
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
2,037 Rentals
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3 BEDS, 3 BATHS$3,400
1273 Michigan Ave
1273 Michigan Ave, Winter Park, FL 32789 -
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2 BEDS, 2.5 BATHS$1,925
7296 Daniel Webster Dr Unit 1
7296 Daniel Webster Dr, Winter Park, FL 32792 -
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4 BEDS, 2 BATHS$3,499
2536 Eastbrook Blvd
2536 Eastbrook Blvd, Winter Park, FL 32792 -
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3 BEDS, 2.5 BATHS$2,700
7519 Aloma Pines Ct
7519 Aloma Pines Ct, Winter Park, FL 32792 -
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5 BEDS, 5 BATHS$8,650
2851 Dorell Ave
2851 Dorell Ave, Orlando, FL 32814 -
2 BEDS, 2 BATHS$2,600
808 Malone Dr
808 Malone Dr, Orlando, FL 32810 -
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4 BEDS, 3.5 BATHS$9,995
2020 Venetian Way
2020 Venetian Way, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,100
3050 Autumn Ct
3050 Autumn Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,200
2011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,999
5167 Lazy Oaks Dr
5167 Lazy Oaks Dr, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,595
7449 Wynnewood Square Unit 182
7449 Wynnewood Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
1000 S Semoran Blvd Unit 813
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$3,500
690 Osceola Ave Unit 502
690 Osceola Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,699
1504 Broad Wing Ln
1504 Broad Wing Ln, Winter Park, FL 32792
Showing 42 of 290 results, Page 3 of 7
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 708 Sq Ft $1,496 / mo
- 2 Bedrooms 1,019 Sq Ft $1,768 / mo
- 3 Bedrooms 1,271 Sq Ft $2,019 / mo
- 4 Bedrooms 1,506 Sq Ft $1,526 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,451/mo
- Eastbrook 720 Sq Ft $1,481/mo
- Cedarwood Village 642 Sq Ft $1,486/mo
- Winter Park Pines 707 Sq Ft $1,495/mo
- Four Seasons 640 Sq Ft $1,512/mo
- Winter Park Pines Merrie Oaks 640 Sq Ft $1,512/mo
- Albert Lee Ridge 768 Sq Ft $1,581/mo
- Lake Howell 726 Sq Ft $1,601/mo
- Winter Park Estates 692 Sq Ft $1,632/mo
- Windward Square 779 Sq Ft $1,648/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,716/mo
- Maitland $1,918/mo
- Fern Park $1,326/mo
- Eatonville $1,000/mo
- Casselberry $1,671/mo
- Longwood $1,805/mo
- Altamonte Springs $1,657/mo
- Lockhart $1,402/mo
- Orlando $1,742/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.