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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

4.1%

Avg Cash on Cash

-10.6%

Median Cashflow

-$839/mo

Avg Rent Estimate

$3,132/mo

Avg Price

$570,850

Price Range

$389,400 - $950,000

Rent to Price

0.55%

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 -$839 with average rents of $3,132/month. Properties range from $389,400 to $950,000, offering entry points across multiple investment budgets.

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

241 W Lake Sue Ave, Winter Park, FL 32789

Price

$935,700

Rent

$5,051

CachFlow

-$2,614

CoC

-15.96

Full Analysis

2940 De Brocy Way, Winter Park, FL 32792

Price

$752,500

Rent

$2,716

CachFlow

-$2,758

CoC

-20.94

Full Analysis
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Winter Park, FL Rental Market Insights

  • Median cashflow is -$839/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 $950,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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