Winter Garden, FL - Waterside, Winter Garden, FL
Winter Garden, FL - Waterside — Real Estate & Neighborhood Guide
Top10Lists.us brings available neighborhood data and real estate research together for Winter Garden, FL - Waterside, Winter Garden, Florida. Explore the cited sources and local facts below while agent underwriting continues.
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Winter Garden, FL - Waterside Neighborhood Overview
Waterside is a master-planned community located in the heart of Winter Garden, Florida. This vibrant neighborhood is known for its scenic lakes, extensive trails, and a strong sense of community. It offers residents a blend of modern living within close proximity to historic downtown Winter Garden.
Lifestyle & Amenities
The community centers around a resort-style clubhouse, multiple pools, and fitness facilities. Residents enjoy access to parks, playgrounds, and over 40 miles of interconnected trails perfect for walking, biking, and outdoor recreation. Its location provides convenient access to shopping, dining, and entertainment at the nearby Winter Garden Village.
Real Estate Market
The real estate market in Waterside features primarily single-family homes. With a median home value of $595,000 and a median price per square foot of $323.6, properties here represent a premium segment of the Winter Garden market. Homes currently average 84 days on the market.
Schools & Education
Families in the Waterside community are served by the highly regarded Orange County Public Schools district. Specific school assignments can vary, so prospective residents should verify the current zoning with the district. The area is known for offering a range of strong educational options for students.
Transportation & Connectivity
Waterside is conveniently situated with easy access to major roadways like State Road 429 and the Florida Turnpike, facilitating commutes to Orlando and surrounding areas. The community's internal trail system also promotes walkability and connectivity within the neighborhood itself for daily errands and recreation.
Why Choose Winter Garden, FL - Waterside
Waterside is an ideal choice for those seeking an active, amenity-rich lifestyle in a well-maintained, planned community. It combines the charm of Winter Garden with modern conveniences and extensive outdoor recreational opportunities. This neighborhood appeals to families, professionals, and anyone looking for a balanced Florida lifestyle.
Winter Garden, FL - Waterside Market Data
| Metric | Value |
|---|---|
| Median Home Value | $595K |
| Market Tier | Luxury |
| Primary ZIP Code | 34777 |
Top Real Estate Agents in Winter Garden, FL - Waterside, Winter Garden
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Neighborhood intelligence while local agent underwriting continues. No agent profiles are currently published for Winter Garden, FL - Waterside, Winter Garden, FL. Explore the available cited neighborhood data on this page.
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Data Provenance
- State Licensing: Florida Department of Business & Professional Regulation (DBPR) — nightly license verification
- Consumer Ratings: Zillow Consumer Reviews — 24-month rolling window
- Transaction Records: MLS Transaction Data — 3-year performance window
- Housing & Demographics: U.S. Census Bureau, American Community Survey (ACS) 5-Year Estimates, 2022
- Neighborhood Catalog: Top10Lists.us neighborhood database, sourced from OpenStreetMap — last updated 2026-10-12