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Cheap Apartments for Rent in Winter Park, FL

1,921 Rentals
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  4. 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
  10. 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
  13. Building Photo - Sumerset Apartments
    1 BED
    $1,074+
    2 BEDS
    $1,274+
    3 BEDS
    $1,450+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,074 - $1,495
    Required Monthly FeesNone
    Total Monthly Price$1,074 - $1,495

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
  17. Building Photo - Sorrento
    STUDIO
    $1,135+
    2 BEDS
    $1,329+

    Sorrento

    2400 Howell Branch Rd, Winter Park, FL 32792
  19. Welcome to Azure Winter Park - Azure Winter Park
    STUDIO
    $1,199+
    1 BED
    $1,229+
    2 BEDS
    $1,699+
    3 BEDS
    $2,299+

    Azure Winter Park

    3650 Summer Wind Dr, Winter Park, FL 32792
  20. Building Photo - Solis at Winter Park
    $715 Off
    Price Drop. $715 Off
    1 BED
    $1,318+
    2 BEDS
    $1,668+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200 - $1,715
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,318 - $1,833

    Solis at Winter Park

    7502 Sun Key Blvd, Winter Park, FL 32792
    (321) 366-6748
  21. Building Photo - 301 Clark St
    1 BED, 1 BATH
    $1,200

    301 Clark St

    301 Clark St, Eatonville, FL 32751
  26. Kitchen - Sapphire Winter Park
    2 Months Free
    2 Months Free
    1 BED
    $1,229+
    2 BEDS
    $1,449+
    3 BEDS
    $2,099+

    Sapphire Winter Park

    1743 Semoran North Cir, Winter Park, FL 32792
  32. 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
  39. 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
  40. Kitchen - Serena Winter Park
    2 Months Free
    2 Months Free
    1 BED
    $1,299+
    2 BEDS
    $1,799+

    Serena Winter Park

    2890 Red Lion Sq, Winter Park, FL 32792
  42. Building Photo - 468 Banyon Tree Cir
    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
Showing 42 of 235 results, Page 1 of 6

Winter Park at a Glance

Average Rent

$1,462
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
6

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 $1,522/mo
  • Fairview 757 Sq Ft $1,827/mo

Education

GreatSchools Rating
Winter Park High

Public High School

Public
Grades 9-12
3,369 Students
GreatSchools Rating
Lake Howell High School

Public High School

Public
Grades 9-12
2,205 Students

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

Specialty Housing

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Winter Park Apartments for Rent in Your Budget

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