Apartments under $2,000 for Rent in Winter Park, FL

1. 

   1 BED, 1 BATH

   $1,595

   108 E Hazel St

   108 E Hazel St, Orlando, FL 32804
2. 

   2 BEDS, 1 BATH

   $1,850

   2406 Musselwhite Ave

   2406 Musselwhite Ave, Orlando, FL 32804
3. 2 BEDS, 2 BATHS

   $1,600

   5454 Decatur St

   5454 Decatur St, Orlando, FL 32807
4. 

   1 BED, 1 BATH

   $1,450

   2512 Musselwhite Ave Unit 3

   2512 Musselwhite Ave, Orlando, FL 32804
5. 

   2 BEDS, 1 BATH

   $1,550

   4521 Edgewater Dr

   4521 Edgewater Dr, Orlando, FL 32804
6. 

   2 BEDS, 2 BATHS

   $1,640

   ADORABLE 2/2 CONDO WITH PRIVATE FENCED YARD — GREAT WINTER PARK LOCATION!

   3068 Autumn Ct, Winter Park, FL 32792
7. 

   2 BEDS, 2 BATHS

   $1,370

   1000 S Semoran Blvd Unit 806

   1000 S Semoran Blvd, Winter Park, FL 32792
8. 2 BEDS, 2 BATHS

   $1,700

   Excellent location Unit 4968

   4968 Tangerine Ave, Winter Park, FL 32792
9. 

   Discounts

   Discounts

   3 BEDS, 2 BATHS

   $1,745

   7526 University Garden Dr

   7526 University Garden Dr, Winter Park, FL 32792
10. 

    3 BEDS, 1.5 BATHS

    $1,795

    731 W Comstock Ave

    731 W Comstock Ave, Winter Park, FL 32789
11. 1 BED, 1 BATH

    $1,400

    Grdyn House Unit 1

    1855 Eastbrook Blvd, Winter Park, FL 32792
12. 3 BEDS, 2 BATHS

    $1,950

    5139 Oak Hill Dr

    5139 Oak Hill Dr, Winter Park, FL 32792
13. 1 BED, 1 BATH

    $950

    Grdyn House

    1855 Eastbrook Blvd, Winter Park, FL 32792
14. 

    2 BEDS, 2 BATHS

    $1,525

    2941 Antique Oaks Cir Unit 80

    2941 Antique Oaks Cir, Winter Park, FL 32792
15. 

    2 BEDS, 2 BATHS

    $1,900

    2503 Tahoe Cir Unit 2503 Tahoe Circle 2503

    2503 Tahoe Cir, Winter Park, FL 32792
16. 2 BEDS, 1.5 BATHS

    $1,995

    937 Aragon Ave

    937 Aragon Ave, Winter Park, FL 32789
17. 1 BED, 1 BATH

    $1,800

    759 Antonette Ave

    759 Antonette Ave, Winter Park, FL 32789
18. 2 BEDS, 2 BATHS

    $1,640

    3068 Autumn Ct

    3068 Autumn Ct, Winter Park, FL 32792
19. 

    3 BEDS, 2.5 BATHS

    $2,000

    7101 Swallow Run

    7101 Swallow Run, Winter Park, FL 32792
20. 

    2 BEDS, 2 BATHS

    $1,450

    1000 S Semoran Blvd

    1000 S Semoran Blvd, Winter Park, FL 32792
21. 2 BEDS, 2 BATHS

    $1,725

    3020 Antique Oaks Cir Unit 133

    3020 Antique Oaks Cir, Winter Park, FL 32792
22. 3 BEDS, 2 BATHS

    $1,979

    3036 Patel Dr

    3036 Patel Dr, Winter Park, FL 32792
23. 2 BEDS, 2 BATHS

    $1,600

    2911 Antique Oaks Cir

    2911 Antique Oaks Cir, Winter Park, FL 32792
24. 2 BEDS, 1 BATH

    $1,890

    2510 Roxbury Rd

    2510 Roxbury Rd, Winter Park, FL 32789
25. 3 BEDS, 2 BATHS

    $1,900

    151 N Orlando Ave

    151 N Orlando Ave, Winter Park, FL 32789
26. 2 BEDS, 2.5 BATHS

    $1,999

    2648 Galliano Cir

    2648 Galliano Cir, Winter Park, FL 32792
27. 2 BEDS, 2 BATHS

    $1,997

    602 Trinidad Ct Unit 602

    602 Trinidad Ct, Winter Park, FL 32792
28. 1 BED

    $1,250+

    2 BEDS

    $1,350+

    Eastbrook Apartments

    2610-2617 Eastbrook Blvd, Winter Park, FL 32792
29. 2 BEDS, 1.5 BATHS

    $1,425

    1756 Memphis Ave

    1756 Memphis Ave, Orlando, FL 32807
30. 2 BEDS, 2 BATHS

    $1,450

    612 Georgetown Dr

    612 Georgetown Dr, Casselberry, FL 32707
31. 1 BED, 1 BATH

    $1,750

    Charming 1/1 Spacious Condo Located in the Desirable Baldwin Park - Orlando!

    1459 Lake Baldwin Ln, Orlando, FL 32814
32. 2 BEDS, 1 BATH

    $1,495

    5513-5519 Decatur St

    5515 Decatur St, Orlando, FL 32807
33. 2 BEDS, 2 BATHS

    $1,750

    2808 Plaza Terrace Dr Unit 808

    2808 Plaza Terrace Dr, Orlando, FL 32803
34. 2 BEDS, 1 BATH

    $1,265

    385 Lime St

    385 Lime St, Maitland, FL 32751
35. 2 BEDS, 1 BATH

    $1,350

    107 E King St

    107 E King St, Orlando, FL 32804
36. 1 BED, 1 BATH

    $1,775

    249 Orange Pl Unit 249 Orange Pl

    249 Orange Pl, Maitland, FL 32751
37. 2 BEDS, 2 BATHS

    $1,400

    1160 Calle Del Norte

    1160 Calle Del Norte, Casselberry, FL 32707
38. 2 BEDS, 2 BATHS

    $1,575

    5483 Decatur St Unit Decatur 5483

    5483 Decatur St, Orlando, FL 32807
39. 1 BED, 1 BATH

    $1,075

    551 Flemming Way

    551 Flemming Way, Maitland, FL 32751
40. 1 BED, 1 BATH

    $695

    1224 Moselle Ave Unit 1

    1224 Moselle Ave, Orlando, FL 32807
41. 2 BEDS, 2 BATHS

    $1,650

    408 Banyon Tree Cir Unit 100

    408 Banyon Tree Cir, Maitland, FL 32751
42. 1 BED, 1 BATH

    $950

    525 Georgetown Dr

    525 Georgetown Dr, Casselberry, FL 32707