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Cheap Apartments for Rent in Winter Park, FL

1,890 Rentals
.
  7. 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
  11. 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
  13. Building Photo - 118 Eaton St
    1 BED, 1 BATH
    $1,050
    Total Monthly Price Total Monthly Price New
    Base Rent$1,050
    Required Monthly FeesNone
    Total Monthly Price$1,050

    118 Eaton St Unit 4

    118 Eaton St, Eatonville, FL 32751
  16. Building Photo - Sumerset Apartments
    1 BED
    $1,074+
    2 BEDS
    $1,195+
    3 BEDS
    $1,295+
    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
  18. Building Photo - 301 Clark St
    1 BED, 1 BATH
    $1,099

    301 Clark St

    301 Clark St, Eatonville, FL 32751
  19. Kitchen - Indigo Winter Park
    2 Months Free
    2 Months Free
    1 BED
    $1,099

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792
  20. Kitchen - Serena Winter Park
    2 Months Free
    2 Months Free
    1 BED
    $1,099+
    2 BEDS
    $1,519+

    Serena Winter Park

    2890 Red Lion Sq, Winter Park, FL 32792
  25. Building Photo - Westmount at Winter Park
    Rent Special
    Rent Special
    STUDIO
    $1,150+
    1 BED
    $1,477+
    2 BEDS
    $1,477+
    3 BEDS
    $1,890+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,139 - $2,231
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,150 - $2,183

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  26. Kitchen - Sapphire Winter Park
    2 Months Free
    2 Months Free
    1 BED
    $1,149+
    2 BEDS
    $1,329+
    3 BEDS
    $1,899+

    Sapphire Winter Park

    1743 Semoran North Cir, Winter Park, FL 32792
  27. Building Photo - 200 Saint Andrews Blvd
    3 BEDS, 2 BATHS
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    200 Saint Andrews Blvd Unit 2402

    200 Saint Andrews Blvd, Winter Park, FL 32792
  28. Building Photo - Sorrento
    STUDIO
    $1,170+
    2 BEDS
    $1,499+

    Sorrento

    2400 Howell Branch Rd, Winter Park, FL 32792
  29. Building Photo - 1157 Calle del Norte
    1 BED, 1 BATH
    $1,175
    Total Monthly Price Total Monthly Price New
    Base Rent$1,175
    Required Monthly FeesNone
    Total Monthly Price$1,175

    1157 Calle del Norte Unit 1157

    1157 Calle del Norte, Casselberry, FL 32707
    Apply
  31. Building Photo - 1695 Lee Rd
    1 BED, 1 BATH
    $1,175

    1695 Lee Rd

    1695 Lee Rd, Winter Park, FL 32789
  32. Building Photo - 114 Eaton St
    2 BEDS, 1 BATH
    $1,190
    Total Monthly Price Total Monthly Price New
    Base Rent$1,190
    Required Monthly FeesNone
    Total Monthly Price$1,190

    114 Eaton St Unit 3

    114 Eaton St, Eatonville, FL 32751
  33. Building Photo - Seabrook
    $207 Off
    Price Drop. $207 Off
    1 BED
    $1,196+
    2 BEDS
    $1,396+

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
    (689) 220-5925
  35. Building Photo - 2426 Branch Way
    1 BED, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    2426 Branch Way Unit 200

    2426 Branch Way, Maitland, FL 32751
  36. Building Photo - Venue At Winter Park
    Rent Special
    Rent Special
    1 BED
    $1,210+
    2 BEDS
    $1,456+
    3 BEDS
    $1,800+

    Venue At Winter Park

    5 Autumn Breeze Way, Winter Park, FL 32792
Showing 42 of 272 results, Page 1 of 7

Winter Park at a Glance

Average Rent

$1,486
(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 737 Sq Ft $1,581/mo
  • Fairview 731 Sq Ft $1,868/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

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Winter Park Apartments for Rent in Your Budget

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