Affordable apartments, houses for rent in Winter Park, FL
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The following rental properties are cheaper than the average rentals in Winter Park, Florida.
View all rental properties in Winter Park, FL
For Rent
For Sale22 listings
1695 Lee Rd Apt E116, Winter Park, FL 32789
$1,800
1149 sqft
3 beds
2 baths
August 09, 2026 - Source: realtor.com
New
6 hours ago
1701 Lee Rd, Winter Park, FL 32789
$1,356
409 sqft
1 bath
August 04, 2026 - Source: redfin.com
New
6 days ago
955 Aragon Ave Unit A, Winter Park, FL 32789
$2,100
1150 sqft
2 beds
2 baths
August 01, 2026 - Source: redfin.com
New
9 days ago
1434 Minnesota Ave, Winter Park, FL 32789
$1,495
1000 sqft
2 beds
1 bath
July 29, 2026 - Source: realtor.com +1 more
New
12 days ago
Paseo at Winter Park Village, Winter Park, FL 32789
$2,012
758 sqft
1 bed
1 bath
July 29, 2026 - Source: trulia.com
New
12 days ago
1695 Lee Rd Apt C103, Winter Park, FL 32789
$1,600
881 sqft
2 beds
1 bath
July 28, 2026 - Source: realtor.com +1 more
New
12 days ago
2404 Gallery View Dr, Winter Park, FL 32792
$2,000
902 sqft
2 beds
2 baths
July 28, 2026 - Source: realtor.com
New
13 days ago
700 Melrose Ave Apt A5, Winter Park, FL 32789
$2,350
1074 sqft
2 beds
2 baths
July 27, 2026 - Source: realtor.com +1 more
New
14 days ago
Juno Winter Park, Winter Park, FL 32789
$1,842
573 sqft
1 bath
July 24, 2026 - Source: trulia.com
New
17 days ago
Paseo at Winter Park Village, Winter Park, FL 32789
$2,026
758 sqft
1 bed
1 bath
July 22, 2026 - Source: trulia.com
New
19 days ago
The Taylor at Winter Park, Winter Park, FL 32792
$1,142
378 sqft
1 bath
July 21, 2026 - Source: trulia.com
New
19 days ago
727 Halifax Ave, Winter Park, FL 32792
$2,100
3 beds
2 baths
July 21, 2026 - Source: redfin.com
New
20 days ago
1261 Richmond Rd, Winter Park, FL 32789
$2,099
954 sqft
2 beds
1 bath
July 20, 2026 - Source: zillow.com +1 more
New
21 days ago
200 Saint Andrews Blvd Unit 316, Winter Park, FL 32792
$1,675
835 sqft
1 bed
1 bath
July 19, 2026 - Source: zillow.com +2 more
New
22 days ago
640 N Park Ave Apt 4, Winter Park, FL 32789
$2,200
673 sqft
1 bed
1 bath
July 18, 2026 - Source: realtor.com +1 more
New
23 days ago
1603 Alabama Dr Unit 0, Winter Park, FL 32789
$2,400
2 beds
2 baths
July 16, 2026 - Source: redfin.com
New
24 days ago
522 Holt Ave, Winter Park, FL 32789
$2,500
2 beds
1 bath
July 16, 2026 - Source: redfin.com
New
25 days ago
Juno Winter Park, Winter Park, FL 32789
$1,885
573 sqft
1 bath
July 15, 2026 - Source: trulia.com
New
26 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 $3,290.
This is 12.7% higher than the average rental price in Florida.
This is 12.7% higher than the average rental price in Florida.
How often do new rentals come on the market in Winter Park, FL?
On average, 1 rentals are put on the market in Winter Park, FL per day.
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