Authentic Real Estate Team

Gated Communities in Windermere FL The Best Gated Communities in Windermere FL

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5 beds
7 baths
9,267 SqFt

MLS #: O6083126 | Single Family Residence




6 beds
6 baths
8,272 SqFt

MLS #: O6028768 | Single Family Residence




4 beds
5 baths
5,514 SqFt

MLS #: L4933072 | Single Family Residence




5 beds
4 baths
5,093 SqFt

MLS #: O6003662 | Single Family Residence




4 beds
4 baths
3,888 SqFt

MLS #: O6056584 | Single Family Residence




5 beds
4 baths
3,463 SqFt

MLS #: T3316267 | Single Family Residence




4 beds
4 baths
3,954 SqFt

MLS #: O6040927 | Single Family Residence


In the market for a gated community home in the Orlando, Florida’s elite Windermere neighborhood? Authentic Real Estate Team rings the market to you, with a curated collection of homes for sale in a handpicked lineup of Windermere, Florida’s best gated communities.

Windemere is Orlando, FL’s most elite neighborhood, but a gated community levels up the luxury.

Enjoy the peace of mind of gated entries and security patrols, the luxury of high-end homes by renowned builders, and the nonstop fun of resort-style amenities, as well as access to Orlando’s best attractions and points of interest.

And with our partners at premier Orlando realtor, Authentic Real Estate Team, you can enjoy it all for less. Read on to learn more about gated communities in Windemere, or call to start your homebuying journey today!

Get In Touch With us Now!


Why Buy Gated Community Homes for Sale in Windermere?

gated community homes for sale windermere

Windermere boasts Orlando’s most elite market of luxury homes, as well as Convenient access to all the great restaurants, shops, attractions, and other amenities this growing world city has to offer.

And with our selection of gated neighborhood homes for sale in Windemere, FL, you get this complementary pairing in micro.

Enjoy luxury living in top-of-the-line homes, while enjoying the convenience of resort-style amenities at your fingertips.

Scroll below to learn five of the best reasons why you should buy a gated neighborhood home in Windermere, FL.


1. Gated Safety in a Safe City

Whether you’re in the market for a home for you and your family, or a long-term rental for your tenants, safety Is a top homebuying criteria.

For residential homebuyers, safe surroundings are essential to protecting your family and property.

If you’re planning to use your home as a long-term rental, meanwhile, safety is key to maximizing your guests’ experience, the life of your home, and the return on your dollar.

But whether you’re looking to live or invest in Windermere, the safest bet is to buy in a gated community.

With a gated Windemere Community home from Authentic Real Estate Team, you and your tenants can enjoy the safety and peace of mind of a gated entry, 24-hour security patrols, closed-circuit monitoring, and an ethos of neighbor helping neighbor.




Even with thorough inspections and appraisals, the possibility of buying a lemon is always on the table.

But in a gated community, you get the added assurance of quality control.

Because gated communities, especially in upscale neighborhoods like Windermere, FL, have a reputation to uphold.

They strive to maintain the upmost quality across all homes in the community.

Therefore, when you buy a gated Windemere, Florida community home from Authentic Team, you never have to question whether the home you paid for is the home you’re getting.

But quality control is about more than just damage control.

Thus, no matter what type of community home you buy in Windermere, you can expect to find standard luxury features like:


  • Integrated living Spaces
  • High-end finishes
  • Materials made to last
  • Energy efficient, money saving design and technology
  • Fully equipped gourmet kitchens with stainless appliances
  • Stunning Dining spaces
  • Oversized bedrooms and beds
  • Master suites with private luxury bathrooms
  • Inspired design inside and out
  • And more!


3. Access to a Full Range of Luxury Amenities

One of the biggest advantages of buying in a gated community is that, along with your luxury home, you get access to a full range of luxury amenities.

Thus, when you buy a gated Windermere, Florida community home from Authentic Real Estate Team, you or your tenants will enjoy for use of such five-star amenities as:


  • World-class par-72 golf courses
  • Sparkling resort-style pools
  • Playgrounds
  • Upscale bars and restaurants
  • Miles of walking/biking trails
  • Both private and shared boat docks
  • Fitness centers equipped with a full range of free weights and machines
  • Meeting spaces equipped with high-speed Internet
  • And more!


4. An Ideal Place to Buy Your Second Home

Want to own a seasonal home away from home in Central Florida?

With an upscale market of seasonal homes, a pristine natural setting, and a central location near Orlando’s best parks, attractions, and points of interest, Windermere is an ideal place to buy your second home.

And with gated entries and resort-style amenities, our hand-picked lineup of Windermere, Florida communities make the ideal setting.

Enjoy a vacation lifestyle that lasts for the whole season, and the peace of mind of a gated, guarded entrance and HOA to protect your assets while you’re away!


5. A Perfect Storm of Investment Viability

With over 6,000 new arrivals a month, the Orlando area is on track to rival the country’s biggest cities by 2030.

Combined with an historically low inventory of homes, Orlando’s historic growth is driving up home values and rental rates in the area.

This is especially true in Windermere, Orlando’s most highly desirable neighborhood.

And it’s even more true of gated Windemere communities, where inventory is limited to the master plan’s Predetermined number of homes.

Thus, our selection of gated community homes for sale in Windermere, Florida are a perfect storm of investment viability.

Invest in gated exclusivity and Windermere growth today for hi long-term rental rates, a low time to rent, and fast appreciation!


The Top Gated Neighborhoods in Windermere, FL

gated communities in windermere

Windemere is home to some of the most exclusive gated communities in all of Central Florida.

At Authentic Real Estate Team, we’ve spent years getting to know Windemere’s best communities, where top-of-the-line homes and 5-star amenities combine to maximize your quality of life for investment returns.

Discover a few of our favorite Windemere communities below!


1. Isleworth

Isleworth is the most prestigious gated community in Orlando, FL’s most prestigious neighborhood – Windermere.

If you’re looking for the best of the best gated community homes for sale in Windermere, FL, look no further than Isleworth.

These homes must be seen to be believed, but to help you get an idea, think stately façades with inspired architecture, sprawling green lawns with immaculate landscaping, private screened-in swimming pools, gourmet kitchens integrated with formal dining spaces and large living rooms, an array of spacious bedrooms, and much more.

In fact, if you decide to buy in Isleworth, you might just end up neighbors with Tiger Woods, Kaka, or one of the community’s many other high-profile owners.

The luxury continues outside the homes, with gorgeous views and Challenging play courtesy of the Isleworth Golf Course, and a range of 5-star amenities like a spa and salon, adults- and kids-only pools, a state-of-the-art video arcade, tennis courts, a well-appointed fitness center, and exclusive lake access.

Nearby amenities include supermarkets and malls, an array of shops and restaurants, and renowned Orange County Public Schools.
See All Homes For Sale In Isleworth


2. Casabella

Casabella is an upscale community of mansions in prestigious Windermere.

If you’re looking for luxury living, look no further than Casabella.

Homes here come in a range of floor plans and feature fully equipped gourmet kitchens, Various landscape options, open-plan living spaces, and an array of bedrooms including spacious master suites with walk-in closets and en-suite bathrooms.

Casabella also boasts a wealth of luxury amenities, such as a heated grand pool, fitness center, and walking trails.

Moreover, Casabella features a central location near popular points of interest, word-class golf courses, excellent shopping and dining, and top-performing Orange County Public Schools.
See Homes For Sale In Casabella


3. Keene’s Pointe

Keene’s Pointe is ideal for homebuyers looking for a safe, luxurious, and fun lifestyle.

Here, a 24-hour gated/guarded entry protects your loved ones and assets and gives you peace of mind.

Behind the gates, you’ll find high-end homes by premier builders, 2ith luxury finishes, high-grade materials, exquisite design, and meticulous attention to detail.

You’ll also find a generous amount of these package that includes the 18-hole Golden bear golf club, heated pools, basketball and tennis courts, and events pavilion, multi-use green spaces, and more.

Keene’s Pointe is ideally located just minutes from Disney parks and other premiere Orlando attractions, as well as world-class shopping and dining, high-performing elementary, middle, and high schools, grocery stores, and renowned Advent health care facilities.

To get your Keene’s Pointe home for a great low price, contact Authentic Real Estate Team today!
See Homes For Sale In Keenes Pointe


4. Windermere Trails

Looking for a place to raise your family?

The gated Windermere Trails community offers high-end family-friendly living in Orlando, FL’s elite Windermere neighborhood.

Give your kids nonstop entertainment with a community pool, picnic area, playground, an off-leash dog park, while giving them a bright future with zoning for some of Orlando‘s best schools.

What safety?

Windemere boosts one of the lowest crime rates in all of Central Florida.

So, if you’re looking for a great place to settle down with your family, contact our team and ask about Windermere Trails!
See Homes For Sale In Windermere Trails


5. Windermere Sound

Looking for an affordable way to live or invest in upscale Windermere?

Look no further than Windermere Sound!

With large homes starting in the low 200s, Windemere sound boasts the lowest price per square foot of any new community in Windermere.

Looking for a place to invest?

As well as a low-overhead purchase price, Windemere Sound promises high returns with a prime location near superior schools, great shopping and dining, and Orlando‘s most famous theme parks.

In fact, with Disney World just minutes away, residents can see the nightly fireworks from the community!

Offering even more investment viability are a wealth of on-site amenities, including a resort-style pool, sports courts, parks and playgrounds, hiking/biking trails, and more.

If you want to live or invest in this affordable Windermere community, contact Authentic Real Estate Team today!
See All Homes For Sale In Windermere Sound


See All Types of Homes for Sale in Windermere Gated Communities

Windermere is known for its lavish mansions, but its community home market is in reality quite varied.

From apartments to townhomes, to single-family homes, villas, and yes, lots of mansions, Windermere communities are accessible to most homebuyers.

And with Various floorplans and packages of amenities available, they’re amenable to most needs.


See All Vacation Homes For Sale In Windermere FL
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See All One Storey Homes For Sale In Windermere FL
See All Two Storey Homes For Sale In Windermere FL
See All Fully Furnished Homes For Sale In Windermere FL
See All Open Houses Homes For Sale In Windermere FL


Meet the Best Gated Communities Near Orlando Florida

Curious about what else is out there?

At Authentic Real Estate Team, we’ve gotten to know the greater Orlando area on a community-by-community basis.

Thus, we can help you find the best gated community, with the best homes and amenities, in the best Orlando location, for your needs.

If you want to meet the best gated communities near Orlando, call and tell us why you’re buying, and let us introduce you to some of our favorites!
Homes For Sale Near Orlando FL


Talk With the Best Real Estate Agent in Windermere for Your Gated Community Home

gated communities in windermere florida

Over the years, Authentic Real Estate Team has built strong professional relations with Windermere, FL’s premier gated neighborhoods, gaining exclusive access to new listings and great deals, perks we pass along to you, the buyer.

Talk with an Authentic realtor today to find your community dream home for a dream price in Windermere!
Talk With The Best Real Estate Agents Windermere FL


Property Management Services in Windermere FL

With rapid local growth and an aura of prestige, Windermere makes a lucrative place to invest in real estate.

But whether you want to buy a long-term rental or buy and hold second home, your returns will only be as good as your management.

Managing investment real estate is no small feat, but you don’t have to take it on a loan.

With authentic property management, you’ll get a full line of premium property management services to help you protect and potentiate your assets.

Count on us for home watch, leasing, Marketing, Lawn care, pool cleaning and maintenance, and much more.
Meet The Property Management Windermere FL Services!


Sell Your Home in Windermere

It’s a seller’s market in Orlando, and Windermere real estate is hot.

However, if you want to maximize your closing price while minimizing your time to sell, hiring a realtor is key.

Therefore, if you want to sell your gated neighborhood home in Windemere, FL in less time, for more money, you want Authentic Real Estate Team.

At authentic, we can take you from start to finish of your sale, Simplifying the process and maximizing your results.

Our high-quality seller’s services include:


  • optimizing your home for sale by renovating, staging, and pricing it for the unique demands of the Windermere market
  • a multimedia marketing campaign that uses professional photography, listing on over 150 popular real estate sites, email campaigns, social media marketing, live presentations, newsletters, Virtual and in-person showings, open houses, and more!
  • Fielding offers and making strategic, creative, market-savvy counteroffers
  • Inspections and appraisals
  • Title and escrow services
  • Closing day services
  • And more!

Sell Your Home In Windermere FL For The Best Deal!


Buy Your Home in Windermere

So, you want to buy a gated community home in Windermere, Florida?

Buying a home is a long and difficult process, and getting a great deal is even harder.

But you don’t have to go through it alone.

With Authentic Real Estate Team, you’ll have Orlando‘s most experienced realtor by your side through your whole homebuying journey.

We can help you navigate the complicated process of shopping for homes, making market-smart offers, And negotiating with sellers, There with you all the way to closing With superior service and outstanding results.

We’ve helped many homebuyers get more for less in the upscale Windermere community market, And we can help you too.

See how easy homebuying can be with Authentic Real Estate Team!
See All Homes For Sale Windermere FL


Investment Property in Windermere, FL Gated Neighborhood

Want to make Windermere the site of your next great real estate investment?

As the most highly desired neighborhood in one of the country’s fastest-growing regions, Windemere boasts a red-hot investment market.

And with the added prestige of a gated community, added luxury of resort-style amenities, and limited inventory as determined by the developer, you can augment your rates and appreciation substantially.

So, if you’re looking to make a high-yield investment in a high-end Windermere community, look no further than Authentic Real Estate Team.
The Best Of Windermere FL Property Investment


Windermere Gated Community for Second Home

Seasonal real estate should be one part comfort of home and one part extended vacation.

And with our inventory of gated neighborhood homes for sale in Windemere, FL, that’s just what you’ll find.

From fully equipped kitchens with granite countertops and stainless appliances, to open -plan layouts that integrate kitchen, living room, and formal dining space, to oversized bedrooms and beds, cavernous walk-in closets, luxurious bathrooms with his-and-her sinks and whirlpool tubs, and more, these properties have everything you need to feel at home.

Meanwhile, fun-filled community amenities like 18-hole golf courses, resort-style pools, sports courts, and state-of-the-art fitness centers let you enjoy an all-inclusive Vacation lifestyle.
The Best Of Second Home In Windermere FL For Sale


Get the Most Updated Windermere Real Estate Market Data and Statistics!

Real estate is highly dynamic, with the market changing at the national, state, city, and even neighborhood level, all the time.

Therefore, if you want to get the best home for the best deal, you have to keep up with the changes.

And the best way to do that is with the real estate market data.

From average home values to average closing prices, to average days on market, rental rates, list to sell ratios, and more, the market data can help us decide when, where, and what to buy.

Count on Authentic Real Estate Team for all the latest data, trends, and forecasts from the Windermere market.
Check Out Windermere FL Real Estate Market Updated Data And Statistics


Looking for Gated Communities in Windermere? Count On the Best Windermere Florida Real Estate Team!

gated communities windermere

In conclusion, if you’re in the market for a gated neighborhood home in Windermere, FL, let Central Florida’s best community realtors help you get more for less.

Get in touch with us Today!

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