Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,895 Rentals
-
-
1 BED, 1 BATH$1,3802942 Antique Oaks Cir Unit 82
2942 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$3,147
1307 Formosa Ave Unit ID1250011P
1307 Formosa Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,699662 Callahan St Unit ID1308311P
662 Callahan St, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$4,2142007 Cornell Ave Unit ID1032296P
2007 Cornell Ave, Winter Park, FL 32789 -
-
-
-
-
-
-
3 BEDS, 2 BATHS$5,8002721 E Marks St
2721 E Marks St, Orlando, FL 32803 -
-
-
-
-
3 BEDS, 2 BATHS$2,050448 Banyon Tree Cir Unit 102
448 Banyon Tree Cir, Maitland, FL 32751 -
1 BED, 1 BATH$1,6222710 Amherst Ave Unit ID1018188P
2710 Amherst Ave, Orlando, FL 32804 -
-
-
-
3 BEDS, 2 BATHS$3,688111 E King St Unit ID1018200P
111 E King St, Orlando, FL 32804 -
-
-
1 BED, 1 BATH$1,000
5058 Seminole Ave Unit Seminole 2
5058 Seminole Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,8502918 Antique Oaks Cir Unit #31
2918 Antique Oaks Cir, Winter Park, FL 32792 -
-
2 BEDS, 2 BATHS$1,600
3651 N Goldenrod Rd Unit F208
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700
1016 Arthur Ave
1016 Arthur Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,300
2520 Caper Ln Unit 102
2520 Caper Ln, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,6005460 decatur st
5460 decatur st, Orlando, FL 32807 -
2 BEDS, 1.5 BATHS$1,750200 St Andrews Blvd Unit 3301
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5953651 N Goldenrod Rd Unit A103
3651 N Goldenrod Rd, Winter Park, FL 32792 -
4 BEDS, 4.5 BATHS$6,750
132 Burks Cir
132 Burks Cir, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,600
241 Lewfield Cir Unit 241
241 Lewfield Cir, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$3,750421 W Fairbanks Ave
421 W Fairbanks Ave, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$3,2002907 Little John Rd
2907 Little John Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$2,000
2011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,465
2500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,400
1000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$1,7957473 Belle River Ct
7473 Belle River Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5001695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789
Showing 42 of 279 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 537 Sq Ft $1,384 / mo
- 1 Bedroom 706 Sq Ft $1,442 / mo
- 2 Bedrooms 1,020 Sq Ft $1,707 / mo
- 3 Bedrooms 1,273 Sq Ft $2,003 / mo
- 4 Bedrooms 1,506 Sq Ft $1,544 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Seasons 582 Sq Ft $1,251/mo
- Winter Park Pines Merrie Oaks 582 Sq Ft $1,251/mo
- Laurel Springs 736 Sq Ft $1,392/mo
- Winter Park Woods 765 Sq Ft $1,414/mo
- Winter Park Pines 708 Sq Ft $1,458/mo
- Eastbrook 742 Sq Ft $1,471/mo
- Cedarwood Village 668 Sq Ft $1,525/mo
- Lake Howell 750 Sq Ft $1,533/mo
- Windward Square 780 Sq Ft $1,560/mo
- Villas of Casselberry 757 Sq Ft $1,562/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,593/mo
- Maitland $1,747/mo
- Fern Park $1,282/mo
- Eatonville $850/mo
- Casselberry $1,734/mo
- Longwood $1,660/mo
- Altamonte Springs $1,552/mo
- Orlando $1,658/mo
- Pine Castle $1,206/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.