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REI Lense

Winchester, KY Long-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for long-term rental investments in Winchester, KY. Based on 15+ datapoints.

Winchester, KY Long-Term Rental Investment Snapshot

Based on 15+ long-term rental datapoints

Median Cap Rate

4.9%

Avg Cash on Cash

-8.6%

Median Cashflow

-$350/mo

Avg Rent Estimate

$2,063/mo

Avg Price

$392,793

Price Range

$234,900 - $849,900

Rent to Price

0.53%

low ratio

Positive Cashflow

0%

of analyzed properties

Recent real estate investor listings analysed as long-term rental deals in Winchester, KY

Winchester, KY is primarily an appreciation-driven market for long-term rental investors. Cap rates average 4.9%, typical of premium markets where property value growth complements rental income. Investors here build equity through appreciation while rental income covers holding costs.

Based on 15+ analyzed properties, the median monthly cashflow in Winchester, KY is -$350 with average rents of $2,063/month. Properties range from $234,900 to $849,900, offering entry points across multiple investment budgets.

322 Calmes Blvd, Winchester, KY 40391

Price

$413,600

Rent

$2,076

CachFlow

-$881

CoC

-12.17

Full Analysis

22 Apache Trl, Winchester, KY 40391

Price

$234,900

Rent

$1,597

CachFlow

-$273

CoC

-6.64

Full Analysis

216 Robyn Dr, Winchester, KY 40391

Price

$238,000

Rent

$1,731

CachFlow

-$273

CoC

-6.55

Full Analysis

2180 Big Stoner Rd, Winchester, KY 40391

Price

$749,900

Rent

$2,968

CachFlow

-$2,231

CoC

-17

Full Analysis

13 Bel Air Dr, Winchester, KY 40391

Price

$329,400

Rent

$2,164

CachFlow

-$350

CoC

-6.07

Full Analysis
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Winchester, KY Rental Market Insights

  • Median cashflow is -$350/month — careful deal selection is essential here
  • 4.9% median cap rate is typical of appreciation-focused markets
  • At 0% positive cashflow rate, Winchester, KY requires selective property picks
  • Premium market with properties from $234,900 to $849,900
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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