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

3.7%

Avg Cash on Cash

-13.9%

Median Cashflow

-$1,776/mo

Avg Rent Estimate

$3,214/mo

Avg Price

$642,664

Price Range

$250K – $1.5M

approximate

Rent to Price

0.5%

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 3.7%, 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 -$1,776 with average rents of $3,214/month. Properties are priced about $250,000 to $1,500,000, offering entry points across multiple investment budgets.

1021 PRINCESS GATE BOULEVARD, Winter Park, FL 32792

Price

$401,400

Rent

$2,533

CachFlow

-$894

CoC

-12.73

Full Analysis

1320 BUCKINGHAM ROAD, Winter Park, FL 32789

Price

$449,000

Rent

$2,855

CachFlow

-$699

CoC

-8.9

Full Analysis

112 BELL PLACE, Winter Park, FL 32792

Price

$556,900

Rent

$2,725

CachFlow

-$1,776

CoC

-18.22

Full Analysis

4910 SEMINOLE AVENUE, Winter Park, FL 32792

Price

$325,600

Rent

$2,236

CachFlow

-$642

CoC

-11.27

Full Analysis

5080 SEMINOLE AVENUE, Winter Park, FL 32792

Price

$294,300

Rent

$2,314

CachFlow

-$244

CoC

-4.74

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

  • Median cashflow is -$1,776/month — careful deal selection is essential here
  • 3.7% 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 priced about $250,000 to $1,500,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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