2 BEDS, 2 BATHS
$1,500
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
2,113 Rentals
-
-
2 BEDS, 2 BATHS$1,9002 bed 2 bath with Fenced in backyard!
7726 Country Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,550
2 Bed/ 2 Bath Available Now In University ...
7638 University Garden Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,695
Newly Renovated 3 bedroom 2 bath Winter Pa...
2817 Eastern Pkwy, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,865
Charming 2-Bedroom Condo in Scenic Winter ... Unit 204
1250 S Denning Dr, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,995
Cute 3/2 Townhome in Winter Park - close t...
758 Warrenton Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,500
2 Bed 2 Bath Condo
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,747
Winter Park 2 Bedroom Upgraded Condo
7328 Forest Hill Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,100
Winter Park Corner Lot
1902 Azalea Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,895
UPDATED 2 Bedroom 2 Bath Woodcrest Condo i...
1917 Woodcrest Dr, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$3,500
Renovated Home in the Heart of Winter Park!
830 Douglas Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,595
Cozy 2 Bedroom 2.5 Bath Two Story Condo
7449 Wynnewood Square, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$2,900
Beautiful 3/2.5 Townhouse in Winter Park
1464 Broad Wing Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,300
Winter Park - Newly Remodeled 3/2
5323 Poinsetta Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
GREAT ONE BEDROOM CONDO IN WINTER PARK!
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,499
Spacious Condo Living in Winter Park – Per...
1000 S Semoran Blvd, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,395
Nice 4/2 Two-Story Home in Seminole County...
5587 Pats Point, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
STRATFORD CONVENIENT 1/1 CONDO IN SEMINOLE...
134 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,000
1835 Biscayne Dr
1835 Biscayne Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,600
628 Trinidad Ct
628 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$2,100
936 Aragon Ave
936 Aragon Ave, Winter Park, FL 32789 -
4 BEDS, 3.5 BATHS$7,495
1841 Harland Park Dr
1841 Harland Park Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,825
3136 Patel Dr
3136 Patel Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$950
Grdyn House
1855 Eastbrook Blvd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,649
3007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$1,995
7473 Belle River Ct
7473 Belle River Ct, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,850
3300 Bennington Ct
3300 Bennington Ct, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,695
1502 Lawndale Cir
1502 Lawndale Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,250
1921 Dartmouth Ave
1921 Dartmouth Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,325
2326 Wellington Blvd
2326 Wellington Blvd, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$4,900
2952 De Brocy Way
2952 De Brocy Way, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$2,650
645 Huntington Ave
645 Huntington Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,245
3392 Bougainvillea Dr
3392 Bougainvillea Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595
115 Scottsdale Square
115 Scottsdale Square, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,250
1436 Tangerine Ct
1436 Tangerine Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit B109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
3267 Forest Oaks Ct Unit Apt 111
3267 Forest Oaks Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,699
225 Lewfield Cir
225 Lewfield Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,800
5334 Lake Howell Rd
5334 Lake Howell Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,949
1500 Gay Rd Unit 26-B
1500 Gay Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,900
644 N Knowles Ave
644 N Knowles Ave, Winter Park, FL 32789
Showing 42 of 292 results, Page 6 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 538 Sq Ft $1,405 / mo
- 1 Bedroom 708 Sq Ft $1,495 / mo
- 2 Bedrooms 1,019 Sq Ft $1,769 / mo
- 3 Bedrooms 1,271 Sq Ft $2,019 / mo
- 4 Bedrooms 1,506 Sq Ft $1,526 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,451/mo
- Eastbrook 720 Sq Ft $1,481/mo
- Cedarwood Village 642 Sq Ft $1,486/mo
- Winter Park Pines 707 Sq Ft $1,495/mo
- Four Seasons 640 Sq Ft $1,512/mo
- Winter Park Pines Merrie Oaks 640 Sq Ft $1,512/mo
- Albert Lee Ridge 768 Sq Ft $1,581/mo
- Lake Howell 726 Sq Ft $1,601/mo
- Winter Park Estates 692 Sq Ft $1,632/mo
- Windward Square 779 Sq Ft $1,648/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,715/mo
- Maitland $1,914/mo
- Fern Park $1,326/mo
- Eatonville $1,000/mo
- Casselberry $1,671/mo
- Longwood $1,803/mo
- Altamonte Springs $1,655/mo
- Lockhart $1,402/mo
- Orlando $1,742/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.