REI Lense

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 15+ datapoints.

Winter Garden, FL Mid-Term Rental Investment Snapshot

Based on 15+ mid-term rental datapoints

Median Cap Rate

5.2%

Avg Cash on Cash

-5.5%

Median Cashflow

-$536/mo

Avg Rent Estimate

$4,624/mo

Avg Price

$559,478

Price Range

$380,600 - $795,000

Rent to Price

0.83%

okay ratio

Positive Cashflow

7%

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 15+ analyzed datapoints, early metrics suggest opportunity to enter before MTR inventory matures. Current average cash-on-cash returns sit at -5.5%.

Across 15+ analyzed properties, Winter Garden, FL mid-term rental investments show a median monthly cashflow of -$536 with average furnished rent estimates of $4,624/month. These figures reflect real property data, not projections.

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

2202 Romanum Dr, Winter Garden, FL 34787

Price

$543,500

Rent

$4,422

CachFlow

-$551

CoC

-5

Full Analysis

6587 Old Carriage Rd, Winter Garden, FL 34787

Price

$621,300

Rent

$4,446

CachFlow

-$1,020

CoC

-8.24

Full Analysis
15 of 15
1 / 3

Winter Garden, FL Mid-Term Rental Market Insights

  • Median cashflow is -$536/month — careful deal selection is essential here
  • 5.2% median cap rate reflects a balanced risk-return profile
  • At 7% 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

Enter a Property Address for Instant Investment Analysis

Fast and accurate real estate investment analysis