3 BEDS, 2.5 BATHS
$2,600
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,897 Rentals
-
-
3 BEDS, 2 BATHS$2,5003383 Hamlet Loop
3383 Hamlet Loop, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
3212 Netherwood Dr
3212 Netherwood Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,4007522 Aloma Pines Ct
7522 Aloma Pines Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,6951695 Lee Rd Unit C216
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,495
3651 N Goldenrod Rd Unit C205
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,400
5133 Oak Hill Dr
5133 Oak Hill Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,700
2021 Canny Cv
2021 Canny Cv, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$11,500311 E Morse Blvd Unit 1-5
311 E Morse Blvd, 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$1,600
1000 S Semoran Blvd Unit 116
1000 S Semoran Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,370
2905 Antique Oaks Cir Unit 4
2905 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,950
205 Lewfield Cir Unit 205
205 Lewfield Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,850
685 Grenadine Ct
685 Grenadine Ct, Winter Park, FL 32792 -
5 BEDS, 5.5 BATHS$19,000
1221 Richmond Rd
1221 Richmond Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,100
19 W King St
19 W King St, Orlando, FL 32804 -
3 BEDS, 2.5 BATHS$2,500
2421 Laura Pl
2421 Laura Pl, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,240
852 Woodside Rd
852 Woodside Rd, Maitland, FL 32751 -
4 BEDS, 2 BATHS$2,495
2632 Talbot Rd
2632 Talbot Rd, Casselberry, FL 32730 -
3 BEDS, 2 BATHS$2,425
882 Prim Dr
882 Prim Dr, Orlando, FL 32803 -
1 BED, 1 BATH$1,225
2517 Caper Ln Unit 203
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,500
1159 Calle Del Norte Unit A
1159 Calle Del Norte, Casselberry, FL 32707 -
3 BEDS, 2 BATHS$4,500
4461 Trapp Ln
4461 Trapp Ln, Orlando, FL 32814 -
3 BEDS, 2 BATHS$1,780
400 Banyon Tree Cir Unit 102
400 Banyon Tree Cir, Maitland, FL 32751 -
3 BEDS, 3.5 BATHS$3,700
1438 Chatfield Pl
1438 Chatfield Pl, Orlando, FL 32814 -
3 BEDS, 1 BATH$2,250
3511 Backspin Ln
3511 Backspin Ln, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,250
3707 Pelican Ln
3707 Pelican Ln, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,495
4425 Fairview Ave
4425 Fairview Ave, Orlando, FL 32804 -
3 BEDS, 1.5 BATHS$1,940
776 Carew Ave
776 Carew Ave, Orlando, FL 32804 -
4 BEDS, 3 BATHS$3,590
1511 E Horatio Ave
1511 E Horatio Ave, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,520
1418 Beatrice Dr
1418 Beatrice Dr, Orlando, FL 32810 -
3 BEDS, 2.5 BATHS$2,595
216 Harvard St
216 Harvard St, Orlando, FL 32804 -
1 BED, 1 BATH$1,125
2075 Howell Branch Rd Unit 109
2075 Howell Branch Rd, Maitland, FL 32751 -
STUDIO, 1 BATH$1,700
1420 Lake Baldwin Ln
1420 Lake Baldwin Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$2,500
101 S College Ave
101 S College Ave, Eatonville, FL 32751 -
3 BEDS, 2 BATHS$2,245
1247 Kingston Ave
1247 Kingston Ave, Orlando, FL 32807 -
3 BEDS, 2 BATHS$2,000
319 Eaton St
319 Eaton St, Maitland, FL 32751 -
2 BEDS, 2 BATHS$3,250
206 Quayside Cir Unit 503
206 Quayside Cir, Maitland, FL 32751 -
1 BED, 1 BATH$1,1003075 Aaron Burr Ave
3075 Aaron Burr Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,7953514 Bougainvillea Dr
3514 Bougainvillea Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit Apt C110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,200
3 bed 2.5 bath Townhome w 1 car garage
2684 Galliano Cir, Winter Park, FL 32792
Showing 42 of 279 results, Page 5 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 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
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,593/mo
- Maitland $1,747/mo
- Fern Park $1,282/mo
- Eatonville $850/mo
- Casselberry $1,734/mo
- Longwood $1,660/mo
- Altamonte Springs $1,552/mo
- Orlando $1,658/mo
- Pine Castle $1,206/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.