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Cheap Apartments for Rent in Winter Park, FL
1,753 Rentals
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3 BEDS, 2 BATHS$2,300 -
3 BEDS, 2.5 BATHS$2,325MOVE-IN SPECIAL!!! Townhome 3 Bedroom/2.5 Bathroom in Winter Park in a gated community
2632 Galliano Cir, Winter Park, FL 32792 -
Rent Special|Total Monthly Price Total Monthly Price NewSTUDIO$2,374+1 BED$2,624+2 BEDS$3,198+3 BEDS$4,390+Base Rent$2,326 - $4,342Required Monthly Fees$48Utilities & EssentialsVariesTotal Monthly Price$2,374 - $4,390
Gables Baldwin Park
2050 Jake St, Orlando, FL 32814 -
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3 BEDS, 2 BATHS$2,3502102 Montana St
2102 Montana St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$2,35055+ Winter Park Condo
700 Melrose Ave, Winter Park, FL 32789 -
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3 BEDS, 2 BATHS$2,395Modern Updated 3/2 in Winter Park Estates
513 Balfour Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,400Base Rent$2,400Required Monthly FeesNoneTotal Monthly Price$2,400530 Byron Rd
530 Byron Rd, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$2,4007542 Cranes Creek Ct
7542 Cranes Creek Ct, Winter Park, FL 32792 -
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Total Monthly Price Total Monthly Price New1 BED, 1 BATH$2,450Base Rent$2,450Required Monthly FeesNoneTotal Monthly Price$2,450151 N Orlando Ave Unit 262
151 N Orlando Ave, Winter Park, FL 32789 -
Price Drop. $544 Off1 BED$2,470+2 BEDS$2,657+3 BEDS$3,572+
Perla Gem Lake
100 Boucle Jeanne Cir, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,4803908 Woodglade Cove
3908 Woodglade Cove, Winter Park, FL 32792 -
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 -
1 BED, 1 BATH$2,500130 N Center St Unit NCEN130#1
130 N Center St, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,5003/2.5 townhouse in gated Winter Park community
2479 Passamonte Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,500Winter Park 3/2 Rental
521 Ohio St, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,5103016 Village Hill Pl
3016 Village Hill Pl, Winter Park, FL 32792 -
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3 BEDS, 2.5 BATHS$2,6002530 Passamonte Dr Unit 10E
2530 Passamonte Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,600151 N Orlando Ave Unit 238
151 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,6254040 Waterview Loop
4040 Waterview Loop, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,6505119 Ferncrest Dr
5119 Ferncrest Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,6504059 Waterview Loop
4059 Waterview Loop, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,6852366 Coldstream Dr
2366 Coldstream Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,695Winter Park 3/2 - GREAT CONDITION
5360 N Lake Burkett Ln, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,699
1016 Manchester Cir
1016 Manchester Cir, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,750Base Rent$2,750Required Monthly FeesNoneTotal Monthly Price$2,7501627 Orange Ave
1627 Orange Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,750Hawk's Crest Modern Townhome in Winter Park
1351 Merrydale Wy, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,7502/1 condo on Lake Killarney!!!
151 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,800912 Carvell Dr
912 Carvell Dr, Winter Park, FL 32792 -
3 BEDS, 1 BATH$2,900540 W Comstock Ave
540 W Comstock Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$2,950
8104 Pleasant Pine Cir
8104 Pleasant Pine Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,000Winter Park Charmer
1816 Mizell Ave, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$3,030Base Rent$3,030Required Monthly FeesNoneTotal Monthly Price$3,0302710 Amherst Ave Unit SI ID1018188P
2710 Amherst Ave, Orlando, FL 32804 -
4 BEDS, 2 BATHS$3,1002662 Derbyshire Rd
2662 Derbyshire Rd, Maitland, FL 32751 -
4 BEDS, 2.5 BATHS$3,1002251 Nairn Dr
2251 Nairn Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,100College Park 3 bedroom, 2 bath home for lease
2607 Elizabeth Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,150Gorgeous Waterfront 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard i...
2401 Albert Lee Pkwy, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$3,195
420 Arapaho Trail
420 Arapaho Trail, Maitland, FL 32751 -
2 BEDS, 1 BATH$3,200438 Lakeview Ave
438 Lakeview Ave, Winter Park, FL 32789
Showing 42 of 283 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 $1,423 / 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.