Winter Park, FL Apartments for rent under $2,500

863 rentals available

1695 Lee Rd #B211, Winter Park, FL 32789
$1,400/mo
2 beds · 1 bath · 881 sq ft
1695 Lee Rd #B211Winter Park, FL 32789View units
Special Offer
Call(407) 890-1871
1824 Howell Branch Rd, Winter Park, FL 32789
$2,150/mo
2 beds · 1 bath · 1,000 sq ft
1824 Howell Branch RdWinter Park, FL 32789
Call(321) 677-5785
1900 Staunton Ave #A, Winter Park, FL 32789
$1,925/mo
2 beds · 1 bath · 800 sq ft
1900 Staunton Ave #AWinter Park, FL 32789View units
Call(321) 275-3552
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
7312 Forest Hill Ct, Winter Park, FL 32792
$2,100/mo
3 beds · 2.5 baths · 1,151 sq ft
7312 Forest Hill CtWinter Park, FL 32792
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
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
2434 Barbados Dr, Winter Park, FL 32792
$2,000/mo
3 beds · 2 baths · 1,284 sq ft
2434 Barbados DrWinter 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
2300 Barbados Dr, Winter Park, FL 32792
$2,149/mo
2 beds · 2.5 baths · 1,544 sq ft
2300 Barbados DrWinter Park, FL 32792
7453 Daniel Webster Dr #D, Winter Park, FL 32792
$1,095/mo
1 bed · 1 bath · 786 sq ft
7453 Daniel Webster Dr #DWinter Park, FL 32792
Eastbrook Blvd, Winter Park, FL 32792
$905/mo
4 beds · 2 baths · 1,518 sq ft
Eastbrook BlvdWinter Park, FL 32792
Euston Rd, Winter Park, FL 32789
$996/mo
4 beds · 2 baths · 2,000 sq ft
Euston RdWinter Park, FL 32789
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
1603 Winter Green Blvd, Winter Park, FL 32792
$2,050/mo
3 beds · 2 baths · 1,096 sq ft
1603 Winter Green BlvdWinter Park, FL 32792
4040 Waterview Loop, Winter Park, FL 32792
$2,315/mo
3 beds · 2 baths · 1,648 sq ft
4040 Waterview LoopWinter Park, FL 32792
7423 Antietam Ct E, Winter Park, FL 32792
$2,299/mo
3 beds · 2 baths · 1,992 sq ft
7423 Antietam Ct EWinter Park, FL 32792
3016 Village Hill Pl, Winter Park, FL 32792
$2,400/mo
3 beds · 2 baths · 1,384 sq ft
3016 Village Hill PlWinter 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
1201 Springview Run, Winter Park, FL 32792
$1,995/mo
3 beds · 2 baths · 1,738 sq ft
1201 Springview RunWinter Park, FL 32792
1710 Puritan Ave, Winter Park, FL 32792
$2,210/mo
3 beds · 2 baths · 1,285 sq ft
1710 Puritan AveWinter Park, FL 32792
1618 Indiana Ave, Winter Park, FL 32789
$1,989/mo
2 beds · 1 bath · 805 sq ft
1618 Indiana AveWinter Park, FL 32789
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
1016 Manchester Cir, Winter Park, FL 32792
$2,499/mo
4 beds · 2 baths · 1,625 sq ft
1016 Manchester CirWinter Park, FL 32792
937 Aragon Ave, Winter Park, FL 32789
$1,995/mo
2 beds · 1.5 baths · 988 sq ft
937 Aragon AveWinter Park, FL 32789
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
1920 Woodcrest Dr #13, Winter Park, FL 32792
$1,750/mo
2 beds · 2 baths · 1,236 sq ft
1920 Woodcrest Dr #13Winter Park, FL 32792
3362 Bougainvillea Dr, Winter Park, FL 32792
$2,230/mo
4 beds · 2 baths · 1,351 sq ft
3362 Bougainvillea DrWinter Park, FL 32792
5117 Lake Howell Rd, Winter Park, FL 32792
$2,195/mo
3 beds · 1 bath · 1,300 sq ft
5117 Lake Howell RdWinter Park, FL 32792
3372 River View Way #49, Winter Park, FL 32792
$1,565/mo
3 beds · 2.5 baths · 1,151 sq ft
3372 River View Way #49Winter Park, FL 32792
825 Driver Ave, Winter Park, FL 32789
$1,990/mo
2 beds · 1.5 baths · 1,100 sq ft
825 Driver AveWinter Park, FL 32789
7421 Daniel Webster Dr #A, Winter Park, FL 32792
$895/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
3628 Datura Ct, Winter Park, FL 32792
$2,395/mo
5 beds · 2 baths · 1,600 sq ft
3628 Datura CtWinter Park, FL 32792
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
7428 Woodburn Ct #26, Winter Park, FL 32792
$2,200/mo
3 beds · 2.5 baths · 1,151 sq ft
7428 Woodburn Ct #26Winter Park, FL 32792
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