REI Lense

REI Lense

Winchester, VA Short-Term Rental / Airbnb Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for short-term rental / airbnb investments in Winchester, VA. Based on 15+ datapoints.

Winchester, VA Short-Term Rental / Airbnb Investment Snapshot

Based on 15+ short-term rental / airbnb datapoints

Median Cap Rate

2.4%

Avg Cash on Cash

-13.6%

Median Cashflow

-$1,544/mo

Avg Rent Estimate

$2,368/mo

Avg Price

$499,731

Price Range

$306,300 - $850,000

Rent to Price

0.47%

low ratio

Positive Cashflow

0%

of analyzed properties

Recent real estate investor listings analysed as short-term rental / airbnb deals in Winchester, VA

Winchester, VA is a premium short-term rental market where property values drive long-term wealth. While cap rates are modest at 2.4%, the premium property prices reflect strong underlying demand. STR investors here typically benefit from appreciation alongside rental income.

Across 15+ analyzed properties, Winchester, VA STR investments show a median monthly cashflow of -$1,544 with an average estimated nightly-rate-adjusted revenue of $2,368/month. These figures reflect real property data, not projections.

320 Virginia Ave, Winchester, VA 22601

Price

$408,700

Rent

$2,167

CachFlow

-$1,284

CoC

-14.84

Full Analysis

117 Glen Ridge Rd, Winchester, VA 22602

Price

$634,200

Rent

$2,613

CachFlow

-$2,166

CoC

-17.19

Full Analysis

2294 Welltown Rd, Winchester, VA 22603

Price

$370,000

Rent

$2,411

CachFlow

-$834

CoC

-10.46

Full Analysis

179 Woodridge Ln, Winchester, VA 22603

Price

$490,700

Rent

$2,305

CachFlow

-$1,618

CoC

-16.04

Full Analysis

317 Fairview Ave, Winchester, VA 22601

Price

$316,500

Rent

$2,734

CachFlow

-$393

CoC

-5.58

Full Analysis
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Winchester, VA Airbnb Market Insights

  • Median cashflow is -$1,544/month — careful deal selection is essential here
  • 2.4% median cap rate is typical of appreciation-focused markets
  • At 0% positive cashflow rate, Winchester, VA requires selective property picks
  • Premium market with properties from $306,300 to $850,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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