4 BEDS, 3 BATHS
$3,490
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,908 Rentals
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1 BED, 1 BATH$9992517 Caper Ln Unit 203
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 1.5 BATHS$1,495
5517 Decatur St
5517 Decatur St, Orlando, FL 32807 -
1 BED, 1 BATH$1,785
1140 S Orlando Ave Unit E2
1140 S Orlando Ave, Maitland, FL 32751 -
1 BED, 1 BATH$1,900
2510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,700
2515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
3 BEDS, 2.5 BATHS$1,950
1162 Carmel Cir Unit 100
1162 Carmel Cir, Casselberry, FL 32707 -
3 BEDS, 2.5 BATHS$5,400
1510 Lake Baldwin Ln
1510 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 2 BATHS$3,750
4351 Anson Ln Unit 205
4351 Anson Ln, Orlando, FL 32814 -
1 BED, 1 BATH$1,200
2517 Caper Ln Unit 205
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,850
206 Quayside Cir Unit 503
206 Quayside Cir, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,845
514 Carver Blvd
514 Carver Blvd, Orlando, FL 32810 -
1 BED, 1 BATH$1,975
1550 Lake Baldwin Ln Unit C
1550 Lake Baldwin Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,500
2120 Deloraine Trail
2120 Deloraine Trail, Maitland, FL 32751 -
1 BED, 1 BATH$1,200
421 E Kennedy Blvd
421 E Kennedy Blvd, Eatonville, FL 32751 -
5 BEDS, 3 BATHS$3,040
2900 N Mills Ave
2900 N Mills Ave, Orlando, FL 32803 -
STUDIO, 1 BATH$1,600
1420 Lake Baldwin Ln
1420 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,600
492 Banyon Tree Cir Unit 206
492 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,7001500 Gay Rd Unit Apt 21c
1500 Gay Rd, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$1,9507454 Wynnewood Square
7454 Wynnewood Square, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,499
200 St Andrews Blvd
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
2 bedroom 2 bath condo in Parkview Village of Winter Park
2936 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 1.5 BATHS$2,095
731 W Comstock Ave
731 W Comstock Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,895
Winter Park 2 Bed, 2 Bath- Upgraded INSIDE and OUT w/ Community Pool!
2507 Windward Way, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,650
1777 Indiana Ave
1777 Indiana Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
1000 S Semoran Blvd
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,395
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$4,695
1525 Palmer Ave
1525 Palmer Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit Apt C110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,650
1813 E Cheryl Dr
1813 E Cheryl Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,500
2743 Sanbina St
2743 Sanbina St, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,600
2887 Clever Ln
2887 Clever Ln, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit Apartment E106
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,400
7503 Aloma Pines Ct
7503 Aloma Pines Ct, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,099
717 Denton Rd
717 Denton Rd, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$3,800
1313 Buckingham Rd
1313 Buckingham Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,900
4800 Tangerine Ave
4800 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,550
COMING SOON! 5/1/26 2/2 Upgraded Condo in Winter Park**
7722 Country Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,575
FOR RENT! Beautiful 2/2 Winter Park Pool View Condo in front of Full Sail! Unit 12
2911 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,650
? Beautiful and move-in ready condo!
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,395
3146 Dwarf Pine Ave
3146 Dwarf Pine Ave, Winter Park, FL 32792
Showing 42 of 251 results, Page 5 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 $1,377 / mo
- 1 Bedroom 706 Sq Ft $1,439 / mo
- 2 Bedrooms 1,021 Sq Ft $1,760 / mo
- 3 Bedrooms 1,273 Sq Ft $2,041 / 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 $1,760/mo
- Fern Park $1,293/mo
- Eatonville $990/mo
- Casselberry $1,674/mo
- Longwood $1,689/mo
- Altamonte Springs $1,598/mo
- Orlando $1,654/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
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