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Apartments under $1,900 for Rent in Winter Park, FL

1,098 Rentals
.
  3. |
    1 BED
    $1,890
    Total Monthly Price Total Monthly Price New
    Base Rent$1,757 - $3,260
    Required Monthly Fees$133
    Utilities & EssentialsVaries
    Total Monthly Price$1,890 - $2,011

    Vintage Winter Park Apartments

    7490 Dwell Well Way, Winter Park, FL 32792
    (689) 220-1305
  4. $207 Off
    Price Drop. $207 Off
    1 BED
    $1,196+
    2 BEDS
    $1,376+

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
    (689) 220-5925
  13. Rent Special
    Rent Special
    |
    1 BED
    $1,722
    Total Monthly Price Total Monthly Price New
    Base Rent$1,687 - $3,255
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,722 - $2,216

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  14. |
    1 BED
    $1,630+
    2 BEDS
    $1,970+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,546 - $3,010
    Required Monthly Fees$84
    Utilities & EssentialsVaries
    Total Monthly Price$1,630 - $2,040

    Cortland Lake Howell

    1280 Vinings Ln, Casselberry, FL 32707
    (321) 710-4674
  27. Good Value
    STUDIO
    $1,775+
    1 BED
    $1,835+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700 - $1,886
    Required Monthly Fees$75
    Total Monthly Price$1,775 - $1,961

    Aurora on the Trail

    825 McCullough Ave, Orlando, FL 32803
    (689) 219-5368
  30. 1 Month Free
    1 Month Free
    STUDIO
    $1,715+
    1 BED
    $1,934+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,627 - $8,183
    Required Monthly Fees$88
    Utilities & EssentialsVaries
    Total Monthly Price$1,715 - $2,102

    Vida at Health Village

    2680 N Orange Ave, Orlando, FL 32804
    (321) 621-2828
  37. $265 Off
    Price Drop. $265 Off
    1 BED
    $1,275+
    2 BEDS
    $1,370+
    3 BEDS
    $1,750+

    Signal Pointe

    2500 Howell Branch Rd, Winter Park, FL 32792
    (689) 220-5609
  38. 1 Month Free
    1 Month Free
    1 BED
    $1,556+
    2 BEDS
    $1,834+
    3 BEDS
    $1,956+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,405 - $2,398
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,556 - $2,542

    Stonecastle Apartment Homes

    2015 New Stonecastle Ter, Winter Park, FL 32792
    (689) 219-5272
  39. $269 Off
    Price Drop. $269 Off
    1 BED
    $1,410+
    2 BEDS
    $1,554+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,292 - $1,571
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,410 - $1,689

    Solis at Winter Park

    7502 Sun Key Blvd, Winter Park, FL 32792
    (321) 366-6748
  40. Rent Special
    Rent Special
    STUDIO
    $1,154+
    1 BED
    $1,477+
    2 BEDS
    $1,475+
    3 BEDS
    $1,878+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,143 - $2,231
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,154 - $2,183

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  42. $220 Off
    Price Drop. $220 Off
    1 BED
    $1,410+
    2 BEDS
    $1,725+
    3 BEDS
    $1,853+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,390 - $2,019
    Required Monthly Fees$20
    Utilities & EssentialsVaries
    Total Monthly Price$1,410 - $2,039

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
    (689) 219-8770
Showing 42 of 149 results, Page 1 of 4

Winter Park at a Glance

Average Rent

$1,471
(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 $1,580/mo
  • Fairview 733 Sq Ft $1,862/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

Winter Park Apartments for Rent in Your Budget

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