REI Lense

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

4.1%

Avg Cash on Cash

-9.9%

Median Cashflow

-$686/mo

Avg Rent Estimate

$2,870/mo

Avg Price

$494,125

Price Range

$389,400 - $752,500

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 Winter Park, FL

Winter Park, FL is primarily an appreciation-driven market for long-term rental investors. Cap rates average 4.1%, 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 -$686 with average rents of $2,870/month. Properties range from $389,400 to $752,500, offering entry points across multiple investment budgets.

7641 Village Green Drive, Winter Park, FL 32792

Price

$536,600

Rent

$3,124

CachFlow

-$1,029

CoC

-10.96

Full Analysis

3641 Hawthorne Ln, Winter Park, FL 32792

Price

$428,400

Rent

$3,094

CachFlow

-$320

CoC

-4.27

Full Analysis

685 Overspin Dr, Winter Park, FL 32789

Price

$606,000

Rent

$4,160

CachFlow

-$846

CoC

-7.98

Full Analysis

3641 Oak Vista Ln, Winter Park, FL 32792

Price

$475,000

Rent

$3,266

CachFlow

-$257

CoC

-3.09

Full Analysis

1724 Pine Ave, Winter Park, FL 32789

Price

$2,877,800

Rent

$6,786

CachFlow

-$13,534

CoC

-26.87

Full Analysis
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Winter Park, FL Rental Market Insights

  • Median cashflow is -$686/month — careful deal selection is essential here
  • 4.1% 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 $389,400 to $752,500
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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