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Winter Garden, FL Long-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for long-term rental investments in Winter Garden, FL. Based on 15+ datapoints.

Winter Garden, FL Long-Term Rental Investment Snapshot

Based on 15+ long-term rental datapoints

Median Cap Rate

3.3%

Avg Cash on Cash

-13.5%

Median Cashflow

-$1,287/mo

Avg Rent Estimate

$2,984/mo

Avg Price

$530,379

Price Range

$419,000 - $639,990

Rent to Price

0.56%

low ratio

Positive Cashflow

0%

of analyzed properties

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

Winter Garden, FL is primarily an appreciation-driven market for long-term rental investors. Cap rates average 3.3%, typical of premium markets where property value growth complements rental income. Investors here build equity through appreciation while rental income covers holding costs.

Based on 15+ analyzed properties, the median monthly cashflow in Winter Garden, FL is -$1,287 with average rents of $2,984/month. Properties range from $419,000 to $639,990, offering entry points across multiple investment budgets.

2202 Romanum Dr, Winter Garden, FL 34787

Price

$543,500

Rent

$2,948

CachFlow

-$1,287

CoC

-13.53

Full Analysis

6587 Old Carriage Rd, Winter Garden, FL 34787

Price

$621,300

Rent

$2,964

CachFlow

-$1,760

CoC

-16.19

Full Analysis

15183 Bridgewater Crossings Blvd, Winter Garden, FL 34787

Price

$505,900

Rent

$3,608

CachFlow

-$804

CoC

-9.08

Full Analysis

17056 Red Bird Rd, Winter Garden, FL 34787

Price

$795,000

Rent

$2,922

CachFlow

-$2,177

CoC

-15.65

Full Analysis

1645 E Spring Ridge Cir, Winter Garden, FL 34787

Price

$380,600

Rent

$2,353

CachFlow

-$630

CoC

-9.46

Full Analysis
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Winter Garden, FL Rental Market Insights

  • Median cashflow is -$1,287/month — careful deal selection is essential here
  • 3.3% median cap rate is typical of appreciation-focused markets
  • At 0% positive cashflow rate, Winter Garden, FL requires selective property picks
  • Premium market with properties from $419,000 to $639,990
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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