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Cheap Apartments for Rent in Winter Park, FL
1,818 Rentals
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2 BEDS, 2 BATHS$1,500 -
1 BED, 1 BATH$1,5002619 Marble Ave
2619 Marble Ave, Orlando, FL 32803 -
Good Value|Total Monthly Price Total Monthly Price NewSTUDIO$1,691+1 BED$1,579+2 BEDS$2,037+3 BEDS$2,795+Base Rent$1,504 - $3,132Required Monthly Fees$75Total Monthly Price$1,579 - $3,207
Aurora on the Trail
825 McCullough Ave, Orlando, FL 32803 -
STUDIO$1,510+1 BED$1,717+2 BEDS$2,283+3 BEDS$3,071+
Berkshire Winter Park
1874 Harmon Ave, Winter Park, FL 32789 -
Good Value|1 BED$1,530+2 BEDS$2,599+3 BEDS$2,991+
Bainbridge Winter Park
1400 Morgan Stanley Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,545200 St Andrews Blvd Unit 1803
200 St Andrews Blvd, Winter Park, FL 32792 -
STUDIO$1,550+1 BED$1,675+2 BEDS$2,260+
Seven41 Winter Park
741 Clay St, Winter Park, FL 32789 -
|1 BED$1,574+2 BEDS$1,954+3 BEDS$2,538+
Vintage Winter Park Apartments
7490 Dwell Well Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5753651 N Goldenrod Rd Unit C205
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,575Gorgeous first floor 2/2 condo x Rent @ Winter Park in front of Full Sail! Unit 65
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,575FOR RENT! Beautiful 2/2 Winter Park Pool View Condo in front of Full Sail! Unit 12
2911 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED$1,591+2 BEDS$2,186+
Maitland City Centre
160-190 Independence Ln, Maitland, FL 32751 -
4 BEDS, 2 BATHS$1,5951410 N Fern Creek Ave
1410 N Fern Creek Ave, Orlando, FL 32803 -
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2 BEDS, 1.5 BATHS$1,6002523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
Price Drop. $205 Off|
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Price Drop. $233 Off|STUDIO$1,630+1 BED$1,888+2 BEDS$2,630+
Juno Winter Park
1305 Morgan Stanley Ave, Winter Park, FL 32789 -
Price Drop. $303 Off|STUDIO$1,697+1 BED$1,631+2 BEDS$2,365+3 BEDS$2,979+
The Ivy Residences at Health Village Apartment Homes
2650 Dade Ave, Orlando, FL 32804 -
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3 BEDS, 2 BATHS$1,6501695 Lee Rd Unit C216
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,6507444 Woodburn Ct
7444 Woodburn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
2936 Antique Oaks Cir Unit 70
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6502 bedroom 2 bath condo in Parkview Village of Winter Park
2936 Antique Oaks Cir, Winter Park, FL 32792 -
Rent Special|Total Monthly Price Total Monthly Price New1 BED$1,705+2 BEDS$2,400+3 BEDS$3,189+Base Rent$1,670 - $6,336Required Monthly Fees$34Utilities & EssentialsVariesTotal Monthly Price$1,704 - $6,370
The Village at Lake Lily
925 S Orlando Ave, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,685Base Rent$1,685Required Monthly FeesNoneTotal Monthly Price$1,68517 W Winter Park St Unit #17
17 W Winter Park St, Orlando, FL 32804 -
Price Drop. $439 Off|1 BED$1,689+2 BEDS$2,161+3 BEDS$2,424+
The Adeline
304 Lake Ave, Maitland, FL 32751 -
1 BED$1,695The Lofts of Winter Park Village
520 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,6955533 Decatur St
5533 Decatur St, Orlando, FL 32807 -
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1 BED$1,699+2 BEDS$1,999+The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
STUDIO, 1 BATH$1,7001420 Lake Baldwin Ln
1420 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,700492 Banyon Tree Cir Unit 206
492 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,700
2515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,700492 Banyon Tree Cir
492 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
STUDIO$1,717+1 BED$1,846+2 BEDS$2,717+
Vida at Health Village
2680 N Orange Ave, Orlando, FL 32804 -
Rent Special|1 BED$1,730+2 BEDS$2,310+3 BEDS$3,490+
MAA Baldwin Park
4688 New Broad St, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,740Rent Special: Receive $100 in rent credit for the first three months with a 12-month lease!
7429 Daniel Webster Dr, Winter Park, FL 32792 -
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1 BED$1,747+2 BEDS$2,415+3 BEDS$2,596+
Infinity off Baldwin Park
4000 Maguire Blvd, Orlando, FL 32803 -
Exceptional Value|STUDIO$1,750+1 BED$1,800+2 BEDS$2,150+
The Majestic at Downtown Baldwin Park
4828 New Broad St, Orlando, FL 32814
Showing 42 of 249 results, Page 3 of 6
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 537 Sq Ft $1,367 / mo
- 1 Bedroom 706 Sq Ft $1,457 / mo
- 2 Bedrooms 1,020 Sq Ft $1,743 / mo
- 3 Bedrooms 1,273 Sq Ft $2,036 / mo
- 4 Bedrooms 1,506 Sq Ft $1,775 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Laurel Springs 735 Sq Ft $1,376/mo
- Winter Park Woods 757 Sq Ft $1,398/mo
- Winter Park Pines 702 Sq Ft $1,454/mo
- Eastbrook 752 Sq Ft $1,471/mo
- Cedarwood Village 661 Sq Ft $1,479/mo
- Lake Howell 751 Sq Ft $1,542/mo
- Windward Square 784 Sq Ft $1,569/mo
- Bel-Aire Pines 811 Sq Ft $1,573/mo
- Villas of Casselberry 781 Sq Ft $1,595/mo
- Georgetown Estates 739 Sq Ft $1,608/mo
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About Our Deals
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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.