Windermere: 10 Great Places to Live in Orlando in 2023
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Spanning 600 acres among Central Florida’s Butler chain of lakes, Isleworth is one of the country’s most prestigious private golf communities.
Photos by Roberto Gonzalez
Living in Windermere is an experience that encapsulates the quintessential Floridian lifestyle, replete with the serenity of lakeside living, the comfort of a close-knit community, and the charm of meticulously planned homes. Let’s explore the unique characteristics that make Windermere an idyllic residential location.
Windermere, nestled on an isthmus between several lakes, is renowned for its picturesque scenery. The Butler Chain of Lakes, a series of 11 interconnected lakes, serves as the town’s backdrop, providing residents with opportunities for boating, fishing, and enjoying Florida’s sunny climate. Lake Bessie Park, a popular spot among locals, is a testament to the town’s commitment to preserving its natural beauty. Here, residents can take in the stunning lakeside view or enjoy a leisurely picnic in the park’s well-maintained grounds.
Windermere’s quaint downtown offers several casual spots.
The small community feel is another reason why living in Windermere is a delight. The town’s population is just over 3,000, fostering an intimate community where people know their neighbors, and the sense of belonging is palpable. Events like the Windermere Farmer’s Market and the annual Windermere 5K Run Among the Lakes are perfect examples of community engagement, promoting local businesses and fostering health and wellness. The Windermere Wine and Dine, where residents can sample food and wines from local vendors, offers another communal experience.
Windermere is also home to the esteemed Isleworth community, known for its luxury homes and championship golf course. The community is designed with an emphasis on privacy, style, and comfort. Homes here are architectural marvels, boasting custom designs that range from Mediterranean villas to modern mansions. For those desiring a more laid-back lifestyle, the Keene’s Pointe community offers a blend of luxury and tranquility. Here, homes are surrounded by natural beauty, including the Jack Nicklaus Signature Golf Course, making it a haven for golf enthusiasts.
The town’s commitment to education is also noteworthy. Windermere Preparatory School, a private school for students from pre-kindergarten through twelfth grade, offers an International Baccalaureate program, ensuring a high-quality education for its students. Meanwhile, public schools in the area, such as Windermere Elementary and Windermere High School, consistently rank highly in state assessments.
Windermere’s location offers a balanced lifestyle. While it provides the peace and quiet of small-town living, it is just a short drive away from Orlando, giving residents access to a bustling city’s amenities and attractions, including world-renowned theme parks like Walt Disney World and Universal Studios.
Moreover, Windermere’s location offers a balanced lifestyle. While it provides the peace and quiet of small-town living, it is just a short drive away from Orlando, giving residents access to a bustling city’s amenities and attractions, including world-renowned theme parks like Walt Disney World and Universal Studios.
Lastly, the town’s commitment to safety ensures a secure environment for its residents. Windermere’s police department, despite being small, is known for its dedication and efficiency, contributing to the town’s low crime rate.
Windermere offers a distinctive lifestyle that blends the tranquility of lakeside living, the warmth of a tight-knit community, the charm of beautifully designed homes, the commitment to quality education, and the security of a safe environment. These factors, coupled with its proximity to the vibrant city of Orlando, make Windermere a truly fantastic place to call home.
