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The average rent in Winter Park, as of June 2026, is down 8.55% compared to last month and down 9.36% year-over-year.
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1d ago
Verified
3935 Sutton Place Blvd, Winter Park, FL 32792
In-unit laundry | On-site laundry | Swimming pool
1–2 beds
1–2 baths
$1,481–$3,403
Apartment for rent
8h ago
Verified
7000 University Blvd, Winter Park, FL 32792
Air conditioning | On-site laundry | Swimming pool
1–3 beds
1–2 baths
$1,240–$1,865
Apartment for rent
2h ago
Verified
1–3 beds
1–2 baths
$1,206–$2,035
Apartment for rent
Available Sep 9
1d ago
Verified
600 N Semoran Blvd, Winter Park, FL 32792
Swimming pool | Fitness center | Business center
1–2 beds
1–2 baths
$1,195–$1,470
Apartment for rent
4d ago
Verified
1–2 beds
1–2 baths
$1,275–$1,745
Apartment for rent
5d+ ago
Verified
223 Sandlewood Trl #223, Winter Park, FL 32789
In-unit laundry | Air conditioning | Balcony
3 beds
3.5 baths
$2,950
Condo for rent
Available Jul 1
5d+ ago
Verified
3 beds
2.5 baths
$2,470
House for rent
Available Aug 7
5d+ ago
Verified
3 beds
2.5 baths
$2,520
House for rent
Available Jul 31
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5d+ ago
Verified
3 beds
2 baths
$2,570
House for rent
Available Jul 20
5d+ ago
Verified
3 beds
2.5 baths
$2,555
House for rent
Available Jun 23
In-Unit Laundry
On-Site Laundry
Outdoor Space
Swimming Pool
23h ago
Verified
3 beds
2 baths
$2,725
$2,505
Price drop
House for rent
Available Jun 26
1d ago
Verified
2313 Dunbury Ct, Winter Park, FL 32792
Garage parking | Outdoor space
3 beds
2 baths
$2,395
House for rent
Available May 21
1d ago
Verified
3 beds
2.5 baths
$2,800
$2,590
Price drop
House for rent
Available Jul 20
19h ago
3207 Rosebud Ln, Winter Park, FL 32792
In-unit laundry | Furnished | On-site laundry
1–2 beds
1–2 baths
$1,199–$2,394
Apartment for rent
23h ago
2000 Village Ln, Winter Park, FL 32792
Air conditioning | On-site laundry | Swimming pool
1–2 beds
1–2 baths
$1,252–$1,824
Apartment for rent
1d ago
349 Scottsdale Sq, Winter Park, FL 32792
In-unit laundry | Air conditioning | On-site laundry
1–3 beds
1–2 baths
$1,084–$2,311
Price drop
Apartment for rent
5d+ ago
3656 N Goldenrod Rd, Winter Park, FL 32792
On-site laundry | Swimming pool | Dishwasher
1 bed
1 bath
$1,599
Apartment for rent
5d+ ago
Golfside condo for rent in Winter Park
1000 S Semoran Blvd #806, Winter Park, FL 32792
In-unit laundry | Air conditioning | On-site laundry
2 beds
2 baths
$1,385
Condo for rent
Available Apr 13
5d+ ago
Condo for rent in Winter Park
2 beds
2 baths
$1,450
Condo for rent
5d+ ago
Golfside condo for rent in Winter Park
1 bed
1 bath
$1,299
Condo for rent
9h ago
2015 New Stonecastle Ter, Winter Park, FL 32792
In-unit laundry | Air conditioning | Garage parking
1–2 beds
1–2 baths
$1,405–$2,143
Price drop
Apartment for rent
21h ago
Condo for rent in Winter Park
1 bed
1 bath
$1,150
Condo for rent
Available Jun 5
21h ago
House for rent in Winter Park
1 bed
1 bath
$1,200
House for rent
Available Jul 17
22h ago
Condo for rent in Winter Park
1 bed
1 bath
$1,495
Condo for rent
Available Jun 26
22h ago
Apartment for rent in Winter Park
In-unit laundry | Balcony | Assigned parking
2 beds
1 bath
$1,595
Apartment for rent
Available Jun 26
1d ago
Condo for rent in Winter Park
2500 Lee Rd #244, Winter Park, FL 32789
In-unit laundry | Assigned parking | Swimming pool
1 bed
1 bath
$1,350
Condo for rent
1d ago
Townhouse for rent in Winter Park
3 beds
2.5 baths
$2,850
House for rent
Available Jun 25
1d ago
2001 Glenridge Way, Winter Park, FL 32792
Air conditioning | On-site laundry | Swimming pool
1–2 beds
1 bath
$1,699–$1,899
Apartment for rent
2d ago
Townhouse for rent in Winter Park
1951 Canny Cv, Winter Park, FL 32792
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,700
House for rent
2d ago
Condo for rent in Winter Park
In-unit laundry | Swimming pool | On-site management
1 bed
1 bath
$1,495
Condo for rent
Available Jun 25
2d ago
Townhouse for rent in Winter Park
2 beds
1 bath
$1,550
House for rent
2d ago
Condo for rent in Winter Park
Garage parking | Carpet | On-site management
3 beds
2 baths
$1,745
Condo for rent
Available Aug 5
2d 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
3d ago
Apartment for rent in Winter Park
3 beds
2 baths
$1,800
Apartment for rent
3d ago
Condo for rent in Winter Park
303 Sandlewood Trl #2, Winter Park, FL 32789
In-unit laundry | On-site laundry | Swimming pool
2 beds
2.5 baths
$1,825
Condo for rent
3d ago
House for rent in Winter Park
5117 Lake Howell Rd, Winter Park, FL 32792
In-unit laundry | Hardwood floor | Dishwasher
3 beds
1 bath
$2,395
House for rent
3d ago
Condo for rent in Winter Park
151 N Orlando Ave #118, Winter Park, FL 32789
In-unit laundry | Swimming pool | Ceiling fan
3 beds
1 bath
$2,200
Condo for rent
3d ago
Condo for rent in Winter Park
3 beds
2 baths
$1,795
Condo for rent
Available Jun 1
3d ago
Condo for rent in Winter Park
7425 Daniel Webster Dr #B11, Winter Park, FL 32792
In-unit laundry | Swimming pool | Hardwood floor
1 bed
1 bath
$1,295
Condo for rent
3d ago
Condo for rent in Winter Park
7338 Swallow Run #7338, Winter Park, FL 32792
In-unit laundry | Swimming pool | Walk-in closets
2 beds
2 baths
$1,598
Condo for rent
4d ago
House for rent in Winter Park
3 beds
2 baths
$2,300
House for rent
Available Jun 23
4d ago
House for rent in Winter Park
3 beds
2 baths
$2,500
House for rent
4d ago
Townhouse for rent in Winter Park
3 beds
2.5 baths
$2,975
$2,875
Price drop
House for rent
4d 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 Jun 10
5d+ ago
House for rent in Winter Park
6 beds
5 baths
$6,500
House for rent
Available Jun 18
5d+ ago
House for rent in Winter Park
3 beds
2 baths
$2,350
House for rent
Available Jun 18
5d+ ago
Apartment for rent in Winter Park
1440 Michigan Ave, Winter Park, FL 32789
In-unit laundry | On-site laundry | Carpet
2 beds
2 baths
$2,450
Apartment for rent
5d+ ago
Condo for rent in Winter Park
2 beds
2 baths
$1,495
Condo 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
$1,695
$1,595
Price drop
Condo for rent
5d+ ago
House for rent in Winter Park
2 beds
1 bath
$2,750
House for rent
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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.
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 2026 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 | 257 |
|---|---|
| 💰Best rent deal | 349 Scottsdale Sq |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |