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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

4.8%

Avg Cash on Cash

-5.3%

Median Cashflow

-$647/mo

Avg Rent Estimate

$4,345/mo

Avg Price

$507,433

Price Range

$419,000 - $584,200

Rent to Price

0.86%

okay ratio

Positive Cashflow

22%

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 4.8%, 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 -$647 with average furnished rent estimates of $4,345/month. These figures reflect real property data, not projections.

12597 Encore At Ovation Way, Winter Garden, FL 34787

Price

$520,000

Rent

$4,644

CachFlow

-$647

CoC

-6.1

Full Analysis

13958 Magnolia Ridge Loop, Winter Garden, FL 34787

Price

$584,200

Rent

$4,492

CachFlow

-$734

CoC

-6.26

Full Analysis

11072 Silver Surfer Aly, Winter Garden, FL 34787

Price

$451,300

Rent

$4,082

CachFlow

$8

CoC

0.09

Full Analysis

15078 Canopy Cover Dr, Winter Garden, FL 34787

Price

$975,000

Rent

$5,216

CachFlow

-$3,047

CoC

-16.41

Full Analysis

1670 E Spring Ridge Cir, Winter Garden, FL 34787

Price

$419,000

Rent

$3,950

CachFlow

$240

CoC

2.72

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

  • Median cashflow is -$647/month — careful deal selection is essential here
  • 4.8% median cap rate is typical of appreciation-focused markets
  • At 22% positive cashflow rate, Winter Garden, FL requires selective property picks
  • Premium market with properties from $419,000 to $584,200
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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