Winter Garden neighborhoods with the market data that actually moves a decision.
410 Winter Garden community guides, each with real pricing, HOA/CDD reality, and flood/insurance posture. Below: the Winter Garden market snapshot, then every community we cover.
All Winter Garden communities (410) · page 2
Winter Garden ShoresWinter Garden Shores in Winter Garden, FL: 80 homes built 1928–2019, ~1,718 sq ft, 3 bd/2 ba. ZIP 34787 median $598K, 352 for sale.Winter Garden ShoresWinter Garden Shores in Winter Garden, FL: Recent sales median $454K (2025), $328/sq ft, 17 sales since 2005, 453 homes, built 1906-2024.Winter Garden ShoresWinter Garden Shores in Winter Garden, FL: Recent sales median $500K (2025), $378/sq ft, 46 sales since 2005, 95 homes, built 1920-2021.Winter Garden TrailsWinter Garden Trails in Winter Garden, FL: Median sale $485K (2026), median 29 days on market. Live Stellar MLS data and public records.Winter GroveWinter Grove in Winter Garden, FL: Median sale $1.08M (2026), 11 homes, built 2024-2024, median 0 days on market. Live Stellar MLS data and public…Winter GroveWinter Grove in Winter Garden, FL: Median sale $1.15M (2026), median 0 days on market. Live Stellar MLS data and public records.Winter OaksWinter Oaks in Winter Garden, FL: Median sale $640K (2026), 37 homes, built 2003-2006, median 21 days on market. Live Stellar MLS data and public…Wintermere HarborWintermere Harbor in Winter Garden, FL: 124 homes, built 1986-2014. Live Stellar MLS data and public records.Wintermere PointeWintermere Pointe in Winter Garden, FL: Median sale $560K (2026), 202 homes, built 1999-2005, median 16 days on market.Woodbridge On GreenWoodbridge On Green in Winter Garden, FL: Median sale $630K (2026), 56 homes, built 1987-2015, median 39 days on market.