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REI Lense

Winter Garden, FL Mid-Term Rental Analysis

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

Winter Garden, FL Mid-Term Rental Investment Snapshot

Based on 10+ mid-term rental datapoints

Median Cap Rate

4.6%

Avg Cash on Cash

-8.8%

Median Cashflow

-$796/mo

Avg Rent Estimate

$4,577/mo

Avg Price

$602,264

Price Range

$428,000 - $1,054,100

Rent to Price

0.76%

okay ratio

Positive Cashflow

0%

of analyzed properties

Recent real estate investor listings analysed as mid-term rental deals in Winter Garden, FL

Winter Garden, FL is a premium mid-term rental market where property values complement furnished rental income. Cap rates average 4.6%, typical of premium markets where MTR investors capture both appreciation and the rent premium furnished 30–180 day stays command over standard leases.

Across 10+ analyzed properties, Winter Garden, FL mid-term rental investments show a median monthly cashflow of -$796 with average furnished rent estimates of $4,577/month. These figures reflect real property data, not projections.

2020 PORTCASTLE CIRCLE, Winter Garden, FL 34787

Price

$443,100

Rent

$3,878

CachFlow

-$642

CoC

-6.94

Full Analysis

15411 GILLIGAN COURT, Winter Garden, FL 34787

Price

$530,600

Rent

$4,560

CachFlow

-$780

CoC

-7.23

Full Analysis

939 KYLEE ALLEY, Winter Garden, FL 34787

Price

$653,400

Rent

$4,050

CachFlow

-$1,954

CoC

-15.11

Full Analysis

1442 Coluso Dr, Winter Garden, FL 34787

Price

$563,500

Rent

$4,246

CachFlow

-$796

CoC

-7.01

Full Analysis

14371 SHOCKLACH DRIVE, Winter Garden, FL 34787

Price

$678,900

Rent

$4,503

CachFlow

-$1,449

CoC

-10.83

Full Analysis
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Winter Garden, FL Mid-Term Rental Market Insights

  • •Median cashflow is -$796/month — careful deal selection is essential here
  • •4.6% median cap rate is typical of appreciation-focused markets
  • •At 0% positive cashflow rate, Winter Garden, FL requires selective property picks
  • •Premium market with properties from $428,000 to $1,054,100
  • •Consider this market if your strategy favors equity growth with rental income covering holding costs

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