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REI Lense

Winchester, VA Mid-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for mid-term rental investments in Winchester, VA. Based on 40+ datapoints.

Winchester, VA Mid-Term Rental Investment Snapshot

Based on 40+ mid-term rental datapoints

Median Cap Rate

5.3%

Avg Cash on Cash

-3.6%

Median Cashflow

-$387/mo

Avg Rent Estimate

$3,303/mo

Avg Price

$448,935

Price Range

$306,300 - $674,300

Rent to Price

0.74%

low ratio

Positive Cashflow

18%

of analyzed properties

Recent real estate investor listings analysed as mid-term rental deals in Winchester, VA

Winchester, VA presents a balanced mid-term rental profile across 40+ analyzed datapoints. A median 5.3% cap rate combined with -3.6% average cash-on-cash returns make this a solid market for investors blending furnished-rental yield with the operational simplicity of monthly stays at a mid-to-upper tier price point.

Across 40+ analyzed properties, Winchester, VA mid-term rental investments show a median monthly cashflow of -$387 with average furnished rent estimates of $3,303/month. These figures reflect real property data, not projections.

140 Poe Dr, Winchester, VA 22602

Price

$536,200

Rent

$3,560

CachFlow

-$830

CoC

-7.63

Full Analysis

170 Mountain View Ct, Winchester, VA 22603

Price

$439,900

Rent

$3,858

CachFlow

$75

CoC

0.82

Full Analysis

167 Falcon Trl, Winchester, VA 22602

Price

$346,600

Rent

$3,658

CachFlow

$460

CoC

6.08

Full Analysis

225 Fox Dr, Winchester, VA 22601

Price

$399,900

Rent

$3,200

CachFlow

-$203

CoC

-2.39

Full Analysis

303 Yale Dr, Winchester, VA 22602

Price

$399,999

Rent

$2,792

CachFlow

-$419

CoC

-4.93

Full Analysis
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Winchester, VA Mid-Term Rental Market Insights

  • Median cashflow is -$387/month — careful deal selection is essential here
  • 5.3% median cap rate reflects a balanced risk-return profile
  • At 18% positive cashflow rate, Winchester, VA requires selective property picks
  • Mid-to-upper tier market with properties from $306,300 to $674,300

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