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Windermere Real Estate

Everything you need to know about living in Windermere Florida. 

Homes for sale in Windermere are some of the most sought after properties in Orlando and Central Florida. Located in West Orange County and nestled between one of the most beautiful chains of lakes in all of America. The Butler Chain of Lakes made up of 11 pristine lakes that are all connected via canals. Windermere is a boaters paradise, with many boaters congregating on the Infamous Bird Island.  Bird Island is a small island with a sand bar located in Lake Butler. If you are looking for a home for sale in Windermere you have several great choices to make. Purchase a home in one of Orlando’s most exclusive neighborhoods such as Keene’s Pointe, Isleworth Country Club, or Lake Butler Sound or choose to live in Downtown Windermere where you will find charming homes situated along beautiful sand roads. Lakefront living is a major draw to Windermere and several communities and areas offer direct access to the Butler Chain of Lakes.

Downtown Windermere homes for sale
How far is Windermere from Disney
Is Windermere Family Friendly?
What are the best schools in Windermere?
What County is Windermere in?
What is there to do in Windermere?
The Butler Chain of Lakes
New home communities in Windermere
Sell my Windermere home

Downtown Windermere homes for sale


Downtown Windermere homes for sale

Homes for sale in Downtown Windermere range from original single-story homes to lakefront mega-mansions.  Downtown Windermere is the original neighborhood of Windermere, many homes are still built on sand roads.  This offers Windermere homes a unique charm that is hard to find in Orlando.  The most popular roads to live in Downtown Windermere will be 2nd Avenue and Pine Street.  Both these streets have complete tarmac road access. 

Land and small homes on the lakes of Windermere start at just under $1 million but can reach up to an excess of $25 million.


How far is Windermere to Disney World, Orlando

Windermere is located in Orange County and just north of Disney World making it one of the closest residential areas to Disney World, Orlando.

  • Disney World is just 13 miles  from Downtown Windermere
  • The Magic Kingdom is 13 miles from Downtown Windermere
  • The Animal Kingdom is 15 miles from Downtown Windermere
  • Hollywood Studios is 14.5 miles from Downtown Windermere
  • Epcot is 14 miles from Downtown Windermere
  • Disney Springs is 10 miles from Downtown Windermere
  • Universal Studios is 6.5 miles from Downtown Windermere
  • Sea World is 11 miles from Downtown Windermere
  • Downtown Orlando is 12 miles from Downtown Windermere

Is Windermere Florida a good place to live?

Windermere is one of, if not the best places to live in Orlando.  Only Winter Park, Winter Garden, and Lake Nona can rival Windermere, however, none can match its proximity to Disney World. Living in Windermere is one of the safest areas to reside in Orlando, choose a gated community like Keenes Pointe or Isleworth for even more security.  Windermere is also a fairly religious area with some fairly large churches in the area, the main one being located directly in Downtown Windermere, Family Church, Windermere Campus.


Is Windermere Family Friendly

Windermere, Orlando is one of the most family-friendly areas you could ever live in Central Florida. Windermere is home to some of the best schools in Orlando including Windermere Prep. Downtown Windermere has several well-maintained children’s parks including swings and slides.  Neighborhood basketball courts and tennis courts as well as many safe areas to walk along the backstreets of Windermere and around the lakes. 


The best schools in Orlando, Florida

If you are looking to move to Orlando then looking for a great school district is often on the top of your list. Luckily Windermere will tick all the boxes, not only is it one of the best places to live it also has the highest-ranked schools in all of central Florida.

  • Windermere Elementary School
  • Windermere Preparatory School a private PK-12 school that is ranked as one of the best
  • Windermere High School
  • Olympia High School


What County is Windermere Florida

Windermere, Orlando is located in Orange County, one of the largest counties in central Florida. Orange Country stretches from Windermere all the way to Downtown Orlando. To distinguish itself, Windermere is often known to be located in West Orange County.


Where is the safest place to live in Orlando Florida?

Windermere and its surrounding neighborhoods are the safest places to live in Orlando. Windermere has an extremely low crime rate and is well known for its high end and well-established community. Windermere has its own police department dedicated to the small community of Windermere. Due to the proximity to Disney World police presence in the area is generally very high and the crime rate very low. If safety is of concern the consider buying a home in Windermere in one of the amazing gates and secured communities. 

The top gated communities in Windermere

America’s largest private residence

America’s largest private residence the “Versaille mansion” is located in Windermere. Positioned in a stunning lot in Lake Butler Sound overlooking Lake Butler.  The Palace of Versaille is a 95,000 mega-mansion that features 14 bedrooms, three indoor pools, an indoor roller rink, 2 lane bowling alley, and more.  The home is owned by timeshare mogul David and Jackie Siegel founder of Westgate Resorts. You may also like to see which other Celebrities live in Orlando, Florida here.


What is there to do in Windermere, Orlando?

Windermere Golf Courses


Windermere golf homes for sale

Orlando is a golfers paradise and Windermere is no exception.  In fact, Windermere is home to some of the World’s most famous courses including Bay Hill (Technically in Dr. Phillips) home to the Arnold Palmer international that is held here every year, Keene’s Pointe and   Isleworth Country and Golf Club.  Isleworth is home to a stunning course with many famous golfers having called Isleworth home including Tiger Woods, Stuart Appleby, Mark O’Meara, Robert Allenby, Charles Howell lll, and Paula Creamer.  

Food trucks

On the last Friday evening of every month, Windermere is greeted by some incredible food trucks. Residents from all Windermere communities come together and enjoy the relaxed evening and enjoy sampling the many different styles of food available. From Cajun cuisine to Pizzas and more. There really is something for everyone at the Windermere Food Trucks. 

Farmers Market

Each Friday from 10 – 2 Windermere comes alive with a wonderful Farmers Market. Farmers Market stall lineup in downtown Windermere just outside the Town Hall. Fresh fruit and veg stalls, bakeries, unique gifts, and more. Come and check it out and buy some local produce. 

Dixie Cream Cafe

Any Windermere resident will tell you about Dixie Cream cafe, family-owned and operated this quaint breakfast and lunch cafe serves us delicious homemade southern style breakfasts and lunches made from scratch. Located in Downtown Windermere just off Main Street.

Opening times 8 am – 2.30 PM daily but closed on Mondays

Paloma Coffee Co


Paloma Coffee Company, Windermere

One of the best coffee shops in all of Orlando.  Paloma Coffee Co is located directly on Main Street in Downtown Windermere.  This charming coffee shop offers locally baked goods and freshly roasted coffee from Panther Coffee in Miami.  Enjoy the best caramel latte using their homemade syrups and enjoy the beautiful Florida weather in their picturesque courtyard. 

Open daily – 8 am – 5 pm, Weekends until 4 pm.

Allen’s Ice cream

A local favorite, Allens Ice cream is a true must when visiting Windermere, offering delicious ice creams including soft scoop Sundays, perfect for cooling down in the Orlando sun.

Pizza 14

Pizza 14 is Windermere’s first take out Pizza Company, enjoy delicious 14” pizzas cooked in a custom made pizza oven.  Pizza 14 is located just off Main Street and is owned and operated by the same owners as Paloma Coffee Co.

 Basketball courts

Located in Downtown Windermere opposite the town hall is the local basketball court, featuring 3 hoops plus a separate child’s court.

The Grove at Isleworth Windermere

The Grove at Isleworth is a mixed-use shopping center with restaurants, boutique shops, and more.

Most popular Grove businesses

  • Publix Supermarket
  • LA Fitness Gym
  • Panera Bread
  • BurgerFi
  • Feather and Quill – Restaurant
  • Hawkers
  • Starbucks
  • The Vineyard – Restaurant and wine bar


The Butler Chain of Lakes

The Butler Chain of Lakes in Windermere, Orlando is one of the most popular chains of lakes in all of Florida.  The Butler Chain of Lakes is home to some of the most prestigious communities in Central Florida, with many offering direct access onto the many lakes that make up the chain from a private boat dock in the backyard.  The Butler Chain of Lakes is made up of 11 natural lakes that are joined either by natural waterways or man-made canals.  The Butler Chain of Lakes is a true boater’s paradise and fisherman’s dream.  Enjoy watersports such as wakeboarding, water skiing, and tubing.

Which communities have access to the Butler Chain of Lakes? 

Many people move to Windermere to have access to the Butler Chain of Lakes.  In theory, every community in the area has access thanks to the several boat ramps that are located around Windermere.  But which communities have direct access from the back yard?

Keene’s Pointe home for sale


Keene’s Pointe home for sale

One of the largest communities in Windermere, this luxury 1500 home community offers direct access to Lake Tibet, Lake Palmer and Lake Burden.  Lake Burden is a large lake but is not joined to the Butler Chain.  Located directly outside Keene’s Pointe is Keene’s Park, a public boat ramp offering access to the Butler Chain.  Inside Keene’s Pointe, you are able to access Lake Burden via a ramp from within the community.  You are also able to launch non-motorized vessels into Lake Tibet.

Isleworth Country Club homes for sale


Isleworth homes for sale

Homes for sale in Isleworth Country Club offers some of the most stunning lakefront homes available in all of central Florida.  Owning a home in Isleworth gives you many options and a large choice of lakes to be positioned on.  Isleworth’s homes are located on Lake Butler, Lake Louise, Lake Chase, Lake Blanche, Lake Tibet, and Lake Bessie.  If you do not own a home on the lake in Isleworth there is a boat ramp in the community where you can launch directly into Lake Tibet.

Lake Butler Sound homes for sale

Many homes for sale in Lake Butler Sound have direct access to Lake Butler and its chain of lakes.  Most homes have a South facing position over Lake Butler.  There is no private access from within Lake Butler for residents however Keene’s Park boat ramp is located less than 1 mile away.

Waterstone homes for sale

Homes for sale in Waterstone offer just 10 homes that have direct access and boat docks to Lake Butler.

Bird Island, Windermere, Orlando


Bird Island Windermere

Bird Island Orlando is a 10 acres island situated in the famous Lake Butler on the Butler Chain of Lakes.  Bird Island got its name as for over 50 years it has been a bird sanctuary.  Bird Island can be seen from Downtown Windermere and features conservation land on one side but most importantly a shallow sandbank on the other. This makes for a perfect private spot to enjoy the lake, a few drinks and some music all whilst wading knee-deep in beautiful cool lake water.  

Windermere Zip Codes

The Zip Codes used in Windermere Florida is 34786.


New homes for sale in Windermere

If you are looking to buy or build a new home in Windermere then its important you choose the right location.  Around Downtown Windermere, there is an opportunity to purchase older existing properties to knock them down and build your dream home on the lot.

Windermere Land for sale

If you are looking for a community that offers land for sale to build your dream home in Windermere, Florida then see all of the new build construction communities here.

The Reserve at Lake Down real estate

Sawyer Sound real estate

Windermere Isle real estate


The best communities in Windermere, Florida

The most expensive communities to live in Windermere $1 million-plus.

Windermere is home to some of the most exclusive residential communities in all of Orlando.  These prestigious gated communities offer fully custom-designed homes all built by master craftsmen.  Here are the most expensive communities to live in Windermere, Orlando.

Isleworth Country Club real estate


Isleworth homes for sale in Windermere

House price range in Isleworth: $1,050,000 to $23,000,000

Isleworth Country Club certainly tops our list for the most prestigious and most expensive community to own in Orlando.  The average selling price in Isleworth is $4,025,000 although some smaller homes do sometimes come on the market at just over $1 million.  Currently for sale in Isleworth is a lakefront masterpiece listed for $23,000,000 – see here.

Keenes Pointe Real Estate


Keenes Pointe homes for sale

House price range in Keenes Pointe: $450,000 to $3,900,000

Keenes Pointe is home to 1500 homes, all located in individual sub-neighborhoods within the community.  The most expensive homes are the lakefront mansions that line Lake Tibet.  On average homes in Keenes Pointe sell for just over $1 million.

Reserve At Lake Butler Sound real estate


Lake Butler Sound home for sale

House price range in Reserve at Lake Butler Sound: $615,000 to $3,850,000

Homes for sale in Lake Butler Sound complete the trio of the most exclusive communities in Windermere and is up there with Isleworth and Keenes Pointe.  Lake Butler Sound has homes that are but on the shore of Lake Butler but this gated community lacks any community amenities.  The average selling price in Lake Butler Sound is $2,225,000.

Casabella real estate


Homes for sale in Casabella WIndermere

House price range in Casabella: $1,165,000 to $2,700,000

Houses for sale in Casabella are all built by one of America’s most trusted luxury home builders, Toll Brothers.  Casabella is a somewhat new community and offers a small selection of floor plans with the average selling price in here being around $1,900,000.

Downtown Windermere real estate


Downtown Windermere homes for sale

House price range in Downtown Windermere: $350,000 to $2,900,000

Downtown Windermere offers a complete selection of homes, from small homes that are ready to be pulled down to sprawling lakefront mansions.  This is the reason for the huge difference in the price range.  Lakefront homes and lots will start at around $800,000.

Waterstone real estate


Waterstone homes for sale

House price range in Waterstone: $700,000 to $2,150,000

Waterstones homes for sale offer several unique and custom-designed homes.  Located just off the 535 near Chase road.  A handful of homes have direct access to Lake Butler and the Chain of Lakes.  Waterstone is a fairly new community so all homes that come up for sale are in very good condition.  The average selling price in Waterstone, Windermere is $1,425,000.

Casa Del Lago real estate


Casa Del Lago homes for sale

House price range in Casa Del Lago: $540,000 to $2,250,000

Casa Del Lago is situated directly on Lake Burden, a medium-size lake that is unfortunately not joined to the Butler Chain.  It is still large enough to launch a boat and enjoy watersports.  Homes for sale in Casa Del Lago sell on average for just under $1.4 Million.

Lake Down real estate


Lake Down homes for sale

House price range in Lake Down: $500,000 to $1,550,000

Homes for sale around Lake Down do vary a lot in cost.  Homes that are directly located on the lake will demand a higher price.  Homes on Lake Down are somewhat older with many people buying houses for the land demolishing the old house and building new.  Homes away from the lakes along the back streets are generally smaller and cheaper in price.

Homes for sale in Windermere under $1 million

If you are unable to purchase a home in one of the exclusive communities above then there are some other really great options for you to consider.

Reserve At Belmere real estate


Reserve at Belmere, WIndermere

House price range in Reserve at Belmere: $350,000 to $1,500,000

One of the most popular communities in Windermere, with houses selling almost as quickly as they enter the market.

Lake Sawyer real estate


Lake Sawyer Real Estate

House price range in Lake Sawyer: $310,000 to $1,350,000

Homes for sale around Lake Sawyer vary in price range and design.  Some larger homes are getting built here hence the higher prices.  Smaller homes that are ready for the renovation or demolition can be picked up for just over $300,000.

Lake Burden South real estate


Lake Burden homes for sale

House price range in Lake Burden South: $220,000 to $1,275,000

Lake Burden South offers several larger custom designed homes that are located directly onto Lake Burden.  Smaller homes and townhomes are also available to purchase in this neighborhood located off the 535.

Butler Bay real estate


Butler Bay homes for sale

House price range in Butler Bay: $465,000 to $1,050,000

Butler Bay runs alongside Lake Cresent, a lake large enough for boating but does not join the Butler Chain of Lakes.  beautiful custom and high-end homes are available for sale here with many offering small private beaches on the lake.

The Enclave real estate


The Enclave homes for sale, Windermere

House price range in The Enclave: $560,000 to $800,000

The Enclave in Windermere is located on Chase Road and right next door to Keenes Pointe.  The Enclave is a non-gated community and provides very easy access to Downtown Windermere, Disney World, and Winter Garden.  The average selling price in The Enclave is $680,000.

Homes for sale in Windermere under $500,000

Below is the complete list of communities in Windermere where homes can be purchased for under $500,000.  These communities are very popular as they still have a Windermere address so residents gain access to the amazing Windermere schools as well as having very easy access to Disney World, Downtown Windermere and Winter Garden.

Windermere Trails real estate


Windermere Trails homes for sale

House price range in Windermere Trails: $265,000 to $630,000

Homes in Windermere Trails can push above the $500,000 price point but the majority of homes here are well within this price bracket.  Home buying options include townhomes and single-family houses. Buying a home in Windermere Trails puts you in the sought after schooling district which includes Bay Lake Elementary, Horizons Middle, and Windermere high.

Summerport real estate


Summerport townhomes for sale

House price range in Summerport: $215,000 to $670,000

Summerport is a large community that offers the choice of beautiful townhomes to larger single-family homes.  Located along the 535 Summerport has great access to everything Orlando has to offer.  It is also located very close to Windermere High School so very convenient if your children go here.

Glenmuir real estate


Glenmuir homes for sale in Windermere

House price range in Glenmuir: $560,000 to $800,000

Homes for sale in Glenmuir back onto Lake Butler Sound.  Homes in Glenmuir are a little older and smaller than some of the surrounding communities and this is reflected in the price.  The average selling price in Glenmuir is $442,500.

Windermere Landing real estate


Windermere Landing home for sale

House price range in Windermere Landing: $295,000 to $525,000

Lakes Of Windermere real estate


Lakes of Windermere homes for sale

House price range in Lakes of Windermere: $270,000 to $515,000

Lakes of Windermere is a fairly large subdivision on the outskirts of Windermere.  This community offers single-family homes at a family-friendly price point.

Belmere Village real estate

belmere-village-homes-for sale

Belmere Village homes for sale

House price range in Belmere Village: $290,000 to $500,000

Belmere is on the very edge of Windermere but is actually located in Ocoee, this has a few benefits such as property tax being lower than the Windermere Zip Code.

Providence real estate


Providence Windermere house for sale

House price range in Providence: $350,000 to $480,000

Lake Sawyer South real estate


Lake Sawyer South homes for sale

House price range in The Enclave: $228,000 to $455,000

Looking to sell your Windermere Home?

Top Villas Realty is one of the leading Windermere Real Estate agents.  Our knowledge and expertise cannot be matched by any other agent.  If you are looking to sell your Windermere home fast, give our Windermere Real Estate Agents a call.  Our agents will give you a free home evaluation, send our professional real estate photographer to your home and set up all marketing for your home.  Our Windermere realtor will be at every viewing as we know how important it is to be able to fully explain to true benefits of your home and its unique features that a buyers agent may not be aware of.

House prices in Windermere, Florida

There are currently just over 350 homes on the market that are for sale in the entire Windermere area with the average selling price at $464,000.  Homes in Windermere on average stay on the open market for just 86 days.

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