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Cheap Apartments for Rent in Winter Park, FL

1,818 Rentals
.
  7. Building Photo - Kingswood Apartments
    STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  13. 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 2

    5058 Seminole Ave, Winter Park, FL 32792
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  18. 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
  21. Building Photo - Solis at Winter Park
    1 BED
    $1,285+
    2 BEDS
    $1,339+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,152 - $1,441
    Required Monthly Fees$133
    Total Monthly Price$1,285 - $1,574

    Solis at Winter Park

    7502 Sun Key Blvd, Winter Park, FL 32792
    (321) 366-6748
  22. Building Photo - Sorrento
    STUDIO
    $1,170+
    1 BED
    $1,320+
    2 BEDS
    $1,329+

    Sorrento

    2400 Howell Branch Rd, Winter Park, FL 32792
  25. Building Photo - 301 Clark St
    1 BED, 1 BATH
    $1,200

    301 Clark St

    301 Clark St, Eatonville, FL 32751
  28. Building Photo - Seabrook
    $236 Off
    Price Drop. $236 Off
    1 BED
    $1,233+
    2 BEDS
    $1,684+

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
    (689) 220-5925
  32. 1 BED
    $1,292+
    2 BEDS
    $1,459+
    3 BEDS
    $1,805+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,257 - $1,778
    Required Monthly Fees$35
    Total Monthly Price$1,292 - $1,813

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
    (689) 219-8770
  40. Building Photo - 2520 Caper Ln
    Rent Special
    Rent Special
    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

    2520 Caper Ln Unit 102

    2520 Caper Ln, Maitland, FL 32751
Showing 42 of 249 results, Page 1 of 6

Winter Park at a Glance

Average Rent

$1,459
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
6

School Rating

out of 10 Rating
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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)

Education

GreatSchools Rating
Winter Park High

Public High School

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

Public High School

Public
Grades 9-12
Students

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

Apartments for Rent Near Winter Park

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