3 BEDS, 2.5 BATHS
$3,200
Deals & Discount Filters
Cheap Apartments for Rent in Winter Park, FL
1,749 Rentals
-
-
2 BEDS$3,200Waterbridge Subdivision
1886 Demetree Dr, Winter Park, FL 32789 -
-
4 BEDS, 2 BATHS$3,3057039 Pecan Ct
7039 Pecan Ct, Winter Park, FL 32792 -
5 BEDS, 3 BATHS$3,5005354 Lanyard Ct
5354 Lanyard Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,500
3707 Pelican Ln
3707 Pelican Ln, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$3,590
5489 Baldwin Park St
5489 Baldwin Park St, Orlando, FL 32814 -
4 BEDS, 2.5 BATHS$3,595Awesome Home Ready for you in Winter Park
2307 Kestrel Perch Pl, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,6002252 Howard Dr
2252 Howard Dr, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$3,689Base Rent$3,689Required Monthly FeesNoneTotal Monthly Price$3,689102 W King St Unit SI ID1029870P
102 W King St, Orlando, FL 32804 -
3 BEDS, 3 BATHS$3,7951667 Mizell Ave
1667 Mizell Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$3,8001770 Algonquin Trail
1770 Algonquin Trail, Maitland, FL 32751 -
4 BEDS, 2 BATHS$4,0001815 Barker Dr
1815 Barker Dr, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New3 BEDS, 3.5 BATHS$4,100Base Rent$4,100Required Monthly FeesNoneTotal Monthly Price$4,1001733 Prospect Ave
1733 Prospect Ave, Orlando, FL 32814 -
3 BEDS, 2 BATHS$4,1001674 Lakemont Ave Unit 102
1674 Lakemont Ave, Orlando, FL 32814 -
3 BEDS, 2 BATHS$4,400648 Fitzwalter Dr
648 Fitzwalter Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$4,404Base Rent$4,404Required Monthly FeesNoneTotal Monthly Price$4,4042007 Cornell Ave Unit SI ID1032296P
2007 Cornell Ave, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$4,4954/3 WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)
1625 Tioga Trail, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$4,7005362 Chatas Ln
5362 Chatas Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$5,000616 Ellendale Dr
616 Ellendale Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$5,800Base Rent$5,800Required Monthly FeesNoneTotal Monthly Price$5,800
2721 E Marks St
2721 E Marks St, Orlando, FL 32803 -
4 BEDS, 3.5 BATHS$6,400
1403 Michigan Ave
1403 Michigan Ave, Winter Park, FL 32789 -
3 BEDS, 3.5 BATHS$6,450
835 W Canton Ave
835 W Canton Ave, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$7,500
1368 Hibiscus Ave
1368 Hibiscus Ave, Winter Park, FL 32789 -
4 BEDS, 5.5 BATHS$8,295
2234 Howard Dr
2234 Howard Dr, Winter Park, FL 32789 -
4 BEDS, 5.5 BATHS$8,295
2234 Howard Dr
2234 Howard Dr, Winter Park, FL 32789 -
5 BEDS, 4.5 BATHS$8,600Baldwin Park House
4230 Lower Park Rd, Orlando, FL 32814 -
3 BEDS, 3.5 BATHS$9,500Winter Park lakefront just steps from Park Avenue
660 Osceola Ave, Winter Park, FL 32789 -
5 BEDS, 6 BATHS$9,9001442 Palm Ave
1442 Palm Ave, Winter Park, FL 32789 -
3 BEDSCall for RentThe Oxford at Winter Park
770 Annesley Pl, Winter Park, FL 32789
Showing 42 of 282 results, Page 7 of 7
Can't find what you are looking for?
Clear All FiltersWinter 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 $1,423 / mo
- 1 Bedroom 706 Sq Ft $1,479 / mo
- 2 Bedrooms 1,021 Sq Ft $1,780 / mo
- 3 Bedrooms 1,273 Sq Ft $1,992 / 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
- Winter Park Pines 711 Sq Ft $1,401/mo
- Eastbrook 743 Sq Ft $1,412/mo
- Winter Park Woods 761 Sq Ft $1,414/mo
- Cedarwood Village 681 Sq Ft $1,417/mo
- Carlton Arms 730 Sq Ft $1,423/mo
- Four Seasons 668 Sq Ft $1,460/mo
- Albert Lee Ridge 743 Sq Ft $1,478/mo
- Lake Howell 733 Sq Ft $1,503/mo
- Villas of Casselberry 738 Sq Ft $1,513/mo
- Winter Park Estates 714 Sq Ft $1,541/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.