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Apartments for Rent in Winter Park, FL with Utilities Included

182 Rentals
.
  1. Building Photo - Gables Baldwin Park
    1 Month Free
    1 Month Free
    |
    STUDIO
    $2,266+
    1 BED
    $2,486+
    2 BEDS
    $3,077+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,213 - $4,349
    Required Monthly Fees$53
    Utilities & EssentialsVaries
    Total Monthly Price$2,266 - $4,402

    Gables Baldwin Park

    2050 Jake St, Orlando, FL 32814
    (470) 305-6691
  8. Building Photo - Hannibal Square
    Rent Special
    Rent Special
    STUDIO
    $1,600+
    1 BED
    $1,700+
    2 BEDS
    $1,475+
    3 BEDS
    $1,750+

    Hannibal Square

    433 W New England Ave, Winter Park, FL 32789
    (689) 207-3890
  9. Building Photo - 1913 South Blvd
    1 BED, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    1913 South Blvd Unit B

    1913 South Blvd, Maitland, FL 32751
    (689) 225-6561
  10. Building Photo - Kingswood Apartments
    Good Value
    STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  16. Building Photo - 162 Moyses Rd
    2 BEDS, 2 BATHS
    $1,895

    162 Moyses Rd

    162 Moyses Rd, Winter Park, FL 32792
  31. Building Photo - 2924 Antique Oaks Cir
    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
    Apply
  32. 1 BED, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    151 N Orlando Ave Unit 262

    151 N Orlando Ave, Winter Park, FL 32789
    Apply
  33. 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
  34. 3 BEDS, 2.5 BATHS
    $4,450
    Total Monthly Price Total Monthly Price New
    Base Rent$4,450
    Required Monthly FeesNone
    Total Monthly Price$4,450

    4062 Markham Pl

    4062 Markham Pl, Orlando, FL 32814
    Apply
  35. Rent Special
    Rent Special
    2 BEDS, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    1010 Timor Ave

    1010 Timor Ave, Orlando, FL 32804
    Apply
  36. 3 BEDS, 2.5 BATHS
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    1840 Bachman Way

    1840 Bachman Way, Winter Park, FL 32792
  37. 2 BEDS, 1.5 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    7404 Woodburn Ct

    7404 Woodburn Ct, Winter Park, FL 32792
  38. 1 BED, 1 BATH
    $1,550+
    3 BEDS, 1 BATH
    $1,950+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550 - $1,950
    Required Monthly FeesNone
    Total Monthly Price$1,550 - $1,950

    200 Saint Andrews Blvd

    200 Saint Andrews Blvd, Winter Park, FL 32792
  39. 3 BEDS, 1 BATH
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    2603 musselwhite avenue Unit 2603

    2603 musselwhite avenue, Orlando, FL 32804
  42. 2 Months Free
    2 Months Free
    1 BED
    $1,229

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792
Showing 42 of 43 results, Page 1 of 2

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)
  • Neighborhoods Average Sq Ft Average Rent
  • Lake Howell 726 Sq Ft $1,533/mo
  • Fairview 736 Sq Ft $1,784/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

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