Apartments for Rent in Winter Park, FL

1. 

   3 BEDS, 2 BATHS

   $2,199

   14 W King St

   14 W King St, Orlando, FL 32804
2. 

   3 BEDS, 2.5 BATHS

   $4,000

   5489 Baldwin Park St

   5489 Baldwin Park St, Orlando, FL 32814
3. 4 BEDS, 2 BATHS

   $3,800

   1770 Algonquin Trail

   1770 Algonquin Trail, Maitland, FL 32751
4. STUDIO, 1 BATH

   $920

   2515 Formosa Ave

   2515 Formosa Ave, Orlando, FL 32804
5. 3 BEDS, 2 BATHS

   $3,350

   4249 Corrine Dr Unit 8-104

   4249 Corrine Dr, Orlando, FL 32814
6. 3 BEDS, 2 BATHS

   $2,250

   1158 Carmel Cir Unit 430

   1158 Carmel Cir, Casselberry, FL 32707
7. 1 BED, 1 BATH

   $1,400

   1154 Paseo Del Sol Unit B

   1154 Paseo Del Sol, Casselberry, FL 32707
8. 1 BED, 1 BATH

   $1,099

   301 Clark St

   301 Clark St, Eatonville, FL 32751
9. 3 BEDS, 2 BATHS

   $2,200

   1166 Carmel Cir Unit 100

   1166 Carmel Cir, Casselberry, FL 32707
10. 4 BEDS, 2 BATHS

    $3,450

    738 Lake Howell Rd

    738 Lake Howell Rd, Maitland, FL 32751
11. 1 BED, 1 BATH

    $250

    421 E Kennedy Blvd

    421 E Kennedy Blvd, Eatonville, FL 32751
12. 3 BEDS, 2 BATHS

    $2,350

    2102 Montana St

    2102 Montana St, Orlando, FL 32803
13. 2 BEDS, 1 BATH

    $1,400

    2075 Howell Branch Rd Unit 101

    2075 Howell Branch Rd, Maitland, FL 32751
14. 

    3 BEDS, 3 BATHS

    $3,995

    1667 Mizell Ave

    1667 Mizell Ave, Winter Park, FL 32789
15. 

    2 BEDS, 2 BATHS

    $1,600

    1/2 Duplex in Winter Park

    3012 Patel Dr, Winter Park, FL 32792
16. 3 BEDS, 2 BATHS

    $2,200

    I Bedroom 2 Bath Home with Carport

    1653 Peruvian Ln, Winter Park, FL 32792
17. 2 BEDS, 2 BATHS

    $1,450

    Newly remodeled 2/2 condo Winter Park $300. incentive for move in by 6/15/2026 Unit A104

    3651 Goldenrod Rd, Winter Park, FL 32792
18. 3 BEDS, 2.5 BATHS

    $2,875

    Hawk's Crest Modern Townhome in Winter Park

    1351 Merrydale Wy, Winter Park, FL 32792
19. 3 BEDS, 2 BATHS

    $2,895

    Beautiful Remodeled/Renovated 3/2/2 with Large Screen Porch - near Tuskawilla Rd

    5360 N Lake Burkett Ln, Winter Park, FL 32792
20. 3 BEDS, 2.5 BATHS

    $2,650

    New Construction Townhome

    2737 Bright Bird Ln, Winter Park, FL 32792
21. 2 BEDS, 1 BATH

    $2,750

    2/1 condo on Lake Killarney!!!

    151 N Orlando Ave, Winter Park, FL 32789
22. 3 BEDS, 2 BATHS

    $2,500

    Winter Park 3/2 Rental

    521 Ohio St, Winter Park, FL 32789
23. 3 BEDS, 2 BATHS

    $2,500

    Winter Park 3 bedroom steps to shopping, dining.

    301 S Capen Ave, Winter Park, FL 32789
24. 3 BEDS, 2 BATHS

    $2,600

    Beautiful, newly renovated 3-bedroom 2 bath home located in Winter Park

    4959 Tangerine Ave, Winter Park, FL 32792
25. 1 BED, 1 BATH

    $1,499

    Beautiful Remodeled First-Floor Pool View Condo in Winter Park !!! Unit 206

    200 St Andrews Blvd, Winter Park, FL 32792
26. 3 BEDS, 2.5 BATHS

    $3,499

    Winter Park House for Rent

    2497 Waving Moss Wy, Winter Park, FL 32792
27. 2 BEDS, 2 BATHS

    $1,700

    Excellent location Unit 4968

    4968 Tangerine Ave, Winter Park, FL 32792
28. 3 BEDS, 2.5 BATHS

    $2,350

    Beautiful 3 bedroom 2.5 bath home with vaulted ceilings and 2 car garage

    3449 Allston Ln, Winter Park, FL 32792
29. 3 BEDS, 2 BATHS

    $3,600

    2252 Howard Dr

    2252 Howard Dr, Winter Park, FL 32789
30. 3 BEDS, 3 BATHS

    $2,400

    7542 Cranes Creek Ct

    7542 Cranes Creek Ct, Winter Park, FL 32792
31. 1 BED, 1 BATH

    $1,450

    151 N Orlando Ave

    151 N Orlando Ave, Winter Park, FL 32789
32. 2 BEDS, 1 BATH

    $2,250

    1671 Dale Ave

    1671 Dale Ave, Winter Park, FL 32789
33. 3 BEDS, 2 BATHS

    $2,000

    5139 Oak Hill Dr

    5139 Oak Hill Dr, Winter Park, FL 32792
34. 2 BEDS, 1.5 BATHS

    $2,200

    836 Miles Ave

    836 Miles Ave, Winter Park, FL 32789
35. 6 BEDS, 5 BATHS

    $6,250

    4571 Kawilla Crest Pl

    4571 Kawilla Crest Pl, Winter Park, FL 32792
36. 3 BEDS, 2 BATHS

    $2,015

    2711 Aloma Ave

    2711 Aloma Ave, Winter Park, FL 32792
37. 1 BED, 1 BATH

    $1,495

    2942 Antique Oaks Cir Unit 088

    2942 Antique Oaks Cir, Winter Park, FL 32792
38. 3 BEDS, 2 BATHS

    $2,300

    2441 Fifeshire Dr

    2441 Fifeshire Dr, Winter Park, FL 32792
39. 3 BEDS, 2.5 BATHS

    $2,850

    1524 Little Wren Ln

    1524 Little Wren Ln, Winter Park, FL 32792
40. 2 BEDS, 2.5 BATHS

    $2,250

    2648 Galliano Cir

    2648 Galliano Cir, Winter Park, FL 32792
41. 3 BEDS, 2.5 BATHS

    $2,350

    2887 Clever Ln

    2887 Clever Ln, Winter Park, FL 32792
42. 2 BEDS, 1 BATH

    $1,550

    1695 Lee Rd Unit Apartment A103

    1695 Lee Rd, Winter Park, FL 32789