Condos under $500 for Rent in Winter Park, FL

1. 

   Videos | Virtual Tour

   1 BED

   $1,517+

   2 BEDS

   $1,850+

   3 BEDS

   $2,094+

   Cortland Lake Howell

   1280 Vinings Ln, Casselberry, FL 32707

   Message Email Call (321) 710-4674
2. 

   Videos | Virtual Tour

   1 BED

   $1,375+

   2 BEDS

   $1,510+

   3 BEDS

   $1,832+

   Cranes Landing Apartments

   3440 N Goldenrod Rd, Winter Park, FL 32792

   Message Email Call (689) 219-8408
3. 

   Videos | Virtual Tour

   1 BED

   $1,753

   The Adeline

   304 Lake Ave, Maitland, FL 32751

   Message Email Call (689) 219-8866
4. 

   1 BED

   $1,119+

   2 BEDS

   $1,395+

   Birchwood Landing

   1485 Ash Cir, Casselberry, FL 32707

   Message Email Call (689) 205-8365
5. 

   Virtual Tour

   1 BED

   $1,523+

   2 BEDS

   $1,578+

   3 BEDS

   $2,121+

   Liv at Winter Park Apartment Homes

   4755 N Goldenrod Rd, Winter Park, FL 32792

   Message Email Call (321) 234-0019
6. Virtual Tour

   1 BED

   $1,211+

   2 BEDS

   $1,391+

   Sovereignty at Winter Park Apartments

   7745 Brandywood Cir, Winter Park, FL 32792

   Message Email Call (321) 203-0431
7. 

   Virtual Tour

   1 BED

   $1,477+

   2 BEDS

   $1,681+

   Calibre Bend Apartments

   3924 Calibre Bend Ln, Winter Park, FL 32792

   Message Email Call (689) 220-7875
8. 

   Virtual Tour

   1 BED

   $1,551+

   2 BEDS

   $1,590+

   ARIUM Winter Park

   3250 Bishop Park Dr, Winter Park, FL 32792

   Message Email Call (321) 399-2153
9. Virtual Tour

   STUDIO

   $1,631+

   1 BED

   $1,747+

   2 BEDS

   $2,136+

   Berkshire Winter Park

   1874 Harmon Ave, Winter Park, FL 32789

   Message Email Call (689) 220-2093
10. Virtual Tour

    STUDIO

    $1,200+

    1 BED

    $1,265+

    2 BEDS

    $1,595+

    3 BEDS

    $1,705+

    Winter Park Woods

    7200 Aloma Ave, Winter Park, FL 32792

    Message Email Call (689) 407-7086
11. 

    STUDIO

    $1,135+

    1 BED

    $1,320+

    2 BEDS

    $1,490+

    3 BEDS

    $1,975+

    Sorrento

    2400 Howell Branch Rd, Winter Park, FL 32792

    Message Email Call (689) 220-5969
12. 

    Virtual Tour

    1 BED

    $1,295+

    2 BEDS

    $1,685+

    3 BEDS

    $2,005+

    Signal Pointe

    2500 Howell Branch Rd, Winter Park, FL 32792

    Message Email Call (689) 220-5609
13. 

    Virtual Tour

    1 BED

    $1,208+

    2 BEDS

    $1,425+

    3 BEDS

    $1,722+

    Venue At Winter Park

    5 Autumn Breeze Way, Winter Park, FL 32792

    Message Email Call (321) 325-4616
14. Virtual Tour

    1 BED

    $1,952+

    2 BEDS

    $2,094+

    3 BEDS

    $3,270+

    4 BEDS

    $3,992+

    Enders Place at Baldwin Park

    4220 New Broad St, Orlando, FL 32814

    Message Email Call (689) 220-2141
15. Virtual Tour

    1 BED

    $1,525+

    2 BEDS

    $1,788+

    3 BEDS

    $2,025+

    Stonecastle Apartment Homes

    2015 New Stonecastle Ter, Winter Park, FL 32792

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

    1 BED

    $1,625

    The Lofts of Winter Park Village

    520 N Orlando Ave, Winter Park, FL 32789

    Message Email Call (689) 209-1979
17. 

    Virtual Tour

    1 BED

    $1,300+

    2 BEDS

    $1,400+

    3 BEDS

    $1,600+

    La Aloma

    3040 Aloma Ave, Winter Park, FL 32792

    Message Email Call (321) 214-8528
18. 

    Virtual Tour

    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

    Message Email Call (689) 220-7667
19. Virtual Tour

    1 BED

    $1,642+

    2 BEDS

    $1,540+

    3 BEDS

    $2,141+

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792

    Message Email Call (689) 219-8770
20. 4 BEDS, 3 BATHS

    $4,250

    423 Ololu Dr

    423 Ololu Dr, Winter Park, FL 32789

    Message Email Call (407) 982-2253 Apply
21. 

    1 BED

    $1,074+

    2 BEDS

    $1,274+

    3 BEDS

    $1,495+

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
22. 

    3 BEDS, 2.5 BATHS

    $2,430

    3363 Hamlet Loop

    3363 Hamlet Loop, Winter Park, FL 32792

    Message Email
23. 

    3 BEDS, 2 BATHS

    $2,035

    1061 Portsmouth Ln

    1061 Portsmouth Ln, Winter Park, FL 32792
24. 

    3 BEDS, 2 BATHS

    $5,000

    201 Cedarwood Dr

    201 Cedarwood Dr, Maitland, FL 32751
25. 3 BEDS, 2 BATHS

    $2,375

    324 Lake Fair Ln

    324 Lake Fair Ln, Winter Park, FL 32789
26. 

    3 BEDS, 2 BATHS

    $2,305

    5335 N Orange Ave

    5335 N Orange Ave, Winter Park, FL 32792

    Message Email Call (844) 395-3959
27. 

    3 BEDS, 2.5 BATHS

    $2,495

    5403 Decatur St

    5403 Decatur St, Orlando, FL 32807
28. 

    1 BED, 1 BATH

    $2,150

    102 W King St Unit ID1018188P

    102 W King St, Orlando, FL 32804

    Message Email Call (972) 289-8633
29. 

    3 BEDS, 2 BATHS

    $3,930

    111 E King St Unit ID1018200P

    111 E King St, Orlando, FL 32804

    Message Email Call (972) 289-8633
30. 2 BEDS, 1 BATH

    $2,230

    102 W King St Unit ID1029870P

    102 W King St, Orlando, FL 32804

    Message Email Call (972) 289-8633
31. 1 BED, 1 BATH

    $850

    312 Orange St

    312 Orange St, Maitland, FL 32751

    Message Email Call (718) 570-3564
32. 

    1 BED, 1 BATH

    $850

    312 Orange St

    312 Orange St, Maitland, FL 32751

    Message Email Call (718) 570-3564
33. 

    2 BEDS, 1 BATH

    $2,000

    1399 Miller Ave

    1399 Miller Ave, Winter Park, FL 32789

    Message Email Call (239) 770-8578
34. 2 BEDS, 1 BATH

    $1,550

    2407 Branch Way

    2407 Branch Way, Maitland, FL 32751

    Message Email Call (407) 456-1738
35. 1 BED, 1 BATH

    $850

    312 Orange St

    312 Orange St, Maitland, FL 32751

    Message Email Call (718) 570-3564
36. 2 BEDS, 1 BATH

    $1,800

    821 Mulberry St

    821 Mulberry St, Maitland, FL 32751

    Message Email Call (386) 624-4071
37. 

    3 BEDS, 2 BATHS

    $6,000

    860 N Denning Dr

    860 N Denning Dr, Winter Park, FL 32789

    Message Email Call (352) 361-6478
38. 

    3 BEDS, 1.1 BATHS

    $2,205

    1404 Peruvian Ln

    1404 Peruvian Ln, Winter Park, FL 32792

    Message Email Call (407) 284-4494
39. 3 BEDS, 2 BATHS

    $2,465

    7423 Antietam Ct E

    7423 Antietam Ct E, Winter Park, FL 32792

    Message Email Call (888) 990-4684
40. 3 BEDS, 2 BATHS

    $2,280

    1752 W Cheryl Dr

    1752 W Cheryl Dr, Winter Park, FL 32792

    Message Email Call (888) 990-4684
41. 6 BEDS, 3.5 BATHS

    $3,820

    5536 Kingswood Dr

    5536 Kingswood Dr, Orlando, FL 32810

    Message Email Call (888) 659-9596
42. 

    2 BEDS, 1.5 BATHS

    $1,600

    7404 Woodburn Ct

    7404 Woodburn Ct, Winter Park, FL 32792

    Message Email Call (407) 821-6988