$1,900
2 beds2 baths1,000 sqftCondo
1250 S Denning Dr, Winter Park, FL, 32789
16 Results
$1,900
2 beds2 baths1,000 sqftCondo
1250 S Denning Dr, Winter Park, FL, 32789
$1,625
1 bed1 bath835 sqftCondo
200 St Andrews Blvd 316, Winter Park, FL, 32792
$1,825
2 beds1 bath816 sqftCondo
1140 S Orlando Avenue Unit K-16, Maitland, FL, 32751
$2,400
3 beds3 baths1,559 sqftCondo
14 West Princeton St, Orlando, FL, 32804
$1,590
2 beds1 bath1,193 sqftCondo
600 Huntington Ave, Winter Park, FL, 32789
$1,895
3 beds2 baths1,371 sqftCondo
2441 Fifeshire Dr, Winter Park, FL, 32792
$1,499
2 beds1 bath838 sqftCondo
2001 Glenridge Way, Winter Park, FL, 32792
$1,499
2 beds1 bath838 sqftCondo
2001 Glenridge Way, Winter Park, FL, 32792
$1,545
2 beds1 bath860 sqftCondo
3524 Eagle Dr, Orlando, FL, 32804
$2,880
3 beds2 baths1,496 sqftCondo
2992 Chantilly Avenue 2992, Winter Park, FL, 32789
$3,995
4 beds3 baths2,676 sqftCondo
1511 East Horatio Avenue 1511, Maitland, FL, 32751
$4,950
4 beds3 baths2,406 sqftCondo
1580 Oakhurst Avenue 1580, Winter Park, FL, 32789
$1,600
2 beds1 bath765 sqftCondo
640 Robinhood Drive Unit C, Maitland, FL, 32751
$1,075
1 bed1 bath550 sqftCondo
551 Flemming Way #42-101, Maitland, FL, 32751
$8,900
3 beds3.5 baths2,714 sqftCondo
660 Osceola Ave #101, Winter Park, FL, 32789
$1,595
2 beds2 baths1,018 sqftCondo
2918 ANTIQUE OAKS CIRCLE # 25, WINTER PARK, FL, 32792
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Condo rentals in Winter Park offer ownership-style layouts with community amenities. Review HOA rules, reserved parking, move-in fees, and guest policies when comparing condos. Some associations restrict certain pet breeds or short-term guests — ask before you apply, especially if you work from home or travel frequently.
Rentler currently shows 18 condos for rent in Winter Park. Inventory updates daily — set a listing alert if you want to catch new units as they post.
Compare monthly rent against parking, laundry, storage, and commute. Confirm what is included in rent, who handles maintenance, and any HOA or community rules before you apply. In Winter Park, well-priced condos can move quickly once listed.
Yes — many condos accept pets, though policies vary. Use Rentler's pet-friendly filter, then confirm breed, weight, and deposit requirements with the landlord before submitting an application.











