Deals & Discount Filters
Cheap Apartments for Rent in Winter Park, FL
1,893 Rentals
-
2 BEDS, 1 BATH$2,000 -
3 BEDS, 2 BATHS$2,0005139 Oak Hill Dr
5139 Oak Hill Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,0152711 Aloma Ave
2711 Aloma Ave, Winter Park, FL 32792 -
1 BED$2,022+2 BEDS$2,435+
Maitland City Centre
160-190 Independence Ln, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,050Winter Park 3 Bedroom 2 Bath Renovated!
5171 N Orange Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,050722 Baltimore Dr
722 Baltimore Dr, Orlando, FL 32810 -
-
3 BEDS, 2 BATHS$2,0953 Bedroom 2 Bath Duplex in Winter Park For RENT!
2700 Tortoise Cv, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,100Nice 3 bedroom, 2 bath single family home
3036 Patel Dr, Winter Park, FL 32792 -
-
2 BEDS, 2 BATHS$2,150200 St Andrews Blvd Unit 1607
200 St Andrews Blvd, Winter Park, FL 32792 -
3 BEDS, 1 BATH$2,195447 N Phelps Ave
447 N Phelps Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,1953/2 SFH in Edgewater area
1322 Carlson Dr, Orlando, FL 32804 -
3 BEDS, 1.5 BATHS$2,2005212 N Indiana Ave
5212 N Indiana Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,2001166 Carmel Cir Unit 100
1166 Carmel Cir, Casselberry, FL 32707 -
2 BEDS, 2.5 BATHS$2,2005171 Lazy Oaks Dr
5171 Lazy Oaks Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,250
851 Carver St
851 Carver St, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,250
503 Kilshore Ln
503 Kilshore Ln, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,2501671 Dale Ave
1671 Dale Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$2,2502648 Galliano Cir
2648 Galliano Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,295
7800 Fernbrook Way
7800 Fernbrook Way, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,30016 Eaton St
16 Eaton St, Eatonville, FL 32751 -
3 BEDS, 2 BATHS$2,3502102 Montana St
2102 Montana St, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$2,350Beautiful 3 bedroom 2.5 bath home with vaulted ceilings and 2 car garage
3449 Allston Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,3501340 Paradise Ln
1340 Paradise Ln, Winter Park, FL 32792 -
Rent Special|Total Monthly Price Total Monthly Price NewSTUDIO$2,416+1 BED$2,451+2 BEDS$2,955+3 BEDS$4,198+Base Rent$2,368 - $8,867Required Monthly Fees$48Utilities & EssentialsVariesTotal Monthly Price$2,416 - $4,658
Gables Baldwin Park
2050 Jake St, Orlando, FL 32814 -
-
3 BEDS, 2 BATHS$2,3952242 King Johns Ct
2242 King Johns Ct, Winter Park, FL 32792 -
-
2 BEDS, 2 BATHS$2,4001603 Alabama Dr Unit 0
1603 Alabama Dr, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$2,4007542 Cranes Creek Ct
7542 Cranes Creek Ct, Winter Park, FL 32792 -
Rent Special1 BED$2,406+2 BEDS$2,932+3 BEDS$3,696+
Perla Gem Lake
100 Boucle Jeanne Cir, Maitland, FL 32751 -
-
-
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,450Base Rent$2,450Required Monthly FeesNoneTotal Monthly Price$2,4501440 Michigan Ave
1440 Michigan Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,450520 Seneca Trail
520 Seneca Trail, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$2,461Base Rent$2,461Required Monthly FeesNoneTotal Monthly Price$2,4612710 Amherst Ave Unit SI ID1018188P
2710 Amherst Ave, Orlando, FL 32804 -
3 BEDS, 2.5 BATHS$2,4957628 Aloma Pines Ct
7628 Aloma Pines Ct, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,4952730 Prince John Rd
2730 Prince John Rd, Winter Park, FL 32792 -
-
3 BEDS, 2 BATHS$2,4991947 Summerfield Rd
1947 Summerfield Rd, Winter Park, FL 32792 -
Showing 42 of 275 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 535 Sq Ft $1,411 / mo
- 1 Bedroom 706 Sq Ft $1,486 / mo
- 2 Bedrooms 1,021 Sq Ft $1,749 / mo
- 3 Bedrooms 1,273 Sq Ft $2,024 / 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
- Lake Howell 737 Sq Ft $1,581/mo
- Fairview 731 Sq Ft $1,868/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.