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Cheap Apartments for Rent in Winter Park, FL
1,417 Rentals
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2 BEDS, 2 BATHS$1,525 -
2 BEDS, 2 BATHS$1,5252941 Antique Oaks Cir Unit 80
2941 Antique Oaks Cir, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$1,545Base Rent$1,545Required Monthly FeesNoneTotal Monthly Price$1,5451172 Calle Del Rey Unit A
1172 Calle Del Rey, Casselberry, FL 32707 -
2 BEDS, 2 BATHS$1,5501171 Calle Del Rey Unit D
1171 Calle Del Rey, Casselberry, FL 32707 -
1 BED, 1 BATH$1,550741 Minnesota Ave
741 Minnesota Ave, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,550+3 BEDS, 1 BATH$1,950+Base Rent$1,550 - $1,950Required Monthly FeesNoneTotal Monthly Price$1,550 - $1,950200 Saint Andrews Blvd
200 Saint Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5503254 Howell Branch Rd
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5504521 Edgewater Dr
4521 Edgewater Dr, Orlando, FL 32804 -
1 BED, 1 BATH$1,550
4328 Edgewater Dr Unit E104
4328 Edgewater Dr, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,550
2918 Antique Oaks Cir Unit 30
2918 Antique Oaks Cir, Winter Park, FL 32792 -
Price Drop. $473 Off|Total Monthly Price Total Monthly Price New1 BED$1,570+2 BEDS$2,016+3 BEDS$2,678+Base Rent$1,570 - $3,043Utilities & EssentialsVariesTotal Monthly Price$1,570 - $3,043
The Adeline
304 Lake Ave, Maitland, FL 32751 -
1 BED$1,575The Lofts of Winter Park Village
520 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,5751695 Lee Rd Unit A101
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,5755483 Decatur St Unit Decatur 5483
5483 Decatur St, Orlando, FL 32807 -
2 BEDS, 2.5 BATHS$1,5903374 Cedar Springs Pl
3374 Cedar Springs Pl, Winter Park, FL 32792 -
1 BED, 1 BATH$1,595108 E Hazel St
108 E Hazel St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,5952918 Antique Oaks Cir Unit 25
2918 Antique Oaks Cir, Winter Park, FL 32792 -
Good Value|
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Rent Special -
2 BEDS, 1 BATH$1,6001695 Lee Rd Unit C103
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,6007338 Swallow Run Unit 7338
7338 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,6001695 Lee Rd Unit A113
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,6003651 N Goldenrod Rd Unit A103
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
5454 Decatur St
5454 Decatur St, Orlando, FL 32807 -
2 BEDS, 2 BATHS$1,6002911 Antique Oaks Cir
2911 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED$1,619+2 BEDS$1,884+
Calibre Bend Apartments
3924 Calibre Bend Ln, Winter Park, FL 32792 -
Good ValueSTUDIO$1,621+1 BED$1,893+2 BEDS$2,725+3 BEDS$3,699+
Juno Winter Park
1305 morgan stanley Ave, Winter Park, FL 32789 -
1 Month FreeSTUDIO$1,622+1 BED$1,744+2 BEDS$2,278+3 BEDS$3,156+Berkshire Winter Park
1874 Harmon Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,625200 St Andrews Blvd Unit 316
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,6253370 Cedar Springs Pl Unit 156
3370 Cedar Springs Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6403068 Autumn Ct Unit na
3068 Autumn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,640ADORABLE 2/2 CONDO WITH PRIVATE FENCED YARD — GREAT WINTER PARK LOCATION!
3068 Autumn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6403068 Autumn Ct
3068 Autumn Ct, Winter Park, FL 32792 -
Good ValueTotal Monthly Price Total Monthly Price NewSTUDIO$1,831+1 BED$1,719+2 BEDS$2,171+3 BEDS$2,691+Base Rent$1,644 - $3,178Required Monthly Fees$75Total Monthly Price$1,719 - $3,253
Aurora on the Trail
825 McCullough Ave, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,650408 Banyon Tree Cir Unit 100
408 Banyon Tree Cir, Maitland, FL 32751 -
Rent Special|Total Monthly Price Total Monthly Price New1 BED$1,694+2 BEDS$2,373+Base Rent$1,659 - $4,317Required Monthly Fees$35Utilities & EssentialsVariesTotal Monthly Price$1,694 - $4,352
The Village at Lake Lily
925 S Orlando Ave, Maitland, FL 32751 -
1 BED, 1 BATH$1,663741 Minnesota Ave
741 Minnesota Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,663741 Minnesota Ave
741 Minnesota Ave, Winter Park, FL 32789 -
Rent Special|1 BED$1,665+2 BEDS$2,275+3 BEDS$2,985+
MAA Baldwin Park
4688 New Broad St, Orlando, FL 32814 -
|Total Monthly Price Total Monthly Price New1 BED$1,809+2 BEDS$1,997+3 BEDS$2,445+Base Rent$1,676 - $2,498Required Monthly Fees$133Utilities & EssentialsVariesTotal Monthly Price$1,809 - $2,631
Vintage Winter Park Apartments
7490 Dwell Well Way, Winter Park, FL 32792 -
1 BED$1,680+2 BEDS$1,685+3 BEDS$2,190+The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
Price Drop. $418 OffTotal Monthly Price Total Monthly Price New1 BED$1,771+2 BEDS$1,864+3 BEDS$2,538+Base Rent$1,681 - $3,024Required Monthly Fees$90Total Monthly Price$1,771 - $3,114Audubon Park
990 Warehouse Rd, Orlando, FL 32803
Showing 42 of 293 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 535 Sq Ft $1,413 / mo
- 1 Bedroom 706 Sq Ft $1,479 / mo
- 2 Bedrooms 1,021 Sq Ft $1,768 / mo
- 3 Bedrooms 1,274 Sq Ft $1,982 / mo
- 4 Bedrooms 1,506 Sq Ft $1,940 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Lake Howell 726 Sq Ft $1,533/mo
- Fairview 736 Sq Ft $1,784/mo
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About Our Deals
Apartment Finder utilizes the industry's largest and most complete database of real-time rents and availabilities to help you find an amazing deal on your next rental.
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.