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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 15+ datapoints.

Winchester, VA Mid-Term Rental Investment Snapshot

Based on 15+ mid-term rental datapoints

Median Cap Rate

4.7%

Avg Cash on Cash

-4.5%

Median Cashflow

-$644/mo

Avg Rent Estimate

$3,271/mo

Avg Price

$468,535

Price Range

$306,300 - $674,300

Rent to Price

0.7%

low ratio

Positive Cashflow

18%

of analyzed properties

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

Winchester, VA is a premium mid-term rental market where property values complement furnished rental income. Cap rates average 4.7%, typical of mid-to-upper tier markets where MTR investors capture both appreciation and the rent premium furnished 30–180 day stays command over standard leases.

Across 15+ analyzed properties, Winchester, VA mid-term rental investments show a median monthly cashflow of -$644 with average furnished rent estimates of $3,271/month. These figures reflect real property data, not projections.

315 Walker St, Winchester, VA 22601

Price

$497,200

Rent

$3,308

CachFlow

-$680

CoC

-6.67

Full Analysis

3013 Saratoga Dr, Winchester, VA 22601

Price

$549,900

Rent

$3,540

CachFlow

-$878

CoC

-7.89

Full Analysis

428 Apple Pie Ridge Rd, Winchester, VA 22603

Price

$563,100

Rent

$3,560

CachFlow

-$865

CoC

-7.62

Full Analysis

422 S Loudoun St, Winchester, VA 22601

Price

$437,100

Rent

$2,560

CachFlow

-$849

CoC

-9.28

Full Analysis

596 Welltown Rd, Winchester, VA 22603

Price

$441,200

Rent

$3,274

CachFlow

-$286

CoC

-3.1

Full Analysis
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Winchester, VA Mid-Term Rental Market Insights

  • Median cashflow is -$644/month — careful deal selection is essential here
  • 4.7% median cap rate is typical of appreciation-focused markets
  • At 18% positive cashflow rate, Winchester, VA requires selective property picks
  • Mid-to-upper tier market with properties from $306,300 to $674,300
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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