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REI Lense

Winter Park, FL Long-Term Rental Analysis

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

Winter Park, FL Long-Term Rental Investment Snapshot

Based on 10+ long-term rental datapoints

Median Cap Rate

4.7%

Avg Cash on Cash

-11.3%

Median Cashflow

-$831/mo

Avg Rent Estimate

$4,181/mo

Avg Price

$705,230

Price Range

$344,400 - $1,407,000

Rent to Price

0.59%

low ratio

Positive Cashflow

0%

of analyzed properties

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

Winter Park, FL is primarily an appreciation-driven market for long-term rental investors. Cap rates average 4.7%, 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 Park, FL is -$831 with average rents of $4,181/month. Properties range from $344,400 to $1,407,000, offering entry points across multiple investment budgets.

2227 HOWARD DRIVE, Winter Park, FL 32789

Price

$1,036,800

Rent

$3,877

CachFlow

-$3,703

CoC

-20.41

Full Analysis

150 E READING WAY, Winter Park, FL 32789

Price

$1,407,000

Rent

$4,942

CachFlow

-$4,221

CoC

-17.14

Full Analysis

1420 ALOMA AVENUE, Winter Park, FL 32789

Price

$970,500

Rent

$5,891

CachFlow

-$2,155

CoC

-12.69

Full Analysis

7261 ABBEY LANE, Winter Park, FL 32792

Price

$344,400

Rent

$2,596

CachFlow

-$323

CoC

-5.36

Full Analysis

2781 ABBEY ROAD, Winter Park, FL 32792

Price

$502,700

Rent

$2,976

CachFlow

-$796

CoC

-9.05

Full Analysis
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Winter Park, FL Rental Market Insights

  • Median cashflow is -$831/month — careful deal selection is essential here
  • 4.7% median cap rate is typical of appreciation-focused markets
  • At 0% positive cashflow rate, Winter Park, FL requires selective property picks
  • Premium market with properties from $344,400 to $1,407,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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