REI Lense

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 30+ datapoints.

Winchester, VA Mid-Term Rental Investment Snapshot

Based on 30+ mid-term rental datapoints

Median Cap Rate

4.9%

Avg Cash on Cash

-4.4%

Median Cashflow

-$497/mo

Avg Rent Estimate

$3,211/mo

Avg Price

$453,686

Price Range

$306,300 - $674,300

Rent to Price

0.71%

low ratio

Positive Cashflow

16%

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 4.9%, 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 30+ analyzed properties, Winchester, VA mid-term rental investments show a median monthly cashflow of -$497 with average furnished rent estimates of $3,211/month. These figures reflect real property data, not projections.

2294 Welltown Rd, Winchester, VA 22603

Price

$370,000

Rent

$2,936

CachFlow

-$149

CoC

-1.87

Full Analysis

507 S Loudoun St, Winchester, VA 22601

Price

$439,000

Rent

$2,822

CachFlow

-$716

CoC

-7.8

Full Analysis

614 Sherlock Trce, Winchester, VA 22601

Price

$377,100

Rent

$3,375

CachFlow

-$9

CoC

-0.11

Full Analysis

805 Pheasant Dr, Winchester, VA 22602

Price

$365,000

Rent

$2,672

CachFlow

-$233

CoC

-2.95

Full Analysis

112 Cornstalk Trl, Winchester, VA 22602

Price

$375,700

Rent

$2,664

CachFlow

-$418

CoC

-5.18

Full Analysis
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Winchester, VA Mid-Term Rental Market Insights

  • Median cashflow is -$497/month — careful deal selection is essential here
  • 4.9% median cap rate is typical of appreciation-focused markets
  • At 16% 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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