Deals & Discount Filters
Apartments for Rent in Winter Park, FL
2,038 Rentals
-
-
1 BED$1,802+2 BEDS$2,200+Rosalia Winter Park 55+ Active Adult Commu...
3045 Aloma Ave, Winter Park, FL 32792 -
1 BED$1,295+2 BEDS$1,535+3 BEDS$1,945+
Signal Pointe
2500 Howell Branch Rd, Winter Park, FL 32792 -
1 BED$1,532+2 BEDS$1,787+3 BEDS$1,928+
Stonecastle Apartment Homes
2015 New Stonecastle Ter, Winter Park, FL 32792 -
-
-
-
1 BED$1,526+2 BEDS$1,417+3 BEDS$2,024+
Atlas at Winter Park
3733 N Goldenrod Rd, Winter Park, FL 32792 -
-
1 BED$1,232+2 BEDS$1,282+3 BEDS$1,723+
Venue At Winter Park
5 Autumn Breeze Way, Winter Park, FL 32792 -
-
-
1 BED$1,207+2 BEDS$1,479+3 BEDS$1,900+
Village Park Senior
550 W Denning Dr, Winter Park, FL 32789 -
STUDIO$1,650+1 BED$1,775+2 BEDS$1,500+
Hannibal Square
433 W New England Ave, Winter Park, FL 32789 -
-
1 BED$1,250+2 BEDS$1,550+3 BEDS$1,800+
Park Apartments
7528 Park Promenade Dr, Winter Park, FL 32792 -
STUDIO$1,032+1 BED$1,067+2 BEDS$1,246+3 BEDS$1,261+
Carlton Arms of Winter Park
300 Jamestown Dr, Winter Park, FL 32792 -
-
STUDIO$1,804+1 BED$1,899+2 BEDS$2,284+3 BEDS$3,064+
Enders Place at Baldwin Park
4220 New Broad St, Orlando, FL 32814 -
-
1 BED, 1 BATH$1,1007345 Daniel Webster Dr Unit D
7345 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,2001360 Formosa Ave Unit 1360 Formosa
1360 Formosa Ave, Winter Park, FL 32789 -
-
-
-
-
1 BED, 1 BATH$2,100
2892 Lincroft Ave Unit Baldwin Park lakefront
2892 Lincroft Ave, Orlando, FL 32814 -
-
Rent Special
-
1 BED, 1 BATH$1,795
955 Aragon Ave Unit Apt B
955 Aragon Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,350
5323 Poinsetta Ave
5323 Poinsetta Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,100
456 Banyon Tree Cir Unit 102
456 Banyon Tree Cir, Maitland, FL 32751 -
1 BED$1,074+2 BEDS$1,274+3 BEDS$1,495+
Sumerset Apartments
1051 Lee Rd, Orlando, FL 32810 -
STUDIO$900+1 BED$1,050+2 BEDS$1,200+3 BEDS$1,600+
Kingswood Apartments
1101 Lee Rd, Orlando, FL 32810 -
3 BEDS, 3 BATHS$3,4001273 Michigan Ave
1273 Michigan Ave, Winter Park, FL 32789 -
-
-
-
2 BEDS, 2.5 BATHS$1,925
7296 Daniel Webster Dr Unit 1
7296 Daniel Webster Dr, Winter Park, FL 32792 -
-
-
Showing 42 of 290 results, Page 2 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 $1,405 / mo
- 1 Bedroom 708 Sq Ft $1,495 / mo
- 2 Bedrooms 1,019 Sq Ft $1,769 / mo
- 3 Bedrooms 1,271 Sq Ft $2,019 / mo
- 4 Bedrooms 1,506 Sq Ft $1,526 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,451/mo
- Eastbrook 720 Sq Ft $1,481/mo
- Cedarwood Village 642 Sq Ft $1,486/mo
- Winter Park Pines 707 Sq Ft $1,495/mo
- Four Seasons 640 Sq Ft $1,512/mo
- Winter Park Pines Merrie Oaks 640 Sq Ft $1,512/mo
- Albert Lee Ridge 768 Sq Ft $1,581/mo
- Lake Howell 726 Sq Ft $1,601/mo
- Winter Park Estates 692 Sq Ft $1,632/mo
- Windward Square 779 Sq Ft $1,648/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,715/mo
- Maitland $1,914/mo
- Fern Park $1,326/mo
- Eatonville $1,000/mo
- Casselberry $1,671/mo
- Longwood $1,803/mo
- Altamonte Springs $1,655/mo
- Lockhart $1,402/mo
- Orlando $1,742/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.