Is Windermere FL Affluent

Fri, Dec 01, 2023 at 4:15AM

Is Windermere FL Affluent? A Hidden Gem
Is Windermere FL Affluent? A Hidden Gem

Is Windermere FL Affluent? Yes It Is, Central Florida's Prosperous Community

Nestled in the heart of Central Florida, Windermere stands as a symbol of affluence and luxury. With its high median household income, exclusive neighborhoods and celebrity residents it’s no wonder that Windermere has become one of the most sought-after communities in the region. But what truly sets this picturesque town apart? In this article we invite you to explore the many facets that make Windermere an enchanting place to call home, and answer the question: is Windermere FL affluent?

Windermere FL

From its close proximity to Orlando and Walt Disney World, to its stunning natural beauty and top-rated schools, Windermere offers a wealth of opportunities for a high quality of life. However, like any desirable location, the town also faces its share of challenges, such as a high cost of living and traffic congestion. As we delve into the various aspects of life in Windermere, we aim to provide a comprehensive understanding of what makes this town both an alluring and complex place to live, while examining the question, is Windermere FL affluent?

Key Takeaways

  • Windermere is a prosperous community with high median household income, luxurious gated neighborhoods and access to Butler Chain of Lakes.

  • It offers low crime rates, top-rated schools and strong sense of community as well as stunning natural beauty.

  • Living in Windermere comes with its own set of challenges such as high cost of living and traffic congestion.

Affluence in Windermere: An Overview

Luxurious homes in Windermere FL

Windermere’s prosperity is reflected in its impressive statistics:

  • Median household income of $131,392, which is markedly higher than other towns in Central Florida

  • Development of several gated neighborhoods, attracting wealthy individuals seeking a luxurious lifestyle

  • Median price of a Windermere home is at $772,000, significantly higher than Orange County’s median cost of $405,000.

The prosperity of this community is defined not only by its financial status but also by its natural allure and tranquility. Windermere offers access to the Butler Chain of Lakes, which consists of several interconnected lakes, providing breathtaking surroundings for its residents. The combination of wealth and natural splendor is a key factor in attracting affluent individuals and families to Windermere.

High Median Household Income

Windermere’s median household income is a staggering three times that of Orange County, making it one of the most affluent communities in the region. With a per capita income of $88,316, the town’s residents enjoy a comfortable standard of living, further solidifying Windermere’s reputation as a prosperous community.

The high income levels in Windermere also contribute to the town’s high demand for luxury real estate and exclusive neighborhoods. This demand for opulent living spaces is a testament to the town’s affluence, and the financial success of its residents plays a significant role in shaping its overall character.

Expensive Homes and Neighborhoods

Windermere is home to a variety of luxurious homes, gated communities, and waterfront properties, all contributing to its affluent reputation. Exclusive neighborhoods in Windermere include:

These gated neighborhood communities offer lavish amenities, such as golf courses, tennis courts, and private clubhouses, catering to the refined tastes of their residents.

The town’s real estate market also boasts a range of waterfront properties along the Butler Chain of Lakes, with price tags in the tens of millions of dollars. These stunning homes provide residents with unparalleled views and access to the lakes, making them highly desirable and contributing to Windermere’s prosperous image.

The Rich and Famous of Windermere

Celebrity mansion in Windermere FL

Windermere has been home to numerous celebrities, athletes, and successful business people, adding to its allure as a prominent community. The town’s exclusive neighborhoods and lavish homes have attracted many sports and Hollywood Celebrities. Their presence in Windermere further solidifies the town’s status as an affluent community.

Not only do these high-profile residents contribute to the town’s wealth, but they also bring a certain cachet to Windermere. The town’s ability to attract such prominent individuals speaks to the high quality of life that it offers, as well as the exclusivity and prestige of its neighborhoods.

Celebrity Residents

The list of celebrities who have called Windermere home is extensive, including:

  • Shaquille O’Neal

  • Johnny Damon

  • David Siegal

  • Mark Tremonti

  • Vince Carter

  • Devon Hester

Their presence in the community contributes to the town’s reputation as a desirable and prestigious location.

Also, these celebrities often participate in local events and charitable initiatives, which increases the appeal of Windermere. Their involvement in the community helps to foster a sense of camaraderie among residents while also showcasing the town’s commitment to supporting various causes.

Athletes and Sports Personalities

Windermere has been a popular choice for professional athletes and sports figures, who are attracted to the town’s upscale neighborhoods and serene environment. Notable sports personalities residing in Windermere include professional golfers Mark O’Meara, Stuart Appleby, Robert Allenby, Charles Howell III, Lee Janzen, and Tiger Woods, as well as NBA players Shaquille O’Neal, and Dwight Howard. Their presence in the town not only contributes to Windermere’s affluence but also brings a unique sense of prestige to the community.

Also, these athletes often engage in local events and support various initiatives, which increases the town’s appeal and promotes unity among its residents.

Successful Business People

In addition to celebrities and athletes, Windermere is also home to many successful entrepreneurs and business executives. These individuals represent a multitude of industries, including real estate, startups, and independent companies. Their presence in the community contributes to Windermere’s overall prosperity and success.

Also, these successful business people positively impact the local economy by providing job opportunities, attracting investment, and encouraging economic growth in the area. Their success and wealth contribute to the overall prosperity of the community, drawing other affluent individuals and businesses to the area.

Proximity to Orlando and Walt Disney World

Proximity to Walt Disney World in Windermere FL

Windermere’s proximity to both Orlando and Walt Disney World offers residents the best of both worlds: the tranquility of a small town combined with easy access to big-city amenities and world-renowned attractions. Walt Disney World is just a 20-minute drive away, while downtown Orlando is roughly 12 miles from Windermere. This prime location enables residents to enjoy a wide variety of recreational, shopping, and dining options while maintaining the peaceful atmosphere of the town.

The impact of Walt Disney World on Windermere is significant. The world-famous attraction has played a significant role in shaping the area’s development, making Windermere a desirable location known for its luxury estates and prestigious lifestyle. The close proximity to Orlando also allows residents to take advantage of the city’s diverse entertainment options, creating a vibrant and dynamic living environment.

Access to Big City Amenities

Living near Orlando offers Windermere residents access to numerous big-city amenities, including:

  • Shopping centers

  • Restaurants

  • Entertainment venues

  • Parks

Despite being a small town, Windermere offers its residents the opportunity to enjoy the best of both worlds: the peacefulness and serenity of a small town, as well as the excitement and convenience of a major city.

Windermere’s close proximity to Orlando also presents opportunities for employment and career advancement, as the city is a major economic center in Central Florida. This combination of a high quality of life and access to big-city amenities makes Windermere a highly attractive place to call home.

Walt Disney World's Influence

Walt Disney World, due to its close proximity and historical significance, has greatly influenced Windermere. The town’s development has been influenced by its close proximity to Walt Disney World, and it has become a desirable locale known for its luxury estates and prestigious lifestyle. Furthermore, the town organizes various community events and boasts a strong sense of community and a close-knit atmosphere.

The presence of Walt Disney World also contributes to the area’s overall appeal, attracting tourists and visitors from around the world. As a result, Windermere benefits from:

  • a thriving local economy

  • a high standard of living

  • a strong sense of community

  • a wide range of recreational activities

  • excellent schools

All of these factors further solidify Windermere’s status as an affluent and sought-after community.

Windermere's Natural Beauty

Scenic view of Butler Chain of Lakes in Windermere FL

One of the most captivating aspects of Windermere is its stunning natural beauty. The town is home to the Butler Chain of Lakes, which consists of several interconnected lakes that provide breathtaking waterfront views for its residents. These pristine landscapes offer a peaceful and picturesque environment, adding to the town’s overall appeal.

In addition to the Butler Chain of Lakes, Windermere is also surrounded by a variety of parks and natural attractions, further enhancing its allure. These well-preserved landscapes contribute to the town’s charm, making it an ideal location for those who appreciate the beauty of nature.

Butler Chain of Lakes

The Butler Chain of Lakes is an interconnected chain of thirteen lakes that offer attractive waterfront real estate and a variety of outdoor activities. These lakes provide residents with unparalleled views and access to various recreational pursuits, such as boating, fishing, kayaking, paddleboarding, and water skiing.

The several lakes in the region are home to a diverse array of wildlife, including:

  • Pelicans

  • Osprey

  • Bald eagles

  • Alligators

  • Assortment of freshwater fish like largemouth bass, crappie and bluegill

The presence of these lakes and the recreational opportunities they provide further enhance the appeal of living in Windermere, making it an ideal location for those who appreciate the great outdoors.

Pristine Landscapes

Windermere’s well-preserved landscapes provide a serene setting for residents to enjoy. The town is surrounded by pristine sand bottom lakes, which contribute to its unique charm. Windermere residents value and appreciate these lakes, making efforts to keep them clean and well-maintained.

In addition to the lakes, Windermere is also home to several parks and natural attractions, such as:

  • Lake Street Park

  • Fernwood Park

  • Central Park

  • Park Among the Lakes

  • Town Square Park

These spaces offer residents the opportunity to connect with nature and engage in outdoor activities, further contributing to the town’s tranquil atmosphere and exceptional quality of life.

Quality of Life in Windermere

Community gathering in Windermere FL

Windermere offers an excellent quality of life, partly due to its low crime rates, high-quality schools, and a strong sense of community. These factors make the town an attractive location for families and individuals seeking a safe, nurturing environment in which to live.

In addition to its natural beauty and affluence, Windermere also prides itself on fostering a close-knit community. Residents are encouraged to participate in various events and initiatives aimed at promoting community spirit, further enhancing the town’s overall appeal and making it an ideal place to call home.

Low Crime Rates

The crime rate in Windermere is comparatively low, thus ensuring a safe environment for its residents. The probability of being a victim of violent crime is 1 in 1001, and the probability of property crime is 1 in 167. Windermere’s crime rates are considerably lower than the national average, making it an appealing location for those seeking a secure place to live.

Most crimes in Windermere are property-related, such as burglary, theft, and motor vehicle theft. The town’s affluence and low crime rates contribute to a peaceful and secure living environment, further solidifying its status as a desirable community.

Top-Rated Schools

Education holds a high priority in Windermere, as shown by the town’s high-quality educational institutions. Schools such as nearby Dr. Phillips Elementary, Southwest Middle, and Dr. Phillips High are highly regarded in the area. These schools offer a wide range of academic programs plus extracurricular activities to cater to the diverse needs and the interests of their students. The new Windermere High School is very highly rated.

Windermere’s commitment to providing top-notch education attracts families seeking the best possible schooling for their children. The town’s dedication to education, combined with its low crime rates and strong sense of community, make it an ideal place for families to put down roots and thrive.

Strong Sense of Community

Windermere prides itself on fostering a strong sense of community among its residents. The town organizes various events and initiatives aimed at promoting community spirit and encouraging residents to come together in support of local causes. Some of these initiatives include Windermere Community Service Day, the Love Windermere Partnership, and the Aspire Program.

By participating in these events and initiatives, residents have the opportunity to connect with their neighbors and contribute to the betterment of their community. This strong emphasis on community involvement and support further enhances the overall appeal and quality of life in Windermere.

Challenges of Living in Windermere

While Windermere has many perks, residing in the town also comes with its unique set of challenges. The high cost of living and traffic congestion can be problematic for some potential residents. However, many believe that the town’s numerous benefits, such as its affluence, natural beauty, and quality of life, far outweigh these challenges.

Despite these difficulties, Windermere remains an attractive option for those seeking a luxurious and peaceful living environment. With its combination of wealth, natural beauty, and strong community values, Windermere continues to be a desirable place to call home.

High Cost of Living

The cost of living in Windermere, especially regarding real estate, can be relatively high. In fact, the cost of living in the town is 43% higher than the national average. This high cost can be prohibitive for some potential residents who may find it difficult to afford the luxurious homes and upscale neighborhoods that characterize the area.

However, for those who can afford the high cost of living, Windermere offers a wealth of benefits and opportunities. The town’s affluence, combined with its natural beauty and strong sense of community, make it an attractive place for those seeking a high-quality lifestyle.

Traffic and Congestion

Traffic and congestion can pose a problem in Windermere, especially during peak hours and tourist seasons. The town does not have a public transportation system, which can contribute to traffic problems. Additionally, the influx of visitors during the tourist season can further exacerbate traffic congestion.

To address these challenges, Windermere has implemented measures such as:

  • Seasonal road closures

  • Park and ride schemes

  • Permit schemes

  • Shuttle buses

  • Road charges for visitors

These measures, along with the town’s many other advantages, help to maintain the overall appeal and desirability of Windermere as a place to live.


In conclusion, Windermere is a unique and captivating community that offers a high standard of living for its residents. With its affluence, natural beauty, top-rated schools, and strong sense of community, the town is an attractive option for those seeking a luxurious and peaceful environment.

While living in Windermere does come with certain challenges, such as the high cost of living and traffic congestion, these drawbacks are often outweighed by the town’s numerous benefits. Ultimately, for those who can afford it, Windermere provides an exceptional quality of life and a beautiful place to call home.

Frequently Asked Questions

How rich is Windermere Florida?

Windermere, Florida is an affluent town with a median household income of $131,392 in 2021. It has a population of 3.05k people and a median age of 52.9.

What famous people live in Windermere Florida?

Millie Bobby Brown, Philip Michael Thomas, Tiger Woods, Ken Griffey Jr. and Vince Carter are some of the notable celebrities that reside in Windermere, Florida.

What types of outdoor activities are available at the Butler Chain of Lakes in Windermere?

At Butler Chain of Lakes in Windermere, you can partake in activities such as boating, fishing, kayaking, paddleboarding, and water skiing.

What are the top-rated schools in Windermere?

Dr. Phillips Elementary, Southwest Middle, and Dr. Phillips High are some of the highest-rated schools in Windermere.

What are some challenges of living in Windermere?

Living in Windermere can be challenging due to the high cost of living and traffic congestion.

Bookmark & Share

User Comments

Be the first to comment on this post below!

Previous Article

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 4/19/24 12:11 PM) |

Listing Search

Translate Tool

Featured Listings
Windermere Real Estate
3.5 BATH
Keene's Pointe - 24 hour gated/attended golf course community in Windermere, Florida. This beautifully well-maintained... Read More
Windermere Real Estate
7.5 BATH
PRICE ENHANCEMENT!!! Step into the world of luxury living with this magnificent $5.1 million dollar home, now at an eve... Read More
Windermere Real Estate
Welcome to 8156 Boat Hook Loop, Unit 614. This Amazing Residence has open/split floor plan. Bright, neutral color pain... Read More
Windermere Real Estate
2.5 BATH
Experience Low-Maintenance Living Near Disney Attractions — Welcome to the impeccably maintained community of Lake Reams... Read More
Windermere Real Estate
Step into this magnificent residence featuring 4 bedrooms and 3 bathrooms. The open-concept layout effortlessly blends t... Read More
Contact Wendy Morris


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

Your privacy is our utmost concern. We will never sell your personal information. Privacy Policy
©2024 windermerefl.com - all rights reserved. | Site Map