Winter Park, FL housing market
Typical home value
$466K
▲ 2.3% 1 yr
Typical rent
$1,852/mo
▲ 2.7% 1 yr
Gross rent yield
4.8%
U.S. 6.3%
5-year home value change
+25%
U.S. +20%
Key takeaways
- 1The typical home in Winter Park is worth $466,389, up 2.3% over the past year and up 25% over five years.
- 2Typical rent is $1,852 a month (+2.7% YoY), a gross rent yield of 4.8% (below the Orlando, FL metro's 6.0%).
- 3With 20% down at 7.32%, principal and interest on the typical home is about $2,563/mo, $711 more than typical rent.
- 4Zillow forecasts the Orlando, FL metro's home values to change −0.8% over the next 12 months.
Market temperature (Orlando, FL metro)
Buyer's market
Buyer'sNeutralSeller's
Zillow Market Heat Index: 29/100, #448 hottest of 546 metros. Below 44 favors buyers; above 55 favors sellers.
Home values and rent
Source: Zillow Research (ZHVI, ZORI and market activity data).
How Winter Park compares
| Measure | Winter Park | Orlando, FL metro | United States |
|---|---|---|---|
| Typical home value | $466,389 | $383,302 | $366,157 |
| Home value, 1-yr change | +2.3% | −1.4% | +1.2% |
| Typical rent | $1,852 | $1,929 | $1,932 |
| Rent, 1-yr change | +2.7% | +0.8% | +2.7% |
| Gross rent yield | 4.8% | 6.0% | 6.3% |
| Price-to-rent ratio | 21.0 | 16.6 | 15.8 |
| Mortgage P&I, typical home | $2,563 | $2,106 | $2,012 |
Run the numbers
Rental property calculator
Cash flow on a typical Winter Park rental, pre-filled.
Rent vs buy in Winter Park
Which costs less over the years you'll stay.
Mortgage calculator
Monthly payment on a $466K home.
Landlord in Florida? See Florida deposit, late fee and notice rules.
Other cities in the Orlando, FL metro
Orlando, FL
$373K home$1,889 rent
▼ 1.1% 1 yr
Kissimmee, FL
$355K home$1,926 rent
▼ 2.8% 1 yr
Apopka, FL
$395K home$2,064 rent
▼ 0.3% 1 yr
Clermont, FL
$427K home$2,013 rent
▼ 1.6% 1 yr
Sanford, FL
$340K home$1,821 rent
▼ 1.7% 1 yr
Saint Cloud, FL
$390K home$2,244 rent
▼ 3.2% 1 yr
Oviedo, FL
$505K home$2,158 rent
▲ 0.4% 1 yr
Winter Garden, FL
$569K home$2,352 rent
▼ 0.5% 1 yr
City figures are Zillow's typical home value (ZHVI) and observed rent (ZORI). Gross yield is before expenses. Data refreshed Oct 26, 2026.