N/A
- Cost of Living Index
- 89.4 (US avg = 100)
- Best For
- established retirement community
- RetireCityIQ Score
- 59 / 100
Retirement Data
Affordability
Cost of Living Index
89.4 (U.S. avg = 100)Medium confidence
BEA Regional Price Parities · Updated March 2026
Median Home Price
$160,300High confidence
U.S. Census ACS 5-Year · Updated April 2026
Median Monthly Rent
$832High confidence
U.S. Census ACS 5-Year · Updated April 2026
Taxes
Retirement Tax Score
45 / 100Medium confidence
Tax Foundation · Updated March 2026
Tax Details
State income tax; Social Security exempt; pension/retirement income partially exempt up to threshold.Medium confidence
Tax Foundation · Updated March 2026
Retiree Readiness (Sprint 2)
Care Access Score (proxy)Data not available
Aging-in-Place Score (proxy)
49.2 / 100High confidence
RetireCityIQ proxy model · Updated April 2026
Healthcare
Healthcare Access ScoreData not available
Climate
Avg July HighData not available
Avg January LowData not available
Annual PrecipitationData not available
Sunny Days / YearData not available
Safety
Safety Score
100 / 100Medium confidence
FBI Crime Data Explorer · Updated March 2026
Walkability
Walk Score (proxy)
20.4 / 100Medium confidence
U.S. Census ACS 5-Year (B08301) · Updated March 2026
Transit Score (proxy)
0.1 / 100Medium confidence
U.S. Census ACS 5-Year (B08301) · Updated March 2026
Demographics
Population
19,080High confidence
U.S. Census ACS 5-Year · Updated April 2026
Median Age
37.6High confidence
U.S. Census ACS 5-Year · Updated April 2026
Age 65+
17.2%High confidence
U.S. Census ACS 5-Year · Updated April 2026
Median Household Income
$50,982High confidence
U.S. Census ACS 5-Year · Updated April 2026
Community Profile
Owner-Occupied Housing
59.8%High confidence
U.S. Census ACS 5-Year · Updated April 2026
Veterans
7.0%High confidence
U.S. Census ACS 5-Year · Updated April 2026
Bachelor's Degree+
17.4%High confidence
U.S. Census ACS 5-Year · Updated April 2026
Poverty Rate
19.5%High confidence
U.S. Census ACS 5-Year · Updated April 2026
Diversity
White
87.2%High confidence
U.S. Census ACS 5-Year · Updated April 2026
Black
6.5%High confidence
U.S. Census ACS 5-Year · Updated April 2026
Hispanic/Latino
4.6%High confidence
U.S. Census ACS 5-Year · Updated April 2026
Asian
1.2%High confidence
U.S. Census ACS 5-Year · Updated April 2026
10-Year Housing Stress Test (Estimate)
Estimate monthly homeowner carrying cost in Winchester using median home price and adjustable assumptions. Stress case applies +10% property tax, +20% insurance, +10% maintenance.
Estimated monthly carrying cost
$347
Stress-case monthly carrying cost
$390
Median home price used: $160,300
Median rent reference: $832 / month
Estimate includes property tax, insurance, maintenance reserve, and HOA. It excludes mortgage, utilities, and one-time transaction costs.