3 BEDS, 2 BATHS
$2,195
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Apartments for Rent in Winter Park, FL
1,912 Rentals
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1 BED, 1 BATH$1,4003032 Antique Oaks Cir Unit 145
3032 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 1.5 BATHS$2,4351622 Arbor Park Dr
1622 Arbor Park Dr, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,500
1565 Michigan Ave
1565 Michigan Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,650
1695 Lee Rd Unit C216
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,800
205 Lewfield Cir Unit 205
205 Lewfield Cir, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$3,750421 W Fairbanks Ave
421 W Fairbanks Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,750200 St Andrews Blvd Unit 2302
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,500
7326 Swallow Run Unit 7326
7326 Swallow Run, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
4818 Tangerine Ave Unit 4818
4818 Tangerine Ave, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$4,200
668 Overspin Dr
668 Overspin Dr, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$5,490782 S Pennsylvania Ave Unit 1
782 S Pennsylvania Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,7501695 Lee Rd Unit C206
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,600
2523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
3212 Netherwood Dr
3212 Netherwood Dr, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$8,950
311 E Morse Blvd Unit 1-5
311 E Morse Blvd, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$4,0001815 Barker Dr
1815 Barker Dr, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,875307 Sandlewood Trail
307 Sandlewood Trail, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$5,250
1640 Palm Ave
1640 Palm Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,395
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,875
295 Sandlewood Trail
295 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,5753651 N Goldenrod Rd Unit C205
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6501000 S Semoran Blvd Unit 815
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,395
1380 Indiana Ave Unit 3
1380 Indiana Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,650
2936 Antique Oaks Cir Unit 70
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,500
1695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,6501986 Canny Cv
1986 Canny Cv, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,6001994 Canny Cv
1994 Canny Cv, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit 110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
4 BEDS, 5 BATHS$17,000
1742 Temple Dr
1742 Temple Dr, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,850
612 Trinidad Ct Unit 612
612 Trinidad Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,400
1695 Lee Rd Unit C110
1695 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,200
301 Clark St
301 Clark St, Eatonville, FL 32751 -
2 BEDS, 2 BATHS$2,750
814 Malone Dr
814 Malone Dr, Orlando, FL 32810 -
3 BEDS, 2 BATHS$2,400
1044 N Bumby Ave
1044 N Bumby Ave, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$3,775
4307 Corrine Dr
4307 Corrine Dr, Orlando, FL 32814 -
3 BEDS, 2 BATHS$3,950
4461 Trapp Ln
4461 Trapp Ln, Orlando, FL 32814 -
2 BEDS, 2 BATHS$2,500
540 Central Ave
540 Central Ave, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,600
4418 Eli St
4418 Eli St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,750
17 W Winter Park St
17 W Winter Park St, Orlando, FL 32804 -
4 BEDS, 2.5 BATHS$6,800
1420 Lyndale Blvd
1420 Lyndale Blvd, Maitland, FL 32751 -
3 BEDS, 3.5 BATHS$4,150
4571 Virginia Dr
4571 Virginia Dr, Orlando, FL 32814
Showing 42 of 255 results, Page 4 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.