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
5.7%
Avg Cash on Cash
-2.6%
Median Cashflow
-$211/mo
Avg Rent Estimate
$5,026/mo
Avg Price
$567,655
Price Range
$389,400 - $950,000
Rent to Price
0.89%
okay ratio
Positive Cashflow
36%
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 -2.6%.
Across 10+ analyzed properties, Winter Park, FL mid-term rental investments show a median monthly cashflow of -$211 with average furnished rent estimates of $5,026/month. These figures reflect real property data, not projections.
1724 Pine Ave, Winter Park, FL 32789
Price
$2,877,800
Rent
$10,179
CachFlow
-$11,837
CoC
-22.82
241 W Lake Sue Ave, Winter Park, FL 32789
Price
$935,700
Rent
$7,576
CachFlow
-$1,350
CoC
-7.55
2940 De Brocy Way, Winter Park, FL 32792
Price
$752,500
Rent
$4,074
CachFlow
-$2,078
CoC
-14.17
Winter Park, FL Mid-Term Rental Market Insights
- •Median cashflow is -$211/month — careful deal selection is essential here
- •5.7% median cap rate reflects a balanced risk-return profile
- •At 36% positive cashflow rate, Winter Park, FL requires selective property picks
- •Premium market with properties from $389,400 to $950,000
- •Early-stage market data — revisit as more properties are analyzed for stronger signals