Winter Garden

City of Winter Garden city hall.
Aerial photo of downtown Winter Garden, FL.

Winter Garden, FL Area Guide

Want to know what it's like to live in Winter Garden? Here are the "juicy" details.

Tropical Lakefront Orlando Area Theme Parks Family-Oriented Artistic

Located in western Orange County, Winter Garden welcomes residents with its historic downtown district and community-centered lifestyle. The restored Downtown Historic District features brick-lined streets, local shops, and the Garden Theatre, a cornerstone of the area's entertainment scene. The West Orange Trail winds through downtown, offering miles of paved paths for outdoor recreation. Current rental rates average $1,752 for one-bedroom units, with prices showing a 1.2% decrease over the past year. Housing options range from apartment communities near Winter Garden Village to rentals in established neighborhoods.

Winter Garden's evolution from its citrus industry roots is evident in its thriving downtown area and active community calendar. The downtown farmers' market has become a weekend tradition, while Lake Apopka offers outdoor recreation opportunities along its shores. Stoneybrook West and Wintermere Pointe feature rental communities with contemporary designs and amenities. Located 14 miles west of Orlando, Winter Garden combines convenient access to city amenities while maintaining its distinctive downtown character and strong sense of community.

Rent Trends

As of March 2026, the average apartment rent in Winter Garden, FL is $1,452 for a studio, $1,701 for one bedroom, $2,118 for two bedrooms, and $2,589 for three bedrooms. Apartment rent in Winter Garden has decreased by -3.3% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$1,701/month
766 Sq Ft
House
$3,885/month
2,414 Sq Ft
Condo
$1,855/month
995 Sq Ft
Townhome
$2,676/month
1,669 Sq Ft
See Rental Market Trends in Winter Garden, FL

Getting Around

Explore how walkable, bikeable, drivable, and transit-friendly Winter Garden, FL is for everyday living.

Car-Dependent

40 / 100

This area is considered a car-dependent area and most errands will require a car.

Somewhat Bikeable

46 / 100

You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.

Schools

Whispering Oak Elementary

Public

Grades PK-5

Hamlin Elementary School

Public

Grades K-5

Lake Whitney Elementary

Public

Grades PK-5

Tildenville Elementary

Public

Grades PK-5

Independence Elementary

Public

Grades K-5

Bridgewater Middle

Public

Grades 6-8

Sunridge Middle

Public

Grades 6-8

Hamlin Middle School

Public

Grades 6-8

Lakeview Middle

Public

Grades 6-8

West Orange High

Public

Grades 9-12

Horizon High School

Public

Grades 9-12

Points of Interest

Parks and Recreation

  • Oakland Nature Preserve
  • West Orange Trail
  • George Bailey Park
  • Silver Star Community Park
  • Magnolia Park

Airports

  • Orlando International
  • Orlando Sanford International

Top Apartments in Winter Garden

Houses for Rent in Winter Garden

Property Management Companies in Winter Garden, FL

Search Nearby Rentals

Methodology

† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.

Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.

Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in February 2026.