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Apartments for Rent in Winter Garden, FL with a Garage

426 Rentals
.
  1. Building Photo - Elan Crown Point
    $360 Off
    Price Drop. $360 Off
    1 BED
    $1,638+
    2 BEDS
    $2,163+
    3 BEDS
    $2,458+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,520 - $3,450
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,638 - $3,568

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  4. Discounts
    Discounts
    |
    1 BED
    $1,682+
    2 BEDS
    $1,971+
    3 BEDS
    $3,458+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,552 - $3,328
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,682 - $3,468

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  6. Building Photo - Casa Mirella
    1 BED
    $1,835+
    2 BEDS
    $2,050+
    3 BEDS
    $2,622+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,666 - $2,453
    Required Monthly Fees$169
    Total Monthly Price$1,835 - $2,622

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  14. 3 BEDS, 2.5 BATHS
    $2,570
    Total Monthly Price Total Monthly Price New
    Base Rent$2,570
    Required Monthly FeesNone
    Total Monthly Price$2,570

    15319 Torpoint Rd

    15319 Torpoint Rd, Winter Garden, FL 34787
    (833) 736-8264
  15. 3 BEDS, 2 BATHS
    $2,675
    Total Monthly Price Total Monthly Price New
    Base Rent$2,675
    Required Monthly FeesNone
    Total Monthly Price$2,675

    239 Traditions Dr

    239 Traditions Dr, Winter Garden, FL 34787
    (833) 736-8264
  16. 4 BEDS, 2 BATHS
    $2,735
    Total Monthly Price Total Monthly Price New
    Base Rent$2,735
    Required Monthly FeesNone
    Total Monthly Price$2,735

    12875 Daughtery Dr

    12875 Daughtery Dr, Winter Garden, FL 34787
    (833) 736-8264
  17. 3 BEDS, 2.5 BATHS
    $2,780
    Total Monthly Price Total Monthly Price New
    Base Rent$2,780
    Required Monthly FeesNone
    Total Monthly Price$2,780

    1907 Seatonham St

    1907 Seatonham St, Winter Garden, FL 34787
    (833) 736-8264
  23. Building Photo - 1021 Temple Grove Pl
    4 BEDS, 5 BATHS
    $8,500
    Total Monthly Price Total Monthly Price New
    Base Rent$8,500
    Required Monthly FeesNone
    Total Monthly Price$8,500

    1021 Temple Grove Pl

    1021 Temple Grove Pl, Winter Garden, FL 34787
  24. Building Photo - 15523 Bay Brg St
    3 BEDS, 3 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    15523 Bay Brg St

    15523 Bay Brg St, Winter Garden, FL 34787
  25. 4 BEDS, 3 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    4878 Coral Bean Aly

    4878 Coral Bean Aly, Winter Garden, FL 34787
  26. 5 BEDS, 5 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    12893 Harvest Rain Ave

    12893 Harvest Rain Ave, Winter Garden, FL 34787
  27. 3 BEDS, 3 BATHS
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850

    15609 Water Spring Blvd

    15609 Water Spring Blvd, Winter Garden, FL 34787
  28. Building Photo - 15621 Water Spring Blvd
    3 BEDS, 3 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    15621 Water Spring Blvd

    15621 Water Spring Blvd, Winter Garden, FL 34787
  37. Building Photo - 1632 Scarlet Oak Loop
    3 BEDS, 2.5 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    1632 Scarlet Oak Loop

    1632 Scarlet Oak Loop, Winter Garden, FL 34787
    Apply
  38. Building Photo - 11745 Via Lucerna Cir
    Rent Special
    Rent Special
    4 BEDS, 3 BATHS
    $4,995
    Total Monthly Price Total Monthly Price New
    Base Rent$4,995
    Required Monthly FeesNone
    Total Monthly Price$4,995

    11745 Via Lucerna Cir

    11745 Via Lucerna Cir, Windermere, FL 34786
    Apply
  39. Building Photo - 920 Westcliffe Dr
    4 BEDS, 2 BATHS
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650

    920 Westcliffe Dr

    920 Westcliffe Dr, Winter Garden, FL 34787
Showing 42 of 133 results, Page 1 of 4

Winter Garden at a Glance

Average Rent

$1,707
(All bedrooms and property types)
Learn more about
Average Rent in Winter Garden
7

School Rating

out of 10 Rating
Learn more about
Schools in Winter Garden

Winter Garden, FL Apartments for Rent

Winter Garden is a city in western Orange County located about 14 miles west of Downtown Orlando, known for its restored historic downtown district with brick-lined streets and the popular West Orange Trail that winds through the heart of the city. Those looking for apartments for rent in Winter Garden will find a range of housing options, from modern apartment communities near Winter Garden Village to rentals in established neighborhoods like Stoneybrook West and Wintermere Pointe, with average one-bedroom rents around $1,736 per month.

Renting in Winter Garden offers convenient access to both local amenities and the greater Orlando metropolitan area. The downtown area features local shops, dining options, and the Garden Theatre for entertainment, while the weekend farmers market has become a community tradition. The West Orange Trail provides miles of paved paths for outdoor activities, and Lake Apopka offers additional recreation opportunities nearby. Residents benefit from the city's location along State Road 50 and the Florida Turnpike, making commutes to Orlando and surrounding areas straightforward, while still enjoying the city's distinctive downtown character and community atmosphere.

Renting in Winter Garden

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Garden

(For 1 bedroom apartments)

Education

GreatSchools Rating
West Orange High

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Horizon High School

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Orange Technical College Westside Campus

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Bridgewater Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Water Spring Middle School-0482

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Sunridge Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Hamlin Middle School

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Lakeview Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Hamlin Elementary School

Public Elementary School

Public
Grades K-5
Students
GreatSchools Rating
Atwater Bay Elementary School

Public Elementary School

Public
Grades K-5
Students

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

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