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Cheap Apartments for Rent in Winter Park, FL
1,979 Rentals
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3 BEDS, 2 BATHS$2,700
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2 BEDS, 2 BATHS$2,725
FIRST MONTH FREE - Beautiful remodeled 2 ...
939 Aragon Ave, Winter Park, FL 32789 -
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2 BEDS, 2 BATHS$2,750
690 Osceola Ave Unit 502
690 Osceola Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,785
5334 Lake Howell Rd
5334 Lake Howell Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,795
2502 Fifeshire Dr
2502 Fifeshire Dr, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,800
3326 Young St
3326 Young St, Winter Park, FL 32792 -
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3 BEDS, 2 BATHS$2,875
644 N Knowles Ave
644 N Knowles Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$2,895
530 Ventris Ct
530 Ventris Ct, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,899
2929 Oberlin Ave
2929 Oberlin Ave, Orlando, FL 32804 -
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3 BEDS, 2.5 BATHS$2,900
1447 Broad Wing Ln
1447 Broad Wing Ln, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,950
1504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
4 BEDS, 2 BATHS$2,950
5037 Lake Howell Rd
5037 Lake Howell Rd, Winter Park, FL 32792 -
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4 BEDS, 2 BATHS$2,995
5600 Revelwood Loop
5600 Revelwood Loop, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,995
Charming 3-Bedroom Winter Park Home – $500...
2817 Eastern Pkwy, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$2,998
1127 Minnesota Ave
1127 Minnesota Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,998
1127 Minnesota Ave
1127 Minnesota Ave, Winter Park, FL 32789 -
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3 BEDS, 2 BATHS$3,000
1946 Strathaven Rd
1946 Strathaven Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,095
707 Depugh St
707 Depugh St, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$3,099
Charming 4/2 Colonial Town North Home with...
1704 Weltin St, Orlando, FL 32803 -
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4 BEDS, 2 BATHS$3,195
420 Arapaho Trail
420 Arapaho Trail, Maitland, FL 32751 -
3 BEDS, 2.5 BATHS$3,200
2774 Bright Bird Ln
2774 Bright Bird Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,250
1096 Azalea Ln
1096 Azalea Ln, Winter Park, FL 32789 -
3 BEDS, 2.25 BATHS$3,400
1308 Lake Baldwin Ln
1308 Lake Baldwin Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,500
1690 Dale Ave
1690 Dale Ave, Winter Park, FL 32789 -
3 BEDS, 3.5 BATHS$3,500
3-story, 3/3.5, updated, townhome in the h...
2011 Meeting Pl, Orlando, FL 32814 -
3 BEDS, 2.5 BATHS$3,500
Luxury furnished 3-Bed in Winter Park
2774 Bright Bird Ln, Winter Park, FL 32792 -
5 BEDS, 3 BATHS$3,550
Spacious Winter Park Village area house fo...
1288 Michigan Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,590
1507 Lake Baldwin Ln
1507 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 3 BATHS$3,595
1641 Chestnut Ave
1641 Chestnut Ave, Winter Park, FL 32789 -
3 BEDS, 3.5 BATHS$3,600
1147 Wildmeadow Run
1147 Wildmeadow Run, Winter Park, FL 32792 -
2 BEDS, 2.25 BATHS$3,650
3851 Ethan Ln
3851 Ethan Ln, Orlando, FL 32814 -
3 BEDS, 3.5 BATHS$3,700
4701 Anson Ln
4701 Anson Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,750
1235 Ayrshire St
1235 Ayrshire St, Orlando, FL 32803 -
3 BEDS, 3.5 BATHS$3,795
1865 Britlyn Alley
1865 Britlyn Alley, Orlando, FL 32814
Showing 42 of 320 results, Page 7 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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Note: Based on community-supplied data and independent market research. Subject to change without notice.