Stories
Run Among the Lakes: Celebrating 25 Years
The Orlando Health / Town of Windermere Run Among the Lakes turned twenty-five this year, and the town marked the occasion the way Windermere marks most things that matter: together, on its own home ground, with neighbors showing up for one another and cheering at every turn.
3 Things Sellers Can Do Before the Appraiser Arrives
New appraisal rules begin November 2, 2026. Kari Fleck of The Real Estate Collection and Rene Taubensee of OnQ Home Loans share how Windermere sellers and buyers can prepare.
No Tricks, Just Treats from Your Library
Symphony storytimes, Halloween crafts, a fall plant clinic and book clubs: the Orange County Library System has a season full of treats for every age.
Walt Disney World Swan and Dolphin Becomes Largest Convention Hotel on US Eastern Seaboard
A new 100,000-square-foot event venue makes the Walt Disney World Swan and Dolphin the largest convention hotel on the US Eastern Seaboard.
Olive Luxury Ride: Luxury Transportation, Elevated
Serge, owner of Windermere’s Olive Luxury Ride, built his chauffeur service on three words: luxury, comfort, reliability.
The Glow Windermere Can’t Stop Talking About
Windermere’s own Lee Howell and Wonderly Lights of Orlando design custom holiday, permanent roofline and landscape lighting for homes across Isleworth, Bay Hill, Keene’s Pointe and Golden Oak.
An Extension of Home
Motor Volta brings Orange County its first luxury car condominium, and it started with a Windermere neighbor who ran out of room.
Seeds of Leadership: Yards After Contact
Windermere Police Chief David A. Ogden on resilience, SWAT School, and the yards you gain after life knocks you down.
Team USA, By Way of Windermere
Three Windermere riders earned spots on the fourteen-rider Team USA roster for the 2026 IWWF World Wakesurf Championships in Hangzhou, China.