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Apartments for Rent in Winter Park, FL
1,818 Rentals
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2 BEDS, 2 BATHS$1,650 -
3 BEDS, 2.5 BATHS$2,6002887 Clever Ln
2887 Clever Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,500
2743 Sanbina St
2743 Sanbina St, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,350
3651 N Goldenrod Rd Unit D101
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,350
1005 Bradford Dr
1005 Bradford Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,495
3651 N Goldenrod Rd Unit Apartment E106
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,545
200 St Andrews Blvd Unit 1803
200 St Andrews Blvd, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$3,800
1313 Buckingham Rd
1313 Buckingham Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,850
5334 Lake Howell Rd
5334 Lake Howell Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,850
644 N Knowles Ave Unit 8
644 N Knowles Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,345
2551 Medley Ct Unit 2551GEM
2551 Medley Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,395
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,000
College Park 3 Bed
12 E Preston St, Orlando, FL 32804 -
4 BEDS, 2 BATHS$3,290
Charming Corner Lot Pool Home with Private Orchard Florida Living at Its Best – Pool, Privacy & P...
29 E Princeton St, Orlando, FL 32804 -
5 BEDS, 3 BATHS$3,040
Rare 5BR Home for Rent in Mills 50 – Across from Lake Estelle
2900 N Mills Ave, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,290
Affordable 2/1 Duplex Available Immediately!! Near I-4!
106 People St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,595
Fully Furnished half duplex in the heart of downtown Orlando
1410 N Fern Creek Ave, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,900
Gorgeous 3/2 Condo with Garage for Rent in Exclusive Baldwin Park. Unit 301
4286 Anissa Ave, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,595
Fully Furnished half duplex in the heart of downtown Orlando
1410 N Fern Creek Ave, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$2,695
41 E Spruce St
41 E Spruce St, Orlando, FL 32804 -
1 BED, 1 BATH$1,849
Lake Maitland Living | Mid-Century Charm
1140 Orlando Ave, Maitland, FL 32751 -
2 BEDS, 1.5 BATHS$1,695
5533 Decatur St
5533 Decatur St, Orlando, FL 32807 -
1 BED, 1 BATH$1,950
2510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
1 BED, 1 BATH$1,000
2517 Caper Ln Unit 207
2517 Caper Ln, Maitland, FL 32751 -
3 BEDS, 2 BATHS$3,450
1594 Common Way Rd
1594 Common Way Rd, Orlando, FL 32814 -
1 BED, 1 BATH$1,500
2619 Marble Ave
2619 Marble Ave, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$2,275
824 Town Cir
824 Town Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,700
492 Banyon Tree Cir
492 Banyon Tree Cir, Maitland, FL 32751 -
3 BEDS, 2.5 BATHS$2,999
109 E Evans St
109 E Evans St, Orlando, FL 32804 -
2 BEDS, 1 BATH$2,200
1235 Virginia Dr
1235 Virginia Dr, Orlando, FL 32803 -
1 BED, 1 BATH$1,800
1233 Virginia Dr
1233 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,399
108 E Winter Park St
108 E Winter Park St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$1,780
Banyon Unit 400 Banyon Tree Circle
400 Banyon Tree Cir, Maitland, FL 32751 -
1 BED, 1 BATH$999
2517 Caper Ln Unit 2517 Caper Lane
2517 Caper Ln, Maitland, FL 32751 -
1 BED$1,349
Indigo Winter Park
220 S Semoran Blvd, Winter Park, FL 32792 -
1 BED$1,399+2 BEDS$1,499+3 BEDS$2,099+
Sapphire Winter Park
1743 Semoran North Cir, Winter Park, FL 32792 -
1 BED$1,295+2 BEDS$1,525+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
STUDIO$1,170+1 BED$1,320+2 BEDS$1,329+
Sorrento
2400 Howell Branch Rd, Winter Park, FL 32792 -
1 BED$1,399+2 BEDS$1,699+
Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
STUDIO$1,349+1 BED$1,349+2 BEDS$1,549+3 BEDS$2,299+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,699+2 BEDS$1,999+
The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
3 BEDS$1,518
Goldenrod Pointe
5560 Solidago Dr, Winter Park, FL 32792
Showing 42 of 255 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 537 Sq Ft $1,367 / mo
- 1 Bedroom 706 Sq Ft $1,457 / mo
- 2 Bedrooms 1,020 Sq Ft $1,743 / mo
- 3 Bedrooms 1,273 Sq Ft $2,036 / 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 735 Sq Ft $1,376/mo
- Winter Park Woods 757 Sq Ft $1,398/mo
- Winter Park Pines 702 Sq Ft $1,454/mo
- Eastbrook 752 Sq Ft $1,471/mo
- Cedarwood Village 661 Sq Ft $1,479/mo
- Lake Howell 751 Sq Ft $1,542/mo
- Windward Square 784 Sq Ft $1,569/mo
- Bel-Aire Pines 811 Sq Ft $1,573/mo
- Villas of Casselberry 781 Sq Ft $1,595/mo
- Georgetown Estates 739 Sq Ft $1,608/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,605/mo
- Maitland $1,763/mo
- Fern Park $1,295/mo
- Eatonville $869/mo
- Casselberry $1,706/mo
- Longwood $1,685/mo
- Altamonte Springs $1,585/mo
- Orlando $1,659/mo
- Pine Castle $1,206/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
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