Deals & Discount Filters
Two Bedroom Apartments for Rent in Winter Park, FL
811 Rentals
-
-
-
2 BEDS$2,377
Rosalia Winter Park 55+ Active Adult Commu...
3045 Aloma Ave, Winter Park, FL 32792 -
-
-
-
-
-
-
-
-
-
-
-
-
-
2 BEDS$1,174Sumerset Apartments
1051 Lee Rd, Orlando, FL 32810 -
2 BEDS$1,200Kingswood Apartments
1101 Lee Rd, Orlando, FL 32810 -
2 BEDS, 1 BATH$4,8071307 Formosa Ave Unit ID1250011P
1307 Formosa Ave, Winter Park, FL 32789 -
-
2 BEDS, 1.5 BATHS$1,795
2667 Rook Cv Unit 2667 Rook Cove
2667 Rook Cv, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900151 Stefanik Rd
151 Stefanik Rd, Winter Park, FL 32792 -
-
-
-
Rent Special -
2 BEDS, 2.5 BATHS$1,8007412 Woodburn Ct
7412 Woodburn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5503651 N Goldenrod Rd Unit B#104
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,150
263 Blossom Ln
263 Blossom Ln, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,700
3019 Casselwood St
3019 Casselwood St, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595
851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$3,1001120 Aragon Ave
1120 Aragon Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,1002492 Barbados Dr
2492 Barbados Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,650
1695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,195
631 Warrenton Rd
631 Warrenton Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900
151 Stefanik Rd
151 Stefanik Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,600640 N Park Ave Unit 26
640 N Park Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,4001000 S Semoran Blvd Unit 109
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
2535 Zelina Point
2535 Zelina Point, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,400
7229 Swallow Run
7229 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,599
2917 Antique Oaks Cir Unit 17
2917 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,795918 Gloriosa Ave
918 Gloriosa Ave, Winter Park, FL 32789
Showing 42 of 149 results, Page 2 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 539 Sq Ft $1,397 / mo
- 1 Bedroom 708 Sq Ft $1,439 / mo
- 2 Bedrooms 1,020 Sq Ft $1,719 / mo
- 3 Bedrooms 1,270 Sq Ft $2,003 / mo
- 4 Bedrooms 1,506 Sq Ft $1,536 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 760 Sq Ft $1,328/mo
- Four Seasons 599 Sq Ft $1,386/mo
- Winter Park Pines Merrie Oaks 599 Sq Ft $1,386/mo
- Whisperwood 739 Sq Ft $1,417/mo
- Winter Park Pines 670 Sq Ft $1,424/mo
- Eastbrook 720 Sq Ft $1,425/mo
- Cedarwood Village 639 Sq Ft $1,491/mo
- Laurel Springs 727 Sq Ft $1,510/mo
- Villas of Casselberry 762 Sq Ft $1,525/mo
- Windward Square 778 Sq Ft $1,530/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.