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Cheap Apartments for Rent in Winter Park, FL
1,893 Rentals
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|Total Monthly Price Total Monthly Price New1 BED$1,619+2 BEDS$1,963+3 BEDS$2,098+Base Rent$1,535 - $3,319Required Monthly Fees$84Utilities & EssentialsVariesTotal Monthly Price$1,619 - $2,328Cortland Lake Howell
1280 Vinings Ln, Casselberry, FL 32707 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,550Base Rent$1,550Required Monthly FeesNoneTotal Monthly Price$1,5501140 S Orlando Ave Unit Exeter E2
1140 S Orlando Ave, Maitland, FL 32751 -
1 BED, 1 BATH$1,5501140 S Orlando Ave Unit E2
1140 S Orlando Ave, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,550190 Ventris Ave W
190 Ventris Ave W, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,5502 Bedroom 2 Bath Winter Park Condo for Rent, Near Full Sail & UCF!
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,550825 N Primrose Dr
825 N Primrose Dr, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,5752918 Antique Oaks Cir Unit 26
2918 Antique Oaks Cir, Winter Park, FL 32792 -
Price Drop. $198 Off|1 BED$1,580+2 BEDS$2,247+3 BEDS$3,054+The Adeline
304 Lake Ave, Maitland, FL 32751 -
1 Month FreeSTUDIO$1,584+1 BED$1,852+2 BEDS$2,178+Berkshire Winter Park
1874 Harmon Ave, Winter Park, FL 32789 -
Rent SpecialSTUDIO$1,585+1 BED$1,695+2 BEDS$2,365+Seven41 Winter Park
741 Clay St, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,5951695 Lee Rd Unit C206
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,595Newly Renovated Small 2BR w/Den Guest House
7004 Mills Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595WINTER PARK: Goldenrod Condo - Ground Floor Unit Unit E105
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595
SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,595
1695 Lee Rd Unit Apartment A103
1695 Lee Rd, Winter Park, FL 32789 -
Good Value| -
Rent Special -
STUDIO$1,600+1 BED$1,775+2 BEDS$1,750+3 BEDS$1,900+Hannibal Square
433 W New England Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,6002523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,6004418 Eli St
4418 Eli St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,600
3254 Howell Branch Rd
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,600
1695 Lee Rd Unit B204
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,6001/2 Duplex in Winter Park
3012 Patel Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6003254 Howell Branch Rd Unit Howell Branch Rd - 3254
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,6201941 Lanier Ct
1941 Lanier Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,6201941 Lanier Ct
1941 Lanier Ct, Winter Park, FL 32792 -
Exceptional Value1 BED$1,630+2 BEDS$2,020+3 BEDS$2,490+400 North
400 N Orlando Ave, Maitland, FL 32751 -
1 Month FreeTotal Monthly Price Total Monthly Price NewSTUDIO$1,728+1 BED$1,985+2 BEDS$2,384+3 BEDS$3,631+Base Rent$1,640 - $8,540Required Monthly Fees$88Utilities & EssentialsVariesTotal Monthly Price$1,728 - $3,631Vida at Health Village
2680 N Orange Ave, Orlando, FL 32804 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$1,650Base Rent$1,650Required Monthly FeesNoneTotal Monthly Price$1,650625 Trinidad Ct Unit 625
625 Trinidad Ct, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2.5 BATHS$1,650Base Rent$1,650Required Monthly FeesNoneTotal Monthly Price$1,6503004 George Mason Ave Unit George Mason Avenue
3004 George Mason Ave, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,650Base Rent$1,650Required Monthly FeesNoneTotal Monthly Price$1,6505547 Kingswood Dr
5547 Kingswood Dr, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,6501000 S Semoran Blvd Unit 815
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,650
4521 Edgewater Dr
4521 Edgewater Dr, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,650
7338 Swallow Run Unit 7338
7338 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
3045 Aaron Burr Ave Unit 12D
3045 Aaron Burr Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6501000 S Semoran Blvd
1000 S Semoran Blvd, Winter Park, FL 32792 -
Rent Special1 BED$1,675The Lofts of Winter Park Village
520 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,675HC - Goldenrod Road Unit 4616 N Goldenrod Rd
4616 N Goldenrod Rd, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,685Base Rent$1,685Required Monthly FeesNoneTotal Monthly Price$1,68517 W Winter Park St Unit #17
17 W Winter Park St, Orlando, FL 32804 -
1 BED$1,685+2 BEDS$1,824+3 BEDS$2,183+The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
Price Drop. $596 OffSTUDIO$1,689+1 BED$1,920+2 BEDS$2,650+3 BEDS$3,256+Enders Place at Baldwin Park
4220 New Broad St, Orlando, FL 32814
Showing 42 of 275 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 535 Sq Ft $1,411 / mo
- 1 Bedroom 706 Sq Ft $1,486 / mo
- 2 Bedrooms 1,021 Sq Ft $1,749 / mo
- 3 Bedrooms 1,273 Sq Ft $2,024 / mo
- 4 Bedrooms 1,506 Sq Ft $1,940 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Lake Howell 737 Sq Ft $1,581/mo
- Fairview 731 Sq Ft $1,868/mo
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Note: Based on community-supplied data and independent market research. Subject to change without notice.