Rent in Winter Park, FL: Prices & Apartments for Rent
As of October 17, 2026, the median asking rent for a 1-bedroom in Winter Park, FL is $1,350/month, based on 39 active listings on Redfin, Zillow and ApartmentHomeLiving. 2-bedroom: $1,700 (103 listings).
That is 22% below the Florida 1-bedroom median of about $1,728. Nearby, the 1-bedroom median ranges from $1,200 in Sanford to $1,395 in Orlando.
Updated · 425 listings. Prices are advertised asking rents; check availability on the original listing. How we calculate
Open the Winter Park rental mapMedian rent in Winter Park
From listings with a single price and a single bedroom count. Fewer than 20 such listings and we leave the figure out.
- Studio
- —
- 5 listings
- 1 bedroom
- $1,350
- 39 listings
- 2 bedrooms
- $1,700
- 103 listings
- 3+ bedrooms
- $2,600
- 131 listings
Rentals in Winter Park
See all 425 on the map →
3008 Nicholson Dr
3008 Nicholson Dr, Winter Park, FL 32792
$1,100 · Studio · 350 sqft
Sovereignty at Winter Park
7745 Brandywood Cir, Winter Park, FL 32792
$1,275 – $1,745 · 1–2 bd · 950 sqft
ARIUM Winter Park
3250 Bishop Park Dr # 3-0311, Winter Park, FL 32792
$1,359 – $1,465 · 1–2 bd
2941 Antique Oaks Cir #80
2941 Antique Oaks Cir #80, Winter Park, FL 32792
$1,525 · 2 bd · 1,018 sqft
3275 Oak Lake Pl
3275 Oak Lake Pl, Winter Park, FL 32792
$1,625 · 2 bd · 1,031 sqft
2481 Tahoe Cir Unit 2481
2481 Tahoe Cir Unit 2481, Winter Park, FL 32792
$1,799 · 2 bd · 1,495 sqft
1954 Spring St
1954 Spring St, Winter Park, FL 32792
$1,900 · 3 bd · 1,230 sqft
3090 Riverbrook Dr
3090 Riverbrook Dr, Winter Park, FL 32792
$2,165 · 3 bd · 1,210 sqft
Renting in Winter Park: common questions
- What is the median rent for a 1-bedroom apartment in Winter Park, FL?
- As of October 17, 2026, the median asking rent for a 1-bedroom in Winter Park, FL is $1,350 per month, based on 39 listings with a single price. A 2-bedroom has a median of $1,700.
- How many rentals are available in Winter Park, FL?
- 425 rentals are listed in Winter Park, FL on Redfin, Zillow and ApartmentHomeLiving as of October 17, 2026, after removing listings that appear on more than one site.
- How are these rent prices calculated?
- We collect active listings from Redfin, Zillow and ApartmentHomeLiving, remove duplicates across sites, and take the median of asking rents for listings with one price and one bedroom count. If fewer than 20 listings qualify for a bedroom size, we leave that figure out. Read the full methodology
- How much income do I need to rent in Winter Park, FL?
- Many landlords ask for gross income of at least 3 times the monthly rent. For a median 1-bedroom at $1,350/month, that is about $4,050 a month, or $48,600 a year.
- What is the cheapest city near Winter Park, FL to rent in?
- Among nearby cities we track, Sanford, FL has the lowest median 1-bedroom rent at $1,200/month, $150 less than Winter Park.
Rent in cities near Winter Park
- Casselberry, FL114 · 4 mi
- Maitland, FL90 · 4 mi
- Altamonte Springs, FL1BR $1,282 · 322 · 6 mi
- Orlando, FL1BR $1,395 · 5,519 · 7 mi
- Winter Springs, FL98 · 7 mi
- Oviedo, FL184 · 7 mi
- Longwood, FL109 · 8 mi
- Lake Mary, FL158 · 11 mi
- Ocoee, FL114 · 13 mi
- Sanford, FL1BR $1,200 · 460 · 14 mi
- Apopka, FL367 · 14 mi
- Windermere, FL152 · 18 mi
All cities in Florida · Cheapest places to rent in Florida · Embed this data