2 BEDS, 1 BATH
$1,250
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,648 Rentals
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3 BEDS, 2.5 BATHS$3,4905489 Baldwin Park St
5489 Baldwin Park St, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,315
385 Lime St
385 Lime St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,700
13 E Winter Park St
13 E Winter Park St, Orlando, FL 32804 -
1 BED, 1 BATH$1,450
2512 Musselwhite Ave Unit 3
2512 Musselwhite Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,900
2510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,450
1416 Beatrice Dr
1416 Beatrice Dr, Orlando, FL 32810 -
2 BEDS, 1 BATH$2,045
2512 Musselwhite Ave Unit #1
2512 Musselwhite Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,600
1419 Virginia Dr
1419 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,490
5301 Andrus Ave
5301 Andrus Ave, Orlando, FL 32810 -
STUDIO, 1 BATH$1,900
1470 Lake Baldwin Ln Unit C
1470 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 2 BATHS$4,700
5362 Chatas Ln
5362 Chatas Ln, Orlando, FL 32814 -
3 BEDS, 2.5 BATHS$5,200
1425 Chatfield Pl
1425 Chatfield Pl, Orlando, FL 32814 -
3 BEDS, 3.5 BATHS$4,950
1579 Chatfield Pl
1579 Chatfield Pl, Orlando, FL 32814 -
1 BED, 1 BATH$1,550
4328 Edgewater Dr Unit E104
4328 Edgewater Dr, Orlando, FL 32804 -
2 BEDS, 2 BATHS$2,575
204 Quayside Cir Unit 201
204 Quayside Cir, Maitland, FL 32751 -
1 BED, 1 BATH$1,595
108 E Hazel St
108 E Hazel St, Orlando, FL 32804 -
1 BED, 1 BATH$1,150
551 Flemming Way Unit 101
551 Flemming Way, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,2993137 Thistlehill Dr
3137 Thistlehill Dr, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,5493391 Cedar Springs Pl Unit 168
3391 Cedar Springs Pl, Winter Park, FL 32792 -
3 BEDS, 1.5 BATHS$1,795
731 W Comstock Ave
731 W Comstock Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,375
1000 S Semoran Blvd Unit 806
1000 S Semoran Blvd, Winter Park, FL 32792 -
3 BEDS, 1 BATH$1,795
830 Carver St
830 Carver St, Winter Park, FL 32789 -
1 BED, 1 BATH$1,400
Grdyn House Unit 1
1855 Eastbrook Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$950
Grdyn House
1855 Eastbrook Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,015
2711 Aloma Ave
2711 Aloma Ave, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$2,049
2648 Galliano Cir
2648 Galliano Cir, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,990
825 Driver Ave
825 Driver Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,450
1695 Lee Rd Unit Apartment A103
1695 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,395
2942 Antique Oaks Cir Unit 088
2942 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,745
1695 Lee Rd Unit Apartment D215
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,595
2366 Coldstream Dr
2366 Coldstream Dr, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,450
3004 George Mason Ave Unit K5d
3004 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,999
1261 Richmond Rd
1261 Richmond Rd, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$2,499
1016 Manchester Cir
1016 Manchester Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
2450 Harbour Way
2450 Harbour Way, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,699
2461 Firstlight Wy
2461 Firstlight Wy, Winter Park, FL 32792 -
1 BED, 1 BATH$1,200
7309 Daniel Webster Dr
7309 Daniel Webster Dr, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$3,150
2719 Merrie Oaks Rd
2719 Merrie Oaks Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,950
5139 Oak Hill Dr
5139 Oak Hill Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
2404 Gallery View Dr
2404 Gallery View Dr, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$4,295
4/3 WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)
1625 Tioga Trail, Winter Park, FL 32789
Showing 42 of 281 results, Page 5 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 $1,435 / mo
- 1 Bedroom 706 Sq Ft $1,475 / mo
- 2 Bedrooms 1,021 Sq Ft $1,778 / mo
- 3 Bedrooms 1,274 Sq Ft $1,990 / 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
- Eastbrook 720 Sq Ft $1,378/mo
- Winter Park Pines 714 Sq Ft $1,398/mo
- Carlton Arms 730 Sq Ft $1,402/mo
- Winter Park Woods 760 Sq Ft $1,415/mo
- Four Seasons 646 Sq Ft $1,423/mo
- Cedarwood Village 667 Sq Ft $1,426/mo
- Albert Lee Ridge 752 Sq Ft $1,465/mo
- Villas of Casselberry 736 Sq Ft $1,497/mo
- Lake Howell 735 Sq Ft $1,499/mo
- Windward Square 787 Sq Ft $1,512/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,623/mo
- Longwood $1,651/mo
- Altamonte Springs $1,726/mo
- Orlando $1,623/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
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