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Furnished Apartments for Rent in Winter Park, FL

234 Rentals
.
  2. Building Photo - Seabrook
    Rent Special
    Rent Special
    1 BED
    $1,291+
    2 BEDS
    $1,473+

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
    (689) 220-5925
  3. $250 Off
    Price Drop. $250 Off
    |
    1 BED
    $1,598+
    2 BEDS
    $2,382+
    3 BEDS
    $2,823+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,563 - $2,788
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,598 - $2,823

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  7. Building Photo - 662 Callahan St
    2 BEDS, 1 BATH
    $2,499
    Total Monthly Price Total Monthly Price New
    Base Rent$2,499
    Required Monthly FeesNone
    Total Monthly Price$2,499

    662 Callahan St Unit SI ID1545989P

    662 Callahan St, Winter Park, FL 32789
  9. 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
  13. Building Photo - 2710 Amherst Ave
    1 BED, 1 BATH
    $3,035
    Total Monthly Price Total Monthly Price New
    Base Rent$3,035
    Required Monthly FeesNone
    Total Monthly Price$3,035

    2710 Amherst Ave Unit SI ID1018188P

    2710 Amherst Ave, Orlando, FL 32804
  14. Building Photo - 5312 Poinsetta 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

    5312 Poinsetta Ave Unit 2

    5312 Poinsetta Ave, Winter Park, FL 32792
    Apply
  15. Building Photo - 151 N Orlando Ave
    1 BED, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    151 N Orlando Ave Unit 262

    151 N Orlando Ave, Winter Park, FL 32789
    Apply
  16. 2 BEDS, 2 BATHS
    $2,275
    Total Monthly Price Total Monthly Price New
    Base Rent$2,275
    Required Monthly FeesNone
    Total Monthly Price$2,275

    2912 Plaza Terrace Dr

    2912 Plaza Terrace Dr, Orlando, FL 32803
    Apply
  17. Building Photo - 1442 Palm Ave
    5 BEDS, 6 BATHS
    $9,900

    1442 Palm Ave

    1442 Palm Ave, Winter Park, FL 32789
  22. Building Photo - Grdyn House
    1 BED, 1 BATH
    $950

    Grdyn House

    1855 Eastbrook Blvd, Winter Park, FL 32792
  24. 2 Months Free
    2 Months Free
    1 BED
    $1,299

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792
  25. 1 BED
    $1,895+
    2 BEDS
    $1,775+
    3 BEDS
    $2,205+

    The Q at Maitland

    430 E Packwood Ave, Maitland, FL 32751

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Winter Park at a Glance

Average Rent

$1,479
(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 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)

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

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