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Showing all results in Winter Park, FL.

Show Nearby Apartments

Townhomes under $1,000 for Rent in Winter Park, FL

1,944 Rentals
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  3. Building Photo - 1891 Oglesby Ave
    3 BEDS, 2 BATHS
    $2,970
    Total Monthly Price Total Monthly Price New
    Base Rent$2,970
    Required Monthly FeesNone
    Total Monthly Price$2,970

    1891 Oglesby Ave

    1891 Oglesby Ave, Winter Park, FL 32789
  6. 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
  9. 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
  12. 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
  22. Building Photo - 7454 Wynnewood Square
    3 BEDS, 3 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    7454 Wynnewood Square

    7454 Wynnewood Square, Winter Park, FL 32792
  28. Building Photo - 5058 Seminole Ave
    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. Building Photo - 7518 Aloma Pines Ct
    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. 4 BEDS, 2 BATHS
    $2,575
    Total Monthly Price Total Monthly Price New
    Base Rent$2,575
    Required Monthly FeesNone
    Total Monthly Price$2,575

    5015 Santee St

    5015 Santee St, Orlando, FL 32804
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  31. 3 BEDS, 2.5 BATHS
    $3,150
    Total Monthly Price Total Monthly Price New
    Base Rent$3,150
    Required Monthly FeesNone
    Total Monthly Price$3,150

    1351 Merrydale Way

    1351 Merrydale Way, Winter Park, FL 32792
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  33. Building Photo - 1886 Demetree Dr
    2 BEDS, 2 BATHS
    $3,350
    Total Monthly Price Total Monthly Price New
    Base Rent$3,350
    Required Monthly FeesNone
    Total Monthly Price$3,350

    1886 Demetree Dr

    1886 Demetree Dr, Winter Park, FL 32789
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  34. 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
  35. 1 BED, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    468 Banyon Tree Cir Unit 202

    468 Banyon Tree Cir, Maitland, FL 32751
  36. 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
  37. Building Photo - 1140 S Orlando Ave
    1 BED, 1 BATH
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    1140 S Orlando Ave Unit Exeter E2

    1140 S Orlando Ave, Maitland, FL 32751

Winter Park at a Glance

Average Rent

$1,446
(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)
  • Neighborhoods Average Sq Ft Average Rent
  • Lake Howell 747 Sq Ft $1,531/mo
  • Fairview 753 Sq Ft $1,841/mo

Education

GreatSchools Rating
Winter Park High

Public High School

Public
Grades 9-12
3,369 Students
GreatSchools Rating
Lake Howell High School

Public High School

Public
Grades 9-12
2,205 Students

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

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