2 BEDS, 1 BATH
$1,650
Deals & Discount Filters
Cheap Apartments for Rent in Winter Park, FL
1,850 Rentals
-
-
Price Drop. $553 Off|1 BED$1,654+2 BEDS$2,209+3 BEDS$2,431+The Adeline
304 Lake Ave, Maitland, FL 32751 -
Price Drop. $201 Off|1 BED$1,675+2 BEDS$2,135+3 BEDS$2,665+400 North
400 N Orlando Ave, Maitland, FL 32751 -
Good Value|1 BED$1,680+2 BEDS$2,241+3 BEDS$3,050+
Azul Baldwin Park
4460 Lower Park Rd, Orlando, FL 32814 -
STUDIO$1,680+1 BED$1,710+2 BEDS$2,330+Seven41 Winter Park
741 Clay St, Winter Park, FL 32789 -
STUDIO$1,689+1 BED$1,814+2 BEDS$2,050+3 BEDS$3,299+Enders Place at Baldwin Park
4220 New Broad St, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,690Cozy 2 bed 2 bath in Winter Park
211 Stefanik Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,7003057 Aaron Burr Ave Unit 1
3057 Aaron Burr Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
1 BED$1,702+2 BEDS$2,152+Maitland City Centre
160-190 Independence Ln, Maitland, FL 32751 -
STUDIO$1,712+1 BED$1,852+2 BEDS$2,391+3 BEDS$3,576+Vida at Health Village
2680 N Orange Ave, Orlando, FL 32804 -
Good Value|1 BED$1,726+2 BEDS$2,286+3 BEDS$3,022+Bainbridge Winter Park
1400 Morgan Stanley Ave, Winter Park, FL 32789 -
Rent Special|STUDIO$1,732+1 BED$2,084+2 BEDS$2,861+3 BEDS$3,516+Juno Winter Park
1305 Morgan Stanley Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,740Rent Special: Receive $100 in rent credit ...
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$1,7501518 Pinewood Dr
1518 Pinewood Dr, Winter Park, FL 32789 -
Rent Special|1 BED$1,770+2 BEDS$2,155+3 BEDS$3,140+MAA Baldwin Park
4688 New Broad St, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,795918 Gloriosa Ave
918 Gloriosa Ave, Winter Park, FL 32789 -
Discounts|1 BED$1,796+2 BEDS$2,327+3 BEDS$3,058+The Village at Lake Lily
925 S Orlando Ave, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,799Stunning All Upgraded 2/2 Condo x Rent @ Winter Park Village next to Full Sail ! Unit 633
633 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,8003651 N Goldenrod Rd Unit Winter park
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,8007412 Woodburn Ct
7412 Woodburn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,800616 Montego Bay Ct Unit S
616 Montego Bay Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,800
404 Banyon Tree Cir Unit 200
404 Banyon Tree Cir, Maitland, FL 32751 -
1 BED$1,802+2 BEDS$2,392+Rosalia Winter Park 55+ Active Adult Community
3045 Aloma Ave, Winter Park, FL 32792 -
1 BED$1,815+2 BEDS$2,120+Infinity off Baldwin Park Apartments
4000 Maguire Blvd, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,8501500 Gay Rd Unit Apt 3B
1500 Gay Rd, Winter Park, FL 32789 -
Rent Special2 BEDS, 2 BATHS$1,8501016 Arthur Ave
1016 Arthur Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$1,850Well maintained townhome in Winter Park
2349 Inagua Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,8501016 Arthur Ave Unit 1016
1016 Arthur Ave, Orlando, FL 32804 -
-
Rent Special -
2 BEDS, 1 BATH$1,8904435 Fairview Ave
4435 Fairview Ave, Orlando, FL 32804 -
2 BEDS, 2.5 BATHS$1,8957337 Cedar Creek Ct
7337 Cedar Creek Ct, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,895
200 St Andrews Blvd Unit 2903
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,895200 St Andrews Blvd Unit 2903
200 St Andrews Blvd, Winter Park, FL 32792 -
-
2 BEDS, 2 BATHS$1,900411 Poplar Ct
411 Poplar Ct, Maitland, FL 32751 -
1 BED$1,906+2 BEDS$2,352+3 BEDS$2,439+Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED$1,923+2 BEDS$2,276+3 BEDS$3,714+Audubon Park
990 Warehouse Rd, Orlando, FL 32803
Showing 42 of 310 results, Page 4 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
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.