2 BEDS, 2 BATHS
$1,360
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Two Bedroom Apartments for Rent in Winter Park, FL
827 Rentals
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2 BEDS, 1 BATH$1,4001695 Lee Rd Unit D213
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,695
190 Ventris Ave W
190 Ventris Ave W, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,9002884 Plaza Terrace Dr Unit 2884
2884 Plaza Terrace Dr, Orlando, FL 32803 -
2 BEDS, 2 BATHS$2,650814 Malone Dr
814 Malone Dr, Orlando, FL 32810 -
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 -
2 BEDS, 1 BATH$1,750
17 W Winter Park St
17 W Winter Park St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,7002515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 2.5 BATHS$1,900Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!
303 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,740Rent Special: Receive $100 in rent credit for the first three months with a 12-month lease!
7429 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,550
**MOVE IN SPECIAL $500 off first months rent** Beautiful 2 bedroom, 2 bath Condo located in Winte...
110 Killarney Bay Ct, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,700
Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,6001/2 Duplex in Winter Park
3012 Patel Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
Newly remodeled 2/2 condo Winter Park $300. incentive for move in by 6/15/2026 Unit A104
3651 Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,495
1000 S Semoran Blvd Unit 806
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,775
3254 Howell Branch Rd Unit Howell Branch Rd - 3254
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,9504800 Tangerine Ave
4800 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6953011 George Mason Ave Unit 1-2E
3011 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,360
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,750
2304 Inagua Way
2304 Inagua Way, Winter Park, FL 32792 -
2 BEDS$1,550
Park Apartments
7528 Park Promenade Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,895Baldwin Park 2/2 Condo, *Ground Floor* Attached Garage with Enders Park Views! Available June 2026
4351 Anson Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,425Cozy 2/1 Duplex - College Park
121 E Evans St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,185
114 Eaton St Unit 3
114 Eaton St, Eatonville, FL 32751 -
2 BEDS, 2 BATHS$1,499
1913 Truman Rd
1913 Truman Rd, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,575
CONDOMINIUM FIRST FLOOR 2 BED 1 BATH, FULLY RENOVATED Unit #100
548 Cascade Cir, Casselberry, FL 32707 -
2 BEDS$1,438Goldenrod Pointe
5560 Solidago Dr, Winter Park, FL 32792 -
2 BEDS$1,445Venue At Winter Park
5 Autumn Breeze Way, Winter Park, FL 32792 -
1 Month Free2 BEDS$1,590
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
2 BEDS$1,329
Sorrento
2400 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS$1,599
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 Month Free2 BEDS$1,999The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
2 Months Free2 BEDS$1,799Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
2 Months Free2 BEDS$1,449
Sapphire Winter Park
1743 Semoran North Cir, Winter Park, FL 32792 -
2 BEDS$1,828
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751
Showing 42 of 121 results, Page 3 of 3
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Clear All FiltersWinter 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 $1,399 / mo
- 1 Bedroom 706 Sq Ft $1,460 / mo
- 2 Bedrooms 1,012 Sq Ft $1,759 / mo
- 3 Bedrooms 1,273 Sq Ft $2,035 / 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 742 Sq Ft $1,512/mo
- Fairview 753 Sq Ft $1,873/mo
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Note: Based on community-supplied data and independent market research. Subject to change without notice.