2 BEDS, 2 BATHS
$1,799
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Showing all results in Winter Park, FL.
Apartments under $500 for Rent in Winter Park, FL
1,911 Rentals
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3 BEDS, 2.25 BATHS$3,2002963 Upper Park Rd
2963 Upper Park Rd, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,475
McLean Fairway 3036D Unit 3036D
3036 Fairway Ln, Orlando, FL 32804 -
2 BEDS, 2.5 BATHS$1,575
7431 Glen Oaks Way Unit 89
7431 Glen Oaks Way, Winter Park, FL 32792 -
1 BED, 1 BATH$1,500
Charming Condo Retreat in Winter Park - Spacious 727 sq. ft. Home with lots of Community Features! Unit 601
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
Stylish Remodeled 1BR Condo with Pool & Low HOA – Ideal Winter Park Investment Unit N-10C
3060 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,599
Beautiful Remodeled Winter Park 2/2 Condo for Rent in Front of Full Sail. Unit 132
3020 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,800
41 E Spruce St
41 E Spruce St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,350
492 Banyon Tree Cir Unit 104
492 Banyon Tree Cir, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,199
2111 Biscayne Dr
2111 Biscayne Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,075
1233 Virginia Dr
1233 Virginia Dr, Orlando, FL 32803 -
3 BEDS, 2.25 BATHS$2,195
1526 Winter Green Blvd
1526 Winter Green Blvd, Winter Park, FL 32792 -
3 BEDS, 1 BATH$2,250
College Park 3 Bed
12 E Preston St, Orlando, FL 32804 -
4 BEDS, 3.5 BATHS$3,550
2223 Amherst Ave
2223 Amherst Ave, Orlando, FL 32804 -
STUDIO$1,149+2 BEDS$1,599+3 BEDS$1,999+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
Call for Rent
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
1 BED$1,399
The Juliette
1225 Moselle Ave, Orlando, FL 32807
Winter 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 $1,347 / mo
- 1 Bedroom 707 Sq Ft $1,448 / mo
- 2 Bedrooms 1,019 Sq Ft $1,734 / mo
- 3 Bedrooms 1,273 Sq Ft $2,021 / mo
- 4 Bedrooms 1,506 Sq Ft $1,540 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 761 Sq Ft $1,362/mo
- Whisperwood 753 Sq Ft $1,376/mo
- Four Seasons 605 Sq Ft $1,379/mo
- Winter Park Pines Merrie Oaks 605 Sq Ft $1,379/mo
- Laurel Springs 744 Sq Ft $1,401/mo
- Winter Park Pines 669 Sq Ft $1,425/mo
- Eastbrook 749 Sq Ft $1,482/mo
- Lake Howell 748 Sq Ft $1,528/mo
- Glenmoor 716 Sq Ft $1,532/mo
- Villas of Casselberry 763 Sq Ft $1,539/mo
Getting Around Winter Park
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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.
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.