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Apartments For Rent By Owner in Winter Park, FL

10 Rentals
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  2. 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
    Apply
  3. 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
    Apply
  4. 2 BEDS, 1 BATH
    $1,375
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375
    Required Monthly FeesNone
    Total Monthly Price$1,375

    2500 Lee Rd Unit 212

    2500 Lee Rd, Winter Park, FL 32789
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  5. 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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  6. 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
    Apply
  7. 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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  8. 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
  9. 3 BEDS, 2 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    1613 Winter Green Blvd

    1613 Winter Green Blvd, Winter Park, FL 32792
  10. 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
  11. Rent Special
    Rent Special
    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

    2520 Caper Ln Unit 102

    2520 Caper Ln, Maitland, FL 32751

Winter Park at a Glance

Average Rent

$1,459
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
6

School Rating

out of 10 Rating
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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)

Average Rent in Nearby Cities

(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.

Apartments for Rent Near Winter Park

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Frequently asked questions about renting in Winter Park, FL

What are the average rent costs in Winter Park, FL?

The average rent in Winter Park, FL is $1,459.

What are the average rent costs of a studio apartment in Winter Park, FL?

The average rent for a studio apartment in Winter Park, FL is $1,365.

What are the average rent costs of a one bedroom apartment in Winter Park, FL?

The average rent for a 1 bedroom apartment in Winter Park, FL is $1,459.

What are the average rent costs of a two bedroom apartment in Winter Park, FL?

The average rent for a 2 bedroom apartment in Winter Park, FL is $1,740.

What are the average rent costs of a three bedroom apartment in Winter Park, FL?

The average rent for a 3 bedroom apartment in Winter Park, FL is $2,046.

What are the average rent costs of a four bedroom apartment in Winter Park, FL?

The average rent for a 4 bedroom apartment in Winter Park, FL is $1,775.

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