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Cheap Apartments for Rent in Winter Park, FL
2,062 Rentals
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3 BEDS, 2 BATHS$2,2355415 Alloway St
5415 Alloway St, Orlando, FL 32810 -
2 BEDS, 2.5 BATHS$2,25033 E Princeton St
33 E Princeton St, Orlando, FL 32804 -
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3 BEDS, 2 BATHS$2,2801407 Chilean Ln
1407 Chilean Ln, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,300
1620 Florentino Ln
1620 Florentino Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,300
2314 Depauw Ave
2314 Depauw Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,3003/2 SFH Winter Park/ Red Bug Rd Area
3610 Oak Vista Ln, Winter Park, FL 32792 -
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3 BEDS, 2.5 BATHS$2,325Fully Furnished Town House 3 Bedroom/2.5 B...
2632 Galliano Cir, Winter Park, FL 32792 -
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3 BEDS, 2 BATHS$2,39914 W KING St
14 W KING St, ORLANDO, FL 32804 -
3 BEDS, 2 BATHS$2,4002101 Oakhurst Ave
2101 Oakhurst Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,400Winter Park - Newly Remodeled 3/2
5323 Poinsetta Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,4201150 Carmel Cir Unit 308
1150 Carmel Cir, Casselberry, FL 32707 -
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3 BEDS, 2 BATHS$2,4351381 Viburnum Ln
1381 Viburnum Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,450384 Perth Ln
384 Perth Ln, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,450
19 W King St
19 W King St, Orlando, FL 32804 -
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3 BEDS, 2 BATHS$2,4951955 Eland Ave
1955 Eland Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,4952517 Depauw Ave
2517 Depauw Ave, Orlando, FL 32804 -
4 BEDS, 2 BATHS$2,495
Nice 4/2 Two-Story Home in Seminole County...
5587 Pats Point, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,500
Corrine
3700 Corrine Dr, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$2,5955403 Decatur St
5403 Decatur St, Orlando, FL 32807 -
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2 BEDS, 2 BATHS$2,595Stunning 2 Bed 2 Bath Winter Park Home!!!
349 Grove Ave, Winter Park, FL 32789 -
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4 BEDS, 2 BATHS$2,6005210 Sunrise Blvd
5210 Sunrise Blvd, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,600Down town Charmer!
2923 Cornell Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,6503 bedroom 2 bath College Park Home
234 W King St, Orlando, FL 32804 -
4 BEDS, 2 BATHS$2,650
7619 Georgeann St
7619 Georgeann St, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,650
Baldwin Park: Gorgeous 2nd Floor Condo wit...
987 Fern Ave, Orlando, FL 32814 -
3 BEDS, 2.5 BATHS$2,6902025 Canny Cv
2025 Canny Cv, Winter Park, FL 32792 -
Showing 42 of 269 results, Page 5 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 538 Sq Ft $1,398 / mo
- 1 Bedroom 707 Sq Ft $1,491 / mo
- 2 Bedrooms 1,019 Sq Ft $1,785 / mo
- 3 Bedrooms 1,271 Sq Ft $2,054 / mo
- 4 Bedrooms 1,506 Sq Ft $1,521 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 768 Sq Ft $1,444/mo
- Winter Park Pines 723 Sq Ft $1,475/mo
- Cedarwood Village 670 Sq Ft $1,504/mo
- Four Seasons 637 Sq Ft $1,522/mo
- Winter Park Pines Merrie Oaks 637 Sq Ft $1,522/mo
- Eastbrook 748 Sq Ft $1,580/mo
- Lake Howell 735 Sq Ft $1,620/mo
- Winter Park Estates 685 Sq Ft $1,648/mo
- Windward Square 781 Sq Ft $1,657/mo
- Laurel Springs 737 Sq Ft $1,736/mo
Getting Around Winter Park
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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.