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

862 rentals available

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
Call(305) 518-1719
3008 Nicholson Dr, Winter Park, FL 32792
$1,100/mo
Studio · 1 bath · 350 sq ft
3008 Nicholson DrWinter Park, FL 32792
Call(321) 220-5070
801 Carver St, Winter Park, FL 32789
$2,500/mo
2 beds · 1 bath · 978 sq ft
801 Carver StWinter Park, FL 32789
Call(321) 475-7908
800 W Canton Ave, Winter Park, FL 32789
$2,500/mo
2 beds · 1 bath · 924 sq ft
800 W Canton AveWinter Park, FL 32789
Call(321) 989-6764
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
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
3243 Forest Oaks Ct #117, Winter Park, FL 32792
$1,575/mo
2 beds · 1.5 baths · 990 sq ft
3243 Forest Oaks Ct #117Winter Park, FL 32792
1824 Howell Branch Rd, Winter Park, FL 32789
$2,000/mo
2 beds · 1 bath · 1,000 sq ft
1824 Howell Branch RdWinter Park, FL 32789
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
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
235 Sandlewood Trl, Winter Park, FL 32789
$1,800/mo
3 beds · 3.5 baths · 1,413 sq ft
235 Sandlewood TrlWinter Park, FL 32789
7116 Green Needle Dr, Winter Park, FL 32792
$2,199/mo
3 beds · 2 baths · 1,578 sq ft
7116 Green Needle DrWinter 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
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
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
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 32792
1840 Bachman Way, Winter Park, FL 32792
$2,350/mo
3 beds · 2.5 baths · 1,482 sq ft
1840 Bachman WayWinter 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
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
710 Dunbar St, Winter Park, FL 32789
$2,195/mo
2 beds · 1 bath · 850 sq ft
710 Dunbar StWinter Park, FL 32789
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 32792View units
2717 Amsden Rd, Winter Park, FL 32792
$2,175/mo
3 beds · 2 baths · 1,909 sq ft
2717 Amsden RdWinter Park, FL 32792
3306 Netherwood Dr, Winter Park, FL 32792
$1,695/mo
3 beds · 2 baths · 1,186 sq ft
3306 Netherwood DrWinter Park, FL 32792
624 Trinidad Ct #624, Winter Park, FL 32792
$1,650/mo
2 beds · 2 baths
624 Trinidad Ct #624Winter Park, FL 32792
7309 Daniel Webster Dr #D, Winter Park, FL 32792
$1,000/mo
1 bed · 1 bath · 590 sq ft
7309 Daniel Webster Dr #DWinter Park, FL 32792
1639 N Park Ave, Winter Park, FL 32789
$2,490/mo
4 beds · 2 baths · 2,636 sq ft
1639 N Park AveWinter Park, FL 32789
1833 Pineview Cir, Winter Park, FL 32792
$2,445/mo
3 beds · 2 baths · 1,380 sq ft
1833 Pineview CirWinter Park, FL 32792
7526 University Garden Dr, Winter Park, FL 32792
$1,745/mo
3 beds · 2 baths · 1,300 sq ft
7526 University Garden DrWinter Park, FL 32792
$150 Off
4040 Waterview Loop, Winter Park, FL 32792
$2,215/mo
3 beds · 2 baths · 1,648 sq ft
4040 Waterview LoopWinter Park, FL 32792
1603 Winter Green Blvd, Winter Park, FL 32792
$1,999/mo
3 beds · 2 baths · 1,096 sq ft
1603 Winter Green BlvdWinter Park, FL 32792
7423 Antietam Ct E, Winter Park, FL 32792
$2,249/mo
3 beds · 2 baths · 1,992 sq ft
7423 Antietam Ct EWinter 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
1618 Indiana Ave, Winter Park, FL 32789
$1,800/mo
2 beds · 1 bath · 805 sq ft
1618 Indiana AveWinter Park, FL 32789
NCEN130, Winter Park, FL 32789
$1,500/mo
1 bed · 1 units available
NCEN130Winter Park, FL 32789
1710 Puritan Ave, Winter Park, FL 32792
$2,115/mo
3 beds · 2 baths · 1,285 sq ft
1710 Puritan AveWinter Park, FL 32792
2500 Lee Rd #145, Winter Park, FL 32789
$1,099/mo
1 bed · 1 bath · 645 sq ft
2500 Lee Rd #145Winter 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
937 Aragon Ave, Winter Park, FL 32789
$1,995/mo
2 beds · 1.5 baths · 988 sq ft
937 Aragon AveWinter Park, FL 32789
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