Nearby rentals
Renter hub
Property management
Filters
The average monthly rent in Winter Park is up 3.24% compared to last month and up 1.63% year-over-year.
Average rent
Track prices
Rent calculator
What can I afford?
All rentals
1h ago
Verified
3935 Sutton Place Blvd, Winter Park, FL 32792
In-unit laundry | On-site laundry | Swimming pool
1–2 beds
1–2 baths
$1,431–$3,507
Apartment for rent
2d ago
Verified
7000 University Blvd, Winter Park, FL 32792
Air conditioning | On-site laundry | Swimming pool
1–3 beds
1–2 baths
$1,240–$1,695
Apartment for rent
7h ago
Verified
1–2 beds
1–2 baths
$1,275–$1,745
Apartment for rent
1d ago
Verified
600 N Semoran Blvd, Winter Park, FL 32792
Swimming pool | Fitness center | Business center
2 beds
2 baths
$1,470
Apartment for rent
4d ago
Verified
2218 King Richards Ct #NA, Winter Park, FL 32792
In-unit laundry | Air conditioning | Garage parking
3 beds
2 baths
$3,600
House for rent
Available May 30
4d ago
Verified
3 beds
2 baths
$2,430
House for rent
Available Jul 20
5d+ ago
Verified
1695 Lee Rd #E107, Winter Park, FL 32789
In-unit laundry | Air conditioning | Balcony
1 bed
1 bath
$1,300
Apartment for rent
Available May 1
5d+ ago
Verified
3 beds
2.5 baths
$2,530
House for rent
Available Jul 3
Be the first to hear about new listings matching your search.
4d ago
Verified
3 beds
2 baths
$2,250
$2,125
Price drop
House for rent
Available May 12
4d ago
Verified
3 beds
2 baths
$2,935
House for rent
Available Jun 17
Swimming Pool
On-Site Laundry
In-Unit Laundry
Outdoor Space
5d+ ago
Verified
1180 Springview Run, Winter Park, FL 32792
Garage parking | Walk-in closets | Outdoor space
3 beds
2 baths
$2,185
House for rent
Available May 20
5d+ ago
Verified
2313 Dunbury Ct, Winter Park, FL 32792
Garage parking | Outdoor space
3 beds
2 baths
$2,445
House for rent
Available May 22
5h ago
Apartment for rent in Winter Park
2 beds
2 baths
$2,050
Apartment for rent
13h ago
349 Scottsdale Sq, Winter Park, FL 32792
In-unit laundry | Air conditioning | On-site laundry
1–3 beds
1–2 baths
$1,093–$2,098
Price drop
Apartment for rent
23h ago
3656 N Goldenrod Rd, Winter Park, FL 32792
Dishwasher | Microwave
2 beds
2 baths
$1,899
Apartment for rent
1d ago
2001 Glenridge Way, Winter Park, FL 32792
Air conditioning | On-site laundry | Swimming pool
1–2 beds
1 bath
$1,799–$1,899
Apartment for rent
1d ago
2000 Village Ln, Winter Park, FL 32792
Air conditioning | On-site laundry | Swimming pool
1–3 beds
1–2 baths
$1,232–$2,411
Apartment for rent
3d ago
Condo for rent in Winter Park
2 beds
2 baths
$1,575
Condo for rent
5d+ ago
Condo for rent in Winter Park
2 beds
2 baths
$1,450
Condo for rent
5d+ ago
Condo for rent in Winter Park
In-unit laundry | Swimming pool | Dishwasher
2 beds
1 bath
$1,595
Condo for rent
5d+ ago
Condo for rent in Winter Park
7429 Daniel Webster Dr #14E, Winter Park, FL 32792
In-unit laundry | Furnished | Package service
2 beds
2 baths
$1,740
Condo for rent
5d+ ago
Golfside condo for rent in Winter Park
1 bed
1 bath
$1,299
Condo for rent
55m ago
Townhouse for rent in Winter Park
2 beds
2.5 baths
$2,299
House for rent
Available May 18
2h ago
Garden Acres house for rent in Winter Park
In-unit laundry | Outdoor space
2 beds
1 bath
$1,995
House for rent
3h ago
House for rent in Winter Park
4 beds
3 baths
$4,100
House for rent
6h ago
2015 New Stonecastle Ter, Winter Park, FL 32792
In-unit laundry | Air conditioning | Garage parking
1–2 beds
1–2 baths
$1,441–$2,272
Apartment for rent
8h ago
3440 N Goldenrod Rd, Winter Park, FL 32792
In-unit laundry | Swimming pool | Fitness center
1–3 beds
1–2 baths
$1,295–$2,190
Price drop
Apartment for rent
16h ago
3207 Rosebud Ln, Winter Park, FL 32792
In-unit laundry | Furnished | On-site laundry
1–2 beds
1–2 baths
$1,396–$2,451
Price drop
Apartment for rent
1d ago
Apartment for rent in Winter Park
2045 S Lakemont Ave, Winter Park, FL 32792
In-unit laundry | Dishwasher | Microwave
2 beds
1 bath
$1,795
Apartment for rent
1d ago
3040 Aloma Avenue, Winter Park, FL 32792
Air conditioning | On-site laundry | Balcony
1–2 beds
1–2 baths
$1,450–$1,625
Apartment for rent
Available Jun 7
1d ago
House for rent in Winter Park
1026 S Lakemont Ave, Winter Park, FL 32792
In-unit laundry | On-site laundry | Swimming pool
3 beds
2 baths
$4,300
$4,100
Price drop
House for rent
1d ago
House for rent in Winter Park
2 beds
2 baths
$1,500
House for rent
2d ago
Condo for rent in Winter Park
3032 Antique Oaks Cir #145, Winter Park, FL 32792
In-unit laundry | Swimming pool | Dishwasher
1 bed
1 bath
$1,350
Condo for rent
3d ago
House for rent in Winter Park
1843 Shadyhill Ter, Winter Park, FL 32792
In-unit laundry | Garage parking | On-site laundry
4 beds
2.5 baths
$3,300
House for rent
4d ago
Condo for rent in Winter Park
3 beds
2 baths
$1,900
Condo for rent
Available Jun 1
5d+ ago
Townhouse for rent in Winter Park
3 beds
2.5 baths
$3,150
House for rent
5d+ ago
Townhouse for rent in Winter Park
5523 Cretan Way, Winter Park, FL 32792
In-unit laundry | Assigned parking | Central heat
3 beds
2 baths
$2,195
$2,095
Price drop
House for rent
5d+ ago
House for rent in Winter Park
3 beds
2 baths
$2,700
House for rent
5d+ ago
Apartment for rent in Winter Park
147 S Interlachen Ave #250, Winter Park, FL 32789
In-unit laundry | Air conditioning | Garage parking
3 beds
5 baths
$10,500
$9,500
Price drop
Apartment for rent
Available May 15
5d+ ago
House for rent in Winter Park
425 Balmoral Rd, Winter Park, FL 32789
In-unit laundry | Air conditioning | Garage parking
3 beds
2 baths
$3,950
House for rent
5d+ ago
House for rent in Winter Park
1814 Barker Dr, Winter Park, FL 32789
In-unit laundry | Garage parking | On-site laundry
5 beds
4 baths
$10,000
House for rent
5d+ ago
Condo for rent in Winter Park
1941 Lanier Ct, Winter Park, FL 32792
On-site laundry | Outdoor space
2 beds
1 bath
$1,745
Condo for rent
5d+ ago
Townhouse for rent in Winter Park
4 beds
3 baths
$5,750
House for rent
5d+ ago
Apartment for rent in Winter Park
In-unit laundry | Balcony | Fitness center
1 bed
1 bath
$1,675
Apartment for rent
Available May 13
5d+ ago
Condo for rent in Winter Park
1 bed
1 bath
$1,350
Condo for rent
Available May 15
5d+ ago
House for rent in Winter Park
1671 Dale Ave #1, Winter Park, FL 32789
In-unit laundry | Air conditioning | Garage parking
2 beds
1 bath
$2,250
House for rent
Available Jun 1
5d+ ago
House for rent in Winter Park
2 beds
2 baths
$1,750
House for rent
5d+ ago
House for rent in Winter Park
1760 Legion Dr, Winter Park, FL 32789
In-unit laundry | Garage parking | Swimming pool
4 beds
5.5 baths
$9,700
House for rent
5d+ ago
Townhouse for rent in Winter Park
3 beds
2.5 baths
$2,495
House for rent
5d+ ago
House for rent in Winter Park
3 beds
2 baths
$3,350
House for rent
Are you a rental professional?
163 rentals
35 rentals
56 rentals
30 rentals
34 rentals
29 rentals
48 rentals
51 rentals
2,453 rentals
60 rentals
1 rental
40 rentals
10 rentals
26 rentals
9 rentals
2 rentals
43 rentals
12 rentals
5
Winter Park, FL, offers a blend of beautiful parks and lakes, making it a pleasant place for outdoor activities like jogging and biking. Residents appreciate the vibrant local arts scene, with frequent events and galleries to explore. The area is noted for its excellent schools, which is a significant draw for families. However, some locals mention frustrations with traffic and parking, especially around the popular Park Avenue shopping district, where congestion can be a hassle during peak times.
Winter Park's 2025 rental market shows one-bedroom apartments averaging around $1,400 per month, while two-bedroom units average around $1,700 monthly. Both apartment types experienced year-over-year decreases, with one-bedrooms declining 6.1% and two-bedrooms dropping 4.4% from 2024 levels.
Rents in Winter Park, FL have experienced a slight decline in 2024, with average monthly rents decreasing by 3.1% year-over-year.
October stands out as the optimal month for apartment hunting in Winter Park, offering both the lowest seasonal rents and reduced competition among renters. The city sees an 8% difference between peak July pricing and October's off-peak rates, making fall timing particularly advantageous for budget-conscious searches.
Winter Park offers solid options for pet owners, with 48% of rental listings welcoming pets. This represents a substantial portion of the city's average 258 monthly apartment listings, providing pet owners with multiple housing choices across different property types.
Utilities are rarely included in Winter Park rental agreements, appearing in less than 1% of total listings. Among the limited options, one-bedroom apartments show the highest rate at 0.08% of listings, while studios currently show no utility-included options available.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
| 🔑Available apartment rentals | 234 |
|---|---|
| 💰Best rent deal | 349 Scottsdale Sq |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |