Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,648 Rentals
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2 BEDS, 2 BATHS$1,700 -
3 BEDS, 2 BATHS$2,150727 Halifax Ave
727 Halifax Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,050
2401 Albert Lee Pkwy
2401 Albert Lee Pkwy, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,795
2704 Tortoise Cv
2704 Tortoise Cv, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,000
1816 Mizell Ave
1816 Mizell Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,325
2632 Galliano Cir
2632 Galliano Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,650
677 Selkirk Dr
677 Selkirk Dr, Winter Park, FL 32792 -
4 BEDS, 3.5 BATHS$3,895
2348 Kestrel Perch Pl
2348 Kestrel Perch Pl, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,450
1695 Lee Rd
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,095
1201 Springview Run
1201 Springview Run, Winter Park, FL 32792 -
1 BED, 1 BATH$1,299
200 St Andrews Blvd Unit 206
200 St Andrews Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,400
521 Ohio St
521 Ohio St, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,300
301 S Capen Ave
301 S Capen Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,995
1618 Indiana Ave
1618 Indiana Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,750
151 N Orlando Ave
151 N Orlando Ave, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$3,595
2307 Kestrel Perch Pl
2307 Kestrel Perch Pl, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,750
1351 Merrydale Wy
1351 Merrydale Wy, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,895
2700 Tortoise Cv
2700 Tortoise Cv, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
3254 Howell Branch Rd Unit Howell Branch Rd - 3254
3254 Howell Branch Rd, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$3,795
1667 Mizell Ave
1667 Mizell Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,200
3086 Bluebrook Dr
3086 Bluebrook Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,300
700 Melrose Ave
700 Melrose Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$2,095
937 Aragon Ave
937 Aragon Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,600
2252 Howard Dr
2252 Howard Dr, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$2,700
7872 Pleasant Pine Cir
7872 Pleasant Pine Cir, Winter Park, FL 32792 -
2 BEDS$3,200
Waterbridge Subdivision
1886 Demetree Dr, Winter Park, FL 32789 -
1 BED$1,250+2 BEDS$1,350+
Eastbrook Apartments
2610-2617 Eastbrook Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,885
2808 Plaza Terrace Dr Unit 808
2808 Plaza Terrace Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$1,975
101 Samuel St
101 Samuel St, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,700
408 Banyon Tree Cir Unit Apt 100
408 Banyon Tree Cir, Maitland, FL 32751 -
1 BED, 1 BATH$975
525 Georgetown Dr
525 Georgetown Dr, Casselberry, FL 32707 -
2 BEDS, 1.5 BATHS$2,450
3104 Harrison Ave
3104 Harrison Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,850
488 W Par St
488 W Par St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$1,400
5319 Sumerset St Unit 21A
5319 Sumerset St, Orlando, FL 32810 -
2 BEDS, 1 BATH$1,395
115 E Smith St Unit Apartment 8
115 E Smith St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,795
3215 N Orange Ave
3215 N Orange Ave, Orlando, FL 32803 -
3 BEDS, 2 BATHS$3,295
2408 Corrine Dr
2408 Corrine Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$4,495
1965 Osprey Ave
1965 Osprey Ave, Orlando, FL 32814 -
1 BED, 1 BATH$800
1224 Moselle Ave Unit 1224 Moselle
1224 Moselle Ave, Orlando, FL 32807 -
1 BED, 1 BATH$1,795
250 Orange Pl
250 Orange Pl, Maitland, FL 32751 -
1 BED, 1 BATH$1,750
0000 Undisclosed
0000 Undisclosed, Aloma, FL 32792
Showing 42 of 281 results, Page 6 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
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About Our Deals
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Note: Based on community-supplied data and independent market research. Subject to change without notice.