2 BEDS, 2 BATHS
$1,700
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,665 Rentals
-
-
2 BEDS, 2 BATHS$1,6003254 Howell Branch Rd
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,800652 St Johns Ct Unit 652
652 St Johns Ct, Winter Park, FL 32792 -
3 BEDS, 1 BATH$2,195
5117 Lake Howell Rd
5117 Lake Howell Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,250
1340 Paradise Ln
1340 Paradise Ln, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,300
151 N Orlando Ave Unit 207
151 N Orlando Ave, Winter Park, FL 32789 -
4 BEDS, 5.5 BATHS$8,2952234 Howard Dr
2234 Howard Dr, Winter Park, FL 32789 -
5 BEDS, 6 BATHS$9,9001442 Palm Ave
1442 Palm Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,495
1434 Minnesota Ave
1434 Minnesota Ave, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$7,500
1368 Hibiscus Ave
1368 Hibiscus Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,250
3035 George Mason Ave Unit D20
3035 George Mason Ave, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$4,0001815 Barker Dr
1815 Barker Dr, Winter Park, FL 32789 -
3 BEDS, 3.5 BATHS$6,450835 W Canton Ave
835 W Canton Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,800
912 Carvell Dr
912 Carvell Dr, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$4,000
616 Ellendale Dr
616 Ellendale Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,395
2337 Shadowland Lp
2337 Shadowland Lp, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,3001751 Westchester Ave
1751 Westchester Ave, Winter Park, FL 32789 -
3 BEDS, 1.5 BATHS$2,3952028 Albert Lee Pkwy
2028 Albert Lee Pkwy, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,650
1695 Lee Rd Unit A101
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,100
151 N Orlando Ave Unit 203
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,750
612 Trinidad Ct
612 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,6001695 Lee Rd Unit C103
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,4503651 N Goldenrod Rd Unit 110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 1 BATH$2,900
540 W Comstock Ave
540 W Comstock Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,100
2657 Exuma Way
2657 Exuma Way, Winter Park, FL 32792 -
5 BEDS, 3 BATHS$2,998
5354 Lanyard Ct
5354 Lanyard Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$4,400648 Fitzwalter Dr
648 Fitzwalter Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5001695 Lee Rd Unit B204
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,600
2523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,600
2530 Passamonte Dr Unit 10E
2530 Passamonte Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,490
5489 Baldwin Park St
5489 Baldwin Park St, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,9002510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
1 BED, 1 BATH$1,8004450 Twinview Ln
4450 Twinview Ln, Orlando, FL 32814 -
3 BEDS, 2.5 BATHS$5,200
1425 Chatfield Pl
1425 Chatfield Pl, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,250
2075 Howell Branch Rd Unit 101
2075 Howell Branch Rd, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,315
385 Lime St
385 Lime St, Eatonville, FL 32751 -
3 BEDS, 2 BATHS$3,500
3707 Pelican Ln
3707 Pelican Ln, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,600
1419 Virginia Dr
1419 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,490
5301 Andrus Ave
5301 Andrus Ave, Orlando, FL 32810 -
STUDIO, 1 BATH$1,900
1470 Lake Baldwin Ln Unit C
1470 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 2 BATHS$4,700
5362 Chatas Ln
5362 Chatas Ln, Orlando, FL 32814 -
1 BED, 1 BATH$1,550
4328 Edgewater Dr Unit E104
4328 Edgewater Dr, Orlando, FL 32804
Showing 42 of 280 results, Page 4 of 7
Winter 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 $1,424 / mo
- 1 Bedroom 706 Sq Ft $1,481 / mo
- 2 Bedrooms 1,021 Sq Ft $1,778 / mo
- 3 Bedrooms 1,273 Sq Ft $1,995 / 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
- Eastbrook 719 Sq Ft $1,376/mo
- Winter Park Pines 717 Sq Ft $1,396/mo
- Carlton Arms 730 Sq Ft $1,402/mo
- Winter Park Woods 761 Sq Ft $1,409/mo
- Cedarwood Village 675 Sq Ft $1,428/mo
- Four Seasons 677 Sq Ft $1,447/mo
- Albert Lee Ridge 743 Sq Ft $1,460/mo
- Lake Howell 732 Sq Ft $1,507/mo
- Villas of Casselberry 738 Sq Ft $1,514/mo
- Windward Square 787 Sq Ft $1,537/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,633/mo
- Longwood $1,649/mo
- Altamonte Springs $1,732/mo
- Orlando $1,631/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.