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Chesapeake, VA Mid-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for mid-term rental investments in Chesapeake, VA. Based on 30+ datapoints.

Chesapeake, VA Mid-Term Rental Investment Snapshot

Based on 30+ mid-term rental datapoints

Median Cap Rate

6%

Avg Cash on Cash

-1.4%

Median Cashflow

-$68/mo

Avg Rent Estimate

$3,683/mo

Avg Price

$430,980

Price Range

$274,990 - $730,000

Rent to Price

0.85%

okay ratio

Positive Cashflow

44%

of analyzed properties

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

Chesapeake, VA presents a balanced mid-term rental profile across 30+ analyzed datapoints. A median 6% cap rate combined with -1.4% 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 premium price point.

Across 30+ analyzed properties, Chesapeake, VA mid-term rental investments show a median monthly cashflow of -$68 with average furnished rent estimates of $3,683/month. These figures reflect real property data, not projections.

2410 Centerville Tpke S, Chesapeake, VA 23322

Price

$889,000

Rent

$4,881

CachFlow

-$2,116

CoC

-12.41

Full Analysis

905 Butt St, Chesapeake, VA 23324

Price

$300,000

Rent

$2,151

CachFlow

-$282

CoC

-4.18

Full Analysis

3916 Port Rd, Chesapeake, VA 23321

Price

$365,000

Rent

$3,410

CachFlow

$109

CoC

1.38

Full Analysis

1001 Scarlet Oak Ct S, Chesapeake, VA 23320

Price

$400,000

Rent

$3,867

CachFlow

$115

CoC

1.35

Full Analysis

111 Goldcrest Dr, Chesapeake, VA 23325

Price

$595,000

Rent

$3,926

CachFlow

-$900

CoC

-7.56

Full Analysis
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Chesapeake, VA Mid-Term Rental Market Insights

  • Median cashflow is -$68/month — careful deal selection is essential here
  • 6% median cap rate reflects a balanced risk-return profile
  • 44% positive cashflow rate means roughly two in five properties are cash-flow positive
  • Premium market with properties from $274,990 to $730,000

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