Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Keyword Search

Cheap Apartments for Rent in Winter Park, FL

1,412 Rentals
  1. Building Photo - Kingswood Apartments
    Good Value
    STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  2. Welcome to Azure Winter Park - Azure Winter Park
    Rent Special
    1 BED
    $1,559+
    2 BEDS
    $1,299+
    3 BEDS
    $1,849+

    Azure Winter Park

    3650 Summer Wind Dr, Winter Park, FL 32792
  3. Building Photo - Grdyn House
    1 BED, 1 BATH
    $950

    Grdyn House

    1855 Eastbrook Blvd, Winter Park, FL 32792
  4. Building Photo - 5312 Poinsetta Ave
    1 BED, 1 BATH
    $1,000
    Total Monthly Price Total Monthly Price New
    Base Rent$1,000
    Required Monthly FeesNone
    Total Monthly Price$1,000

    5312 Poinsetta Ave Unit 2

    5312 Poinsetta Ave, Winter Park, FL 32792
  5. Price Drop. $200 Off
    1 BED
    $1,049+
    2 BEDS
    $1,299+

    Soraya

    1485 Ash Cir, Casselberry, FL 32707
    (689) 205-8365
  6. Kitchen - Serena Winter Park
    2 Months Free
    1 BED
    $1,479+
    2 BEDS
    $1,399+

    Serena Winter Park

    2890 Red Lion Sq, Winter Park, FL 32792
  7. Building Photo - 452 Banyon Tree Cir
    1 BED, 1 BATH
    $1,125
    Total Monthly Price Total Monthly Price New
    Base Rent$1,125
    Required Monthly FeesNone
    Total Monthly Price$1,125

    452 Banyon Tree Cir Unit 200

    452 Banyon Tree Cir, Maitland, FL 32751
  8. Building Photo - Sorrento
    STUDIO
    $1,135+
    1 BED
    $1,365+
    2 BEDS
    $1,425+

    Sorrento

    2400 Howell Branch Rd, Winter Park, FL 32792
  9. Building Photo - 551 Flemming Way
    1 BED, 1 BATH
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    551 Flemming Way Unit 201

    551 Flemming Way, Maitland, FL 32751
  10. Building Photo - Signal Pointe
    Price Drop. $165 Off
    1 BED
    $1,200+
    2 BEDS
    $1,485+
    3 BEDS
    $1,725+

    Signal Pointe

    2500 Howell Branch Rd, Winter Park, FL 32792
    (689) 220-5609
  11. Building Photo - Atlas at Winter Park
    Good Value
    1 BED
    $1,249+
    2 BEDS
    $1,514+
    3 BEDS
    $2,002+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,224 - $1,977
    Required Monthly Fees$25
    Utilities & EssentialsVaries
    Total Monthly Price$1,249 - $2,002

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
    (689) 219-8770
  12. Kitchen - Indigo Winter Park
    2 Months Free
    1 BED
    $1,229

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792
  13. Building Photo - 2500 Lee Rd
    1 BED, 1 BATH
    $1,250

    2500 Lee Rd

    2500 Lee Rd, Winter Park, FL 32789
Showing 42 of 288 results, Page 1 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

Winter Park, FL Apartments for Rent

Winter Park was founded as a resort community by northern business magnates in the late 19th century and has maintained its reputation as one of Central Florida's most desirable places to live. Those searching for apartments for rent in Winter Park will discover tree-lined brick streets, a chain of interconnected lakes, and the cultural centerpiece of Park Avenue, which features boutique shops, art galleries, and dining options. The city is also home to Rollins College and the Charles Hosmer Morse Museum of American Art, which houses the world's most comprehensive collection of Tiffany glass.

Renting in Winter Park provides convenient access to both local attractions and the broader Orlando metropolitan area. The city's apartment communities range from lakefront properties to garden-style residences near downtown, with options spanning studios to multi-bedroom layouts. Major highways including Interstate 4 are easily accessible for commuters heading to Orlando's business districts, theme parks, and employment centers. The 47.6-acre Mead Botanical Garden and the city's scenic canal system offer outdoor recreation, while Park Avenue's walkable downtown creates opportunities for shopping and entertainment without leaving the city limits.

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

Public High School

Public
Grades 9-12
3,369 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
3,304 Students
GreatSchools Rating

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.