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Cheap Apartments for Rent in Winter Park, FL
1,819 Rentals
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3 BEDS, 2.5 BATHS$2,7301611 Little Wren Ln
1611 Little Wren Ln, Winter Park, FL 32792 -
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2 BEDS, 2 BATHS$2,750814 Malone Dr
814 Malone Dr, Orlando, FL 32810 -
3 BEDS, 2.5 BATHS$2,7501777 Indiana Ave
1777 Indiana Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,7851307 Formosa Ave Unit SI ID1250011P
1307 Formosa Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,850206 Quayside Cir Unit 503
206 Quayside Cir, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,850644 N Knowles Ave Unit 8
644 N Knowles Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,8505334 Lake Howell Rd
5334 Lake Howell Rd, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,900Base Rent$2,900Required Monthly FeesNoneTotal Monthly Price$2,9005417 Ferrol Dr
5417 Ferrol Dr, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$2,9502907 Little John Rd
2907 Little John Rd, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,975Base Rent$2,975Required Monthly FeesNoneTotal Monthly Price$2,9751891 Oglesby Ave
1891 Oglesby Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,999109 E Evans St
109 E Evans St, Orlando, FL 32804 -
5 BEDS, 3 BATHS$3,040Rare 5BR Home for Rent in Mills 50 – Across from Lake Estelle
2900 N Mills Ave, Orlando, FL 32803 -
3 BEDS, 2 BATHS$3,2502315 Upper Park Rd Unit 9-101
2315 Upper Park Rd, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,290Charming Corner Lot Pool Home with Private Orchard Florida Living at Its Best – Pool, Privacy & P...
29 E Princeton St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,300952 Fairway Dr
952 Fairway Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$3,400Base Rent$3,400Required Monthly FeesNoneTotal Monthly Price$3,4002120 Derbyshire Rd
2120 Derbyshire Rd, Maitland, FL 32751 -
3 BEDS, 2 BATHS$3,4501594 Common Way Rd
1594 Common Way Rd, Orlando, FL 32814 -
4 BEDS, 3 BATHS$3,4901511 E Horatio Ave
1511 E Horatio Ave, Maitland, FL 32751 -
4 BEDS, 3.5 BATHS$3,6001461 Lone Feather Trail
1461 Lone Feather Trail, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$3,750
421 W Fairbanks Ave
421 W Fairbanks Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,8002350 Brookshire Ave
2350 Brookshire Ave, Winter Park, FL 32792 -
5 BEDS, 4 BATHS$3,800SPACIOUS Two Story Beautiful 5/4 Home in The Enclave At Aloma!
7993 Pleasant Pine Cir, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$3,800
1313 Buckingham Rd
1313 Buckingham Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,9504461 Trapp Ln
4461 Trapp Ln, Orlando, FL 32814 -
Discounts -
4 BEDS, 2 BATHS$4,0001815 Barker Dr
1815 Barker Dr, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$4,4951580 Oakhurst Ave
1580 Oakhurst Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$4,500
104 S Interlachen Ave Unit 114
104 S Interlachen Ave, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$4,6951525 Palmer Ave
1525 Palmer Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$5,4001510 Lake Baldwin Ln
1510 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 2.5 BATHS$5,490782 S Pennsylvania Ave Unit 1
782 S Pennsylvania Ave, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$5,800Base Rent$5,800Required Monthly FeesNoneTotal Monthly Price$5,800
2721 E Marks St
2721 E Marks St, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$5,995
1130 Washington Ave Unit 11C
1130 Washington Ave, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New5 BEDS, 4 BATHS$6,995Base Rent$6,995Required Monthly FeesNoneTotal Monthly Price$6,995
2075 Jewell Ave
2075 Jewell Ave, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$8,950
311 E Morse Blvd Unit 1-5
311 E Morse Blvd, Winter Park, FL 32789 -
4 BEDS, 5 BATHS$17,000
1742 Temple Dr
1742 Temple Dr, Winter Park, FL 32789 -
5 BEDS, 5.5 BATHS$19,000
1221 Richmond Rd
1221 Richmond Rd, Winter Park, FL 32789
Showing 42 of 249 results, Page 6 of 6
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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 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
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About Our Deals
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Note: Based on community-supplied data and independent market research. Subject to change without notice.