Windermere Florida Windermere Florida Lake Downtown Windermere Florida Windermere Florida Town Hall

Windermere real estate is surrounded by the picturesque Butler Chain of Lakes, providing the perfect setting for one of Central Florida's most elegant and unique communities. Beautiful waters, gorgeous landscapes, and lavish golf courses come together to create some of the finest and most scenic luxury real estate known to the region. Populated by breathtaking lakefront properties, Windermere, FL attracts those with a strong appreciation for the finer things in life.

Windermere, FL Homes for Sale

94 Properties Found. Page 1 of 2.
Photo of Listing #O5926057

9927 Giffin Court

$16,500,000
WINDERMERE
MLS® # O5926057
12 Beds, 15 Baths, 31,000 Sf
Photo of Listing #O5915892

6432 Deacon Circle

$8,300,000
WINDERMERE
MLS® # O5915892
5 Beds, 9 Baths, 11,229 Sf
Photo of Listing #O5895605
WINDERMERE
MLS® # O5895605
6 Beds, 8 Baths, 12,778 Sf
Photo of Listing #O5955986
WINDERMERE
MLS® # O5955986
4 Beds, 8 Baths, 11,079 Sf
Photo of Listing #S5036746

5507 Worsham Court

$5,959,000
WINDERMERE
MLS® # S5036746
5 Beds, 9 Baths, 10,200 Sf
Photo of Listing #O5911293
Reduced 6.3%
WINDERMERE
MLS® # O5911293
5 Beds, 8 Baths, 10,843 Sf
Photo of Listing #O5945140
WINDERMERE
MLS® # O5945140
4 Beds, 7 Baths, 7,122 Sf
Photo of Listing #O5923495
WINDERMERE
MLS® # O5923495
5 Beds, 7 Baths, 6,661 Sf
Photo of Listing #O5947403
WINDERMERE
MLS® # O5947403
5 Beds, 7 Baths, 7,070 Sf
Photo of Listing #O5952201
WINDERMERE
MLS® # O5952201
5 Beds, 8 Baths, 7,940 Sf
Photo of Listing #O5906379
Reduced 1.4%
WINDERMERE
MLS® # O5906379
4 Beds, 6 Baths, 5,518 Sf
Photo of Listing #O5956476
WINDERMERE
MLS® # O5956476
6 Beds, 9 Baths, 8,714 Sf
Photo of Listing #O5956126
WINDERMERE
MLS® # O5956126
4 Beds, 6 Baths, 6,060 Sf
Photo of Listing #O5945645
WINDERMERE
MLS® # O5945645
7 Beds, 8 Baths, 8,812 Sf
Photo of Listing #O5955673
WINDERMERE
MLS® # O5955673
5 Beds, 5 Baths, 6,038 Sf
Photo of Listing #O5947996
WINDERMERE
MLS® # O5947996
6 Beds, 8 Baths, 6,019 Sf
Photo of Listing #O5957722
Reduced 3.8%

8038 Whitford Court

$2,549,500
WINDERMERE
MLS® # O5957722
5 Beds, 7 Baths, 7,585 Sf
Photo of Listing #O5955294
Reduced 9.7%
WINDERMERE
MLS® # O5955294
7 Beds, 6 Baths, 9,446 Sf
Photo of Listing #O5883033
Reduced 1.2%
WINDERMERE
MLS® # O5883033
6 Beds, 8 Baths, 7,430 Sf
Photo of Listing #S5052359
WINDERMERE
MLS® # S5052359
5 Beds, 7 Baths, 5,913 Sf
Photo of Listing #O5956997
WINDERMERE
MLS® # O5956997
5 Beds, 6 Baths, 4,956 Sf
Photo of Listing #O5956914

6844 Valhalla Way

$2,100,000
WINDERMERE
MLS® # O5956914
5 Beds, 6 Baths, 5,800 Sf
Photo of Listing #O5945070

11131 Coniston Way

$2,100,000
WINDERMERE
MLS® # O5945070
5 Beds, 6 Baths, 5,753 Sf
Photo of Listing #O5902025

11209 Macaw Court

$2,100,000
WINDERMERE
MLS® # O5902025
6 Beds, 7 Baths, 5,609 Sf
Photo of Listing #O5888668
WINDERMERE
MLS® # O5888668
4 Beds, 4 Baths, 3,452 Sf
Photo of Listing #O5959024
WINDERMERE
MLS® # O5959024
5 Beds, 7 Baths, 4,648 Sf
Photo of Listing #S5051929
WINDERMERE
MLS® # S5051929
5 Beds, 6 Baths, 4,100 Sf
Photo of Listing #O5961173
New
WINDERMERE
MLS® # O5961173
5 Beds, 4 Baths, 4,830 Sf
Photo of Listing #G5034909
Reduced 5%

325 Magnolia Street

$1,897,000
WINDERMERE
MLS® # G5034909
4 Beds, 3 Baths, 3,975 Sf
Photo of Listing #O5953551
Reduced 5.3%
WINDERMERE
MLS® # O5953551
5 Beds, 6 Baths, 5,310 Sf
Photo of Listing #O5949784
Reduced 6.8%

5037 Latrobe Drive

$1,795,000
WINDERMERE
MLS® # O5949784
5 Beds, 5 Baths, 4,586 Sf
Photo of Listing #O5733540
WINDERMERE
MLS® # O5733540
6 Beds, 7 Baths, 4,634 Sf
Photo of Listing #O5952922
WINDERMERE
MLS® # O5952922
4 Beds, 5 Baths, 5,241 Sf
Photo of Listing #O5933182
Reduced 2.9%
WINDERMERE
MLS® # O5933182
5 Beds, 5 Baths, 4,259 Sf
Photo of Listing #O5961989
New
WINDERMERE
MLS® # O5961989
6 Beds, 5 Baths, 4,222 Sf
Photo of Listing #O5960891
WINDERMERE
MLS® # O5960891
4 Beds, 6 Baths, 4,169 Sf
Photo of Listing #O5933466
Reduced 5.6%

81 Oakdale Street

$1,595,000
WINDERMERE
MLS® # O5933466
4 Beds, 5 Baths, 4,284 Sf
Photo of Listing #O5947700
WINDERMERE
MLS® # O5947700
5 Beds, 5 Baths, 5,731 Sf
Photo of Listing #O5927684
Reduced 1.7%
WINDERMERE
MLS® # O5927684
4 Beds, 5 Baths, 5,130 Sf
Photo of Listing #O5941811
Reduced 2.7%

5502 Marleon Drive

$1,299,000
WINDERMERE
MLS® # O5941811
6 Beds, 5 Baths, 6,355 Sf
Photo of Listing #O5954981
Reduced 1.9%
WINDERMERE
MLS® # O5954981
5 Beds, 5 Baths, 6,200 Sf
Photo of Listing #O5956819
WINDERMERE
MLS® # O5956819
4 Beds, 4 Baths, 4,200 Sf
Photo of Listing #O5949931

5 Main Street

$1,150,000
WINDERMERE
MLS® # O5949931
4 Beds, 3 Baths, 2,160 Sf
Photo of Listing #O5959351
New

12218 Mckinnon Road

$1,100,000
WINDERMERE
MLS® # O5959351
6 Beds, 7 Baths, 5,462 Sf
Photo of Listing #T3316267
WINDERMERE
MLS® # T3316267
5 Beds, 5 Baths, 3,463 Sf
Photo of Listing #S5047268
WINDERMERE
MLS® # S5047268
4 Beds, 4 Baths, 3,538 Sf
Photo of Listing #O5959202
WINDERMERE
MLS® # O5959202
5 Beds, 5 Baths, 3,682 Sf
Photo of Listing #O5962831
New
WINDERMERE
MLS® # O5962831
5 Beds, 5 Baths, 4,096 Sf

Windermere, FL Real Estate

Located 14 miles southwest of Downtown Orlando, residents of Windermere can enjoy the excitement of world famous attractions and big city life, while returning home to the gorgeous guard gated communities that provide family and estate homes the serenity and shelter of quiet small town living. To preserve the small town feel, town officials have gone to great lengths to divert city traffic and overdevelopment, making the Town of Windermere, FL one of the most exclusive and sought after communities in all Orlando Real Estate.

Immaculate estates and luxury homes characterize Windermere real estate, and are available in a wide range of architecture styles guaranteed to please those with the most particular tastes. These beautiful Windermere homes are located on finely manicured stretches of land, complete with stunning lakefront views of Central Florida's magnificent sunsets.

Great schools, incredible recreational opportunities, beautiful terrain, and convenient proximity to Downtown Orlando and its many attractions have earned Windermere the prestigious title of Florida's number one neighborhood to live for family and children. Offering something special for everyone, Windermere is one of the Sunshine State's soundest real estate investments.

Windermere Florida Downtown

Aside from the luxury homes in Windermere, the area is also pampered by a wealth recreation. A vast system of inland lakes and canals come together to make up the Butler Chain of Lakes. The Butler Chain of Lakes provides an enormous variety in water based activities for all Windermere residents. Days of boating, swimming, water skiing, and fishing are within reach all year round. The exclusive Country Club's and famed Golf Courses at Windermere Club, Keene's Pointe, and Isleworth allow golfers to experience world class golf outings just minutes from home.

Additional Windermere Real Estate Information:

The History of Windermere  |  Town of Windermere Town Logo  |  Windermere Parks & Recreation

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 independently 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.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on August 2nd, 2021 at 10:04pm EDT.