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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%

Avg Cash on Cash

-9.2%

Median Cashflow

-$943/mo

Avg Rent Estimate

$4,204/mo

Avg Price

$522,536

Price Range

$400K – $700K

approximate

Rent to Price

0.8%

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%, 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 -$943 with average furnished rent estimates of $4,204/month. These figures reflect real property data, not projections.

390 GROVE COURT, Winter Garden, FL 34787

Price

$513,000

Rent

$4,102

CachFlow

-$1,265

CoC

-12.07

Full Analysis

1210 BRANDY LAKE VIEW CIRCLE, Winter Garden, FL 34787

Price

$439,100

Rent

$3,104

CachFlow

-$1,117

CoC

-12.16

Full Analysis

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
1–5 of 10+
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Winter Garden, FL Mid-Term Rental Market Insights

  • Median cashflow is -$943/month — careful deal selection is essential here
  • 4% 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 priced about $400,000 to $700,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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