
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,966 Rentals
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3 BEDS, 3 BATHS$2,998
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4 BEDS, 2 BATHS$2,800
3326 Young St
3326 Young St, Winter Park, FL 32792 -
1 BED, 1 BATH$1,500
2500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,095
707 Depugh St
707 Depugh St, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,900
151 Stefanik Rd
151 Stefanik Rd, Winter Park, FL 32792 -
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1 BED, 1 BATH$1,295
2948 Antique Oaks Cir Unit 91
2948 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050
7417 Daniel Webster Dr Unit D
7417 Daniel Webster Dr, Winter Park, FL 32792 -
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Rent Special
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2 BEDS, 2 BATHS$2,500
808 Malone Dr
808 Malone Dr, Orlando, FL 32810 -
1 BED, 1 BATH$1,375
2521 Caper Ln Unit 203
2521 Caper Ln, Maitland, FL 32751 -
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Discounts2 BEDS, 2 BATHS$1,950
1016 Arthur Ave
1016 Arthur Ave, Orlando, FL 32804 -
STUDIO, 1 BATH$1,095
4328 Edgewater Dr Unit E204
4328 Edgewater Dr, Orlando, FL 32804 -
4 BEDS, 2 BATHS$2,995
5600 Revelwood Loop
5600 Revelwood Loop, Winter Park, FL 32792 -
3 BEDS, 1 BATH$2,050
1805 Edwin Blvd
1805 Edwin Blvd, Winter Park, FL 32789 -
3 BEDS, 3.5 BATHS$3,600
1147 Wildmeadow Run
1147 Wildmeadow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
3019 Casselwood St
3019 Casselwood St, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,195
2828 Salisbury Blvd
2828 Salisbury Blvd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,550
1000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,600
850 W Canton Ave
850 W Canton Ave, Winter Park, FL 32789
Showing 42 of 318 results, Page 3 of 8
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 539 Sq Ft $1,400 / mo
- 1 Bedroom 709 Sq Ft $1,467 / mo
- 2 Bedrooms 1,020 Sq Ft $1,701 / mo
- 3 Bedrooms 1,273 Sq Ft $2,030 / mo
- 4 Bedrooms 1,506 Sq Ft $1,535 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Whisperwood 741 Sq Ft $1,395/mo
- Four Seasons 622 Sq Ft $1,412/mo
- Winter Park Pines Merrie Oaks 622 Sq Ft $1,412/mo
- Winter Park Pines 739 Sq Ft $1,414/mo
- Winter Park Woods 761 Sq Ft $1,416/mo
- Eastbrook 737 Sq Ft $1,464/mo
- Laurel Springs 746 Sq Ft $1,482/mo
- Albert Lee Ridge 743 Sq Ft $1,493/mo
- Cedarwood Village 652 Sq Ft $1,526/mo
- Glenmoor 708 Sq Ft $1,552/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,598/mo
- Maitland $1,768/mo
- Fern Park $1,295/mo
- Eatonville $992/mo
- Casselberry $1,611/mo
- Longwood $1,762/mo
- Altamonte Springs $1,614/mo
- Lockhart $1,333/mo
- Orlando $1,664/mo
- Belle Isle $1,275/mo
- Pine Castle $1,183/mo
Getting Around Winter Park
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About Our Deals
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Price Drop
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.