| Index | Winchester | Kentucky | National |
| Median home price | $133,600 | $126,100 | $184,700 |
| Median rent asked | $699 | $690 | $949 |
| Avg. people per household | 2.3 | 2.5 | 2.6 |
| Owner occupied households | 56.5% | 66.8% | 63.6% |
| Renter occupied households | 43.5% | 33.2% | 36.4% |
| Population | Home Price | National Avg. | |
| Clay City, KY | 988 | $49,300 | 73% |
| Sharpsburg, KY | 470 | $52,200 | 72% |
| North Middletown, KY | 722 | $101,700 | 45% |
| Paris, KY | 9,776 | $131,000 | 29% |
| Mount Sterling, KY | 7,190 | $140,500 | 24% |
| Winchester, KY | 18,520 | $133,600 | 28% |
| Population | Home Price | National Avg. | |
| Brookfield, IL | 18,520 | $265,400 | 44% |
| Concord, MO | 18,521 | $218,200 | 18% |
| Lake Shore, MD | 18,523 | $404,600 | 119% |
| Merrifield, VA | 18,523 | $535,100 | 190% |
| Durant, OK | 18,516 | $117,700 | 36% |
| Winchester, KY | 18,520 | $133,600 | 28% |
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