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Showing all results in Winter Park, FL.
Apartments under $500 for Rent in Winter Park, FL
1,958 Rentals
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2 BEDS, 2 BATHS$1,8003651 N Goldenrod Rd Unit Winter park
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,9501504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
2 BEDS, 1.5 BATHS$1,550316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,400
550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
4 BEDS, 3.5 BATHS$8,9902020 Venetian Way
2020 Venetian Way, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,7501681 Walnut Ave
1681 Walnut Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$2,100
2011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,399
496 Banyon Tree Cir Unit 204
496 Banyon Tree Cir, Maitland, FL 32751 -
4 BEDS, 2.5 BATHS$2,450
2886 Carew Ave
2886 Carew Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,9252512 Musselwhite Ave Unit #1
2512 Musselwhite Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,500226 Harvard St
226 Harvard St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,595
851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,700
3057 Aaron Burr Ave Unit 1
3057 Aaron Burr Ave, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,900
1447 Broad Wing Ln
1447 Broad Wing Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,245410 Poplar Ct
410 Poplar Ct, Maitland, FL 32751 -
1 BED, 1 BATH$2,30040 E Princeton St
40 E Princeton St, Orlando, FL 32804 -
5 BEDS, 8 BATHS$22,500
3260 Lake Shore Dr
3260 Lake Shore Dr, Orlando, FL 32803 -
STUDIO, 1 BATH$1,100
7417 Daniel Webster Dr Unit 3
7417 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,290
64 Taylor Ave
64 Taylor Ave, Eatonville, FL 32751 -
1 BED, 1 BATH$1,4752500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,6005314 Andrus Ave
5314 Andrus Ave, Orlando, FL 32810 -
1 BED, 1 BATH$1,200
2521 Caper Ln Unit 203
2521 Caper Ln, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,450
1000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,950
263 Blossom Ln
263 Blossom Ln, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,8957337 Cedar Creek Ct
7337 Cedar Creek Ct, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$1,9957473 Belle River Ct
7473 Belle River Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,399
1734 Willa Cir
1734 Willa Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,450
2512 Musselwhite Ave Unit 3
2512 Musselwhite Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,350
200 St Andrews Blvd Unit 606
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5001695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,6501425 Virginia Dr
1425 Virginia Dr, Orlando, FL 32803 -
4 BEDS, 2 BATHS$2,200
313 Granada Dr
313 Granada Dr, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,200
1417 Belgrade Ave
1417 Belgrade Ave, Orlando, FL 32803 -
3 BEDS, 1.5 BATHS$2,500
1622 Arbor Park Dr
1622 Arbor Park Dr, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,600640 N Park Ave Unit 26
640 N Park Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,2251835 Edwin Blvd
1835 Edwin Blvd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,100
1613 Winter Green Blvd
1613 Winter Green Blvd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,195
2238 Hawick Ln Unit 2238
2238 Hawick Ln, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$5,400
1701 Palmer Ave
1701 Palmer Ave, Winter Park, FL 32789
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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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.