Name: Chris Caisse
Facebook Click to view Instagram Click to view Youtube Click to view
Overview Featured Listings Market Report Schools Around The Area Local Advice
Search For Listings
Current Population
84,474

Winter Garden

Located just west of Orlando, Winter Garden blends historic character with a vibrant, modern lifestyle. Its charming downtown, with brick-lined streets, boutique shops, cafes, and the popular weekly farmers market, serves as the heart of the community and a gathering place for residents year-round.

Outdoor enthusiasts enjoy the West Orange Trail for biking and jogging, as well as nearby lakes for boating and fishing. The area is also known for highly rated schools, family-friendly parks, and easy access to major highways, making it a top choice for commuters.

Real estate options range from restored historic homes to contemporary residences in new master-planned communities. Whether you’re drawn to the walkable downtown or the privacy of newer neighborhoods, Winter Garden offers a strong sense of community, steady growth, and an enviable quality of life in Central Florida.

Get Market Report

Free Market Report

Want the full market report for Winter Garden?

We want to ensure that you have all the information needed to make the best decisions when it comes to your home goals. When you enter your info in the form you will get instant access to the area's latest market report, complete with sales and demographic trends.

$772,587
1,025
25/75

Winter Garden

Market Report

Schools In The Area

Browse local schools, complete with ratings and contact info.
Source: Home Junction
Independence Elementary School 407-217-7727 Public KG-5
Water Spring Middle School 407-317-3200 Public 6-8
Bridgewater Middle School 407-905-3710 Public 6-8
Legacy High Charter 407-656-4673 Public 9-12
Independence Elementary School 407-217-7727 Public KG-5
Summerlake Elementary School 407-317-3200 Public KG-5
Maxey Elementary School 407-877-5020 Public PK-5
Whispering Oak Elementary School 407-656-7773 Public PK-5
Hope Charter 407-656-4673 Public KG-8
Tildenville Elementary School 407-877-5054 Public PK-5
Water Spring Elementary School 407-355-5709 Public PK-5
Dillard Street Elementary School 407-877-5000 Public PK-5
Sunridge Elementary School 407-656-0809 Public PK-5
United Cerebral Palsy West Orange Charter 407-852-3300 Public PK-5
Family Christian School 407-656-7904 Private KG-8
Elisha American Performing Arts Academy Chayal 407-801-9727 Private KG-5
The Kings Academy 407-656-5665 Private PK-6
The Goddard School Winter Garden 407-777-2791 Private PK-KG
Montessori Academy of Winter Garden 140-765-6850 Private PK-KG
Cranium Academy 407-294-6950 Private PK-5
Star Child Academy of Winter Garden 407-554-2713 Private PK-5
Water Spring Middle School 407-317-3200 Public 6-8
Independence Elementary School 407-217-7727 Public KG-5
Bridgewater Middle School 407-905-3710 Public 6-8
Maxey Elementary School 407-877-5020 Public PK-5
Summerlake Elementary School 407-317-3200 Public KG-5
Hope Charter 407-656-4673 Public KG-8
Whispering Oak Elementary School 407-656-7773 Public PK-5
Sunridge Middle School 407-656-0794 Public 6-8
Tildenville Elementary School 407-877-5054 Public PK-5
Water Spring Elementary School 407-355-5709 Public PK-5
Dillard Street Elementary School 407-877-5000 Public PK-5
Sunridge Elementary School 407-656-0809 Public PK-5
Lakeview Middle School 407-877-5010 Public 6-8
United Cerebral Palsy West Orange Charter 407-852-3300 Public PK-5
Star Child Academy of Winter Garden 407-554-2713 Private PK-5
Elisha American Performing Arts Academy Chayal 407-801-9727 Private KG-5
Cranium Academy 407-294-6950 Private PK-5
The Kings Academy 407-656-5665 Private PK-6
Esteem Academy 407-521-2358 Public 6-12
Family Christian School 407-656-7904 Private KG-8
Bridgewater Middle School 407-905-3710 Public 6-8
Water Spring Middle School 407-317-3200 Public 6-8
Hope Charter 407-656-4673 Public KG-8
Sunridge Middle School 407-656-0794 Public 6-8
Lakeview Middle School 407-877-5010 Public 6-8
Family Christian School 407-656-7904 Private KG-8
Esteem Academy 407-521-2358 Public 6-12
Legacy High Charter 407-656-4673 Public 9-12
Horizon High School 407-317-3200 Public 9-12
West Orange High School 407-905-2400 Public 9-12
Orange Technical College Westside Campus 407-905-2000 Public 9-12
Esteem Academy 407-521-2358 Public 6-12

Around The Area

Browse through the top rated businesses that Winter Garden has to offer!

Local News & Advice

Read helpful resources and articles related to the area.

View More Articles
Things You Shouldn't Do When Buying a Home

Things You Shouldn't Do When Buying a Home

Should I Rent or Buy a Home?

Should I Rent or Buy a Home?

10 Top Reno's That Will Up the Sale Price of Your Home

10 Top Reno's That Will Up the Sale Price of Your Home

Seeking Expert Advice?

Ready to buy or sell in Central Florida, The Villages, or beyond? I’ll guide you with clear strategy, expert insight, and local experience—so you can make smart moves with confidence from day one.

Book a Consultation