Apartments and houses for rent in Winter Park, FL
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For Rent
For Sale46 listings
1824 Howell Branch Rd, Winter Park, FL 32789
$2,000
1100 sqft
2 beds
1 bath
October 08, 2026 - Source: trulia.com +2 more
New
13 hours ago
937 Aragon Ave, Winter Park, FL 32789
$1,995
988 sqft
2 beds
2 baths
October 08, 2026 - Source: zillow.com +1 more
New
14 hours ago
1281 Miller Ave, Winter Park, FL 32789
$1,400
650 sqft
1 bed
1 bath
October 08, 2026 - Source: trulia.com
New
15 hours ago
1695 Lee Rd Apt E103, Winter Park, FL 32789
$1,600
881 sqft
2 beds
1 bath
October 07, 2026 - Source: realtor.com
New
Yesterday
1415 Harmon Ave, Winter Park, FL 32789
$3,600
1753 sqft
3 beds
3 baths
October 07, 2026 - Source: realtor.com
New
2 days ago
2500 Lee Rd #145, Winter Park, FL 32789
$1,099
645 sqft
1 bed
1 bath
October 07, 2026 - Source: redfin.com
New
2 days ago
2500 Lee Rd Apt 145, Winter Park, FL 32789
$1,099
645 sqft
1 bed
1 bath
October 06, 2026 - Source: realtor.com
New
3 days ago
The Fisher Apartments, Winter Park| Fall In Love With Align Communities In October. Limited Avail..., Winter Park, FL 32792
$1,799
838 sqft
2 beds
1 bath
October 06, 2026 - Source: trulia.com +1 more
New
3 days ago
1024 Early Ave, Winter Park, FL 32789
$3,800
1805 sqft
4 beds
2 baths
October 06, 2026 - Source: redfin.com
New
3 days ago
1824 Howell Branch Rd, Winter Park, FL 32789
$2,000
1000 sqft
2 beds
1 bath
October 04, 2026 - Source: zillow.com
New
5 days ago
311 N Knowles Ave, Winter Park, FL 32789
$1,330
475 sqft
1 bath
October 03, 2026 - Source: redfin.com +1 more
New
6 days ago
1136 S Pennsylvania Ave, Winter Park, FL 32789
$5,600
2434 sqft
3 beds
3 baths
October 03, 2026 - Source: trulia.com
New
6 days ago
741 Minnesota Ave, Winter Park, FL 32789
$3,995
3 beds
4 baths
October 02, 2026 - Source: trulia.com +2 more
New
6 days ago
690 Osceola Ave Apt 407, Winter Park, FL 32789
$2,200
915 sqft
1 bed
2 baths
October 02, 2026 - Source: realtor.com +1 more
New
6 days ago
741 Minnesota Ave, Winter Park, FL 32789
$3,995
1600 sqft
3 beds
4 baths
October 02, 2026 - Source: realtor.com +1 more
New
7 days ago
Winter Park, FL 32789
$6,495
2750 sqft
5 beds
2 baths
October 02, 2026 - Source: realtor.com
New
7 days ago
307 Sandlewood Trl, Winter Park, FL 32789
$1,895
960 sqft
2 beds
3 baths
October 02, 2026 - Source: redfin.com
New
7 days ago
800 W Canton Ave, Winter Park, FL 32789
$2,500
924 sqft
2 beds
1 bath
October 01, 2026 - Source: redfin.com
New
8 days ago
What's the average rent in Winter Park, FL?
Based on the last 30 days, the average rent in Winter Park, FL is $3,101.
This is 5.3% higher than the average rental price in Florida.
This is 5.3% higher than the average rental price in Florida.
How often do new rentals come on the market in Winter Park, FL?
On average, 2 rentals are put on the market in Winter Park, FL per day.
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