Windermere FL Homes For Sale

Windermere is rated by Niche.com as the #14 Windermere FL Real Estatebest suburb to raise a family in Orlando. Find Windermere FL homes for sale and research local real estate market trends. Search new listings, scheduled open houses, recent solds, and price reductions in Windermere. To adjust how your search is displayed, click the gray arrows next to "Sort" to display Windermere homes in Orlando by price, number of bedrooms, or days on market.

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Windermere Homes July 28, 2021
83
Listed
68
Avg. DOM
$343.35
Avg. $ / Sq.Ft.
$1,400,000
Med. List Price
83 Properties
Page 1 of 7
$600,000
Subdivision: Lake Burden South Ph 2
5
Beds
4
Baths
3,409
Sq.Ft.
2014
Year Built
2
Days on Site
O5943924
MLS
This property is conveniently located in Windermere, one of the best neighborhoods in Orlando with great schools! This Sugarloaf floor plan has 5 bedrooms, 4 full bathrooms and a 3 car garage. The...
$7,400,000
Subdivision: Isleworth
4
Beds
5F31/2
Baths
11,079
Sq.Ft.
2002
Year Built
2
Days on Site
O5955986
MLS
New Photos & Video Added! Poised on more than two acres along the shores of Lake Bessie, this extraordinary custom estate offers a prime lakefront location in the desired Isleworth Golf & Country...
$539,000
Subdivision: Summerport Ph 05
5
Beds
3
Baths
3,211
Sq.Ft.
2006
Year Built
2
Days on Site
O5961725
MLS
Beautiful 5 bedroom 3 bath home in Summerport community walking or short bike ride to 3 A rated schools. Inside professionally painted last week and new carpet being installed on this Thursday don't...
$879,000
Subdivision: Magnolia Park Windermere
5
Beds
4
Baths
4,033
Sq.Ft.
1996
Year Built
3
Days on Site
O5961218
MLS
More photos coming soon! Beautiful Estate 5 BEDROOM, 4 BATHROOM, THREE CAR GARAGE, 4033 SQUARE FOOT POOL and SPA Home on LARGE lot in the GATED COMMUNITY OF MAGNOLIA PARK OF WINDERMERE! Kitchen...
$899,000
Subdivision: Keenes Pointe Ut 04 Sec 31 48 82
5
Beds
4
Baths
3,164
Sq.Ft.
2002
Year Built
3
Days on Site
O5960210
MLS
This is your opportunity to live at the luxurious KEENES's POINTE, one of the most wanted Communities in Orlando area! These 5 bedroom 4 bath home was completely renovated and the new roof was...
$3,369,000
Subdivision: Lake Down Pointe 50 42
6
Beds
7F21/2
Baths
8,714
Sq.Ft.
2003
Year Built
5
Days on Site
O5956476
MLS
Almost 9000 heated square feet of SUPERIOR LIVING ON THE BUTLER CHAIN! Located within the private and gated community of Marbella, this exquisite custom windermere pool home showcases superior...
$1,599,000
Subdivision: Waterstone
4
Beds
4F21/2
Baths
4,169
Sq.Ft.
2014
Year Built
6
Days on Site
O5960891
MLS
Stunning and immaculately maintained Silliman home on the best street within desirable Waterstone Community. This all one floor home is like brand new and never lived in. Experience breathtaking...
$1,400,000
Subdivision: Reserve At Waterford Pointe Ph 01
4
Beds
3
Baths
3,370
Sq.Ft.
2001
Year Built
7
Days on Site
O5960397
MLS
Welcome home to your water front escape overlooking Lake Roberts. The open floor plan allows generous space for formal living as well as functional space for family gatherings with huge windows...
$650,000
Subdivision: Summerport
4
Beds
3
Baths
2,361
Sq.Ft.
2004
Year Built
7
Days on Site
G5044694
MLS
Welcome to your dream oasis! From the moment you see this home you'll fall in love with it's lush mature landscaping and brick
paver driveway. Upon entering the home, you'll be impressed by the...
$419,900
Subdivision: Lakes Of Windermere
4
Beds
2F11/2
Baths
2,460
Sq.Ft.
2006
Year Built
7
Days on Site
O5959489
MLS
Tucked back under a canopy of oak trees sits this beautiful 4 Bedroom, 2 1/2 Bathroom popular Kensington model by Ashton Woods. The ORIGINAL OWNERS have taken meticulous care of this home in...
$777,000
Subdivision: Keenes Pointe
3
Beds
2F11/2
Baths
2,614
Sq.Ft.
2000
Year Built
8
Days on Site
O5958670
MLS
Situated on a spacious, maturely landscaped lot overlooking the 14th fairway of The Golden Bear Club is the perfect Key West style family or vacation home for your buyer! The tranquil setting and...
$471,990
Subdivision: The Sanctuary At Lakes Of Windermere
3
Beds
2
Baths
2,058
Sq.Ft.
2022
Year Built
9
Days on Site
W7836056
MLS
Pre-Construction. To be built. The Sanctuary at Lakes of Windermere is the perfect sanctuary for living in Central Florida's most desired suburb. The Sanctuary is located in Windermere, FL, on Little...

The Complete Guide That Makes Moving to Windermere, Florida Simple

Central Florida has more to offer than just theme parks. While Disney World attracts nearly 52 million guests annually, the community of Windermere, Florida shouldn't be overlooked.

Located in Orange County, Florida, just 3,000 residents call this picturesque town home, adding to its charm. With close proximity to Orlando and its attractions, residents love the mix of city and suburban life.

With top-rated school systems, luxurious homes, and plenty of amenities, families and retirees are flocking to this developing area. 

Are you ready to join this close-knit town and learn more about what Windermere, Florida has to offer?

Grab your moving check-list and let's get started.

It's All in the Details

Before we get into exactly what makes Windermere one of Florida's most sought-after communities, let's cover exactly where it is and some demographics.

Windermere is located just 9.9 miles (about a 20-minute drive) from Orlando, making it part of the Orlando metropolitan statistical area. 

Windermere was established in 1889 and later redeveloped in 1925, with its biggest expansion occurring in 2007. At this time, Windermere proposed to annex two local subdivisions -- Butler Bay and Isleworth.

Although Isleworth remained independent, Butler Bay was annexed into Windermere with an impressive 90% approval rating. 

Residents of Windermere enjoy a sparse suburban feel and most own their homes outright. With a low crime rate and highly-rated schools, it's a highly sought after area for growing families.

There are also plenty of job opportunities in Windermere and in the local city of Orlando. Windermere residents enjoy a healthy mix of a bustling nightlife, cultural enrichment, and a community-feel. 

Home to several lakes and original dirt roads, both locals and visitors love the quaint atmosphere that this Florida suburb offers. 

Windermere School Systems

If you're a family moving to the Windermere area, the school systems won't disappoint. In fact, they're some of the highest-rated in the state of Florida. All of Windermere's public schools received an A-rating based on reviews.

Elementary school-age children will attend either Windermere Elementary School, Lake Whitney Elementary, and Orlando Science Elementary Charter School.

Charter schools are also a popular option for upper-grade levels. Orlando Science Middle/High Charter School and Olympia High School are both quality establishments for older students.

Windermere residents can also send their children to The New Academy, a private school servicing students Kindergarten through 8th grade. 

Things to Do for Residents of All Ages

Living in Windermere is about more than just going to work and school. With plenty of amenities and things to do, there's truly something for everyone.

Here are just a few of the most notable features in and around Windermere, Florida that make it a desirable place to call home.

Fun for Kids

From theme parks to nature parks, children living in Windermere have plenty of options to stay entertained and active!

Two of the most popular options are, of course, the local theme parks of Disney World and Universal Studios. Located less than 10 miles from Orlando, Windermere residents can plan several day trips or long weekends to these family-friendly theme parks.

Families looking for a more educational experience will love the Titanic: The Artifact Exhibition, also located in Orlando. Ripley's Believe It or Not is another favorite.

When you want to get your kids moving, try the Trapeze Federation or Escapology Escape Rooms.

Fun for Adults

Fun in Windermere isn't just for the kids! Adults will love living here, too. Even the theme parks have nightlife activities for adults.

Disney World's Downtown Disney offers shopping, street entertainment, and plenty of dining options. Universal's Citywalk is another fun-filled nighttime activity for adults and families.

Florida living wouldn't be complete without picturesque beaches. Although Windermere is located in the center of the state, residents can still take advantage of beautiful local beaches.

Windermere isn't far from world-class Cocoa, Daytona, and New Smyrna Beaches. Make it a day for the family or catch some rays with your partner.

Other hidden treasures include local markets and festivals in the nearby cities of Orlando, Mount Dora, and Daytona Beach.

Communities and Housing Options

After you finish a day of fun-filled activities, you'll want to retreat to your gorgeous, comfortable home. With several communities and housing options in Windermere, residents will find something for every taste and budget.

Here are some of the most popular and sought-after communities in Windermere, Florida. 

Butler Lake

The name says it all. If you're looking for lakefront property in or around Windermere, look no further than the Butler Chain of Lakes.

The Butler Lake area is home to eleven gorgeous lakes:

  • Lake Butler
  • Lake Tibet
  • Lake Chase
  • Lake Down
  • Lake Sheen
  • Lake Louise
  • Lake Blanche
  • Lake Isleworth
  • Wauseon Bay
  • Pocket Lake
  • Little Fish Lake

These lakes are known for their quality water and robust animal habitats. 

Sports fans will love knowing that they share a piece of real estate with some of the greats. Shaquille O'Neal, Ken Griffey Jr., and Tiger Woods have all called Butler Lake home.

With breathtaking lakefront views, it's no surprise that the Butler Chain of Lakes is one of Windermere's most popular areas. Residents also credit the small-town feel and natural settings as some of the area's most attractive features. 

Isleworth 

Isleworth is recognized as one of Central Florida's most prestigious private golf club communities.

Spanning over 600 acres, Isleworth is located among the Butler Chain of Lakes and boasts countless amenities and gorgeous estate homes. Residents will enjoy views of either the world-class golf courses, art, or lakes.

In addition to golf, residents have access to tennis and racquetball courts, a fitness center, a spa, and water recreations. Fishing, paddle boarding, and boating are just a few ways residents can enjoy lake life living.

For those who prefer swimming, Isleworth's infinity-edge, resort-style pool features lush daybeds and lake views. Families will love the children's splash pad and nearby poolside grill.

Afterschool youth programs and summer camp are two more amenities that growing families can enjoy for years to come.

The Reserve at Belmere

This fine, residential community offers gated entrances, a clubhouse, and homes that accommodate all tastes and budgets. Homes in The Reserve at Belmere range from $300,000 to $1.5 million. 

Families and retirees flock to this development which offers a lakefront community park and access to private Lake Whitney. Adults can enjoy the world-class fitness center and tennis courts. 

Kids will love the community's playgrounds, fishing pier, and sand volleyball area when they're not attending the A-rated schools of Orange County.

The Reserve at Belmere offers a close, tight-knit community feel where residents know each other's names. The 24/7 guard gate gives residents peace of mind that their homes and loved ones are protected.

Casabella at Windermere

Casabella at Windermere is one of the area's newest luxury communities. This gated community currently offers 79 luxury estate, single-family homes.

Homes are competitively priced, with most in the low millions. Square footage of these homes starts at 5,441, with most having between 4 and 6 bedrooms.

Growing families and retirees alike will love this up-and-coming, gated community. 

The houses of Casabella at Windermere are proudly designed and built exclusively by Toll Brothers. The gated community offers security and amenities for residents and is located less than 20 miles from Orlando.

Casabella at Windermere is also minutes from upscale shopping and dining at the Winter Garden Village, Mall at Millenia, and Restaurant Row. Local activities include time spent on the Butler Chain of Lakes, first-class golfing, and a playground for the kids.

Keene's Point

If you want plenty of homes and communities to choose from, consider Keene's Point. The Keene's Point development started in 1998 and since then, has expanded into one of the areas most sought-after communities.

Keene's Point boasts both natural beauty and luxury living. This upscale community blends quiet, quaint living with timeless beauty. 

Keene's Point has 14 distinct communities that all share an abundance of amenities. Residents have access to world-class golf courses, a swimming pool, nature preserves, tennis courts, an illuminated playground for kids, and The Golden Bear Golf Club.

Just south of Keene's Point you'll find 400 acres of the Tibet-Butler Preserve which houses a bird sanctuary and several endangered species of plants and animals.

Prospective buyers can choose from pre-existing homes or work with one of the community's award-winning builders to create a custom home of your dreams.

Prepare to Call Windermere, Florida Home

Windermere, Florida is quickly becoming one of the most sought-after areas in Central Florida to start a family, retire, or lay roots.

With a combination of world-class golfing and attractions, plus top-rated schools and picturesque lake living options, there's truly something for everyone.

Choose from one of the areas many luxury communities. Most areas are gated with exclusive amenities for residents, protecting both your safety and privacy.