Winter Park, FL Condos for rent under $2,000

69 rentals available

7713 University Garden Dr #7713, Winter Park, FL 32792
$1,745/mo
2 beds · 2 baths · 1,024 sq ft
7713 University Garden Dr #7713Winter Park, FL 32792
1147 S Pennsylvania Ave #9, Winter Park, FL 32789
$1,499/mo
1 bed · 1 bath · 650 sq ft
1147 S Pennsylvania Ave #9Winter Park, FL 32789
Call(321) 587-0699
4874 Tangerine Ave #4874, Winter Park, FL 32792
$1,350/mo
1 bed · 1 bath · 763 sq ft
4874 Tangerine Ave #4874Winter Park, FL 32792
3044 Antique Oaks Cir #183, Winter Park, FL 32792
$1,350/mo
1 bed · 1 bath · 750 sq ft
3044 Antique Oaks Cir #183Winter Park, FL 32792
Call(321) 221-5625
2503 Tahoe Cir #2503, Winter Park, FL 32792
$1,900/mo
2 beds · 2 baths · 1,173 sq ft
2503 Tahoe Cir #2503Winter Park, FL 32792View units
2941 Antique Oaks Cir #80, Winter Park, FL 32792
$1,525/mo
2 beds · 2 baths · 1,018 sq ft
2941 Antique Oaks Cir #80Winter Park, FL 32792
602 Trinidad Ct #602, Winter Park, FL 32792
$1,997/mo
2 beds · 2 baths · 1,120 sq ft
602 Trinidad Ct #602Winter Park, FL 32792
7453 Daniel Webster Dr #A5, Winter Park, FL 32792
$1,600/mo
2 beds · 2 baths · 1,063 sq ft
7453 Daniel Webster Dr #A5Winter Park, FL 32792View units
3014 Antique Oaks Cir #117, Winter Park, FL 32792
$1,295/mo
1 bed · 1 bath · 750 sq ft
3014 Antique Oaks Cir #117Winter Park, FL 32792View units
2917 Antique Oaks Cir #21, Winter Park, FL 32792
$1,595/mo
2 beds · 2 baths · 1,022 sq ft
2917 Antique Oaks Cir #21Winter Park, FL 32792
1000 S Semoran Blvd #508, Winter Park, FL 32792
$1,450/mo
2 beds · 2 baths · 1,049 sq ft
1000 S Semoran Blvd #508Winter Park, FL 32792View units
2918 Antique Oaks Cir #30, Winter Park, FL 32792
$1,550/mo
2 beds · 2 baths · 1,018 sq ft
2918 Antique Oaks Cir #30Winter Park, FL 32792View units
3020 Antique Oaks Cir #133, Winter Park, FL 32792
$1,725/mo
2 beds · 2 baths · 1,018 sq ft
3020 Antique Oaks Cir #133Winter Park, FL 32792
1695 Lee Rd #E108, Winter Park, FL 32789
$1,100/mo
1 bed · 1 bath · 638 sq ft
1695 Lee Rd #E108Winter Park, FL 32789View units
200 Saint Andrews Blvd #906, Winter Park, FL 32792
$1,650/mo
1 bed · 1 bath · 727 sq ft
200 Saint Andrews Blvd #906Winter Park, FL 32792View units
3651 N Goldenrod Rd #C201, Winter Park, FL 32792
$1,395/mo
2 beds · 2 baths · 840 sq ft
3651 N Goldenrod Rd #C201Winter Park, FL 32792
3275 Oak Lake Pl, Winter Park, FL 32792
$1,625/mo
2 beds · 2.5 baths · 1,031 sq ft
3275 Oak Lake PlWinter Park, FL 32792
2911 Antique Oaks Cir #15, Winter Park, FL 32792
$1,600/mo
2 beds · 2 baths · 1,018 sq ft
2911 Antique Oaks Cir #15Winter Park, FL 32792
1250 Denning Dr #116, Winter Park, FL 32789
$1,750/mo
2 beds · 2 baths · 908 sq ft
1250 Denning Dr #116Winter Park, FL 32789
3367 River View Way #450, Winter Park, FL 32792
$1,800/mo
3 beds · 2.5 baths · 1,151 sq ft
3367 River View Way #450Winter Park, FL 32792
1500 Gay Rd #2A, Winter Park, FL 32789
$1,695/mo
2 beds · 2 baths · 1,026 sq ft
1500 Gay Rd #2AWinter Park, FL 32789
Eastbrook Blvd, Winter Park, FL 32792
$866/mo
4 beds · 2 baths · 1,518 sq ft
Eastbrook BlvdWinter Park, FL 32792
3651 N Goldenrod Rd #A103, Winter Park, FL 32792
$1,575/mo
2 beds · 2 baths · 840 sq ft
3651 N Goldenrod Rd #A103Winter Park, FL 32792View units
7336 Forest Hill Ct #240, Winter Park, FL 32792
$1,700/mo
2 beds · 1.5 baths · 990 sq ft
7336 Forest Hill Ct #240Winter Park, FL 32792
652 Saint Johns Ct #652, Winter Park, FL 32792
$1,695/mo
2 beds · 2 baths · 1,037 sq ft
652 Saint Johns Ct #652Winter Park, FL 32792
2481 Tahoe Cir #2481, Winter Park, FL 32792
$1,850/mo
2 beds · 2.5 baths · 1,495 sq ft
2481 Tahoe Cir #2481Winter Park, FL 32792
3068 Autumn Ct #NA, Winter Park, FL 32792
$1,640/mo
2 beds · 2 baths · 1,038 sq ft
3068 Autumn Ct #NAWinter Park, FL 32792
4175 Bear Gully Rd #B, Winter Park, FL 32792
$1,800/mo
1 bed · 1 bath · 550 sq ft
4175 Bear Gully Rd #BWinter Park, FL 32792
302 Lewfield Cir, Winter Park, FL 32792
$1,325/mo
1 bed · 1 bath · 678 sq ft
302 Lewfield CirWinter Park, FL 32792
1924 Hammerlin Ave #B, Winter Park, FL 32789
$900/mo
Studio · 1 bath · 350 sq ft
1924 Hammerlin Ave #BWinter Park, FL 32789
Special Offer
624 Trinidad Ct #624, Winter Park, FL 32792
$1,700/mo
2 beds · 2 baths
624 Trinidad Ct #624Winter Park, FL 32792
3348 Howell Branch Rd, Winter Park, FL 32792
$1,700/mo
2 beds · 2 baths · 1,054 sq ft
3348 Howell Branch RdWinter Park, FL 32792
1855 Eastbrook Blvd, Winter Park, FL 32792
$850+ /mo
1 bed · 1 bath · 110 - 600 sq ft
1855 Eastbrook BlvdWinter Park, FL 32792
1900 Staunton Ave #B, Winter Park, FL 32789
$1,625/mo
1 bed · 1 bath · 500 sq ft
1900 Staunton Ave #BWinter Park, FL 32789View units
3370 Cedar Springs Pl, Winter Park, FL 32792
$1,625/mo
2 beds · 2.5 baths · 1,031 sq ft
3370 Cedar Springs PlWinter Park, FL 32792
1695 Lee Rd #C103, Winter Park, FL 32789
$1,600/mo
2 beds · 1 bath · 881 sq ft
1695 Lee Rd #C103Winter Park, FL 32789View units
2404 Gallery View Dr, Winter Park, FL 32792
$1,650/mo
2 beds · 2 baths · 902 sq ft
2404 Gallery View DrWinter Park, FL 32792
1720 Miller Ave, Winter Park, FL 32789
$1,695/mo
2 beds · 1 bath · 810 sq ft
1720 Miller AveWinter Park, FL 32789
7429 Daniel Webster Dr #B-15C, Winter Park, FL 32792
$1,000/mo
1 bed · 1 bath · 809 sq ft
7429 Daniel Webster Dr #B-15CWinter Park, FL 32792
3053 George Mason Ave #A, Winter Park, FL 32792
$995/mo
1 bed · 1 bath · 809 sq ft
3053 George Mason Ave #AWinter Park, FL 32792