Windermere, FL Neighborhoods: Your #1 Guide

Located in a beautiful spot carved out of the heart of Orlando, Windermere, FL offers a range of picturesque, luxurious, and family-friendly neighborhoods. In this guide to living in Windermere, FL, we describe many of the best neighborhoods, show you what makes them so desirable, and fill you in on the most exciting things to do in Windermere. So sit back, relax, and prepare to fall in love with this exciting locale.

Living in Windermere, FL

In Windermere, FL, residents enjoy a laid-back lifestyle. The city is surrounded by shimmering lakes and nearby attractions. Here, relaxing, playing, and socializing at any of the thirteen lakes in the Butler Chain is a natural part of daily life. The people who live in Windermere tend to be sophisticated, well-educated, and friendly. 

Who Lives in Windermere?

In 2020, the city had 35,000 people living within its over 100 comfortable neighborhoods.

Who are these people? Let’s take a look at the demographics. The top occupations in Windermere are management, sales, and business/financial operations. There’s room for all in this popular Florida city, with a mix of families, working professionals, and single individuals making up the demographic of the area. 

The average income in Windermere is $125,000, and the top industries are healthcare and professional, scientific, and technical services. This tranquil city makes the ideal home for any craving a down-to-earth, slower-paced way of life. Of all those living in Windermere, 91.6% are homeowners as opposed to renters. And it’s understandable! With its craveable lifestyle and affordable housing, with a median selling price of $736,000, there are so many reasons to make Windermere your new home.  

Types of Neighborhoods

In Windermere, you can find a variety of neighborhoods in Windermere, including golf communities, gated communities, lakeside neighborhoods, and family-friendly areas. With both historic and upscale neighborhoods, it’s easy to find a home where you can live your best life!

What to Do in and Around Windermere

Not only are there many things to do in Windermere, FL itself but all the attractions of Orlando are within a few minutes of driving. Within Windermere, you’ll find a variety of local restaurants as well as upscale chain restaurants. In nearby Doctor Phillips, you can dine in a strip called “Restaurant Row,” with restaurants headed by some of the most talented chefs in Central Florida. 

If you’re looking to shop til you drop, you can stop in at quaint boutiques, suburban shopping districts, and designer retail shops. 

In Windermere, you’re very near many world-famous attractions as well as local events. Some of these include:

• Windermere Farmers Market (every Friday in Downtown Windermere)
• Butler Chain of Lakes fishing tours
• Disney World (10 miles)
• Universal Studios (6 miles)
• The Mall at Millenia (5.7 miles)
• Kennedy Space Center (61.3 miles)
• Cocoa Beach (69 miles)

Types of Real Estate in Windermere

While single-family detached homes dominate the Windermere real estate listings, you can also find:

• Spacious condos
• Luxury apartments
• Affordable duplexes
• Multi-family homes

Regardless of your preferences, Windermere offers a range of housing options in a number of exceptional neighborhoods.

Best Neighborhoods in Windermere, FL

While all of the neighborhoods in Windermere, FL offer a peaceful setting, some stand out above the rest. If you are looking for neighborhoods to buy in Windermere, consider these amazing possibilities!

Isleworth

One of the most prestigious neighborhoods in Windermere, FL, Isleworth is home to an array of beautiful, custom-built single-family homes. The lots in this 600-acre paradise are large, and many of them boast stunning views overlooking the lakes. Building in Isleworth began in 1986, and with 360 homesites, many are still available for new homes.

A golf course designed by golf great Arnold Palmer offers a magnificent setting for exercise, socializing, and enjoying the pleasant climate. The median listing price of homes in Isleworth is around $6 million. The neighborhood is home to professionals, entertainers, and others who prefer a life of luxury.

Estates at Windermere

Another sought-after neighborhood in Windermere, Estates at Windermere offers homes with an average price of $1,649,000. With only 66 single-family home sites in this community, it’s the epitome of an exclusive neighborhood. With upscale homes, oversized lots, and many private pools, the neighborhood is one of the finest in Windermere. 

In this peaceful spot, you’re never far from all the attractions of Central Florida. Schools are exceptional, and amenities include a shopping center and many fine restaurants. People love Estates at Windermere for its beautiful setting, luxurious homes, and convenient access to a range of recreational activities.

Berkshire Park

One of the newer communities in Windermere, Berkshire Park was built between 2006 and 2013. All the upscale homes in this neighborhood are single-family homes and townhouses featuring neo-traditional styles. With an average home price of $640,000, Berkshire Park is one of the most affordable luxury communities you’ll find. 

In this Windermere neighborhood, you’ll find shopping, dining, and exciting opportunities. It’s a family-friendly community with exceptional schools, peaceful parks, and a community swimming pool, all within a few miles of the many amusement parks and attractions of Central Florida. 

Vineyards

Vineyards is another newer, non-gated Windermere community, with its construction beginning in 2013. It features 99 homesites, with several still available for new construction. It’s one of the more affordable neighborhoods in Windermere, with a median sale price of $373,000. Vineyards offers both single-family houses and townhomes.

Vineyards is a wonderful place for families because of its excellent schools and community amenities like children’s playgrounds and pools. The Cornerstone at Summerport Shopping Center is a favorite shopping venue for Windermere locals. 

Balmoral

Balmoral is an exclusive gated community with 32 custom-built homes. Here, home prices range from $600,000 to $1.5 million, offering options for many budgets. The luxurious single-family homes are surrounded by a beautiful, green, natural setting. 

Residents of Balmoral enjoy spending an afternoon at the tennis courts, dining at nearby Restaurant Row, and shopping at the Winter Garden Village Shopping Center. Top schools and a family-friendly atmosphere make this a great neighborhood for families. With Orlando so close, a trip to an amusement park is rarely out of the question. 

Willows at Lake Rhea

If you love getting out in nature, you’ll fit right in at Willows at Lake Rhea. This serene village on the shores of Lake Rhea includes 143 custom-built homes, each on a half-acre lot. The median selling price at Willows is $1.11 million. Some, but not all, of its single-family homes are situated on the lake, creating that desirable lakeside lifestyle that many only dream of!

Among the amenities in this neighborhood are tennis courts, bike trails, a playground, a private park, and a range of water activities. With excellent schools, nearby shopping, and delectable dining, the location is outstanding in its own right and in its proximity to some of the best recreational activities in the state.

Lake Roper Pointe

Lake Roper Pointe is a luxurious but affordable Windermere neighborhood. This small neighborhood still offers lots for new construction homes, as well as well-built existing single-family homes. The median selling price for homes in Lake Roper Pointe is about $1.85 million.

This gated community offers a peaceful environment where families can engage in water activities like boating and fishing or take in a game at the sporting fields at Braddock Park. Schools are top-notch, and Roper YMCA Family Center adds fun activities and events for residents of all ages. 

Chaine Du Lac

Residents of Chaine Du Lac love their private, gated Windermere neighborhood for its natural setting on the shores of Lake Butler. With homes as large as 13,000 square feet, the neighborhood brings a sense of luxury and contentment. The median list price in this neighborhood is $6,200,000 for its grand single-family homes.

The amenities within Chaine Du Lac include parks, boat ramps, and quick access to Restaurant Row, The Mall at Millenia, and exciting Downtown Orlando. Residents find the setting of Chaine Du Lac to be peaceful, friendly, and elegant. 

Windermere Sound

Construction began in Windermere Sound in 2014, and there are still homesites available if you prefer a brand-new build. The community offers pond-front homes as well as modern townhouses. This community is one of the more affordable areas, with an average price of $505,000 for its 290 homes. The single-family homes display traditional style, most with brick-paved driveways and varying in size from 1,600 to 4,000 square feet.

If you feel most at home in a gorgeous natural setting, Windermere Sound is a great place to live. While many homesites are not directly on the lake, the town still has that feeling of a lakeside resort. With excellent schools and many activities and events for everyone, this neighborhood offers a family-friendly environment and reasonable home prices. 

Keene’s Pointe

If you prefer a gated community with a mix of custom-built luxury homes and large estates, Keene’s Pointe will likely catch your eye. This community offers homes with an average price of approximately $2,800,000. It’s an exclusive, gated community, providing a comfortable, private space along Lake Tibet. Keene’s Pointe is also home to the Jack Nicklaus Golf Course, as well as the Golden Bear Club.

You may never want to leave the neighborhood if you live in Keene’s Pointe, with its magnificent landscaping and many amenities, including natural preserves, lakefront views, parks, playgrounds, and basketball courts. Yet, the location is so well-situated that you won’t find it easy to resist a quick trip to Orlando and beyond to see all of Central Florida’s main attractions. 

No matter what home you choose, all the best neighborhoods to buy in Windermere, FL offer something exquisite. Whether you prefer the most opulent properties or simply want a peaceful home for your growing family, you can find the best homes for sale waiting for you in Windermere, FL.