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

3.9%

Avg Cash on Cash

-12.1%

Median Cashflow

-$922/mo

Avg Rent Estimate

$3,543/mo

Avg Price

$678,636

Price Range

$294,300 - $1,407,000

Rent to Price

0.52%

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 3.9%, 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 -$922 with average rents of $3,543/month. Properties range from $294,300 to $1,407,000, offering entry points across multiple investment budgets.

5080 SEMINOLE AVENUE, Winter Park, FL 32792

Price

$294,300

Rent

$2,314

CachFlow

-$244

CoC

-4.74

Full Analysis

2136 LINDEN ROAD, Winter Park, FL 32792

Price

$365,000

Rent

$2,008

CachFlow

-$797

CoC

-12.48

Full Analysis

274 N RANGER BOULEVARD, Winter Park, FL 32792

Price

$644,500

Rent

$3,020

CachFlow

-$1,841

CoC

-16.32

Full Analysis

508 BRECHIN DRIVE, Winter Park, FL 32792

Price

$618,300

Rent

$2,953

CachFlow

-$1,939

CoC

-17.92

Full Analysis

2227 HOWARD DRIVE, Winter Park, FL 32789

Price

$1,036,800

Rent

$3,877

CachFlow

-$3,703

CoC

-20.41

Full Analysis
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Winter Park, FL Rental Market Insights

  • •Median cashflow is -$922/month — careful deal selection is essential here
  • •3.9% 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 $294,300 to $1,407,000
  • •Consider this market if your strategy favors equity growth with rental income covering holding costs

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