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

745 rentals available

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
Call(321) 513-1883
1695 Lee Rd #103, Winter Park, FL 32789
$1,650/mo
2 beds · 1 bath · 881 sq ft
1695 Lee Rd #103Winter Park, FL 32789View units
Call(407) 410-3262
3243 Forest Oaks Ct #117, Winter Park, FL 32792
$1,600/mo
2 beds · 1.5 baths · 990 sq ft
3243 Forest Oaks Ct #117Winter Park, FL 32792
Call(407) 559-8409
162 Moyses Rd, Winter Park, FL 32792
$1,895/mo
2 beds · 1.5 baths · 1,098 sq ft
162 Moyses RdWinter Park, FL 32792
Call(321) 321-2530
7312 Forest Hill Ct, Winter Park, FL 32792
$2,000/mo
3 beds · 2.5 baths · 1,151 sq ft
7312 Forest Hill CtWinter Park, FL 32792
4946 N Palm Ave #GUEST HOUSE, Winter Park, FL 32792
$1,200/mo
1 bed · 1 bath
4946 N Palm Ave #GUEST HOUSEWinter Park, FL 32792
Euston Rd, Winter Park, FL 32789
$1,070/mo
4 beds · 2 baths · 2,000 sq ft
Euston RdWinter Park, FL 32789
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
7453 Daniel Webster Dr #D, Winter Park, FL 32792
$995/mo
1 bed · 1 bath · 786 sq ft
7453 Daniel Webster Dr #DWinter Park, FL 32792
1500 Gay Rd #2A, Winter Park, FL 32789
$1,795/mo
2 beds · 2 baths · 1,026 sq ft
1500 Gay Rd #2AWinter Park, FL 32789View units
624 Trinidad Ct #624, Winter Park, FL 32792
$1,700/mo
2 beds · 2 baths
624 Trinidad Ct #624Winter Park, FL 32792
7309 Daniel Webster Dr #D, Winter Park, FL 32792
$1,150/mo
1 bed · 1 bath · 590 sq ft
7309 Daniel Webster Dr #DWinter Park, FL 32792
3053 George Mason Ave #A, Winter Park, FL 32792
$1,095/mo
1 bed · 1 bath · 809 sq ft
3053 George Mason Ave #AWinter Park, FL 32792
1618 Indiana Ave, Winter Park, FL 32789
$1,800/mo
2 beds · 1 bath · 805 sq ft
1618 Indiana AveWinter Park, FL 32789
Price Drop
Parkview Village, Winter Park, FL 32792
$1,295+ /mo
1 - 2 beds · 2 units available
Parkview VillageWinter Park, FL 32792
NCEN130, Winter Park, FL 32789
$1,500/mo
1 bed · 1 units available
NCEN130Winter Park, FL 32789
Price Drop
659 Montego Bay Ct, Winter Park, FL 32792
$1,695/mo
2 beds · 2 baths · 1,037 sq ft
659 Montego Bay CtWinter Park, FL 32792
2500 Lee Rd #145, Winter Park, FL 32789
$1,250/mo
1 bed · 1 bath · 645 sq ft
2500 Lee Rd #145Winter Park, FL 32789
937 Aragon Ave, Winter Park, FL 32789
$1,995/mo
2 beds · 1.5 baths · 988 sq ft
937 Aragon AveWinter Park, FL 32789
7421 Daniel Webster Dr #A, Winter Park, FL 32792
$795/mo
1 bed · 1 bath · 809 sq ft
7421 Daniel Webster Dr #AWinter Park, FL 32792
731 W Comstock Ave, Winter Park, FL 32789
$1,795/mo
3 beds · 1.5 baths · 1,024 sq ft
731 W Comstock AveWinter Park, FL 32789
408 Holt Ave #C, Winter Park, FL 32789
$1,350/mo
Studio · 1 bath · 425 sq ft
408 Holt Ave #CWinter Park, FL 32789
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
1000 S Semoran Blvd #210, Winter Park, FL 32792
$1,600/mo
2 beds · 2 baths · 1,049 sq ft
1000 S Semoran Blvd #210Winter Park, FL 32792View units
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
960 Aragon Ave, Winter Park, FL 32789
$1,500/mo
1 bed · 1 bath · 1,647 sq ft
960 Aragon AveWinter Park, FL 32789
Special Offer
Moss Grove Cir, Orlando, FL 32807
$1,100/mo
Studio · 1 bath · 340 sq ft
Moss Grove CirOrlando, FL 32807
1250 Denning Dr #116, Winter Park, FL 32789
$1,800/mo
2 beds · 2 baths · 908 sq ft
1250 Denning Dr #116Winter Park, FL 32789
302 Lewfield Cir, Winter Park, FL 32792
$1,325/mo
1 bed · 1 bath · 678 sq ft
302 Lewfield CirWinter Park, FL 32792
7327 Forest Hill Ct, Winter Park, FL 32792
$1,750/mo
2 beds · 2.5 baths · 1,031 sq ft
7327 Forest Hill CtWinter Park, FL 32792
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
Stanfield Ave, Orlando, FL 32814
$1,700/mo
1 bed · 1 bath · 660 sq ft
Stanfield AveOrlando, FL 32814
10000 S Semoran Blvd, Winter Park, FL 32792
$1,300/mo
1 bed · 1 bath · 735 sq ft
10000 S Semoran BlvdWinter Park, FL 32792
Special Offer
205 Lewfield Cir #205, Winter Park, FL 32792
$1,700/mo
2 beds · 2 baths · 927 sq ft
205 Lewfield Cir #205Winter Park, FL 32792
Winter Green Blvd, Winter Park, FL 32792
$950/mo
3 beds · 2 baths · 1,187 sq ft
Winter Green BlvdWinter Park, FL 32792
2924 Antique Oaks Cir #48, Winter Park, FL 32792
$1,850/mo
2 beds · 2.5 baths · 1,105 sq ft
2924 Antique Oaks Cir #48Winter Park, FL 32792
1484 Broad Wing Ln, Winter Park, FL 32792
$1,500/mo
3 beds · 2.5 baths · 1,700 sq ft
1484 Broad Wing LnWinter Park, FL 32792
1858 Cornell Ave #10, Winter Park, FL 32789
$975/mo
1 bed · 1 bath · 400 sq ft
1858 Cornell Ave #10Winter Park, FL 32789
3008 Nicholson Dr, Winter Park, FL 32792
$1,125/mo
Studio · 1 bath · 350 sq ft
3008 Nicholson DrWinter Park, FL 32792
Cambridge Blvd, Winter Park, FL 32789
$1,175/mo
1 bed · 1 bath · 550 sq ft
Winter Park, FLWinter Park, FL 32789