Deals & Discount Filters
Cheap Apartments for Rent in Winter Park, FL
1,893 Rentals
-
Price Drop. $359 Off|Total Monthly Price Total Monthly Price NewSTUDIO$1,735+1 BED$1,750+2 BEDS$2,190+Base Rent$1,695 - $3,027Required Monthly Fees$40Utilities & EssentialsVariesTotal Monthly Price$1,735 - $2,622
-
1 Month Free1 BED$1,699The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
Exceptional ValueTotal Monthly Price Total Monthly Price NewSTUDIO$1,775+1 BED$1,835+2 BEDS$2,373+3 BEDS$3,150+Base Rent$1,700 - $3,255Required Monthly Fees$75Total Monthly Price$1,775 - $3,330
Aurora on the Trail
825 McCullough Ave, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
Rent Special|1 BED$1,710+2 BEDS$2,390+3 BEDS$3,440+
MAA Baldwin Park
4688 New Broad St, Orlando, FL 32814 -
Price Drop. $296 OffTotal Monthly Price Total Monthly Price New1 BED$1,751+2 BEDS$2,044+3 BEDS$3,111+Base Rent$1,721 - $3,081Required Monthly Fees$30Total Monthly Price$1,751 - $3,111Audubon Park
990 Warehouse Rd, Orlando, FL 32803 -
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 -
2 BEDS, 2 BATHS$1,750614 St Johns Ct Unit 614
614 St Johns Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,750
2304 Inagua Way Unit 2304
2304 Inagua Way, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,7502304 Inagua Way
2304 Inagua Way, Winter Park, FL 32792 -
|Total Monthly Price Total Monthly Price New1 BED$1,892+2 BEDS$2,167+3 BEDS$2,911+Base Rent$1,759 - $4,609Required Monthly Fees$133Utilities & EssentialsVariesTotal Monthly Price$1,892 - $2,927
Vintage Winter Park Apartments
7490 Dwell Well Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,765408 Banyon Tree Cir Unit Apt 100
408 Banyon Tree Cir, Maitland, FL 32751 -
Exceptional Value1 BED$1,780+2 BEDS$2,339+
Infinity off Baldwin Park
4000 Maguire Blvd, Orlando, FL 32803 -
2 Months FreeTotal Monthly Price Total Monthly Price New1 BED$1,990+2 BEDS$2,394+Base Rent$1,795 - $2,691Required Monthly Fees$195Utilities & EssentialsVariesTotal Monthly Price$1,990 - $2,886Rosalia Winter Park 55+ Active Adult Community
3045 Aloma Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,7955523 Cretan Way
5523 Cretan Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,800205 Lewfield Cir Unit 205
205 Lewfield Cir, Winter Park, FL 32792 -
1 BED$1,819+2 BEDS$2,599+3 BEDS$3,208+
Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
Price Drop. $285 Off|Total Monthly Price Total Monthly Price New1 BED$1,859+2 BEDS$2,134+3 BEDS$3,037+Base Rent$1,824 - $6,509Required Monthly Fees$35Utilities & EssentialsVariesTotal Monthly Price$1,859 - $3,069
The Village at Lake Lily
925 S Orlando Ave, Maitland, FL 32751 -
2 BEDS, 2.5 BATHS$1,825Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!
303 Sandlewood Trail, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New2 BEDS, 2.5 BATHS$1,850Base Rent$1,850Required Monthly FeesNoneTotal Monthly Price$1,8502924 Antique Oaks Cir Unit 48
2924 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,850250 Cedarwood Dr
250 Cedarwood Dr, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,875Spacious 3 bedroom Villa
3056 Autumn Ct, Winter Park, FL 32792 -
Rent SpecialSTUDIO$1,880+1 BED$2,355+2 BEDS$2,548+3 BEDS$3,592+
Juno Winter Park
1305 Morgan Stanley Ave, Winter Park, FL 32789 -
3 BEDS, 1 BATH$1,8951 E King St
1 E King St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,900652 St Johns Ct Unit 652
652 St Johns Ct, Winter Park, FL 32792 -
Price Drop. $222 Off
-
Good Value|1 BED$1,923+2 BEDS$2,455+3 BEDS$3,127+
Azul Baldwin Park
4460 Lower Park Rd, Orlando, FL 32814 -
-
3 BEDS, 1.5 BATHS$1,950731 W Comstock Ave
731 W Comstock Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,9502510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,950
4800 Tangerine Ave
4800 Tangerine Ave, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$1,950
7454 Wynnewood Square
7454 Wynnewood Square, Winter Park, FL 32792 -
Price Drop. $297 OffTotal Monthly Price Total Monthly Price New1 BED$2,022+2 BEDS$2,896+3 BEDS$3,508+Base Rent$1,965 - $4,423Required Monthly Fees$57Utilities & EssentialsVariesTotal Monthly Price$2,022 - $4,480
Baldwin Harbor
1771-1887 Jake St, Orlando, FL 32814 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,970Base Rent$1,970Required Monthly FeesNoneTotal Monthly Price$1,970102 W King St Unit SI ID1029870P
102 W King St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,975200 St Andrews Blvd Unit 1607
200 St Andrews Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,975101 Samuel St
101 Samuel St, Orlando, FL 32810 -
2 BEDS, 1.5 BATHS$1,990825 Driver Ave
825 Driver Ave, Winter Park, FL 32789 -
-
3 BEDS, 1 BATH$1,995830 Carver St
830 Carver St, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,999620 Central Ave
620 Central Ave, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,000Base Rent$2,000Required Monthly FeesNoneTotal Monthly Price$2,0002810 Sandwell Dr
2810 Sandwell Dr, Winter Park, FL 32792
Showing 42 of 275 results, Page 4 of 7
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 $1,411 / mo
- 1 Bedroom 706 Sq Ft $1,486 / mo
- 2 Bedrooms 1,021 Sq Ft $1,749 / mo
- 3 Bedrooms 1,273 Sq Ft $2,024 / 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 737 Sq Ft $1,581/mo
- Fairview 731 Sq Ft $1,868/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.