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Showing all results in Winter Park, FL.
Apartments under $500 for Rent in Winter Park, FL
2,030 Rentals
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5 BEDS, 5 BATHS$8,6502851 Dorell Ave
2851 Dorell Ave, Orlando, FL 32814 -
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3 BEDS, 2 BATHS$2,4351381 Viburnum Ln
1381 Viburnum Ln, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,0101811 Oregon St
1811 Oregon St, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,280
1407 Chilean Ln
1407 Chilean Ln, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
1000 S Semoran Blvd Unit APT 209
1000 S Semoran Blvd, Winter Park, FL 32792 -
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3 BEDS, 2 BATHS$2,899881 Julian St
881 Julian St, Winter Park, FL 32789 -
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3 BEDS, 2 BATHS$2,3751971 Oglesby Ave
1971 Oglesby Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,795160 Moyses Rd Unit 160 Moyses Road
160 Moyses Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,795
2667 Rook Cv Unit 2667 Rook Cove
2667 Rook Cv, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,250
906 Camellia Ave
906 Camellia Ave, Winter Park, FL 32789 -
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1 BED, 1 BATH$1,100
5058 Seminole Ave Unit Seminole 4
5058 Seminole Ave, Winter Park, FL 32792 -
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1 BED, 1 BATH$1,450
940 W Fairbanks Ave Unit In-law apartment.
940 W Fairbanks Ave, Orlando, FL 32804 -
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4 BEDS, 2 BATHS$2,600
5210 Sunrise Blvd
5210 Sunrise Blvd, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,500
1695 Lee Rd Unit # C-214
1695 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,000421 E Kennedy Blvd
421 E Kennedy Blvd, Eatonville, FL 32751 -
2 BEDS, 2 BATHS$1,4991000 S Semoran Blvd Unit 816
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,600
1695 Lee Rd Unit C103
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,100
5401 Decatur St
5401 Decatur St, Orlando, FL 32807 -
2 BEDS, 2.5 BATHS$1,800
3353 Royal St
3353 Royal St, Winter Park, FL 32792 -
1 BED, 1 BATH$1,1753035 George Mason Ave Unit 20D
3035 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,0252512 Musselwhite Ave Unit #1
2512 Musselwhite Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,199
261 Scottsdale Square Unit 261
261 Scottsdale Square, Winter Park, FL 32792
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 $1,407 / mo
- 1 Bedroom 707 Sq Ft $1,500 / mo
- 2 Bedrooms 1,019 Sq Ft $1,777 / mo
- 3 Bedrooms 1,271 Sq Ft $2,068 / 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 767 Sq Ft $1,418/mo
- Winter Park Pines 723 Sq Ft $1,438/mo
- Cedarwood Village 677 Sq Ft $1,486/mo
- Four Seasons 634 Sq Ft $1,511/mo
- Winter Park Pines Merrie Oaks 634 Sq Ft $1,511/mo
- Eastbrook 740 Sq Ft $1,566/mo
- Lake Howell 734 Sq Ft $1,610/mo
- Winter Park Estates 675 Sq Ft $1,641/mo
- Windward Square 781 Sq Ft $1,642/mo
- Glenmoor 698 Sq Ft $1,703/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.
Price Drop
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.
Best Value
"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.
Rent Specials
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.