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  2. Building Photo - Rosalia Winter Park 55+ Active Adult Community
    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
  4. 1 BED
    $1,550+
    2 BEDS
    $1,859+
    3 BEDS
    $1,956+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,399 - $2,620
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,550 - $2,771

    Stonecastle Apartment Homes

    2015 New Stonecastle Ter, Winter Park, FL 32792
    (689) 219-5272
  7. STUDIO
    $1,367+
    1 BED
    $1,460+
    2 BEDS
    $1,678+
    3 BEDS
    $1,872+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,356 - $2,096
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,367 - $1,939

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  9. $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
  10. $240 Off
    Price Drop. $240 Off
    1 BED
    $1,420+
    2 BEDS
    $1,523+
    3 BEDS
    $1,864+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400 - $1,870
    Required Monthly Fees$20
    Utilities & EssentialsVaries
    Total Monthly Price$1,420 - $1,890

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
    (689) 219-8770
  11. $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
  14. $408 Off
    Price Drop. $408 Off
    1 BED
    $1,700+
    2 BEDS
    $2,088+
    3 BEDS
    $2,635+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,670 - $3,255
    Required Monthly Fees$30
    Total Monthly Price$1,700 - $3,285

    Audubon Park

    990 Warehouse Rd, Orlando, FL 32803
    (689) 219-8885
  15. 3 BEDS, 2 BATHS
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950

    779 West Lyman Avenue

    779 West Lyman Avenue, Winter Park, FL 32789
    Apply
  17. 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. Good Value
    STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  20. Building Photo - 851 Carver St
    3 BEDS, 2 BATHS
    $2,250

    851 Carver St

    851 Carver St, Winter Park, FL 32789
  36. Building Photo - 1440 Michigan Ave
    2 BEDS, 2 BATHS
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    1440 Michigan Ave

    1440 Michigan Ave, Winter Park, FL 32789
  37. Building Photo - 3463 Arnel Dr
    3 BEDS, 2 BATHS
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950

    3463 Arnel Dr

    3463 Arnel Dr, Winter Park, FL 32792
  38. 2 BEDS, 2 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    625 Trinidad Ct Unit 625

    625 Trinidad Ct, Winter Park, FL 32792
Showing 42 of 281 results, Page 2 of 7

Winter Park at a Glance

Average Rent

$1,474
(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 738 Sq Ft $1,559/mo
  • Fairview 739 Sq Ft $1,879/mo

Average Rent in Nearby Cities

(For 1 bedroom apartments)

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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