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

76 rentals available

262 Lewfield Cir #262, Winter Park, FL 32792
$1,300/mo
1 bed · 1 bath · 678 sq ft
262 Lewfield Cir #262Winter Park, FL 32792
Call(321) 463-6165
Railroad Ave, Winter Park, FL 32789
$1,800/mo
1 bed · 1 bath · 600 sq ft
Railroad AveWinter Park, FL 32789
Call(321) 483-1487
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
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
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
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
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
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
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
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
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
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
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
Moss Grove Cir, Orlando, FL 32807
$1,100/mo
Studio · 1 bath · 340 sq ft
Moss Grove CirOrlando, FL 32807
200 Saint Andrews Blvd #2901, Winter Park, FL 32792
$2,100/mo
2 beds · 2 baths · 1,266 sq ft
200 Saint Andrews Blvd #2901Winter Park, FL 32792View units
1516 Minnesota Ave #2, Winter Park, FL 32789
$2,350/mo
2 beds · 2 baths · 1,250 sq ft
1516 Minnesota Ave #2Winter Park, FL 32789View units
302 Lewfield Cir, Winter Park, FL 32792
$1,350/mo
1 bed · 1 bath · 678 sq ft
302 Lewfield CirWinter Park, FL 32792
3217 Royal St #1, Winter Park, FL 32792
$2,100/mo
3 beds · 2 baths · 1,200 sq ft
3217 Royal St #1Winter 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
1858 Cornell Ave #10, Winter Park, FL 32789
$1,045/mo
1 bed · 1 bath · 400 sq ft
1858 Cornell Ave #10Winter Park, FL 32789
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
Stanfield Ave, Orlando, FL 32814
$1,700/mo
1 bed · 1 bath · 660 sq ft
Stanfield AveOrlando, FL 32814
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
3008 Nicholson Dr, Winter Park, FL 32792
$1,125/mo
Studio · 1 bath · 350 sq ft
3008 Nicholson DrWinter Park, FL 32792
151 N Orlando Ave #262, Winter Park, FL 32789
$2,300/mo
1 bed · 1 bath · 582 sq ft
151 N Orlando Ave #262Winter Park, FL 32789View units
408 Holt Ave #B, Winter Park, FL 32789
$1,700/mo
1 bed · 1 bath · 500 sq ft
408 Holt Ave #BWinter Park, FL 32789
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
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
210 E Morse Blvd #1-03, Winter Park, FL 32789
$1,196/mo
1 bed · 1 bath · 450 sq ft
210 E Morse Blvd #1-03Winter Park, FL 32789View units
1924 Hammerlin Ave #B, Winter Park, FL 32789
$1,000/mo
Studio · 1 bath · 350 sq ft
1924 Hammerlin Ave #BWinter Park, FL 32789
Special Offer
1720 Miller Ave, Winter Park, FL 32789
$1,750/mo
2 beds · 1 bath · 810 sq ft
1720 Miller AveWinter Park, FL 32789
305 Balfour Dr #120, Winter Park, FL 32792
$1,391/mo
2 beds · 1 bath · 800 sq ft
305 Balfour Dr #120Winter Park, FL 32792
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
2918 Antique Oaks Cir #25, Winter Park, FL 32792
$1,595/mo
2 beds · 2 baths · 1,018 sq ft
2918 Antique Oaks Cir #25Winter Park, FL 32792