Waterside

Waterside is a gated community on the south shore of Johns Lake in Winter Garden, FL 34787, off Marsh Road west of Avalon Road (CR 545). SR 429 and SR 50 are close by, downtown Winter Garden is about 15 minutes away, and Walt Disney World is roughly 20–25 minutes.

Yes. Waterside has gated entries. The community includes several sections, including The Landings, The Strand, and The Cove.

Waterside was built by Standard Pacific Homes, which became CalAtlantic Homes and is now part of Lennar, with most homes built between about 2016 and 2022.

Waterside is made up of about 440 single-family homes (Orange County Property Appraiser records), including lakefront homes on Johns Lake. Based on MLS listings and sales from the past 12 months, homes typically range from about 1,690 to 4,450 square feet with 3 to 6 bedrooms, on lots of roughly 0.11 to 0.23 acres.

The median sale price in Waterside over the past 12 months was about $670,000 (MLS data, September 2026). For today's numbers, see the live stats and current listings at the top of this page.

Recent MLS listings show Waterside HOA dues of roughly $212 to $215 per month as of September 2026. Ask for the specific home's HOA and any CDD amounts before making an offer.

The master association is Waterside on Johns Lake Community Association, Inc., with a separate Phase 1 association. According to the community's website, it is managed by Artemis Lifestyle Services. Confirm current management in the resale documents.

Orange County Public Schools' 2026-27 school zones place Waterside in Hamlin Elementary, Hamlin Middle, and West Orange High School.

Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.

Waterside amenities include a clubhouse, fitness center, pool, pavilion, playground, walking trails, and a community dock on Johns Lake. Many lakefront homes have private docks.