Deals & Discount Filters
Cheap Apartments for Rent in Winter Park, FL
1,846 Rentals
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3 BEDS, 2.5 BATHS$2,900 -
3 BEDS, 2.5 BATHS$2,9001447 Broad Wing Ln
1447 Broad Wing Ln, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,9501504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,995
2809 Bower Rd
2809 Bower Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,000
1891 Oglesby Ave
1891 Oglesby Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,000
1055 Cherokee Ave
1055 Cherokee Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,000
332 Harris Ave
332 Harris Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,000216 Rippling Ln
216 Rippling Ln, Winter Park, FL 32789 -
5 BEDS, 3 BATHS$3,0002181 Linden Rd
2181 Linden Rd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,1952238 Hawick Ln Unit 2238
2238 Hawick Ln, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,2002963 Upper Park Rd
2963 Upper Park Rd, Orlando, FL 32814 -
3 BEDS, 2 BATHS$3,2001710 Aster Dr
1710 Aster Dr, Winter Park, FL 32792 -
3 BEDS, 2.25 BATHS$3,2002963 Upper Park Rd
2963 Upper Park Rd, Orlando, FL 32814 -
3 BEDS, 2 BATHS$3,2251835 Edwin Blvd
1835 Edwin Blvd, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$3,240226 W Spruce St
226 W Spruce St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,250
3707 Pelican Ln
3707 Pelican Ln, Orlando, FL 32803 -
3 BEDS, 2 BATHS$3,250Winter Park Charmer
2862 Kings Deer Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,2951807 N Park Ave
1807 N Park Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,3001410 Lake Baldwin Ln
1410 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 2.25 BATHS$3,3001308 Lake Baldwin Ln
1308 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 2 BATHS$3,400690 Osceola Ave Unit 203
690 Osceola Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,4001817 Loch Berry Rd
1817 Loch Berry Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,4501594 Common Way Rd
1594 Common Way Rd, Orlando, FL 32814 -
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3 BEDS, 3.5 BATHS$3,5003-story, 3/3.5, updated, townhome in the heart of Baldwin Park!
2011 Meeting Pl, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,5001235 Ayrshire St
1235 Ayrshire St, Orlando, FL 32803 -
4 BEDS, 3.5 BATHS$3,550
2223 Amherst Ave
2223 Amherst Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$3,600220 Overlook Rd
220 Overlook Rd, Winter Park, FL 32789 -
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3 BEDS, 3.5 BATHS$3,7001438 Chatfield Pl
1438 Chatfield Pl, Orlando, FL 32814 -
5 BEDS, 3 BATHS$3,700730 W Swoope Ave
730 W Swoope Ave, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$3,700
350 N Phelps Ave
350 N Phelps Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,750
1681 Walnut Ave
1681 Walnut Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,800
1400 Lake Baldwin Ln
1400 Lake Baldwin Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,800
1690 Dale Ave
1690 Dale Ave, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$3,898
1511 E Horatio Ave
1511 E Horatio Ave, Maitland, FL 32751 -
3 BEDS, 2.5 BATHS$3,950
1275 Michigan Ave
1275 Michigan Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,987111 E King St Unit ID1018200P
111 E King St, Orlando, FL 32804 -
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2 BEDS, 1 BATH$4,0211307 Formosa Ave Unit ID1250011P
1307 Formosa Ave, Winter Park, FL 32789 -
4 BEDS, 3.5 BATHS$4,1501470 Lone Feather Trail
1470 Lone Feather Trail, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$4,200206 Quayside Cir Unit 103
206 Quayside Cir, Maitland, FL 32751
Showing 42 of 310 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 $1,347 / mo
- 1 Bedroom 707 Sq Ft $1,448 / mo
- 2 Bedrooms 1,019 Sq Ft $1,734 / mo
- 3 Bedrooms 1,273 Sq Ft $2,021 / mo
- 4 Bedrooms 1,506 Sq Ft $1,540 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 761 Sq Ft $1,362/mo
- Whisperwood 753 Sq Ft $1,376/mo
- Four Seasons 605 Sq Ft $1,379/mo
- Winter Park Pines Merrie Oaks 605 Sq Ft $1,379/mo
- Laurel Springs 744 Sq Ft $1,401/mo
- Winter Park Pines 669 Sq Ft $1,425/mo
- Eastbrook 749 Sq Ft $1,482/mo
- Lake Howell 748 Sq Ft $1,528/mo
- Glenmoor 716 Sq Ft $1,532/mo
- Villas of Casselberry 763 Sq Ft $1,539/mo
Getting Around Winter Park
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Note: Based on community-supplied data and independent market research. Subject to change without notice.