Apartments under $500 for Rent in Winter Park, FL

1. 

   Rent Special

   Rent Special

   Videos | Virtual Tour

   STUDIO

   $1,732+

   1 BED

   $2,084+

   2 BEDS

   $2,861+

   3 BEDS

   $3,516+

   Juno Winter Park

   1305 Morgan Stanley Ave, Winter Park, FL 32789

   Message Email Call (321) 732-6086
2. 

   1 Month Free

   1 Month Free

   Virtual Tour

   STUDIO

   $1,462+

   1 BED

   $1,686+

   2 BEDS

   $2,271+

   3 BEDS

   $2,838+

   Berkshire Winter Park

   1874 Harmon Ave, Winter Park, FL 32789

   Message Email Call (689) 220-2093
3. 

   Virtual Tour

   STUDIO

   $1,565+

   1 BED

   $1,814+

   2 BEDS

   $2,095+

   4 BEDS

   $3,514+

   Enders Place at Baldwin Park

   4220 New Broad St, Orlando, FL 32814

   Message Email Call (689) 220-2141
4. 

   Virtual Tour

   1 BED

   $1,344+

   2 BEDS

   $1,405+

   3 BEDS

   $1,948+

   Summerlin at Winter Park Apartments

   3207 Rosebud Ln, Winter Park, FL 32792

   Message Email Call (689) 219-7310
5. Virtual Tour

   STUDIO

   $1,680+

   1 BED

   $1,710+

   2 BEDS

   $2,330+

   Seven41 Winter Park

   741 Clay St, Winter Park, FL 32789

   Message Email Call (689) 219-8027
6. 

   STUDIO

   $1,280+

   1 BED

   $1,525+

   Park East - Park Knowles Apartments

   311 N Knowles Ave, Winter Park, FL 32789

   Message Email Call (321) 282-6154
7. 

   Virtual Tour

   1 BED

   $1,295+

   2 BEDS

   $1,455+

   3 BEDS

   $1,720+

   Signal Pointe

   2500 Howell Branch Rd, Winter Park, FL 32792

   Message Email Call (689) 220-5609
8. Virtual Tour

   1 BED

   $1,374+

   2 BEDS

   $1,547+

   3 BEDS

   $1,805+

   Stonecastle Apartment Homes

   2015 New Stonecastle Ter, Winter Park, FL 32792

   Message Email Call (689) 219-5272
9. Virtual Tour

   1 BED

   $1,615

   The Lofts of Winter Park Village

   520 N Orlando Ave, Winter Park, FL 32789

   Message Email Call (689) 209-1979
10. Virtual Tour

    1 BED

    $1,360+

    2 BEDS

    $1,449+

    3 BEDS

    $1,974+

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789

    Message Email Call (689) 205-8291
11. Virtual Tour

    1 BED

    $1,802+

    2 BEDS

    $2,392+

    Rosalia Winter Park 55+ Active Adult Community

    3045 Aloma Ave, Winter Park, FL 32792

    Message Email Call (321) 320-8654
12. Rent Special

    Rent Special

    3 BEDS, 2 BATHS

    $1,969

    3028 Patel Dr

    3028 Patel Dr, Winter Park, FL 32792

    Message Email Call (833) 742-0874
13. 

    3 BEDS, 2 BATHS

    $2,220

    1729 Puritan Ave

    1729 Puritan Ave, Winter Park, FL 32792
14. 

    Rent Special

    Rent Special

    4 BEDS, 2.1 BATHS

    $2,510

    2843 Riddle Dr

    2843 Riddle Dr, Winter Park, FL 32789

    Message Email Call (407) 284-4494
15. 

    Rent Special

    Rent Special

    3 BEDS, 1 BATH

    $1,890

    4435 Fairview Ave

    4435 Fairview Ave, Orlando, FL 32804

    Message Email Call (407) 284-4494
16. 

    Discounts

    Discounts

    4 BEDS, 3.5 BATHS

    $5,195

    438 W Swoope Ave

    438 W Swoope Ave, Winter Park, FL 32789

    Apply
17. 

    Rent Special

    Rent Special

    2 BEDS, 2 BATHS

    $1,850

    1016 Arthur Ave

    1016 Arthur Ave, Orlando, FL 32804
18. 

    1 BED

    $1,349

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792
19. 

    1 BED

    $1,349+

    2 BEDS

    $1,449+

    Sapphire Winter Park

    1743 Semoran North Cir, Winter Park, FL 32792
20. 1 BED

    $1,199+

    2 BEDS

    $1,499+

    Whisper Lake Apartments

    3250 Whisper Lake Ln, Winter Park, FL 32792
21. 1 BED

    $1,299+

    2 BEDS

    $1,999+

    Serena Winter Park

    2890 Red Lion Sq, Winter Park, FL 32792
22. 1 BED

    $1,298+

    2 BEDS

    $1,484+

    Alvista Winter Park

    3935 Sutton Place Blvd, Winter Park, FL 32792
23. 

    2 BEDS

    $1,599

    The Fisher

    2001 Glenridge Way, Winter Park, FL 32792
24. 

    Virtual Tour

    1 BED

    $1,750+

    2 BEDS

    $2,095+

    Infinity off Baldwin Park Apartments

    4000 Maguire Blvd, Orlando, FL 32803

    Message Email Call (689) 220-7679
25. 

    Virtual Tour

    1 BED

    $1,499+

    2 BEDS

    $1,799+

    Calibre Bend Apartments

    3924 Calibre Bend Ln, Winter Park, FL 32792

    Message Email Call (689) 220-7875
26. Virtual Tour

    1 BED

    $1,210+

    2 BEDS

    $1,547+

    ARIUM Winter Park

    3250 Bishop Park Dr, Winter Park, FL 32792

    Message Email Call (321) 399-2153
27. 

    Virtual Tour

    1 BED

    $1,250+

    2 BEDS

    $1,350+

    Eastbrook Apartments

    2610-2617 Eastbrook Blvd, Winter Park, FL 32792

    Message Email Call (631) 405-4234
28. 

    Virtual Tour

    STUDIO

    $1,135+

    1 BED

    $1,320+

    2 BEDS

    $1,425+

    3 BEDS

    $1,975+

    Sorrento

    2400 Howell Branch Rd, Winter Park, FL 32792

    Message Email Call (689) 220-5969
29. 

    Virtual Tour

    2 BEDS

    $1,750

    Hannibal Square

    433 W New England Ave, Winter Park, FL 32789

    Message Email Call (689) 207-3890
30. Virtual Tour

    1 BED

    $1,449+

    2 BEDS

    $1,680+

    POSTE Winter Park

    800 Semoran Park Dr, Winter Park, FL 32792

    Message Email Call (689) 219-4211
31. Virtual Tour

    1 BED

    $1,539+

    2 BEDS

    $1,640+

    3 BEDS

    $1,796+

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792

    Message Email Call (689) 219-8770
32. Virtual Tour

    2 BEDS

    $976+

    3 BEDS

    $1,099+

    Golden Oaks

    7701 Acorn Woods Cir, Winter Park, FL 32792

    Message Email Call (321) 485-6267
33. 

    2 BEDS, 2 BATHS

    $1,900

    652 Grenadine Ct

    652 Grenadine Ct, Winter Park, FL 32792

    Message Email Call (321) 332-6903
34. 

    3 BEDS, 2.5 BATHS

    $3,200

    2963 Upper Park Rd

    2963 Upper Park Rd, Orlando, FL 32814

    Call (407) 250-8787 Apply
35. 

    1 BED

    $1,074+

    2 BEDS

    $1,174+

    3 BEDS

    $1,395+

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
36. 

    3 BEDS, 2 BATHS

    $2,635

    7027 Citrus Point Ct

    7027 Citrus Point Ct, Winter Park, FL 32792

    Message Email Call (833) 252-8444
37. 

    3 BEDS, 2.5 BATHS

    $2,385

    1871 Meadowgold Ln

    1871 Meadowgold Ln, Winter Park, FL 32792

    Message Email Call (833) 252-8444
38. 

    2 BEDS, 2 BATHS

    $2,250

    210 Magnolia Rd Unit 104

    210 Magnolia Rd, Maitland, FL 32751

    Message Email Call (407) 647-0800
39. 

    3 BEDS, 2.5 BATHS

    $2,900

    1492 Broad Wing Ln

    1492 Broad Wing Ln, Winter Park, FL 32792

    Message Email Call (321) 604-0922
40. 3 BEDS, 2 BATHS

    $4,450

    201 Cedarwood Dr

    201 Cedarwood Dr, Maitland, FL 32751

    Message Email Call (217) 899-2619
41. 2 BEDS, 1 BATH

    $1,600

    35 Lincoln Blvd

    35 Lincoln Blvd, Orlando, FL 32810

    Message Email Call (407) 498-5548
42. 3 BEDS, 2 BATHS

    $2,115

    7413 Fieldcrest Ave

    7413 Fieldcrest Ave, Winter Park, FL 32792

    Message Email Call (888) 990-4684