2 BEDS, 2 BATHS
$1,450
Deals & Discount Filters
Two Bedroom Apartments for Rent in Winter Park, FL
763 Rentals
-
-
2 BEDS, 1.5 BATHS$2,0002011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$3,600220 Overlook Rd
220 Overlook Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,195
3007 Ash Park Point
3007 Ash Park Point, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,590
151 N Orlando Ave Unit 0226
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,975
5169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4953651 N Goldenrod Rd Unit C205
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,4951380 Indiana Ave Unit 3
1380 Indiana Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,795
627 Grenadine Ct Unit S
627 Grenadine Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,350
3651 N Goldenrod Rd Unit B#104
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,150
1250 S Denning Dr Unit 112
1250 S Denning Dr, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$3,250206 Quayside Cir Unit 503
206 Quayside Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$2,10019 W King St
19 W King St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,575
4425 Fairview Ave
4425 Fairview Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,520
1418 Beatrice Dr
1418 Beatrice Dr, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,7504858 Tangerine Ave Unit #4858
4858 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,200350 Harris Ave
350 Harris Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,400
1766 Miller Ave
1766 Miller Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,270
2183 Crandon Ave Unit 1
2183 Crandon Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,850
200 St Andrews Blvd Unit 2903
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750650 Trinidad Ct
650 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4203651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,320
3011 George Mason Ave Unit 3B
3011 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,595
200 St Andrews Blvd Unit 1803
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,496
2551 Medley Ct Unit 2551GEM
2551 Medley Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,3503651 N Goldenrod Rd Unit D101
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,925Cute 2/1.5 Quaint Bungalow with Single Garage in Winter Park right off Lee Road!
942 Gloriosa Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,595
2 Bedroom/2 Bathroom at Lancelot AVAILABLE NOW! Unit A103
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
Townhouse in Winter Park 2/2
609 Montego Bay Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,995
Winter Park Apartment Great Location Unit 102
101 S Interlachen Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,799FOR RENT! Beautiful 2/2 Winter Park Pool View Condo in front of Full Sail! Unit 12
2911 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6002/2, 1st floor, fully renovated, Winter Park unit for rent!
241 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,525
Beautiful Remodeled Winter Park 2/2 Condo for Rent in Front of Full Sail. Unit 132
3020 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,690
FIRST MONTH FREE - Cozy 2 bed 2 bath in Winter Park
211 Stefanik Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
Stunning 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, 1 BATH$1,315Cozy 2 bedroom/1 bath Duplex
385 Lime St, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,575108 E Winter Park St
108 E Winter Park St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,450
5520 Charleston St
5520 Charleston St, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,340
2055 Eaton St
2055 Eaton St, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,485
McLean Fairway 3022D Unit 3022D
3022 Fairway Ln, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,650190 Ventris Ave W
190 Ventris Ave W, Maitland, FL 32751
Showing 42 of 138 results, Page 3 of 4
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 $1,385 / mo
- 1 Bedroom 707 Sq Ft $1,453 / mo
- 2 Bedrooms 1,020 Sq Ft $1,715 / mo
- 3 Bedrooms 1,273 Sq Ft $2,016 / mo
- 4 Bedrooms 1,506 Sq Ft $1,544 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Seasons 602 Sq Ft $1,262/mo
- Winter Park Pines Merrie Oaks 602 Sq Ft $1,262/mo
- Winter Park Woods 765 Sq Ft $1,433/mo
- Winter Park Pines 706 Sq Ft $1,440/mo
- Eastbrook 724 Sq Ft $1,453/mo
- Laurel Springs 740 Sq Ft $1,465/mo
- Lake Howell 745 Sq Ft $1,548/mo
- Winter Park Estates 679 Sq Ft $1,554/mo
- Glenmoor 708 Sq Ft $1,567/mo
- Villas of Casselberry 730 Sq Ft $1,586/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.