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

Apartments for Rent in Winter Park, FL with Utilities Included

380 Rentals
.
  13. 1 BED, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    700 Melrose Ave

    700 Melrose Ave, Winter Park, FL 32789
    (978) 984-3360
  14. Building Photo - Sumerset Apartments
    1 BED
    $1,150+
    2 BEDS
    $1,200+
    3 BEDS
    $1,295+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150 - $1,663
    Required Monthly FeesNone
    Total Monthly Price$1,150 - $1,663

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
  15. 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
  25. Building Photo - 5058 Seminole 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

    5058 Seminole Ave Unit Seminole 1

    5058 Seminole Ave, Winter Park, FL 32792
    Apply
  26. Building Photo - 1351 Merrydale Way
    3 BEDS, 2.5 BATHS
    $3,150
    Total Monthly Price Total Monthly Price New
    Base Rent$3,150
    Required Monthly FeesNone
    Total Monthly Price$3,150

    1351 Merrydale Way

    1351 Merrydale Way, Winter Park, FL 32792
    Apply
  27. 4 BEDS, 2 BATHS
    $2,575
    Total Monthly Price Total Monthly Price New
    Base Rent$2,575
    Required Monthly FeesNone
    Total Monthly Price$2,575

    5015 Santee St

    5015 Santee St, Orlando, FL 32804
    Apply
  28. 2 BEDS, 2 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    1500 Gay Rd Unit 9D

    1500 Gay Rd, Winter Park, FL 32789
  29. 1 BED, 1 BATH
    $1,522
    Total Monthly Price Total Monthly Price New
    Base Rent$1,522
    Required Monthly FeesNone
    Total Monthly Price$1,522

    1500 Gay Rd Unit 1D

    1500 Gay Rd, Winter Park, FL 32789
  30. 2 BEDS, 2.5 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    2924 Antique Oaks Cir Unit 48

    2924 Antique Oaks Cir, Winter Park, FL 32792
  31. 1 BED, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    1140 S Orlando Ave Unit Exeter E2

    1140 S Orlando Ave, Maitland, FL 32751
  32. 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
  33. Building Photo - Park Apartments
    1 BED
    $1,250+
    2 BEDS
    $1,550+
    3 BEDS
    $1,800+

    Park Apartments

    7528 Park Promenade Dr, Winter Park, FL 32792
  34. Building Photo - The Fisher
    1 Month Free
    1 Month Free
    1 BED
    $1,799+
    2 BEDS
    $1,999+

    The Fisher

    2001 Glenridge Way, Winter Park, FL 32792
  35. 2 Months Free
    2 Months Free
    1 BED
    $1,249

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792

Can't find what you are looking for?

Clear All Filters

Winter Park at a Glance

Average Rent

$1,460
(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 742 Sq Ft $1,512/mo
  • Fairview 753 Sq Ft $1,873/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.

Apartments for Rent Near Winter Park

Specialty Housing

Choose by Amenities

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.