Deals & Discount Filters
Apartments for Rent in Winter Park, FL
2,053 Rentals
-
-
-
-
3 BEDS, 2.5 BATHS$3,0101811 Oregon St
1811 Oregon St, Orlando, FL 32803 -
-
-
-
-
3 BEDS, 2.5 BATHS$2,5955403 Decatur St
5403 Decatur St, Orlando, FL 32807 -
-
-
-
-
5 BEDS, 5 BATHS$8,6502851 Dorell Ave
2851 Dorell Ave, Orlando, FL 32814 -
-
-
-
-
-
-
-
-
1 BED, 1 BATH$1,100
5058 Seminole Ave Unit Seminole 4
5058 Seminole Ave, Winter Park, FL 32792 -
-
1 BED, 1 BATH$1,450
940 W Fairbanks Ave Unit In-law apartment.
940 W Fairbanks Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,5001695 Lee Rd Unit # C-214
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,8003353 Royal St
3353 Royal St, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$5,000860 N Denning Dr
860 N Denning Dr, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,100
424 Dunraven Dr
424 Dunraven Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,800
850 W Canton Ave
850 W Canton Ave, Winter Park, FL 32789 -
6 BEDS, 3.5 BATHS$10,5002234 Vía Luna
2234 Vía Luna, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,4002101 Oakhurst Ave
2101 Oakhurst Ave, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,800
2749 Bright Bird Ln
2749 Bright Bird Ln, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
3651 N Goldenrod Rd Unit B207
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$6,800
311 E Morse Blvd Unit 2-3
311 E Morse Blvd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,450384 Perth Ln
384 Perth Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,0001938 Eland Ave
1938 Eland Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,400
345 Gilbert Rd
345 Gilbert Rd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,300
1620 Florentino Ln
1620 Florentino Ln, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,850
1504 Broad Wing Ln
1504 Broad Wing Ln, Winter Park, FL 32792 -
4 BEDS, 2.5 BATHS$7,2501368 Hibiscus Ave
1368 Hibiscus Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$2,995660 Killarney Bay Ct Unit 6
660 Killarney Bay Ct, Winter Park, FL 32789
Showing 42 of 269 results, Page 3 of 7
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 538 Sq Ft $1,398 / mo
- 1 Bedroom 707 Sq Ft $1,491 / mo
- 2 Bedrooms 1,019 Sq Ft $1,785 / mo
- 3 Bedrooms 1,271 Sq Ft $2,054 / mo
- 4 Bedrooms 1,506 Sq Ft $1,521 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 768 Sq Ft $1,444/mo
- Winter Park Pines 723 Sq Ft $1,475/mo
- Cedarwood Village 670 Sq Ft $1,504/mo
- Four Seasons 637 Sq Ft $1,522/mo
- Winter Park Pines Merrie Oaks 637 Sq Ft $1,522/mo
- Eastbrook 748 Sq Ft $1,580/mo
- Lake Howell 735 Sq Ft $1,620/mo
- Winter Park Estates 685 Sq Ft $1,648/mo
- Windward Square 781 Sq Ft $1,657/mo
- Laurel Springs 737 Sq Ft $1,736/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,994/mo
- Maitland $1,943/mo
- Fern Park $1,314/mo
- Eatonville $888/mo
- Casselberry $1,761/mo
- Longwood $1,775/mo
- Altamonte Springs $1,614/mo
- Lockhart $1,304/mo
- Orlando $1,789/mo
Getting Around Winter Park
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
tooltips
Submitting Request
Thank You
About Our Deals
Apartment Finder utilizes the industry's largest and most complete database of real-time rents and availabilities to help you find an amazing deal on your next rental.
Price Drop
Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
Rent Specials
Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.