Deals & Discount Filters
Apartments under $1,600 for Rent in Winter Park, FL
718 Rentals
-
STUDIO$900+1 BED$1,050+2 BEDS$1,200+3 BEDS$1,600+ -
1 BED, 1 BATH$1,4652500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
-
1 BED, 1 BATH$1,6003044 Antique Oaks Cir Unit 177
3044 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,3802942 Antique Oaks Cir Unit 82
2942 Antique Oaks Cir, Winter Park, FL 32792 -
-
-
-
-
-
-
-
1 BED, 1 BATH$1,0005058 Seminole Ave Unit Seminole 2
5058 Seminole Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
3651 N Goldenrod Rd Unit F208
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
2520 Caper Ln Unit 102
2520 Caper Ln, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,600
5460 decatur st
5460 decatur st, Orlando, FL 32807 -
1 BED, 1 BATH$1,4652500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,4001000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,270
2183 Crandon Ave
2183 Crandon Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,320
3011 George Mason Ave Unit 3
3011 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,600
2523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,4951380 Indiana Ave Unit 3
1380 Indiana Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,3702905 Antique Oaks Cir Unit 4
2905 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
241 Lewfield Cir Unit 241
241 Lewfield Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,400
1695 Lee Rd Unit C110
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,420
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, 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, 2 BATHS$1,4503651 N Goldenrod Rd Unit 110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595
3651 N Goldenrod Rd Unit A103
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,525
1565 Michigan Ave
1565 Michigan Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,350
1250 S Denning Dr Unit 208
1250 S Denning Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,450651 Trinidad Ct Unit S
651 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6001000 S Semoran Blvd Unit 116
1000 S Semoran Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
3212 Netherwood Dr
3212 Netherwood Dr, 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$1,350
3651 N Goldenrod Rd Unit B#104
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,2252517 Caper Ln Unit 203
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,5201418 Beatrice Dr
1418 Beatrice Dr, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,500
1159 Calle Del Norte Unit A
1159 Calle Del Norte, Casselberry, FL 32707 -
1 BED, 1 BATH$1,125
2075 Howell Branch Rd Unit 109
2075 Howell Branch Rd, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,495
4425 Fairview Ave
4425 Fairview Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,1007341 Daniel Webster Dr
7341 Daniel Webster Dr, Winter Park, FL 32792
Showing 42 of 115 results, Page 2 of 3
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 $1,384 / mo
- 1 Bedroom 706 Sq Ft $1,442 / mo
- 2 Bedrooms 1,020 Sq Ft $1,707 / mo
- 3 Bedrooms 1,273 Sq Ft $2,003 / 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 582 Sq Ft $1,251/mo
- Winter Park Pines Merrie Oaks 582 Sq Ft $1,251/mo
- Laurel Springs 736 Sq Ft $1,392/mo
- Winter Park Woods 765 Sq Ft $1,414/mo
- Winter Park Pines 708 Sq Ft $1,458/mo
- Eastbrook 742 Sq Ft $1,471/mo
- Cedarwood Village 668 Sq Ft $1,525/mo
- Lake Howell 750 Sq Ft $1,533/mo
- Windward Square 780 Sq Ft $1,560/mo
- Villas of Casselberry 757 Sq Ft $1,562/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.