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Showing all results in Winter Park, FL.

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Condos under $800 for Rent in Winter Park, FL with Gym/Fitness Center

1,894 Rentals
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  1. Building Photo - 2500 Lee Rd
    1 BED, 1 BATH
    $1,465
    Total Monthly Price Total Monthly Price New
    Base Rent$1,465
    Required Monthly FeesNone
    Total Monthly Price$1,465

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
  4. Building Photo - 1891 Oglesby Ave
    3 BEDS, 2 BATHS
    $2,975
    Total Monthly Price Total Monthly Price New
    Base Rent$2,975
    Required Monthly FeesNone
    Total Monthly Price$2,975

    1891 Oglesby Ave

    1891 Oglesby Ave, Winter Park, FL 32789
  8. Building Photo - 2721 E Marks St
    3 BEDS, 2 BATHS
    $5,800
    Total Monthly Price Total Monthly Price New
    Base Rent$5,800
    Required Monthly FeesNone
    Total Monthly Price$5,800

    2721 E Marks St

    2721 E Marks St, Orlando, FL 32803
  11. Building Photo - 2075 Jewell Ave
    5 BEDS, 4 BATHS
    $6,995
    Total Monthly Price Total Monthly Price New
    Base Rent$6,995
    Required Monthly FeesNone
    Total Monthly Price$6,995

    2075 Jewell Ave

    2075 Jewell Ave, Winter Park, FL 32789
  14. Building Photo - 151 N Orlando Ave
    2 BEDS, 1 BATH
    $1,799
    Total Monthly Price Total Monthly Price New
    Base Rent$1,799
    Required Monthly FeesNone
    Total Monthly Price$1,799

    151 N Orlando Ave Unit 101

    151 N Orlando Ave, Winter Park, FL 32789
  16. Building Photo - 1500 Gay Rd
    2 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    1500 Gay Rd Unit 18A

    1500 Gay Rd, Winter Park, FL 32789
  26. Building Photo - 2120 Derbyshire Rd
    3 BEDS, 2 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    2120 Derbyshire Rd

    2120 Derbyshire Rd, Maitland, FL 32751
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  27. Building Photo - 17 W Winter Park St
    2 BEDS, 1 BATH
    $1,685
    Total Monthly Price Total Monthly Price New
    Base Rent$1,685
    Required Monthly FeesNone
    Total Monthly Price$1,685

    17 W Winter Park St Unit #17

    17 W Winter Park St, Orlando, FL 32804
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  28. 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 2

    5058 Seminole Ave, Winter Park, FL 32792
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  29. 3 BEDS, 2.5 BATHS
    $2,695
    Total Monthly Price Total Monthly Price New
    Base Rent$2,695
    Required Monthly FeesNone
    Total Monthly Price$2,695

    7518 Aloma Pines Ct

    7518 Aloma Pines Ct, Winter Park, FL 32792
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  30. 2 BEDS, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    940 W Fairbanks Ave

    940 W Fairbanks Ave, Orlando, FL 32804
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  31. Building Photo - 1140 S Orlando Ave
    1 BED, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    1140 S Orlando Ave Unit Exeter E2

    1140 S Orlando Ave, Maitland, FL 32751
    Apply
  32. Building Photo - 1695 Lee Rd
    2 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    1695 Lee Rd Unit B106

    1695 Lee Rd, Winter Park, FL 32789
  33. 2 BEDS, 2.5 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    2924 Antique Oaks Cir Unit 48

    2924 Antique Oaks Cir, Winter Park, FL 32792
  34. 3 BEDS, 2 BATHS
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    5417 Ferrol Dr

    5417 Ferrol Dr, Winter Park, FL 32792

Winter Park at a Glance

Average Rent

$1,444
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
6

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)

Education

GreatSchools Rating
Winter Park High

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Lake Howell High School

Public High School

Public
Grades 9-12
Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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