Winter Park, FL Mid-Term Rental Analysis
Analyze rental property cap rates, cash-on-cash returns, and cashflow for mid-term rental investments in Winter Park, FL. Based on 10+ datapoints.
Winter Park, FL Mid-Term Rental Investment Snapshot
Based on 10+ mid-term rental datapoints
Median Cap Rate
5.8%
Avg Cash on Cash
-3%
Median Cashflow
-$271/mo
Avg Rent Estimate
$5,259/mo
Avg Price
$657,783
Price Range
$294,300 - $1,407,000
Rent to Price
0.8%
okay ratio
Positive Cashflow
33%
of analyzed properties
Recent real estate investor listings analysed as mid-term rental deals in Winter Park, FL
Winter Park, 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 -3%.
Across 10+ analyzed properties, Winter Park, FL mid-term rental investments show a median monthly cashflow of -$271 with average furnished rent estimates of $5,259/month. These figures reflect real property data, not projections.
274 N RANGER BOULEVARD, Winter Park, FL 32792
Price
$644,500
Rent
$4,530
CachFlow
-$1,086
CoC
-8.5
2227 HOWARD DRIVE, Winter Park, FL 32789
Price
$1,036,800
Rent
$5,816
CachFlow
-$2,733
CoC
-13.91
Winter Park, FL Mid-Term Rental Market Insights
- •Median cashflow is -$271/month — careful deal selection is essential here
- •5.8% median cap rate reflects a balanced risk-return profile
- •At 33% positive cashflow rate, Winter Park, FL requires selective property picks
- •Premium market with properties from $294,300 to $1,407,000
- •Early-stage market data — revisit as more properties are analyzed for stronger signals