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Cheap Apartments for Rent in Winter Park, FL
1,430 Rentals
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,300Base Rent$2,300Required Monthly FeesNoneTotal Monthly Price$2,300524 N Lakemont Ave
524 N Lakemont Ave, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$2,300Base Rent$2,300Required Monthly FeesNoneTotal Monthly Price$2,300151 N Orlando Ave Unit 262
151 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,350830 Baltimore Dr
830 Baltimore Dr, Orlando, FL 32810 -
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3 BEDS, 2.5 BATHS$2,400258 Balfour Dr
258 Balfour Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,4002809 W Fairbanks Ave
2809 W Fairbanks Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$2,400920 Aragon Ave
920 Aragon Ave, Winter Park, FL 32789 -
Price Drop. $744 Off1 BED$2,438+2 BEDS$2,829+3 BEDS$3,401+
Perla Gem Lake
100 Boucle Jeanne Cir, Maitland, FL 32751 -
3 BEDS, 3 BATHS$2,4501840 Bachman Way
1840 Bachman Way, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2.5 BATHS$2,450Base Rent$2,450Required Monthly FeesNoneTotal Monthly Price$2,4501840 Bachman Way
1840 Bachman Way, Winter Park, FL 32792 -
3 BEDS, 1 BATH$2,4901300 Bennett Rd
1300 Bennett Rd, Orlando, FL 32803 -
2 BEDS, 2 BATHS$2,495720 Killarney Bay Ct
720 Killarney Bay Ct, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,495720 Killarney Bay Ct
720 Killarney Bay Ct, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,4992223 Amherst Ave Unit 1
2223 Amherst Ave, Orlando, FL 32804 -
Total Monthly Price Total Monthly Price New3 BEDS, 2.5 BATHS$2,500Base Rent$2,500Required Monthly FeesNoneTotal Monthly Price$2,500900A Timor Ave
900A Timor Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,5005454 Bracken Ct
5454 Bracken Ct, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,5001849 Viburnum Ln
1849 Viburnum Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,500
4870 Seminole Ave
4870 Seminole Ave, Winter Park, FL 32792 -
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2 BEDS, 1 BATH$2,550245 Orange Pl Unit 245 Orange Pl
245 Orange Pl, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,575204 Quayside Cir Unit 201
204 Quayside Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,6501100 S Orlando Ave Unit 601
1100 S Orlando Ave, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,650
712 Malone Dr
712 Malone Dr, Orlando, FL 32810 -
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,695Base Rent$2,695Required Monthly FeesNoneTotal Monthly Price$2,6951509 Springtime Loop
1509 Springtime Loop, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,7003557 Arbutus Ln
3557 Arbutus Ln, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,7002021 Canny Cv
2021 Canny Cv, Winter Park, FL 32792 -
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,750Base Rent$2,750Required Monthly FeesNoneTotal Monthly Price$2,7501627 Orange Ave
1627 Orange Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,7502401 Albert Lee Pkwy
2401 Albert Lee Pkwy, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,800912 Carvell Dr
912 Carvell Dr, Winter Park, FL 32792 -
5 BEDS, 3.5 BATHS$2,8002181 Linden Rd
2181 Linden Rd, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$2,8002719 Merrie Oaks Rd
2719 Merrie Oaks Rd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,8002452 Firstlight Wy
2452 Firstlight Wy, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$2,810Base Rent$2,810Required Monthly FeesNoneTotal Monthly Price$2,810662 Callahan St Unit SI ID1545989P
662 Callahan St, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,899101 S Lakemont Ave
101 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,900
204 Quayside Cir Unit 603
204 Quayside Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,900204 Quayside Cir
204 Quayside Cir, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,9002607 Elizabeth Ave
2607 Elizabeth Ave, Orlando, FL 32804 -
4 BEDS, 3 BATHS$2,9507033 Easter St
7033 Easter St, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,9951481 Glastonberry Rd
1481 Glastonberry Rd, Maitland, FL 32751
Showing 42 of 300 results, Page 6 of 8
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 $1,375 / mo
- 1 Bedroom 706 Sq Ft $1,474 / mo
- 2 Bedrooms 1,021 Sq Ft $1,744 / mo
- 3 Bedrooms 1,350 Sq Ft $2,152 / mo
- 4 Bedrooms 1,506 Sq Ft $1,849 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Lake Howell 727 Sq Ft $1,536/mo
- Fairview 741 Sq Ft $1,796/mo
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Note: Based on community-supplied data and independent market research. Subject to change without notice.