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

1. 

   Virtual Tour

   1 BED

   $1,325+

   2 BEDS

   $1,455+

   3 BEDS

   $1,805+

   Stonecastle Apartment Homes

   2015 New Stonecastle Ter, Winter Park, FL 32792

   Message Email Call (689) 219-5272
2. 

   Virtual Tour

   1 BED

   $1,157+

   2 BEDS

   $1,683+

   Solis at Winter Park

   7502 Sun Key Blvd, Winter Park, FL 32792

   Message Email Call (321) 366-6748
3. Virtual Tour

   1 BED

   $1,354+

   2 BEDS

   $1,501+

   3 BEDS

   $1,955+

   Westmount at Winter Park

   1701 Lee Rd, Winter Park, FL 32789

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

   1 BED

   $1,332+

   2 BEDS

   $1,674+

   3 BEDS

   $1,782+

   Atlas at Winter Park

   3733 N Goldenrod Rd, Winter Park, FL 32792

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

   1 BED

   $1,802

   Rosalia Winter Park 55+ Active Adult Community

   3045 Aloma Ave, Winter Park, FL 32792

   Message Email Call (321) 320-8654
6. Virtual Tour

   1 BED

   $1,295+

   2 BEDS

   $1,495+

   3 BEDS

   $1,720+

   Signal Pointe

   2500 Howell Branch Rd, Winter Park, FL 32792

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

   1 BED

   $1,575

   The Lofts of Winter Park Village

   520 N Orlando Ave, Winter Park, FL 32789

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

   1 BED

   $1,266+

   2 BEDS

   $1,437+

   3 BEDS

   $1,757+

   Venue At Winter Park

   5 Autumn Breeze Way, Winter Park, FL 32792

   Message Email Call (321) 325-4616
9. 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
10. Virtual Tour

    2 BEDS

    $1,449

    The Vista at Winter Park

    4704 Lucier Ct, Winter Park, FL 32792

    Message Email Call (689) 220-7826
11. Virtual Tour

    1 BED

    $1,475+

    2 BEDS

    $1,699+

    POSTE Winter Park

    800 Semoran Park Dr, Winter Park, FL 32792

    Message Email Call (689) 219-4211
12. 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
13. Virtual Tour

    1 BED

    $1,250+

    2 BEDS

    $1,550+

    3 BEDS

    $1,800+

    Park Apartments

    7528 Park Promenade Dr, Winter Park, FL 32792

    Message Email Call (689) 220-3614
14. 1 BED

    $1,236+

    2 BEDS

    $1,437+

    Village Park Senior

    550 W Denning Dr, Winter Park, FL 32789

    Message Email Call (407) 743-8461
15. Virtual Tour

    2 BEDS

    $1,750

    Hannibal Square

    433 W New England Ave, Winter Park, FL 32789

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

    STUDIO

    $991+

    1 BED

    $1,191+

    2 BEDS

    $1,322+

    3 BEDS

    $1,493+

    Carlton Arms of Winter Park

    300 Jamestown Dr, Winter Park, FL 32792

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

    1 BED

    $1,783

    Audubon Park

    990 Warehouse Rd, Orlando, FL 32803

    Message Email Call (689) 219-8885
18. 2 BEDS, 2 BATHS

    $1,900

    652 Grenadine Ct

    652 Grenadine Ct, Winter Park, FL 32792

    Message Email Call (321) 332-6903
19. 

    1 BED

    $1,074+

    2 BEDS

    $1,174+

    3 BEDS

    $1,395+

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
20. 

    STUDIO

    $900+

    1 BED

    $1,050+

    2 BEDS

    $1,200+

    3 BEDS

    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
21. 

    Rent Special

    Rent Special

    3 BEDS, 2 BATHS

    $1,999

    3028 Patel Dr

    3028 Patel Dr, Winter Park, FL 32792

    Message Email Call (833) 742-0874
22. 

    1 BED, 1 BATH

    $1,475

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
23. 

    1 BED, 1 BATH

    $1,300

    3060 George Mason Ave Unit 10

    3060 George Mason Ave, Winter Park, FL 32792
24. 2 BEDS, 1 BATH

    $1,700

    1518 Pinewood Dr

    1518 Pinewood Dr, Winter Park, FL 32789
25. 2 BEDS, 2 BATHS

    $1,850

    1500 Gay Rd Unit Apt 3B

    1500 Gay Rd, Winter Park, FL 32789
26. 

    3 BEDS, 2 BATHS

    $1,749

    123 Oak Grove Rd

    123 Oak Grove Rd, Winter Park, FL 32789

    Message Email Call (888) 990-4684
27. 

    3 BEDS, 1 BATH

    $1,880

    1915 Carrigan Ave

    1915 Carrigan Ave, Winter Park, FL 32792

    Message Email Call (833) 367-6963
28. 

    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
29. 

    1 BED, 1 BATH

    $1,200

    2521 Caper Ln Unit 203

    2521 Caper Ln, Maitland, FL 32751
30. 

    1 BED, 1 BATH

    $800

    14 Bel Air St

    14 Bel Air St, Maitland, FL 32751

    Message Email Call (910) 494-0505
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

    $1,600

    35 Lincoln Blvd

    35 Lincoln Blvd, Orlando, FL 32810

    Message Email Call (407) 498-5548
34. 

    3 BEDS, 1 BATH

    $1,895

    2704 Homer Cir

    2704 Homer Cir, Orlando, FL 32803
35. 

    1 BED, 1 BATH

    $1,299

    476 Banyon Tree Cir

    476 Banyon Tree Cir, Maitland, FL 32751
36. 2 BEDS, 1 BATH

    $1,350

    711 Wilkinson St

    711 Wilkinson St, Orlando, FL 32803
37. 

    1 BED, 1 BATH

    $1,000

    5058 Seminole Ave Unit Seminole 2

    5058 Seminole Ave, Winter Park, FL 32792

    Apply
38. 

    2 BEDS, 1 BATH

    $1,500

    2500 Lee Rd Unit 212

    2500 Lee Rd, Winter Park, FL 32789

    Apply
39. 1 BED, 1 BATH

    $1,995

    4438 Virginia Dr Unit Baldwin Park 1 bedroom

    4438 Virginia Dr, Orlando, FL 32814
40. Rent Special

    Rent Special

    2 BEDS, 2 BATHS

    $1,850

    1016 Arthur Ave

    1016 Arthur Ave, Orlando, FL 32804
41. 

    1 BED, 1 BATH

    $1,475

    1250 S Denning Dr Unit 208

    1250 S Denning Dr, Winter Park, FL 32789
42. 

    2 BEDS, 2 BATHS

    $1,395

    3011 George Mason Ave Unit 3

    3011 George Mason Ave, Winter Park, FL 32792