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Apartments under $1,600 for Rent in Winter Park, FL
733 Rentals
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1 BED, 1 BATH$6955530 Old Cheney Hwy Unit Apartment 3
5530 Old Cheney Hwy, Orlando, FL 32807 -
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1 BED, 1 BATH$7601224 Moselle Ave Unit 2
1224 Moselle Ave, Orlando, FL 32807 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,150Base Rent$1,150Required Monthly FeesNoneTotal Monthly Price$1,1501901 Magnolia Ave
1901 Magnolia Ave, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,275Base Rent$1,275Required Monthly FeesNoneTotal Monthly Price$1,2752037 Linden Rd Unit 2037 linden rd A
2037 Linden Rd, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,500Base Rent$1,500Required Monthly FeesNoneTotal Monthly Price$1,500
3094 Plaza Terrace Dr Unit 3094 Plaza Terrace Drive
3094 Plaza Terrace Dr, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,100Base Rent$1,100Required Monthly FeesNoneTotal Monthly Price$1,1002333 Winter Park Rd Unit Guest House
2333 Winter Park Rd, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,300Base Rent$1,300Required Monthly FeesNoneTotal Monthly Price$1,3001360 Formosa Ave Unit 1360 Formosa
1360 Formosa Ave, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,500Base Rent$1,500Required Monthly FeesNoneTotal Monthly Price$1,500
2407 Branch Way Unit 105
2407 Branch Way, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,6003254 Howell Branch Rd
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,6002523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4503651 N Goldenrod Rd Unit 110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5007340 Swallow Run Unit 7340
7340 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595
1941 Lanier Ct
1941 Lanier Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,495
7302 Swallow Run Unit 7302
7302 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,600
1695 Lee Rd Unit B204
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,5752918 Antique Oaks Cir Unit 26
2918 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5987338 Swallow Run Unit 7338
7338 Swallow Run, Winter Park, FL 32792 -
1 BED, 1 BATH$1,400
1695 Lee Rd Unit C110
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,300
1695 Lee Rd Unit D213
1695 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,350
524 Georgetown Dr Unit B
524 Georgetown Dr, Casselberry, FL 32707 -
2 BEDS, 1 BATH$1,4502075 Howell Branch Rd Unit 101
2075 Howell Branch Rd, Maitland, FL 32751 -
1 BED, 1 BATH$1,5501140 S Orlando Ave Unit E2
1140 S Orlando Ave, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,575
4418 Eli St
4418 Eli St, Orlando, FL 32804 -
1 BED, 1 BATH$1,400
1154 Paseo Del Sol Unit B
1154 Paseo Del Sol, Casselberry, FL 32707 -
1 BED, 1 BATH$1,099
301 Clark St
301 Clark St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,6004521 Edgewater Dr
4521 Edgewater Dr, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,315385 Lime St
385 Lime St, Eatonville, FL 32751 -
1 BED, 1 BATH$250
421 E Kennedy Blvd
421 E Kennedy Blvd, Eatonville, FL 32751 -
STUDIO, 1 BATH$920
2515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,500FOR RENT!! RECENTLY RENOVATED 2 BEDROOM 2 BATH CONDO (FIRST FLOOR)...
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,3501/1 @ Winter Park Villas
667 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6001/2 Duplex in Winter Park
3012 Patel Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
Newly remodeled 2/2 condo Winter Park $300. incentive for move in by 6/15/2026 Unit A104
3651 Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,450
151 N Orlando Ave
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,350
2 bed 2 bath in winterpark!
7328 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,385
1000 S Semoran Blvd Unit 806
1000 S Semoran Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,495
2942 Antique Oaks Cir Unit 088
2942 Antique Oaks Cir, Winter Park, FL 32792
Showing 42 of 111 results, Page 2 of 3
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 $1,379 / mo
- 1 Bedroom 706 Sq Ft $1,474 / mo
- 2 Bedrooms 1,021 Sq Ft $1,755 / mo
- 3 Bedrooms 1,273 Sq Ft $2,022 / mo
- 4 Bedrooms 1,506 Sq Ft $1,849 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Lake Howell 738 Sq Ft $1,559/mo
- Fairview 739 Sq Ft $1,879/mo
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Note: Based on community-supplied data and independent market research. Subject to change without notice.