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  5. 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
  6. 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
  18. Building Photo - 770 Baffie Ave
    3 BEDS, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    770 Baffie Ave

    770 Baffie Ave, Winter Park, FL 32789
  21. 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
  26. Front of House - 281 Shell Pt E
    4 BEDS, 4.5 BATHS
    $20,000
    Total Monthly Price Total Monthly Price New
    Base Rent$20,000
    Required Monthly FeesNone
    Total Monthly Price$20,000

    281 Shell Pt E

    281 Shell Pt E, Maitland, FL 32751
    Apply
  27. Building Photo - 10 W Evans St
    3 BEDS, 1.5 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    10 W Evans St

    10 W Evans St, Orlando, FL 32804
  39. 1 BED, 1 BATH
    $1,200

    301 Clark St

    301 Clark St, Eatonville, FL 32751
Showing 42 of 66 results, Page 1 of 2

Winter Park at a Glance

Average Rent

$1,455
(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

Winter Park, FL Houses 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)
  • Neighborhoods Average Sq Ft Average Rent
  • Lake Howell 747 Sq Ft $1,534/mo
  • Fairview 750 Sq Ft $1,903/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.

Apartments for Rent Near Winter Park by Neighborhoods

Apartments for Rent Near Winter Park

Winter Park Apartments for Rent in Your Budget

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