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Apartments with Rent Specials Winter Park, FL

864 Rentals
.
  2. Building Photo - Gables Baldwin Park
    Rent Special
    Rent Special
    |
    STUDIO
    $2,316+
    1 BED
    $2,451+
    2 BEDS
    $3,116+
    3 BEDS
    $3,935+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,268 - $8,229
    Required Monthly Fees$48
    Utilities & EssentialsVaries
    Total Monthly Price$2,316 - $4,530

    Gables Baldwin Park

    2050 Jake St, Orlando, FL 32814
    (470) 305-6691
  4. Rent Special
    Rent Special
    1 BED
    $1,306+
    2 BEDS
    $1,243+

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
    (689) 220-5925
  8. 1 Month Free
    1 Month Free
    STUDIO
    $1,819+
    1 BED
    $1,944+
    2 BEDS
    $2,674+
    3 BEDS
    $3,280+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795 - $3,274
    Required Monthly Fees$24
    Utilities & EssentialsVaries
    Total Monthly Price$1,819 - $3,298

    Enders Place at Baldwin Park

    4220 New Broad St, Orlando, FL 32814
    (689) 220-2141
  10. Rent Special
    Rent Special
    |
    1 BED
    $1,764+
    2 BEDS
    $2,093+
    3 BEDS
    $3,041+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,729 - $5,957
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,764 - $3,041

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  18. 2 Months Free
    2 Months Free
    STUDIO
    $1,775+
    1 BED
    $1,815+
    2 BEDS
    $2,375+
    3 BEDS
    $2,994+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700 - $3,255
    Required Monthly Fees$75
    Total Monthly Price$1,775 - $3,330

    Aurora on the Trail

    825 McCullough Ave, Orlando, FL 32803
    (689) 219-5368
  25. 2 Months Free
    2 Months Free
    1 BED
    $2,022+
    2 BEDS
    $2,460+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,827 - $2,691
    Required Monthly Fees$195
    Utilities & EssentialsVaries
    Total Monthly Price$2,022 - $2,886

    Rosalia Winter Park 55+ Active Adult Community

    3045 Aloma Ave, Winter Park, FL 32792
    (321) 320-8654
  29. Building Photo - Kingswood Apartments
    Rent Special
    Rent Special
    STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  30. Building Photo - Venue At Winter Park
    Rent Special
    Rent Special
    1 BED
    $1,153+
    2 BEDS
    $1,451+
    3 BEDS
    $1,741+

    Venue At Winter Park

    5 Autumn Breeze Way, Winter Park, FL 32792
  32. 1 Month Free
    1 Month Free
    1 BED
    $1,699+
    2 BEDS
    $1,899+

    The Fisher

    2001 Glenridge Way, Winter Park, FL 32792
  33. 2 Months Free
    2 Months Free
    1 BED
    $1,349

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792
  34. 2 Months Free
    2 Months Free
    1 BED
    $1,369+
    2 BEDS
    $1,349+
    3 BEDS
    $1,899+

    Sapphire Winter Park

    1743 Semoran North Cir, Winter Park, FL 32792
  35. 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
  36. Welcome to Azure Winter Park - Azure Winter Park
    Rent Special
    Rent Special
    STUDIO
    $1,049+
    1 BED
    $1,249+
    2 BEDS
    $1,349+
    3 BEDS
    $2,199+

    Azure Winter Park

    3650 Summer Wind Dr, Winter Park, FL 32792

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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

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.

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