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Showing all results in Winter Park, FL.
Condos under $800 for Rent in Winter Park, FL with Gym/Fitness Center
1,894 Rentals
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Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,465Base Rent$1,465Required Monthly FeesNoneTotal Monthly Price$1,465 -
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,975Base Rent$2,975Required Monthly FeesNoneTotal Monthly Price$2,9751891 Oglesby Ave
1891 Oglesby Ave, Winter Park, FL 32789 -
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$5,800Base Rent$5,800Required Monthly FeesNoneTotal Monthly Price$5,8002721 E Marks St
2721 E Marks St, Orlando, FL 32803 -
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Total Monthly Price Total Monthly Price New5 BEDS, 4 BATHS$6,995Base Rent$6,995Required Monthly FeesNoneTotal Monthly Price$6,9952075 Jewell Ave
2075 Jewell Ave, Winter Park, FL 32789 -
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Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,799Base Rent$1,799Required Monthly FeesNoneTotal Monthly Price$1,799151 N Orlando Ave Unit 101
151 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,4403091 Crane Strand Dr
3091 Crane Strand Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$1,750Base Rent$1,750Required Monthly FeesNoneTotal Monthly Price$1,7501500 Gay Rd Unit 18A
1500 Gay Rd, Winter Park, FL 32789 -
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1 BED, 1 BATH$8502206 Bonanza Ave
2206 Bonanza Ave, Winter Park, FL 32792 -
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3 BEDS, 2 BATHS$2,995
2513 Tuscaloosa Trail
2513 Tuscaloosa Trail, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,6002120 Rogers Ave
2120 Rogers Ave, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$3,400Base Rent$3,400Required Monthly FeesNoneTotal Monthly Price$3,4002120 Derbyshire Rd
2120 Derbyshire Rd, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,685Base Rent$1,685Required Monthly FeesNoneTotal Monthly Price$1,68517 W Winter Park St Unit #17
17 W Winter Park St, Orlando, FL 32804 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,000Base Rent$1,000Required Monthly FeesNoneTotal Monthly Price$1,000
5058 Seminole Ave Unit Seminole 2
5058 Seminole Ave, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2.5 BATHS$2,695Base Rent$2,695Required Monthly FeesNoneTotal Monthly Price$2,695
7518 Aloma Pines Ct
7518 Aloma Pines Ct, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,900Base Rent$1,900Required Monthly FeesNoneTotal Monthly Price$1,900
940 W Fairbanks Ave
940 W Fairbanks Ave, Orlando, FL 32804 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,850Base Rent$1,850Required Monthly FeesNoneTotal Monthly Price$1,8501140 S Orlando Ave Unit Exeter E2
1140 S Orlando Ave, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,550Base Rent$1,550Required Monthly FeesNoneTotal Monthly Price$1,5501695 Lee Rd Unit B106
1695 Lee Rd, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New2 BEDS, 2.5 BATHS$1,850Base Rent$1,850Required Monthly FeesNoneTotal Monthly Price$1,850
2924 Antique Oaks Cir Unit 48
2924 Antique Oaks Cir, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,900Base Rent$2,900Required Monthly FeesNoneTotal Monthly Price$2,900
5417 Ferrol Dr
5417 Ferrol Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5001695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 1.5 BATHS$2,4351622 Arbor Park Dr
1622 Arbor Park Dr, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,5001565 Michigan Ave
1565 Michigan Ave, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$3,490
1511 E Horatio Ave
1511 E Horatio Ave, Maitland, FL 32751 -
4 BEDS, 2.5 BATHS$4,495
1580 Oakhurst Ave
1580 Oakhurst Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,195
1148 Park Green Pl
1148 Park Green Pl, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,9505169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,2001931 Carrigan Ave
1931 Carrigan Ave, Winter Park, FL 32792
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 $1,369 / mo
- 1 Bedroom 706 Sq Ft $1,444 / mo
- 2 Bedrooms 1,021 Sq Ft $1,753 / mo
- 3 Bedrooms 1,273 Sq Ft $2,033 / mo
- 4 Bedrooms 1,506 Sq Ft $1,775 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Laurel Springs 729 Sq Ft $1,390/mo
- Winter Park Woods 757 Sq Ft $1,394/mo
- Winter Park Pines 707 Sq Ft $1,403/mo
- Whisperwood 712 Sq Ft $1,430/mo
- Eastbrook 751 Sq Ft $1,460/mo
- Cedarwood Village 663 Sq Ft $1,515/mo
- Lake Howell 749 Sq Ft $1,549/mo
- Glenmoor 720 Sq Ft $1,552/mo
- Windward Square 784 Sq Ft $1,562/mo
- Winter Park Estates 730 Sq Ft $1,573/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
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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.