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Chesapeake, VA Short-Term Rental / Airbnb Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for short-term rental / airbnb investments in Chesapeake, VA. Based on 10+ datapoints.

Chesapeake, VA Short-Term Rental / Airbnb Investment Snapshot

Based on 10+ short-term rental / airbnb datapoints

Median Cap Rate

4.8%

Avg Cash on Cash

-7%

Median Cashflow

-$480/mo

Avg Rent Estimate

$3,808/mo

Avg Price

$474,415

Price Range

$225,000 - $824,500

Rent to Price

0.8%

okay ratio

Positive Cashflow

8%

of analyzed properties

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

Chesapeake, VA is a premium short-term rental market where property values drive long-term wealth. While cap rates are modest at 4.8%, the premium property prices reflect strong underlying demand. STR investors here typically benefit from appreciation alongside rental income.

Across 10+ analyzed properties, Chesapeake, VA STR investments show a median monthly cashflow of -$480 with an average estimated nightly-rate-adjusted revenue of $3,808/month. These figures reflect real property data, not projections.

3373 Lynnhurst Blvd, Chesapeake, VA 23321

Price

$474,900

Rent

CachFlow

-$2,898

CoC

-28.11

Full Analysis

1105 Waters Rd, Chesapeake, VA 23322

Price

$824,500

Rent

$4,544

CachFlow

-$2,521

CoC

-15.35

Full Analysis

225 Vanette Dr, Chesapeake, VA 23322

Price

$490,000

Rent

CachFlow

-$2,989

CoC

-28.26

Full Analysis

428 Rock Dr, Chesapeake, VA 23323

Price

$389,000

Rent

$3,889

CachFlow

-$325

CoC

-3.69

Full Analysis

956 N Haven Cir, Chesapeake, VA 23322

Price

$585,000

Rent

CachFlow

-$3,626

CoC

-29.63

Full Analysis

Chesapeake, VA Airbnb Market Insights

  • Median cashflow is -$480/month — careful deal selection is essential here
  • 4.8% median cap rate is typical of appreciation-focused markets
  • At 8% positive cashflow rate, Chesapeake, VA requires selective property picks
  • Premium market with properties from $225,000 to $824,500
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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