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REI Lense

Chestertown, MD Long-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for long-term rental investments in Chestertown, MD. Based on 10+ datapoints.

Chestertown, MD Long-Term Rental Investment Snapshot

Based on 10+ long-term rental datapoints

Median Cap Rate

5.1%

Avg Cash on Cash

-8.2%

Median Cashflow

-$392/mo

Avg Rent Estimate

$2,385/mo

Avg Price

$409,680

Price Range

$335,800 - $518,000

Rent to Price

0.58%

low ratio

Positive Cashflow

0%

of analyzed properties

Recent real estate investor listings analysed as long-term rental deals in Chestertown, MD

Chestertown, MD is an emerging long-term rental market gaining investor attention. With 10+ properties analyzed, early data shows the market is developing. The median cap rate of 5.1% suggests room for early-mover advantage as more rental inventory becomes available.

Based on 10+ analyzed properties, the median monthly cashflow in Chestertown, MD is -$392 with average rents of $2,385/month. Properties range from $335,800 to $518,000, offering entry points across multiple investment budgets.

22481 Goose Hollow Dr, Chestertown, MD 21620

Price

$373,100

Rent

$2,522

CachFlow

-$265

CoC

-4.06

Full Analysis

25750 Collins Ave, Chestertown, MD 21620

Price

$457,400

Rent

$2,321

CachFlow

-$1,048

CoC

-13.09

Full Analysis

10572 Watonga Rd, Chestertown, MD 21620

Price

$335,800

Rent

$2,245

CachFlow

-$311

CoC

-5.29

Full Analysis

118 Grant Ct, Chestertown, MD 21620

Price

$428,200

Rent

$2,924

CachFlow

-$409

CoC

-5.46

Full Analysis

8629 Airy Hill Rd, Chestertown, MD 21620

Price

$425,000

Rent

$1,956

CachFlow

-$959

CoC

-12.89

Full Analysis
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Chestertown, MD Rental Market Insights

  • Median cashflow is -$392/month — careful deal selection is essential here
  • 5.1% median cap rate reflects a balanced risk-return profile
  • At 0% positive cashflow rate, Chestertown, MD requires selective property picks
  • Mid-to-upper tier market with properties from $335,800 to $518,000
  • Early-stage market data — revisit as more properties are analyzed for stronger signals

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