Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,912 Rentals
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,975Base Rent$2,975Required Monthly FeesNoneTotal Monthly Price$2,975 -
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1 BED, 1 BATH$1,3452710 Amherst Ave Unit SI ID1018188P
2710 Amherst Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,641102 W King St Unit SI ID1029870P
102 W King St, Orlando, FL 32804 -
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3 BEDS, 2 BATHS$2,6002120 Rogers Ave
2120 Rogers Ave, Maitland, FL 32751 -
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1 BED, 1 BATH$695
5530 Old Cheney Hwy Unit Apartment 3
5530 Old Cheney Hwy, Orlando, FL 32807 -
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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 New3 BEDS, 2.5 BATHS$2,695Base Rent$2,695Required Monthly FeesNoneTotal Monthly Price$2,6957518 Aloma Pines Ct
7518 Aloma Pines Ct, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,000Base Rent$1,000Required Monthly FeesNoneTotal Monthly Price$1,0005058 Seminole Ave Unit Seminole 2
5058 Seminole Ave, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,850Base Rent$1,850Required Monthly FeesNoneTotal Monthly Price$1,850
1140 S Orlando Ave Unit Exeter E2
1140 S Orlando Ave, Maitland, FL 32751 -
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 New3 BEDS, 2 BATHS$3,400Base Rent$3,400Required Monthly FeesNoneTotal Monthly Price$3,400
2120 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 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 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 -
DiscountsTotal Monthly Price Total Monthly Price New1 BED, 1 BATH$1,300Base Rent$1,300Required Monthly FeesNoneTotal Monthly Price$1,300
2520 Caper Ln Unit 102
2520 Caper Ln, Maitland, FL 32751 -
3 BEDS, 2.5 BATHS$2,6951611 Little Wren Ln
1611 Little Wren Ln, Winter Park, FL 32792 -
4 BEDS, 3.5 BATHS$3,6001461 Lone Feather Trail
1461 Lone Feather Trail, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$2,890524 Byron Rd
524 Byron Rd, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$2,800
2907 Little John Rd
2907 Little John Rd, Winter Park, FL 32792 -
5 BEDS, 5.5 BATHS$19,000
1221 Richmond Rd
1221 Richmond Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,450
1555 Michigan Ave
1555 Michigan Ave, Winter Park, FL 32789 -
5 BEDS, 4 BATHS$11,0001814 Barker Dr
1814 Barker Dr, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,2001931 Carrigan Ave
1931 Carrigan Ave, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,950
5169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792 -
4 BEDS, 2.5 BATHS$4,495
1580 Oakhurst Ave
1580 Oakhurst Ave, Winter Park, FL 32789
Showing 42 of 255 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 $1,377 / mo
- 1 Bedroom 706 Sq Ft $1,441 / mo
- 2 Bedrooms 1,021 Sq Ft $1,760 / mo
- 3 Bedrooms 1,273 Sq Ft $2,042 / 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 718 Sq Ft $1,389/mo
- Winter Park Pines 712 Sq Ft $1,395/mo
- Winter Park Woods 757 Sq Ft $1,401/mo
- Whisperwood 712 Sq Ft $1,414/mo
- Eastbrook 753 Sq Ft $1,458/mo
- Glenmoor 724 Sq Ft $1,525/mo
- Cedarwood Village 665 Sq Ft $1,531/mo
- Winter Park Estates 720 Sq Ft $1,542/mo
- Lake Howell 749 Sq Ft $1,552/mo
- Georgetown Estates 740 Sq Ft $1,565/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,573/mo
- Maitland $1,772/mo
- Fern Park $1,302/mo
- Eatonville $990/mo
- Casselberry $1,674/mo
- Longwood $1,687/mo
- Altamonte Springs $1,597/mo
- Orlando $1,653/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
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Note: Based on community-supplied data and independent market research. Subject to change without notice.