3 BEDS, 2.5 BATHS
$2,800
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,903 Rentals
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4 BEDS, 2 BATHS$2,6507619 Georgeann St
7619 Georgeann St, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,745
1941 Lanier Ct
1941 Lanier Ct, Winter Park, FL 32792 -
4 BEDS, 2.5 BATHS$3,300
1843 Shadyhill Terrace
1843 Shadyhill Terrace, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$5,500
784 S Pennsylvania Ave
784 S Pennsylvania Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,5001695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,0951931 Carrigan Ave
1931 Carrigan Ave, Winter Park, FL 32792 -
5 BEDS, 5.5 BATHS$19,000
1221 Richmond Rd
1221 Richmond Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,360
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,600
2523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,800205 Lewfield Cir Unit 205
205 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4503651 N Goldenrod Rd Unit 110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,400
1695 Lee Rd Unit C110
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$5,490
782 S Pennsylvania Ave Unit 1
782 S Pennsylvania Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$4,000
1815 Barker Dr
1815 Barker Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,3504818 Tangerine Ave Unit 4818
4818 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,550110 Killarney Bay Ct Unit 1
110 Killarney Bay Ct, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,595
1695 Lee Rd Unit C206
1695 Lee 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$10,000
1814 Barker Dr
1814 Barker Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,3503032 Antique Oaks Cir Unit 145
3032 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,3001695 Lee Rd Unit D213
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,600
4418 Eli St
4418 Eli St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,995
2512 Musselwhite Ave Unit #1
2512 Musselwhite Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,450
2512 Musselwhite Ave Unit 3
2512 Musselwhite Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,7502652 Queen Mary Pl
2652 Queen Mary Pl, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,695190 Ventris Ave W
190 Ventris Ave W, Maitland, FL 32751 -
3 BEDS, 2 BATHS$4,200
1845 Common Way Rd Unit 28-103
1845 Common Way Rd, Orlando, FL 32814 -
3 BEDS, 2 BATHS$2,999
29 W Preston St
29 W Preston St, Orlando, FL 32804 -
3 BEDS, 2.5 BATHS$5,200
5338 Ardsdale Ln
5338 Ardsdale Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,750
4521 Edgewater Dr
4521 Edgewater Dr, Orlando, FL 32804 -
1 BED, 1 BATH$1,550
1140 S Orlando Ave Unit E2
1140 S Orlando Ave, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,700
2515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,200
301 Clark St
301 Clark St, Eatonville, FL 32751 -
2 BEDS, 2 BATHS$2,650
814 Malone Dr
814 Malone Dr, Orlando, FL 32810 -
3 BEDS, 2.5 BATHS$5,400
1510 Lake Baldwin Ln
1510 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED, 1 BATH$1,100
2517 Caper Ln Unit 205
2517 Caper Ln, Maitland, FL 32751 -
1 BED, 1 BATH$250
421 E Kennedy Blvd
421 E Kennedy Blvd, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,750
17 W Winter Park St
17 W Winter Park St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,9504800 Tangerine Ave
4800 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5953011 George Mason Ave Unit 1-2E
3011 George Mason Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,095
704 Carnation Dr
704 Carnation Dr, Winter Park, FL 32792
Showing 42 of 220 results, Page 4 of 6
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 $1,412 / mo
- 1 Bedroom 706 Sq Ft $1,455 / mo
- 2 Bedrooms 1,021 Sq Ft $1,751 / mo
- 3 Bedrooms 1,273 Sq Ft $2,034 / 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 747 Sq Ft $1,534/mo
- Fairview 750 Sq Ft $1,903/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,630/mo
- Maitland $1,788/mo
- Longwood $1,708/mo
- Altamonte Springs $1,784/mo
- Orlando $1,664/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.