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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 10+ datapoints.

Winter Garden, FL Long-Term Rental Investment Snapshot

Based on 10+ long-term rental datapoints

Median Cap Rate

2.7%

Avg Cash on Cash

-17.6%

Median Cashflow

-$1,588/mo

Avg Rent Estimate

$2,803/mo

Avg Price

$522,536

Price Range

$400K – $700K

approximate

Rent to Price

0.54%

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 2.7%, 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 10+ analyzed properties, the median monthly cashflow in Winter Garden, FL is -$1,588 with average rents of $2,803/month. Properties are priced about $400,000 to $700,000, offering entry points across multiple investment budgets.

390 GROVE COURT, Winter Garden, FL 34787

Price

$513,000

Rent

$2,735

CachFlow

-$1,950

CoC

-21.72

Full Analysis

1210 BRANDY LAKE VIEW CIRCLE, Winter Garden, FL 34787

Price

$439,100

Rent

$2,069

CachFlow

-$1,635

CoC

-21.28

Full Analysis

2020 PORTCASTLE CIRCLE, Winter Garden, FL 34787

Price

$443,100

Rent

$2,585

CachFlow

-$1,288

CoC

-16.61

Full Analysis

15411 GILLIGAN COURT, Winter Garden, FL 34787

Price

$530,600

Rent

$3,040

CachFlow

-$1,540

CoC

-16.58

Full Analysis

939 KYLEE ALLEY, Winter Garden, FL 34787

Price

$653,400

Rent

$2,700

CachFlow

-$2,628

CoC

-22.98

Full Analysis
1–5 of 10+
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Winter Garden, FL Rental Market Insights

  • Median cashflow is -$1,588/month — careful deal selection is essential here
  • 2.7% 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 priced about $400,000 to $700,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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