2 BEDS, 1 BATH
$1,449
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Cheap Apartments for Rent in Winter Park, FL
1,850 Rentals
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2 BEDS, 2 BATHS$1,4501000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,4502512 Musselwhite Ave Unit 3
2512 Musselwhite Ave, Orlando, FL 32804 -
1 BED$1,464+2 BEDS$1,675+POSTE Winter Park
800 Semoran Park Dr, Winter Park, FL 32792 -
Rent Special|1 BED$1,465+2 BEDS$1,685+3 BEDS$2,030+Cortland Lake Howell
1280 Vinings Ln, Casselberry, FL 32707 -
1 Month FreeSTUDIO$1,470+1 BED$1,707+2 BEDS$2,271+3 BEDS$2,838+Berkshire Winter Park
1874 Harmon Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,4752500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,4752500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,475McLean Fairway 3022D Unit 3022D
3022 Fairway Ln, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,475McLean Fairway 3036D Unit 3036D
3036 Fairway Ln, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,4953651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4953651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
Price Drop. $897 Off1 BED$1,496+2 BEDS$2,317+3 BEDS$3,803+Baldwin Harbor
1771-1887 Jake St, Orlando, FL 32814 -
1 BED$1,499+2 BEDS$1,799+Calibre Bend Apartments
3924 Calibre Bend Ln, Winter Park, FL 32792 -
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2 BEDS, 1 BATH$1,5001695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,5002/2, updated, 1st floor condo, in Winter Park
101 Lewfield Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,500Charming 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 -
Price Drop. $728 Off|1 BED$1,533+2 BEDS$2,040+3 BEDS$3,700+The Ivy Residences at Health Village Apartment Homes
2650 Dade Ave, Orlando, FL 32804 -
2 BEDS, 1.5 BATHS$1,5455537 Decatur St
5537 Decatur St, Orlando, FL 32807 -
1 BED, 1 BATH$1,5502200 Howell Branch Rd Unit 303
2200 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,550316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5502651 Cayman Way
2651 Cayman Way, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5651418 Beatrice Dr
1418 Beatrice Dr, Orlando, FL 32810 -
Call for RentThe Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
1 BED$1,575The Lofts of Winter Park Village
520 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,5751565 Michigan Ave
1565 Michigan Ave, Winter Park, FL 32789 -
20 BEDS, 2 BATHS$1,575Beautiful Winter Park 2/2 Condo on the first floor x Rent in front of Full Sail ! Unit 71
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,5757431 Glen Oaks Way Unit 89
7431 Glen Oaks Way, Winter Park, FL 32792 -
Good Value| -
2 BEDS, 1 BATH$1,595851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,599Beautiful Remodeled Winter Park 2/2 Condo for Rent in Front of Full Sail. Unit 132
3020 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS$1,599The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
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2 BEDS, 1 BATH$1,6005314 Andrus Ave
5314 Andrus Ave, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,6005532 Charleston St
5532 Charleston St, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,600
4418 Eli St
4418 Eli St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,6005485 Decatur St Unit Decatur 5485
5485 Decatur St, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,6204425 Fairview Ave
4425 Fairview Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,6253651 N Goldenrod Rd Unit D201
3651 N Goldenrod Rd, Winter Park, FL 32792 -
Price Drop. $258 Off|STUDIO$1,656+1 BED$1,649+2 BEDS$1,924+3 BEDS$2,538+Aurora on the Trail
825 McCullough Ave, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,6501425 Virginia Dr
1425 Virginia Dr, Orlando, FL 32803
Showing 42 of 310 results, Page 3 of 8
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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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.