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Showing all results in Winter Park, FL.
Apartments under $500 for Rent in Winter Park, FL
2,018 Rentals
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3 BEDS, 2 BATHS$2,000
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3 BEDS, 2 BATHS$2,100
Winter Park Corner Lot
1902 Azalea Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,999
Lovely 2 Bd/2Ba Condo!
5167 Lazy Oaks Dr, Winter Park, FL 32792 -
1 BED$1,350+2 BEDS$1,690+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
1 BED$1,822+2 BEDS$2,558+3 BEDS$2,729+
Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED$1,299+2 BEDS$1,649+
Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
STUDIO$1,199+1 BED$1,399+2 BEDS$1,599+3 BEDS$2,369+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,358+2 BEDS$1,620+
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
1 BED$1,574+2 BEDS$1,689+3 BEDS$2,311+
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
1 BED$1,599
The Juliette
1225 Moselle Ave, Orlando, FL 32807 -
2 BEDS$1,291
Affinity at Winter Park Apartments
600 N Semoran Blvd, Winter Park, FL 32792
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 538 Sq Ft $1,405 / mo
- 1 Bedroom 707 Sq Ft $1,501 / mo
- 2 Bedrooms 1,019 Sq Ft $1,775 / mo
- 3 Bedrooms 1,271 Sq Ft $2,051 / mo
- 4 Bedrooms 1,506 Sq Ft $1,521 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,418/mo
- Winter Park Pines 723 Sq Ft $1,438/mo
- Cedarwood Village 677 Sq Ft $1,486/mo
- Four Seasons 634 Sq Ft $1,511/mo
- Winter Park Pines Merrie Oaks 634 Sq Ft $1,511/mo
- Eastbrook 740 Sq Ft $1,566/mo
- Lake Howell 734 Sq Ft $1,610/mo
- Winter Park Estates 675 Sq Ft $1,641/mo
- Windward Square 781 Sq Ft $1,642/mo
- Glenmoor 698 Sq Ft $1,703/mo
Getting Around Winter Park
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Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
Rent Specials
Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.