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  5. $325 Off
    Price Drop. $325 Off
    |
    1 BED
    $1,628+
    2 BEDS
    $2,081+
    3 BEDS
    $3,122+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,593 - $5,379
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,628 - $3,157

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  6. |
    1 BED
    $1,655+
    2 BEDS
    $1,958+
    3 BEDS
    $2,073+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,581 - $3,862
    Required Monthly Fees$74
    Total Monthly Price$1,655 - $2,313

    Cortland Lake Howell

    1280 Vinings Ln, Casselberry, FL 32707
    (321) 710-4674
  14. Building Photo - Westmount at Winter Park
    $189 Off
    Price Drop. $189 Off
    1 BED
    $1,480+
    2 BEDS
    $1,484+
    3 BEDS
    $1,883+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,469 - $2,059
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,480 - $1,931

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  21. Building Photo - 2501 Weber St
    2 BEDS, 1 BATH
    $3,823
    Total Monthly Price Total Monthly Price New
    Base Rent$3,823
    Required Monthly FeesNone
    Total Monthly Price$3,823

    2501 Weber St Unit SI ID1385794P

    2501 Weber St, Orlando, FL 32803
  22. Building Photo - 725 Formosa Ave
    Rent Special
    Rent Special
    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

    725 Formosa Ave Unit #2

    725 Formosa Ave, Winter Park, FL 32789
    Apply
  23. Front of House - 281 Shell Pt E
    4 BEDS, 4.5 BATHS
    $20,000
    Total Monthly Price Total Monthly Price New
    Base Rent$20,000
    Required Monthly FeesNone
    Total Monthly Price$20,000

    281 Shell Pt E

    281 Shell Pt E, Maitland, FL 32751
    Apply
  24. 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
  25. Kitchen - Sapphire Winter Park
    2 Months Free
    2 Months Free
    1 BED
    $1,199+
    2 BEDS
    $1,449+
    3 BEDS
    $2,199+

    Sapphire Winter Park

    1743 Semoran North Cir, Winter Park, FL 32792
  27. Building Photo - The Q at Maitland
    1 BED
    $1,836+
    2 BEDS
    $1,794+
    3 BEDS
    $2,485+

    The Q at Maitland

    430 E Packwood Ave, Maitland, FL 32751

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Winter Park at a Glance

Average Rent

$1,455
(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 747 Sq Ft $1,534/mo
  • Fairview 750 Sq Ft $1,903/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.

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Apartments for Rent Near Winter Park

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Winter Park Apartments for Rent in Your Budget

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