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Winter Haven, FL Long-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for long-term rental investments in Winter Haven, FL. Based on 20+ datapoints.

Winter Haven, FL Long-Term Rental Investment Snapshot

Based on 20+ long-term rental datapoints

Median Cap Rate

4.4%

Avg Cash on Cash

-9.2%

Median Cashflow

-$441/mo

Avg Rent Estimate

$1,928/mo

Avg Price

$287,777

Price Range

$215,000 - $375,000

Rent to Price

0.67%

low ratio

Positive Cashflow

0%

of analyzed properties

Recent real estate investor listings analysed as long-term rental deals in Winter Haven, FL

Winter Haven, FL is an emerging long-term rental market gaining investor attention. With 20+ properties analyzed, early data shows the market is developing. The median cap rate of 4.4% suggests room for early-mover advantage as more rental inventory becomes available.

Based on 20+ analyzed properties, the median monthly cashflow in Winter Haven, FL is -$441 with average rents of $1,928/month. Properties range from $215,000 to $375,000, offering entry points across multiple investment budgets.

146 Kings Pond Ave, Winter Haven, FL 33880

Price

$250,100

Rent

$1,732

CachFlow

-$301

CoC

-6.88

Full Analysis

908 Lake Jessie Dr, Winter Haven, FL 33881

Price

$305,200

Rent

$1,666

CachFlow

-$741

CoC

-13.87

Full Analysis

1540 N Lake Mirror Dr NW, Winter Haven, FL 33881

Price

$950,000

Rent

$2,304

CachFlow

-$3,883

CoC

-23.36

Full Analysis

329 Lake Daisy Loop, Winter Haven, FL 33884

Price

$324,200

Rent

$1,706

CachFlow

-$793

CoC

-13.98

Full Analysis

8 Saint Kitts Cir, Winter Haven, FL 33884

Price

$260,400

Rent

$1,738

CachFlow

-$191

CoC

-4.19

Full Analysis
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Winter Haven, FL Rental Market Insights

  • Median cashflow is -$441/month — careful deal selection is essential here
  • 4.4% median cap rate is typical of appreciation-focused markets
  • At 0% positive cashflow rate, Winter Haven, FL requires selective property picks
  • Moderately priced market with properties from $215,000 to $375,000
  • Early-stage market data — revisit as more properties are analyzed for stronger signals

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