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The average monthly rent in Winter Park is up 4.02% compared to last month and up 4.83% year-over-year.
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5h ago
Verified
3935 Sutton Place Blvd, Winter Park, FL 32792
In-unit laundry | On-site laundry | Swimming pool
1–2 beds
1–2 baths
$1,381–$3,136
Apartment for rent
12h ago
Verified
7000 University Blvd, Winter Park, FL 32792
Air conditioning | On-site laundry | Swimming pool
1–3 beds
1–2 baths
$1,240–$1,775
Apartment for rent
21h ago
Verified
1–2 beds
1–2 baths
$1,275–$1,745
Apartment for rent
2d 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
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
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
3d ago
Verified
2313 Dunbury Ct, Winter Park, FL 32792
Garage parking | Outdoor space
3 beds
2 baths
$2,385
House for rent
Available May 19
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5d+ ago
Verified
3 beds
2 baths
$2,330
$2,175
Price drop
House for rent
Available May 13
5d+ ago
Verified
3 beds
2 baths
$3,025
House for rent
Available Jun 17
Swimming Pool
On-Site Laundry
In-Unit Laundry
Outdoor Space
5d+ ago
Verified
4 beds
3 baths
$2,525
House for rent
Available Mar 7
3h ago
349 Scottsdale Sq, Winter Park, FL 32792
In-unit laundry | Air conditioning | On-site laundry
1–3 beds
1–2 baths
$1,096–$2,100
Price drop
Apartment for rent
4h ago
3656 N Goldenrod Rd, Winter Park, FL 32792
Dishwasher | Microwave
2 beds
2 baths
$1,899
Apartment for rent
9h 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
20h ago
2000 Village Ln, Winter Park, FL 32792
Air conditioning | On-site laundry | Swimming pool
2–3 beds
1–2 baths
$1,499–$2,411
Apartment for rent
1d 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
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
2 beds
2 baths
$1,575
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
8h 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
11h ago
2015 New Stonecastle Ter, Winter Park, FL 32792
In-unit laundry | Air conditioning | Garage parking
1–2 beds
1–2 baths
$1,441–$2,398
Apartment for rent
14h ago
House for rent in Winter Park
2 beds
2 baths
$1,750
House for rent
20h 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
1542 Sugarwood Cir #1, Winter Park, FL 32792
4 beds
3 baths
$3,900
House for rent
Available May 1
1d 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
1d ago
Condo for rent in Winter Park
151 N Orlando Ave #203, Winter Park, FL 32789
In-unit laundry | Furnished | On-site laundry
2 beds
1 bath
$2,200
Condo for rent
1d ago
3207 Rosebud Ln, Winter Park, FL 32792
In-unit laundry | Furnished | On-site laundry
1–2 beds
1–2 baths
$1,427–$2,340
Apartment for rent
2d ago
Townhouse for rent in Winter Park
3 beds
2.5 baths
$2,495
House for rent
2d ago
House for rent in Winter Park
3 beds
2 baths
$3,350
House for rent
3d ago
Apartment for rent in Winter Park
2 beds
2 baths
$2,050
Apartment for rent
3d ago
House for rent in Winter Park
1937 Strathaven Rd, Winter Park, FL 32792
In-unit laundry | Garage parking | Dishwasher
3 beds
2 baths
$3,395
House for rent
4d 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
$2,800
House for rent
4d ago
Condo for rent in Winter Park
625 Trinidad Ct #625, Winter Park, FL 32792
In-unit laundry | Ceiling fan | Carpet
2 beds
2 baths
$1,650
Condo for rent
4d ago
Townhouse for rent in Winter Park
1403 Broad Wing Ln, Winter Park, FL 32792
In-unit laundry | On-site laundry | Walk-in closets
3 beds
2.5 baths
$2,795
House for rent
Available May 4
4d ago
Condo for rent in Winter Park
2 beds
2 baths
$1,495
Condo for rent
5d+ ago
Condo for rent in Winter Park
1500 Gay Rd, Winter Park, FL 32789
Air conditioning | On-site laundry | Balcony
2 beds
2 baths
$1,850
Condo for rent
Available May 18
5d+ ago
Condo for rent in Winter Park
612 Trinidad Ct #612, Winter Park, FL 32792
In-unit laundry | Swimming pool | Fitness center
2 beds
2 baths
$1,800
Condo for rent
5d+ ago
House for rent in Winter Park
3 beds
1.5 baths
$2,435
House for rent
Available May 7
5d+ ago
Apartment for rent in Winter Park
4 beds
2 baths
$3,750
Apartment for rent
Available Jun 1
5d+ ago
House for rent in Winter Park
2 beds
1 bath
$3,400
$3,200
Price drop
House for rent
5d+ ago
Condo for rent in Winter Park
2942 Antique Oaks Cir #82, Winter Park, FL 32792
In-unit laundry | Swimming pool | Dishwasher
1 bed
1 bath
$1,350
Condo for rent
Available May 1
5d+ ago
House for rent in Winter Park
3897 Waterview Loop, Winter Park, FL 32792
In-unit laundry | Hardwood floor | Ceiling fan
3 beds
2 baths
$2,695
House for rent
Available May 11
5d+ ago
House for rent in Winter Park
2 beds
1 bath
$1,750
House for rent
5d+ ago
House for rent in Winter Park
1580 Oakhurst Ave, Winter Park, FL 32789
In-unit laundry | Garage parking | On-site laundry
4 beds
2.5 baths
$4,600
House for rent
5d+ ago
Townhouse for rent in Winter Park
3 beds
2.5 baths
$1,800
House for rent
Available May 2
5d+ ago
House for rent in Winter Park
853 W Lyman Ave, Winter Park, FL 32789
In-unit laundry | Furnished | On-site laundry
3 beds
1 bath
$3,300
House for rent
Available Jun 1
5d+ ago
Condo for rent in Winter Park
7340 Swallow Run #7340, Winter Park, FL 32792
In-unit laundry | Hardwood floor | Walk-in closets
2 beds
2 baths
$1,500
Condo for rent
5d+ ago
House for rent in Winter Park
653 Symonds Ave, Winter Park, FL 32789
In-unit laundry | Garage parking | Balcony
3 beds
2.5 baths
$3,200
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
Apartment for rent
Available May 1
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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 | 231 |
|---|---|
| 💰Best rent deal | 349 Scottsdale Sq |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |