Note: Properties with the Total Monthly Price badge include all required fees. Tap the badge for more details.
-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

Speciality Housing

Keyword Search

Cheap Apartments for Rent in Winter Park, FL

1,417 Rentals
.
  2. Building Photo - 400 North
    $429 Off
    Price Drop. $429 Off
    1 BED
    $1,968+
    2 BEDS
    $2,232+
    3 BEDS
    $2,637+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,926 - $2,595
    Required Monthly Fees$42
    Utilities & EssentialsVaries
    Total Monthly Price$1,968 - $2,637

    400 North

    400 N Orlando Ave, Maitland, FL 32751
    (689) 219-4863
  5. Building Photo - 3036 Patel Dr
    3 BEDS, 2 BATHS
    $1,979

    3036 Patel Dr

    3036 Patel Dr, Winter Park, FL 32792
  6. Building Photo - 2603 musselwhite avenue
    3 BEDS, 1 BATH
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    2603 musselwhite avenue Unit 2603

    2603 musselwhite avenue, Orlando, FL 32804
  12. Building Photo - 155 Stefanik Rd
    2 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    155 Stefanik Rd

    155 Stefanik Rd, Winter Park, FL 32792
  15. Building Photo - 1
    3 BEDS, 2 BATHS
    $2,015

    1

    2711 Aloma Ave, Winter Park, FL 32792
  19. Building Photo - 2605 Galliano Cir
    2 BEDS, 3 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    2605 Galliano Cir

    2605 Galliano Cir, Winter Park, FL 32792
  22. Building Photo - 3217 Royal St
    3 BEDS, 2 BATHS
    $2,100

    3217 Royal St

    3217 Royal St, Winter Park, FL 32792
  31. Building Photo - 3217 Royal St
    3 BEDS, 2 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    3217 Royal St

    3217 Royal St, Winter Park, FL 32792
    Apply
  36. Building Photo - Gables Baldwin Park
    1 Month Free
    1 Month Free
    |
    STUDIO
    $2,266+
    1 BED
    $2,486+
    2 BEDS
    $3,077+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,213 - $4,349
    Required Monthly Fees$53
    Utilities & EssentialsVaries
    Total Monthly Price$2,266 - $4,402

    Gables Baldwin Park

    2050 Jake St, Orlando, FL 32814
    (470) 305-6691
  37. Building Photo - 2038 Ponderosa Ave
    3 BEDS, 2 BATHS
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    2038 Ponderosa Ave

    2038 Ponderosa Ave, Winter Park, FL 32792
  42. Building Photo - 524 N Lakemont Ave
    3 BEDS, 2 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    524 N Lakemont Ave

    524 N Lakemont Ave, Winter Park, FL 32792
Showing 42 of 293 results, Page 5 of 7

Winter Park at a Glance

Average Rent

$1,479
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
7

School Rating

out of 10 Rating
Learn more about
Schools in Winter Park

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)
  • Neighborhoods Average Sq Ft Average Rent
  • Lake Howell 726 Sq Ft $1,533/mo
  • Fairview 736 Sq Ft $1,784/mo

Education

GreatSchools Rating
Winter Park High

Public High School

Public
Grades 9-12
3,369 Students
GreatSchools Rating
Winter Park High School

Public High School

Public
Grades 9-12
3,304 Students
GreatSchools Rating
Lake Howell High School

Public High School

Public
Grades 9-12
2,239 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

tooltips


I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.