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Cheap Apartments for Rent in Winter Park, FL

1,750 Rentals
.
  3. Kitchen - Indigo Winter Park
    2 Months Free
    2 Months Free
    1 BED
    $1,299

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792
  4. Welcome to Azure Winter Park - Azure Winter Park
    Rent Special
    Rent Special
    1 BED
    $1,379+
    2 BEDS
    $1,299+
    3 BEDS
    $1,799+

    Azure Winter Park

    3650 Summer Wind Dr, Winter Park, FL 32792
  5. Building Photo - 468 Banyon Tree Cir
    Discounts
    Discounts
    1 BED, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    468 Banyon Tree Cir Unit 202

    468 Banyon Tree Cir, Maitland, FL 32751
  8. Building Photo - 385 Lime St
    2 BEDS, 1 BATH
    $1,315

    385 Lime St

    385 Lime St, Eatonville, FL 32751
  13. Building Photo - Westmount at Winter Park
    STUDIO
    $1,355+
    1 BED
    $1,443+
    2 BEDS
    $1,553+
    3 BEDS
    $1,851+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,344 - $2,204
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,355 - $2,215

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  14. Building Photo - 2500 Lee Rd
    1 BED, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
  28. Building Photo - Stonecastle Apartment Homes
    1 BED
    $1,592+
    2 BEDS
    $1,939+
    3 BEDS
    $1,956+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,441 - $2,620
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,592 - $2,771

    Stonecastle Apartment Homes

    2015 New Stonecastle Ter, Winter Park, FL 32792
    (689) 219-5272
  39. Building Photo - 2407 Branch Way
    2 BEDS, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    2407 Branch Way Unit 105

    2407 Branch Way, Maitland, FL 32751
Showing 42 of 280 results, Page 2 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)

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.

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