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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

5.2%

Avg Cash on Cash

-5.1%

Median Cashflow

-$406/mo

Avg Rent Estimate

$4,478/mo

Avg Price

$559,616

Price Range

$380,600 - $795,000

Rent to Price

0.8%

okay ratio

Positive Cashflow

8%

of analyzed properties

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

Winter Garden, FL is an emerging mid-term rental market gaining attention from investors who want LTR-style stability with stronger furnished-rent premiums. With 10+ analyzed datapoints, early metrics suggest opportunity to enter before MTR inventory matures. Current average cash-on-cash returns sit at -5.1%.

Across 10+ analyzed properties, Winter Garden, FL mid-term rental investments show a median monthly cashflow of -$406 with average furnished rent estimates of $4,478/month. These figures reflect real property data, not projections.

2202 ROMANUM DRIVE, Winter Garden, FL 34787

Price

$530,900

Rent

$4,857

CachFlow

-$211

CoC

-1.96

Full Analysis

1312 CORSINO ST, Winter Garden, FL 34787

Price

$437,400

Rent

$3,622

CachFlow

-$289

CoC

-3.16

Full Analysis

2250 OAKINGTON STREET, Winter Garden, FL 34787

Price

$428,000

Rent

$4,158

CachFlow

-$151

CoC

-1.68

Full Analysis

10043 LITTLE ALCOVE LOOP, Winter Garden, FL 34787

Price

$1,054,100

Rent

$6,234

CachFlow

-$2,478

CoC

-12.42

Full Analysis

15009 Lebeau Loop, Winter Garden, FL 34787

Price

$775,000

Rent

$5,068

CachFlow

-$1,553

CoC

-10.31

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

  • Median cashflow is -$406/month — careful deal selection is essential here
  • 5.2% median cap rate reflects a balanced risk-return profile
  • At 8% positive cashflow rate, Winter Garden, FL requires selective property picks
  • Premium market with properties from $380,600 to $795,000
  • Early-stage market data — revisit as more properties are analyzed for stronger signals

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