By Andy Neal, Windermere Realtor If you're thinking about buying or selling a home in Windermere, Isleworth, Keene's Pointe, or the surrounding Butler Chain lake communities, you probably have one question on your mind: what is actually happening in this market right now? I pulled the numbers from J

For the last few years, buying a home in Windermere meant moving fast, waiving contingencies, and hoping your offer was the one that stood out among a dozen others. That era isn't entirely gone, but it's fading. Windermere's housing market in 2026 is shifting toward something buyers here haven't see

Most of Florida's housing market is cooling off in 2026. Windermere's $3 million-and-up segment isn't reading the same memo. Statewide, Florida is working through a healthy rebalancing. Inventory is loosening, homes are sitting on the market longer than they did a couple of years ago, and buyers fin