Deals & Discount Filters
Two Bedroom Apartments for Rent in Winter Park, FL
807 Rentals
-
-
2 BEDS$1,455Stonecastle Apartment Homes
2015 New Stonecastle Ter, Winter Park, FL 32792 -
-
2 BEDS$2,367
Rosalia Winter Park 55+ Active Adult Community
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$2,7111307 Formosa Ave Unit ID1250011P
1307 Formosa Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,7001518 Pinewood Dr
1518 Pinewood Dr, Winter Park, FL 32789 -
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 -
2 BEDS, 1.5 BATHS$1,7002523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4501000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,500
1695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,600640 N Park Ave Unit 26
640 N Park Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,800616 Montego Bay Ct Unit S
616 Montego Bay Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$4,850
104 S Interlachen Ave Unit 114
104 S Interlachen Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,299
1436 Minnesota Ave
1436 Minnesota Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,575
1565 Michigan Ave
1565 Michigan Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,100367 Holt Ave
367 Holt Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,9755169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700
3057 Aaron Burr Ave Unit 1
3057 Aaron Burr Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595
851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$2,100
2011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,8957337 Cedar Creek Ct
7337 Cedar Creek Ct, Winter Park, FL 32792
Showing 42 of 145 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 $1,375 / mo
- 1 Bedroom 707 Sq Ft $1,440 / mo
- 2 Bedrooms 1,019 Sq Ft $1,748 / mo
- 3 Bedrooms 1,273 Sq Ft $2,014 / 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
- Four Seasons 604 Sq Ft $1,368/mo
- Winter Park Pines Merrie Oaks 604 Sq Ft $1,368/mo
- Winter Park Woods 763 Sq Ft $1,375/mo
- Winter Park Pines 682 Sq Ft $1,409/mo
- Laurel Springs 741 Sq Ft $1,418/mo
- Eastbrook 747 Sq Ft $1,449/mo
- Lake Howell 747 Sq Ft $1,517/mo
- Villas of Casselberry 768 Sq Ft $1,532/mo
- Windward Square 783 Sq Ft $1,540/mo
- Glenmoor 713 Sq Ft $1,560/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.