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Apartments under $1,800 for Rent in Winter Park, FL

985 Rentals
.
  3. $286 Off
    Price Drop. $286 Off
    1 BED
    $1,306+
    2 BEDS
    $1,243+

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
    (689) 220-5925
  8. |
    1 BED
    $1,902
    Total Monthly Price Total Monthly Price New
    Base Rent$1,769 - $2,885
    Required Monthly Fees$133
    Utilities & EssentialsVaries
    Total Monthly Price$1,902 - $1,926

    Vintage Winter Park Apartments

    7490 Dwell Well Way, Winter Park, FL 32792
    (689) 220-1305
  10. 1 Month Free
    1 Month Free
    STUDIO
    $1,819
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795 - $2,300
    Required Monthly Fees$24
    Utilities & EssentialsVaries
    Total Monthly Price$1,819 - $2,324

    Enders Place at Baldwin Park

    4220 New Broad St, Orlando, FL 32814
    (689) 220-2141
  12. $383 Off
    Price Drop. $383 Off
    |
    1 BED
    $1,724
    Total Monthly Price Total Monthly Price New
    Base Rent$1,689 - $3,243
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,724 - $2,215

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  13. |
    1 BED
    $1,668
    Total Monthly Price Total Monthly Price New
    Base Rent$1,584 - $2,711
    Required Monthly Fees$84
    Utilities & EssentialsVaries
    Total Monthly Price$1,668 - $1,878

    Cortland Lake Howell

    1280 Vinings Ln, Casselberry, FL 32707
    (321) 710-4674
  25. Exceptional Value
    1 BED
    $1,672
    Total Monthly Price Total Monthly Price New
    Base Rent$1,630 - $1,660
    Required Monthly Fees$42
    Utilities & EssentialsVaries
    Total Monthly Price$1,672 - $1,702

    400 North

    400 N Orlando Ave, Maitland, FL 32751
    (689) 219-4863
  26. 2 Months Free
    2 Months Free
    STUDIO
    $1,775+
    1 BED
    $1,815+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700 - $1,740
    Required Monthly Fees$75
    Total Monthly Price$1,775 - $1,815

    Aurora on the Trail

    825 McCullough Ave, Orlando, FL 32803
    (689) 219-5368
  27. 1 Month Free
    1 Month Free
    STUDIO
    $1,730
    Total Monthly Price Total Monthly Price New
    Base Rent$1,642 - $3,464
    Required Monthly Fees$88
    Utilities & EssentialsVaries
    Total Monthly Price$1,730 - $1,949

    Vida at Health Village

    2680 N Orange Ave, Orlando, FL 32804
    (321) 621-2828
  32. $265 Off
    Price Drop. $265 Off
    1 BED
    $1,320+
    2 BEDS
    $1,410+
    3 BEDS
    $1,720+

    Signal Pointe

    2500 Howell Branch Rd, Winter Park, FL 32792
    (689) 220-5609
  33. 1 BED
    $1,578+
    2 BEDS
    $1,860+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,427 - $2,158
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,578 - $2,064

    Stonecastle Apartment Homes

    2015 New Stonecastle Ter, Winter Park, FL 32792
    (689) 219-5272
  34. $269 Off
    Price Drop. $269 Off
    1 BED
    $1,279+
    2 BEDS
    $1,528+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,161 - $1,545
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,279 - $1,663

    Solis at Winter Park

    7502 Sun Key Blvd, Winter Park, FL 32792
    (321) 366-6748
  36. STUDIO
    $1,367+
    1 BED
    $1,460+
    2 BEDS
    $1,513+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,356 - $1,919
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,367 - $1,879

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  38. $240 Off
    Price Drop. $240 Off
    1 BED
    $1,420+
    2 BEDS
    $1,523+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400 - $1,648
    Required Monthly Fees$20
    Utilities & EssentialsVaries
    Total Monthly Price$1,420 - $1,668

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
    (689) 219-8770
Showing 42 of 140 results, Page 1 of 4

Winter Park at a Glance

Average Rent

$1,483
(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 $1,560/mo
  • Fairview 738 Sq Ft $1,876/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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