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

1. 

   Virtual Tour

   1 BED

   $1,402+

   2 BEDS

   $1,728+

   Atlas at Winter Park

   3733 N Goldenrod Rd, Winter Park, FL 32792

   Message Email Call (689) 219-8770
2. 

   Good Value

   Virtual Tour

   1 BED

   $1,205+

   2 BEDS

   $1,370+

   3 BEDS

   $1,885+

   Signal Pointe

   2500 Howell Branch Rd, Winter Park, FL 32792

   Message Email Call (689) 220-5609
3. Good Value

   Virtual Tour

   1 BED

   $1,193+

   2 BEDS

   $1,386+

   3 BEDS

   $1,679+

   Venue At Winter Park

   5 Autumn Breeze Way, Winter Park, FL 32792

   Message Email Call (321) 325-4616
4. Price Drop. $201 Off

   Virtual Tour

   2 BEDS

   $1,525

   The Vista at Winter Park

   4704 Lucier Ct, Winter Park, FL 32792

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

   1 BED

   $1,768

   Enders Place at Baldwin Park

   4220 New Broad St, Orlando, FL 32814

   Message Email Call (689) 220-2141
6. Good Value

   Virtual Tour

   1 BED

   $1,689

   400 North

   400 N Orlando Ave, Maitland, FL 32751

   Message Email Call (689) 219-4863
7. Good Value

   Virtual Tour

   1 BED

   $1,614

   Audubon Park

   990 Warehouse Rd, Orlando, FL 32803

   Message Email Call (689) 219-8885
8. Rent Special

   Rent Special

   Virtual Tour

   1 BED

   $1,765+

   2 BEDS

   $1,835+

   The Q at Maitland

   430 E Packwood Ave, Maitland, FL 32751

   Message Email Call (844) 360-0359
9. 

   1 BED

   $986+

   2 BEDS

   $1,181+

   3 BEDS

   $1,384+

   Sumerset Apartments

   1051 Lee Rd, Orlando, FL 32810
10. 

    STUDIO

    $1,000+

    1 BED

    $1,150+

    2 BEDS

    $1,300+

    3 BEDS

    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
11. 

    3 BEDS, 2 BATHS

    $1,950

    2682 Granada Run

    2682 Granada Run, Winter Park, FL 32792
12. 

    1 BED, 1 BATH

    $1,150

    7309 Daniel Webster Dr

    7309 Daniel Webster Dr, Winter Park, FL 32792
13. 1 BED, 1 BATH

    $1,150

    476 Banyon Tree Cir Unit 202

    476 Banyon Tree Cir, Maitland, FL 32751
14. 3 BEDS, 2 BATHS

    $1,965

    34 Washington Ave

    34 Washington Ave, Orlando, FL 32810
15. 2 BEDS, 1 BATH

    $1,600

    35 Lincoln Blvd

    35 Lincoln Blvd, Orlando, FL 32810
16. 

    2 BEDS, 2 BATHS

    $1,800

    3651 N Goldenrod Rd

    3651 N Goldenrod Rd, Winter Park, FL 32792

    Apply
17. 

    2 BEDS, 1 BATH

    $1,750

    851 Miles Ave Unit Aragón Condominum

    851 Miles Ave, Winter Park, FL 32789

    Apply
18. 3 BEDS, 1.5 BATHS

    $1,700

    5667 Charleston St

    5667 Charleston St, Orlando, FL 32807

    Apply
19. 1 BED, 1 BATH

    $1,450

    940 W Fairbanks Ave Unit In-law apartment.

    940 W Fairbanks Ave, Orlando, FL 32804

    Apply
20. 

    2 BEDS, 2 BATHS

    $1,700

    4866 Tangerine Ave Unit 4866

    4866 Tangerine Ave, Winter Park, FL 32792
21. 

    2 BEDS, 2 BATHS

    $1,800

    3651 N Goldenrod Rd Unit B102

    3651 N Goldenrod Rd, Winter Park, FL 32792
22. 

    1 BED, 1.5 BATHS

    $1,495

    1300 Indiana Ave

    1300 Indiana Ave, Winter Park, FL 32789
23. 2 BEDS, 2.5 BATHS

    $1,695

    7481 Belle River Ct

    7481 Belle River Ct, Winter Park, FL 32792
24. 2 BEDS, 2 BATHS

    $1,600

    7268 Swallow Run Unit 7268

    7268 Swallow Run, Winter Park, FL 32792
25. 2 BEDS, 2 BATHS

    $1,600

    200 St Andrews Blvd Unit 2307

    200 St Andrews Blvd, Winter Park, FL 32792
26. 

    3 BEDS, 2 BATHS

    $1,950

    1695 Lee Rd Unit B102

    1695 Lee Rd, Winter Park, FL 32789
27. 

    2 BEDS, 2 BATHS

    $1,495

    3651 N Goldenrod Rd Unit 108

    3651 N Goldenrod Rd, Winter Park, FL 32792
28. 2 BEDS, 2 BATHS

    $1,650

    1000 S Semoran Blvd Unit 606

    1000 S Semoran Blvd, Winter Park, FL 32792
29. 2 BEDS, 1 BATH

    $2,000

    1433 Indiana Ave

    1433 Indiana Ave, Winter Park, FL 32789
30. 2 BEDS, 2 BATHS

    $1,550

    1000 S Semoran Blvd Unit 816

    1000 S Semoran Blvd, Winter Park, FL 32792
31. 

    3 BEDS, 2 BATHS

    $1,900

    7765 Country Pl

    7765 Country Pl, Winter Park, FL 32792
32. 

    1 BED, 1 BATH

    $1,450

    169 Lewfield Cir Unit 169

    169 Lewfield Cir, Winter Park, FL 32792
33. 2 BEDS, 2 BATHS

    $1,700

    186 Scottsdale Square Unit 186

    186 Scottsdale Square, Winter Park, FL 32792
34. 1 BED, 1 BATH

    $1,800

    2500 Lee Rd Unit 222

    2500 Lee Rd, Winter Park, FL 32789
35. 1 BED, 1 BATH

    $1,200

    3069 Aaron Burr Ave Unit D

    3069 Aaron Burr Ave, Winter Park, FL 32792
36. 

    2 BEDS, 2.5 BATHS

    $1,700

    7412 Woodburn Ct

    7412 Woodburn Ct, Winter Park, FL 32792
37. 

    2 BEDS, 1 BATH

    $1,599

    851 Miles Ave Unit 15

    851 Miles Ave, Winter Park, FL 32789
38. 2 BEDS, 2 BATHS

    $1,800

    1250 S Denning Dr Unit 205

    1250 S Denning Dr, Winter Park, FL 32789
39. 2 BEDS, 2 BATHS

    $1,500

    3651 N Goldenrod Rd Unit F210

    3651 N Goldenrod Rd, Winter Park, FL 32792
40. 1 BED, 1 BATH

    $1,400

    4816 Tangerine Ave

    4816 Tangerine Ave, Winter Park, FL 32792
41. 

    2 BEDS, 2 BATHS

    $1,600

    3651 N Goldenrod Rd Unit 104

    3651 N Goldenrod Rd, Winter Park, FL 32792
42. 

    1 BED, 1 BATH

    $1,350

    1695 Lee Rd Unit A208

    1695 Lee Rd, Winter Park, FL 32789