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Cheap Apartments for Rent in Winter Park, FL
1,984 Rentals
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2 BEDS, 1 BATH$2,1952203 Oregon St
2203 Oregon St, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,1952828 Salisbury Blvd
2828 Salisbury Blvd, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$2,1994 Bed 2 Bath Home Near Baldwin & Winter Park
5210 Sunrise Blvd, Orlando, FL 32803 -
2 BEDS, 1.5 BATHS$2,200AVAILALBE OCTOBER! Two story Townhouse loc...
848 Miles Ave, Winter Park, FL 32789 -
Rent Special|1 BED$2,208+2 BEDS$2,711+Paseo at Winter Park Village
940 W Canton Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$2,2501911 Canton St
1911 Canton St, Orlando, FL 32803 -
1 BED, 1.5 BATHS$2,250690 Osceola Ave Unit 407
690 Osceola Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,250
410 Poplar Ct
410 Poplar Ct, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,2502458 Grand Teton Cir Unit 1
2458 Grand Teton Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,250200 St Andrews Blvd Unit 1203
200 St Andrews Blvd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,290824 Town Cir
824 Town Cir, Maitland, FL 32751 -
Rent Special -
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3 BEDS, 2.5 BATHS$2,2992949 Clever Ln
2949 Clever Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,3001410 Border Dr
1410 Border Dr, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$2,3002011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$2,300
40 E Princeton St
40 E Princeton St, Orlando, FL 32804 -
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4 BEDS, 2 BATHS$2,3752336 High St
2336 High St, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$2,380645 Huntington Ave
645 Huntington Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,395Single family home in Winter Park! Availab...
1148 Park Green Pl, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$2,4002340 Sun Valley Cir Unit 2340
2340 Sun Valley Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,4002410 Chelsea St
2410 Chelsea St, Orlando, FL 32803 -
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4 BEDS, 3 BATHS$2,495900 N Denning Dr
900 N Denning Dr, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$2,4957542 Cranes Creek Ct
7542 Cranes Creek Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,500808 Malone Dr
808 Malone Dr, Orlando, FL 32810 -
3 BEDS, 2 BATHS$2,5002831 Lion Heart Rd
2831 Lion Heart Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,500
808 Malone Dr
808 Malone Dr, Orlando, FL 32810 -
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4 BEDS, 2.5 BATHS$2,5502886 Carew Ave
2886 Carew Ave, Winter Park, FL 32789 -
3 BEDS, 1 BATH$2,550955 Minnesota Ave
955 Minnesota Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,550
2621 Illinois St
2621 Illinois St, Orlando, FL 32803 -
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2 BEDS, 2 BATHS$2,600850 W Canton Ave
850 W Canton Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,6001280 Gladiolas Dr
1280 Gladiolas Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,600Grayson Square
1878 Erudite Wy, Winter Park, FL 32792
Showing 42 of 323 results, Page 6 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
Getting Around Winter Park
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About Our Deals
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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.