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.
Windermere’s new Ward Trail bridge opened days before school started. Town Consultant Engineer John Fitzgibbon and the team who made the ten-week deadline.
Keegan and Natalie Berry followed the people they love to Windermere, settling one house away from Natalie’s parents to raise three daughters surrounded by family.
Matt and Kerry McKissock built a life on faith, hard work and gratitude, from Army service to Windermere Dentistry and a family rooted in Central Florida.
Stephen and Amanda Lewis found their way to Windermere on a pandemic-era car date and have been pouring their energy into the community ever since.
After more than 15 years of service, outgoing Windermere Mayor Jim O’Brien and his wife, Kristin, reflect on rebuilding the town’s foundation, the Ward Trail, and a family legacy of showing up.
From the Pocono Mountains to Lake Down, Joe and Amanda Ferst built a family rooted in gratitude, and left one line on their Centennial bench open on purpose.
From an Ocoee baseball legacy to custom homes along the Butler Chain, Bob and Jody Sorenson have built Sorenson Construction, and a family, on faith and trust.
From Toronto to a healthcare technology company and a vineyard wedding in Italy, Arjun and Sara Kumar found home in Windermere, and with it, Solvino.
Army First Sergeant and Disney opening-day cast member, Bob and Kathy McKinley found their way back to each other and to a home in Windermere.
Meet Mike Kleinfelt of Windermere Photography, the decorated law enforcement officer whose camera brings our feature families to life every month.
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.
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.
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.
Motor Volta brings Orange County its first luxury car condominium, and it started with a Windermere neighbor who ran out of room.
Windermere Police Chief David A. Ogden on resilience, SWAT School, and the yards you gain after life knocks you down.
Three Windermere riders earned spots on the fourteen-rider Team USA roster for the 2026 IWWF World Wakesurf Championships in Hangzhou, China.
Kari Fleck of The Real Estate Collection and Q-ICE Builders share the hurricane prep steps Windermere homeowners often miss, from flood coverage to docks.
September is Library Card Sign-up Month. OCLS Director Steve Powell on everything a free library card unlocks, from streaming to Local Wanderer passes.
It began in 1966 with two boys and a prayer. Sixty years later, Edgewood Children’s Ranch is still a home and a school where children find hope.
The Orlando Health Town of Windermere Run Among the Lakes turned twenty-five, with an anniversary medal honoring a hometown hero and a place for everyone.
For the first time, celebrity chefs Michael Mina and Todd English will lead a joint tasting at the Walt Disney World Swan and Dolphin Food & Wine Classic.
Windermere Police Chief David A. Ogden on why hope, more than strength, keeps people going through adversity.
A Community Submission by Tim Leffler from the September 2026 Neighbors of Windermere: a reflection on eternal life as life with the Father, now and forever.
How a lifelong resident and a Florida master sculptor gave Windermere three bronze landmarks made to be touched.
Kari Fleck and René Taubensee on what they are seeing in Windermere’s market and why a thoughtful strategy still finds opportunity.
Steve Powell of the Orange County Library System on the value of your library and the West Oaks Branch 25th anniversary celebration.
A Community Submission by Tim Leffler from the August 2026 Neighbors of Windermere on the new heart and new life God promises.
The Nurture Place has brought trauma-informed counseling and family support to Central Florida since 2019, and Nurture Night celebrates that mission.
For a quarter century, the Run Among the Lakes has been one of Windermere’s traditions, and Neighbors of Windermere is proud to sponsor it.
The Simon Simaan Group is the Official Medal Awards Sponsor of the 2026 Windermere Run Among the Lakes, and runners helped pick the medal.
Dr. Wendi Wardlaw on why puffy eyes can be a sign of an airway or sleep problem, not just a cosmetic one.
The 17th annual Walt Disney World Swan and Dolphin Food & Wine Classic returns Nov. 20 and 21, and the 2026 menu line-up is here.
Windermere Police Chief David A. Ogden on why outrage spreads so easily, and why discernment is the better path for leaders.
Steve Powell of the Orange County Library System on July programs for America’s 250th and summer reading.
Windermere’s Tyler Price is one of 18 students worldwide accepted into Juilliard’s drama program.
Greg Wilhoyte of Action Water Sports on the freedom of a day on the water with family and friends.
A Community Spotlight on Windermere’s most refreshing new venture, a lemonade stand with a very serious leadership team.
Jocklyn Mundy on 25 years of the Town of Windermere Run Among the Lakes, coming Saturday, Oct. 10.
