2 BEDS, 1 BATH
$1,595
Deals & Discount Filters
Cheap Apartments for Rent in Winter Park, FL
1,920 Rentals
-
-
1 BED, 1 BATH$1,595SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY
1695 Lee Rd, Winter Park, FL 32789 -
-
2 BEDS, 1.5 BATHS$1,6002523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,6004418 Eli St
4418 Eli St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,6001/2 Duplex in Winter Park
3012 Patel Dr, Winter Park, FL 32792 -
|1 BED$1,609+2 BEDS$1,899+3 BEDS$2,673+Vintage Winter Park Apartments
7490 Dwell Well Way, Winter Park, FL 32792 -
1 Month FreeSTUDIO$1,635+1 BED$1,710+2 BEDS$2,196+3 BEDS$2,983+Berkshire Winter Park
1874 Harmon Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,6355533 Decatur St
5533 Decatur St, Orlando, FL 32807 -
Good Value| -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,650Base Rent$1,650Required Monthly FeesNoneTotal Monthly Price$1,650700 Melrose Ave
700 Melrose Ave, Winter Park, FL 32789 -
-
2 BEDS, 2 BATHS$1,6502936 Antique Oaks Cir Unit 70
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6501000 S Semoran Blvd Unit 815
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6501000 S Semoran Blvd
1000 S Semoran Blvd, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED$1,689+2 BEDS$2,198+3 BEDS$2,764+Base Rent$1,659 - $2,903Required Monthly Fees$30Total Monthly Price$1,689 - $2,933Audubon Park
990 Warehouse Rd, Orlando, FL 32803 -
| -
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. $339 Off|STUDIO$1,689+1 BED$1,756+2 BEDS$2,331+3 BEDS$2,466+The Ivy Residences at Health Village Apartment Homes
2650 Dade Ave, Orlando, FL 32804 -
1 Month FreeTotal Monthly Price Total Monthly Price NewSTUDIO$1,782+1 BED$2,092+2 BEDS$2,636+3 BEDS$3,714+Base Rent$1,694 - $9,505Required Monthly Fees$88Utilities & EssentialsVariesTotal Monthly Price$1,782 - $3,714Vida at Health Village
2680 N Orange Ave, Orlando, FL 32804 -
Rent Special1 BED$1,695The Lofts of Winter Park Village
520 N Orlando Ave, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,695Base Rent$1,695Required Monthly FeesNoneTotal Monthly Price$1,6951140 S Orlando Ave Unit Exeter E2
1140 S Orlando Ave, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,695190 Ventris Ave W
190 Ventris Ave W, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,7002515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
Good Value1 BED$1,717+2 BEDS$2,213+Maitland City Centre
160-190 Independence Ln, Maitland, FL 32751 -
Good Value1 BED$1,721+2 BEDS$2,157+3 BEDS$2,657+400 North
400 N Orlando Ave, Maitland, FL 32751 -
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 -
Good 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 -
-
2 BEDS, 1 BATH$1,75017 W Winter Park St
17 W Winter Park St, Orlando, FL 32804 -
Price Drop. $297 OffTotal Monthly Price Total Monthly Price New1 BED$1,810+2 BEDS$2,533+3 BEDS$3,852+Base Rent$1,753 - $5,102Required Monthly Fees$57Utilities & EssentialsVariesTotal Monthly Price$1,810 - $5,159Baldwin Harbor
1771-1887 Jake St, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,7753250 Howell Branch Rd
3250 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,7753254 Howell Branch Rd Unit Howell Branch Rd - 3254
3254 Howell Branch Rd, Winter Park, FL 32792 -
Rent Special|1 BED$1,790+2 BEDS$2,420+3 BEDS$3,415+MAA Baldwin Park
4688 New Broad St, Orlando, FL 32814 -
1 Month Free1 BED$1,799+2 BEDS$1,999+The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 3 BATHS$1,800Base Rent$1,800Required Monthly FeesNoneTotal Monthly Price$1,8007473 Belle River Ct
7473 Belle River Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,800205 Lewfield Cir Unit 205
205 Lewfield Cir, Winter Park, FL 32792 -
2 Months FreeTotal Monthly Price Total Monthly Price New1 BED$1,917+2 BEDS$2,365+Base Rent$1,802 - $2,691Required Monthly Fees$115Utilities & EssentialsVariesTotal Monthly Price$1,917 - $2,806Rosalia Winter Park 55+ Active Adult Community
3045 Aloma Ave, Winter Park, FL 32792 -
1 BED$1,811+2 BEDS$2,581+3 BEDS$3,133+Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS$1,828The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
Price Drop. $329 Off1 BED$1,832+2 BEDS$2,538+Paseo at Winter Park Village
940 W Canton Ave, Winter Park, FL 32789
Showing 42 of 234 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 535 Sq Ft $1,406 / mo
- 1 Bedroom 706 Sq Ft $1,462 / mo
- 2 Bedrooms 1,021 Sq Ft $1,758 / mo
- 3 Bedrooms 1,273 Sq Ft $2,031 / mo
- 4 Bedrooms 1,506 Sq Ft $1,940 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Lake Howell 747 Sq Ft $1,522/mo
- Fairview 757 Sq Ft $1,827/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
tooltips
Submitting Request
Thank You
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.