Apartments under $1,500 for Rent in Winter Park, FL

1. 

   1 BED, 1 BATH

   $800

   14 Bel Air St

   14 Bel Air St, Maitland, FL 32751

   Message Email Call (910) 494-0505
2. 

   1 BED, 1 BATH

   $780

   5530 Old Cheney Hwy Unit 2

   5530 Old Cheney Hwy, Orlando, FL 32807

   Message Email Call (407) 494-4026
3. 

   1 BED, 1 BATH

   $850

   312 Orange St

   312 Orange St, Maitland, FL 32751

   Message Email Call (718) 570-3564
4. 1 BED, 1 BATH

   $850

   312 Orange St

   312 Orange St, Maitland, FL 32751

   Message Email Call (718) 570-3564
5. 1 BED, 1 BATH

   $1,299

   476 Banyon Tree Cir

   476 Banyon Tree Cir, Maitland, FL 32751

   Message Email Call (407) 258-2448
6. 

   2 BEDS, 1 BATH

   $1,499

   2500 Lee Rd Unit 212

   2500 Lee Rd, Winter Park, FL 32789

   Apply
7. 

   1 BED, 1 BATH

   $1,000

   5058 Seminole Ave Unit Seminole 2

   5058 Seminole Ave, Winter Park, FL 32792

   Apply
8. 

   2 BEDS, 1 BATH

   $1,295

   1436 Minnesota Ave

   1436 Minnesota Ave, Winter Park, FL 32789
9. 

   2 BEDS, 2 BATHS

   $1,450

   1000 S Semoran Blvd Unit 115

   1000 S Semoran Blvd, Winter Park, FL 32792
10. STUDIO, 1 BATH

    $1,100

    7417 Daniel Webster Dr Unit 3

    7417 Daniel Webster Dr, Winter Park, FL 32792
11. 1 BED, 1 BATH

    $1,300

    3060 George Mason Ave Unit 10C

    3060 George Mason Ave, Winter Park, FL 32792
12. 

    1 BED, 1 BATH

    $1,475

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
13. 

    2 BEDS, 2 BATHS

    $1,350

    3651 N Goldenrod Rd Unit B#104

    3651 N Goldenrod Rd, Winter Park, FL 32792
14. 1 BED, 1 BATH

    $1,350

    4860 Tangerine Ave Unit 4860

    4860 Tangerine Ave, Winter Park, FL 32792
15. 2 BEDS, 1 BATH

    $1,295

    2183 Crandon Ave

    2183 Crandon Ave, Winter Park, FL 32789
16. 2 BEDS, 2 BATHS

    $1,495

    3651 N Goldenrod Rd Unit C204

    3651 N Goldenrod Rd, Winter Park, FL 32792
17. 

    2 BEDS, 1 BATH

    $1,500

    1695 Lee Rd Unit B114

    1695 Lee Rd, Winter Park, FL 32789
18. 

    2 BEDS, 1 BATH

    $1,400

    496 Banyon Tree Cir Unit 104

    496 Banyon Tree Cir, Maitland, FL 32751
19. 2 BEDS, 2 BATHS

    $1,400

    550 Flemming Way Unit 200

    550 Flemming Way, Maitland, FL 32751
20. 2 BEDS, 1 BATH

    $1,290

    64 Taylor Ave

    64 Taylor Ave, Eatonville, FL 32751
21. 1 BED, 1 BATH

    $1,100

    2521 Caper Ln Unit 203

    2521 Caper Ln, Maitland, FL 32751
22. 

    1 BED, 1 BATH

    $1,200

    2517 Caper Ln Unit 205

    2517 Caper Ln, Maitland, FL 32751
23. 

    1 BED, 1 BATH

    $1,000

    421 E KENNEDY Blvd

    421 E KENNEDY Blvd, EATONVILLE, FL 32751
24. 

    2 BEDS, 1 BATH

    $1,399

    1502 Michigan Ave

    1502 Michigan Ave, Winter Park, FL 32789
25. 

    2 BEDS, 2.5 BATHS

    $1,500

    7431 Glen Oaks Way Unit 89

    7431 Glen Oaks Way, Winter Park, FL 32792
26. 1 BED, 1 BATH

    $1,300

    Stylish Remodeled 1BR Condo with Pool & Low HOA – Ideal Winter Park Investment Unit N-10C

    3060 George Mason Ave, Winter Park, FL 32792
27. 

    2 BEDS, 2 BATHS

    $1,495

    3651 N Goldenrod Rd Unit C204

    3651 N Goldenrod Rd, Winter Park, FL 32792
28. 

    2 BEDS, 2 BATHS

    $1,395

    3011 George Mason Ave Unit 3B

    3011 George Mason Ave, Winter Park, FL 32792
29. 1 BED, 1 BATH

    $1,125

    139 Scottsdale Square

    139 Scottsdale Square, Winter Park, FL 32792
30. 2 BEDS, 2 BATHS

    $1,129

    3651 N Goldenrod Rd

    3651 N Goldenrod Rd, Winter Park, FL 32792
31. 2 BEDS, 1 BATH

    $1,295

    2183 Crandon Ave Unit 1

    2183 Crandon Ave, Winter Park, FL 32789
32. 

    2 BEDS, 2.5 BATHS

    $1,425

    3007 George Mason Ave Unit H

    3007 George Mason Ave, Winter Park, FL 32792
33. 

    1 BED, 1 BATH

    $1,300

    3044 Antique Oaks Cir Unit 178

    3044 Antique Oaks Cir, Winter Park, FL 32792
34. 1 BED, 1 BATH

    $1,050

    2326 Wellington Blvd

    2326 Wellington Blvd, Winter Park, FL 32789
35. 2 BEDS, 2 BATHS

    $1,500

    2/2, updated, 1st floor condo, in Winter Park

    101 Lewfield Cir, Winter Park, FL 32792
36. 1 BED, 1 BATH

    $1,300

    Adorable 1 Bed 1 Bath Winter Park Condo

    3014 Antique Oaks Cir, Winter Park, FL 32792
37. 1 BED, 1 BATH

    $1,325

    Beautiful 1/1 Wood Floors Condo for Rent in Winter Park Unit 6

    2905 Antique Oaks Cir, Winter Park, FL 32792
38. 1 BED, 1 BATH

    $1,050

    525 S Lakemont Ave

    525 S Lakemont Ave, Winter Park, FL 32792
39. 2 BEDS, 1 BATH

    $1,475

    McLean Fairway 3036D Unit 3036D

    3036 Fairway Ln, Orlando, FL 32804
40. 2 BEDS, 1 BATH

    $1,250

    492 Banyon Tree Cir Unit 104

    492 Banyon Tree Cir, Maitland, FL 32751
41. 1 BED, 1 BATH

    $1,075

    1233 Virginia Dr

    1233 Virginia Dr, Orlando, FL 32803
42. 2 BEDS, 1 BATH

    $1,095

    114 Eaton St Unit 2

    114 Eaton St, Eatonville, FL 32751