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Two Bedroom Apartments for Rent in Winter Park, FL
732 Rentals
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2 Months FreeTotal Monthly Price Total Monthly Price New2 BEDS$2,562Base Rent$2,367 - $2,816Required Monthly Fees$195Total Monthly Price$2,562 - $3,011Rosalia Winter Park 55+ Active Adult Community
3045 Aloma Ave, Winter Park, FL 32792 -
Rent Special
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Good Value
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Price Drop. $340 Off
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Good Value
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Rent Special
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Good Value
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Rent SpecialTotal Monthly Price Total Monthly Price New2 BEDS$2,146Base Rent$2,056 - $2,443Required Monthly Fees$90Total Monthly Price$2,146 - $2,533
Audubon Park
990 Warehouse Rd, Orlando, FL 32803 -
2 BEDS$1,719ARIUM Winter Park
3250 Bishop Park Dr, Winter Park, FL 32792 -
Good ValueTotal Monthly Price Total Monthly Price New2 BEDS$1,274Base Rent$1,274Required Monthly FeesNoneTotal Monthly Price$1,274Sumerset Apartments
1051 Lee Rd, Orlando, FL 32810 -
Exceptional Value2 BEDS$1,200
Kingswood Apartments
1101 Lee Rd, Orlando, FL 32810 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$2,499Base Rent$2,499Required Monthly FeesNoneTotal Monthly Price$2,499662 Callahan St Unit SI ID1545989P
662 Callahan St, Winter Park, FL 32789 -
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2 BEDS, 2 BATHS$2,100
955 Aragon Ave Unit Apt A
955 Aragon Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,6003043 Antique Oaks Cir
3043 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,300151 N Orlando Ave Unit 207
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,499
2406 Branch Way
2406 Branch Way, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$3,691Base Rent$3,691Required Monthly FeesNoneTotal Monthly Price$3,691102 W King St Unit SI ID1029870P
102 W King St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,6005301 Andrus Ave
5301 Andrus Ave, Orlando, FL 32810 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,000Base Rent$2,000Required Monthly FeesNoneTotal Monthly Price$2,0001250 S Denning Dr Unit 127
1250 S Denning Dr, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New2 BEDS, 2.5 BATHS$1,850Base Rent$1,850Required Monthly FeesNoneTotal Monthly Price$1,8502924 Antique Oaks Cir Unit 48
2924 Antique Oaks Cir, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$1,900Base Rent$1,900Required Monthly FeesNoneTotal Monthly Price$1,900
622 St Johns Ct
622 St Johns Ct, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,275Base Rent$2,275Required Monthly FeesNoneTotal Monthly Price$2,275
2912 Plaza Terrace Dr
2912 Plaza Terrace Dr, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,100Base Rent$2,100Required Monthly FeesNoneTotal Monthly Price$2,100
2383 Sun Valley Cir Unit Winter Park
2383 Sun Valley Cir, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2.5 BATHS$1,650Base Rent$1,650Required Monthly FeesNoneTotal Monthly Price$1,6503373 Cedar Springs Pl
3373 Cedar Springs Pl, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$1,950Base Rent$1,950Required Monthly FeesNoneTotal Monthly Price$1,9501920 Woodcrest Dr Unit 13
1920 Woodcrest Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,500Base Rent$1,500Required Monthly FeesNoneTotal Monthly Price$1,500
2407 Branch Way Unit 105
2407 Branch Way, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,4503651 N Goldenrod Rd Unit 110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$3,200438 Lakeview Ave
438 Lakeview Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,6003254 Howell Branch Rd
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5007340 Swallow Run Unit 7340
7340 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,800
652 St Johns Ct Unit 652
652 St Johns Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,600
151 N Orlando Ave Unit 238
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,445
7302 Swallow Run Unit 7302
7302 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5001695 Lee Rd Unit B204
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$2,2502561 Galliano Cir
2561 Galliano Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,100
151 N Orlando Ave Unit 203
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,650
3374 Cedar Springs Pl
3374 Cedar Springs Pl, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,300
151 N Orlando Ave Unit 207
151 N Orlando Ave, Winter Park, FL 32789
Showing 42 of 147 results, Page 2 of 4
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 $1,423 / mo
- 1 Bedroom 706 Sq Ft $1,479 / mo
- 2 Bedrooms 1,021 Sq Ft $1,780 / mo
- 3 Bedrooms 1,273 Sq Ft $1,992 / 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
- Winter Park Pines 711 Sq Ft $1,401/mo
- Eastbrook 743 Sq Ft $1,412/mo
- Winter Park Woods 761 Sq Ft $1,414/mo
- Cedarwood Village 681 Sq Ft $1,417/mo
- Carlton Arms 730 Sq Ft $1,423/mo
- Four Seasons 668 Sq Ft $1,460/mo
- Albert Lee Ridge 743 Sq Ft $1,478/mo
- Lake Howell 733 Sq Ft $1,503/mo
- Villas of Casselberry 738 Sq Ft $1,513/mo
- Winter Park Estates 714 Sq Ft $1,541/mo
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Note: Based on community-supplied data and independent market research. Subject to change without notice.