Windermere Florida Communities

Windermere Fl

Windermere, Florida, is a small town nestled among the Butler Chain of Lakes in Orange County. Known for its serene atmosphere, beautiful lakes, and high-end real estate, Windermere is a haven for those seeking a peaceful, luxurious lifestyle. The town is divided into several distinct communities, each with its unique charm and appeal. Here's a detailed look at some of the most prominent communities in Windermere. We have of course listed every single community below for your ease of reference too

1. Isleworth: 

Isleworth is one of the most prestigious and exclusive communities in Windermere. This gated community is home to a collection of custom-designed estates, many of which offer stunning lakefront views and private docks. Isleworth is known for its championship golf course, designed by Arnold Palmer and Steve Smyers, and its 89,000 square foot clubhouse that offers a range of amenities including a fitness center, tennis courts, and a swimming pool. The community is also home to the Isleworth Yacht and Country Club, providing residents with a luxurious lifestyle.

2. Keene's Pointe: 

Keene's Pointe is another upscale gated community in Windermere. It's home to the Golden Bear Club, a private country club designed by Jack Nicklaus. The community features a mix of traditional and Mediterranean-style homes, many of which overlook the golf course or the beautiful Lake Tibet-Butler. Keene's Pointe offers a peaceful, family-friendly environment with a strong sense of community.

3. Windermere Downs: 

Windermere Downs is a community known for its tree-lined streets and family-friendly atmosphere. The homes in this community are diverse in style, ranging from contemporary designs to more traditional Florida homes. One of the main attractions of Windermere Downs is its access to the Butler Chain of Lakes, with a private beach and boat ramp for residents.

4. Reserve at Lake Butler Sound: 

This is a luxury gated community that offers privacy and tranquility. The Reserve at Lake Butler Sound features custom homes, many of which are lakefront or overlook conservation areas. The community is beautifully landscaped and includes a walking trail, a fishing pier, and two English garden parks for residents to enjoy.

5. Waterstone: 

Waterstone is a newer community in Windermere, known for its luxury custom homes and meticulous landscaping. This gated community features a waterfront boardwalk, a park, and a walking trail. Waterstone's location along the shores of Lake Cypress offers residents stunning views and easy access to water activities.

6. Summerport: 

Summerport is a large, family-friendly community that offers a range of housing options, from single-family homes to townhouses and apartments. The community features a clubhouse, a fitness center, several parks, and a community pool. Summerport's location near top-rated schools and shopping centers makes it a convenient place for families to call home.

7. Lakes of Windermere: 

This is a popular community for families, known for its welcoming atmosphere and range of amenities. The Lakes of Windermere features a community pool, a playground, and several sports courts. The community hosts several events throughout the year, fostering a strong sense of community among residents.

Each of these communities contributes to the charm and appeal of Windermere. They offer a range of lifestyle options, from the luxurious and exclusive to the family-friendly and community-oriented. Despite their differences, all of Windermere's communities share a commitment to quality, a love for the town's natural beauty, and a desire to provide a peaceful, enjoyable lifestyle for their residents. Whether you're seeking a luxurious waterfront estate, a home on a quiet, tree-lined street, or a place in a lively, family-friendly community, you'll find it in Windermere.


Windermere Homes to $500K

Windermere Homes $500K to $1M  

Windermere Homes $1m Plus

Windermere Town Homes to $250K  

Windermere Town Homes $250K+ 

Windermere Lakefront Homes to $500K 

Windermere Lakefront Homes  $500K to $1M

Windermere Lakefront Homes $1M+

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 5/24/24 9:57 AM) |

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Wendy Morris LLC
DBA Wendy Morris Realty
Licensed in the State of Florida
BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

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