2 BEDS, 2.25 BATHS
$3,650
Deals & Discount Filters
Cheap Apartments for Rent in Winter Park, FL
1,981 Rentals
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3 BEDS, 3.5 BATHS$3,7004701 Anson Ln
4701 Anson Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,7501235 Ayrshire St
1235 Ayrshire St, Orlando, FL 32803 -
3 BEDS, 3.5 BATHS$3,7951865 Britlyn Alley
1865 Britlyn Alley, Orlando, FL 32814 -
4 BEDS, 2.25 BATHS$3,800
1461 Sunnyside Dr
1461 Sunnyside Dr, Maitland, FL 32751 -
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3 BEDS, 2 BATHS$3,9991681 Walnut Ave
1681 Walnut Ave, Winter Park, FL 32789 -
5 BEDS, 3 BATHS$4,000730 W Swoope Ave
730 W Swoope Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$4,200
1381 Canterbury Rd
1381 Canterbury Rd, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$4,300
1550 Lake Baldwin Ln
1550 Lake Baldwin Ln, Orlando, FL 32814 -
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4 BEDS, 2.25 BATHS$4,500731 Northwood Cir
731 Northwood Cir, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$4,7002227 Howard Dr
2227 Howard Dr, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$4,9002952 De Brocy Way
2952 De Brocy Way, Winter Park, FL 32792 -
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3 BEDS, 2 BATHS$5,1502031 Temple Dr
2031 Temple Dr, Winter Park, FL 32789 -
5 BEDS, 4 BATHS$5,350Winter Park Pool Home on half acre lot, st...
960 Georgia Ave, Winter Park, FL 32789 -
4 BEDS, 5 BATHS$6,245
1205 Mayfield Ave
1205 Mayfield Ave, Winter Park, FL 32789 -
6 BEDS, 4 BATHS$6,500
Baldwin Park home 3 car garage with 600 sq...
2037 Shaw Ln, Orlando, FL 32814 -
5 BEDS, 4 BATHS$6,995
1181 Woodmere Dr
1181 Woodmere Dr, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$7,8862007 Cornell Ave Unit ID1032296P
2007 Cornell Ave, Winter Park, FL 32789 -
4 BEDS, 3.5 BATHS$8,9902020 Venetian Way
2020 Venetian Way, Winter Park, FL 32789 -
4 BEDS, 3.5 BATHS$10,0001661 Hillcrest Ave
1661 Hillcrest Ave, Winter Park, FL 32789 -
8 BEDS, 6 BATHS$17,5501860 Vía Contessa
1860 Vía Contessa, Winter Park, FL 32789 -
5 BEDS, 8 BATHS$22,5003260 Lake Shore Dr
3260 Lake Shore Dr, Orlando, FL 32803 -
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4 BEDS, 4.25 BATHS$25,000281 Shell Point E
281 Shell Point E, Maitland, FL 32751
Showing 42 of 324 results, Page 8 of 8
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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 539 Sq Ft $1,400 / mo
- 1 Bedroom 709 Sq Ft $1,467 / mo
- 2 Bedrooms 1,020 Sq Ft $1,701 / mo
- 3 Bedrooms 1,273 Sq Ft $2,030 / mo
- 4 Bedrooms 1,506 Sq Ft $1,535 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Whisperwood 741 Sq Ft $1,395/mo
- Four Seasons 622 Sq Ft $1,412/mo
- Winter Park Pines Merrie Oaks 622 Sq Ft $1,412/mo
- Winter Park Pines 739 Sq Ft $1,414/mo
- Winter Park Woods 761 Sq Ft $1,416/mo
- Eastbrook 737 Sq Ft $1,464/mo
- Laurel Springs 746 Sq Ft $1,482/mo
- Albert Lee Ridge 743 Sq Ft $1,493/mo
- Cedarwood Village 652 Sq Ft $1,526/mo
- Glenmoor 708 Sq Ft $1,552/mo
Getting Around Winter Park
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About Our Deals
Apartment Finder utilizes the industry's largest and most complete database of real-time rents and availabilities to help you find an amazing deal on your next rental.
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Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
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"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
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Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.