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

150 Properties Found. Page 1 of 4.
Photo of Listing #O6060999
New

9508 Windy Ridge Road

$30,000,000
WINDERMERE
MLS® # O6060999
7 Beds, 16 Baths, 29,739 Sf
Photo of Listing #O6022798

6513 Rosella Court

$8,590,000
WINDERMERE
MLS® # O6022798
6 Beds, 7 Baths, 9,089 Sf
Photo of Listing #O6030119
WINDERMERE
MLS® # O6030119
8 Beds, 8 Baths, 9,621 Sf
Photo of Listing #O6026101
Reduced 11.2%
WINDERMERE
MLS® # O6026101
7 Beds, 8 Baths, 13,973 Sf
Photo of Listing #O6043474
WINDERMERE
MLS® # O6043474
6 Beds, 10 Baths, 11,100 Sf
Photo of Listing #O5992601

11035 Schooner Way

$7,500,000
WINDERMERE
MLS® # O5992601
7 Beds, 7 Baths, 15,000 Sf
Photo of Listing #O6060724
WINDERMERE
MLS® # O6060724
5 Beds, 9 Baths, 10,843 Sf
Photo of Listing #O5992327
WINDERMERE
MLS® # O5992327
5 Beds, 7 Baths, 6,549 Sf
Photo of Listing #O6033684
Reduced 7.2%
WINDERMERE
MLS® # O6033684
5 Beds, 8 Baths, 10,112 Sf
Photo of Listing #O6042860
Reduced 3.1%

6474 Deacon Circle

$6,274,000
WINDERMERE
MLS® # O6042860
6 Beds, 6 Baths, 5,859 Sf
Photo of Listing #O6055853

9807 Walzer Court

$4,950,000
WINDERMERE
MLS® # O6055853
7 Beds, 10 Baths, 7,875 Sf
Photo of Listing #O6053570
New
WINDERMERE
MLS® # O6053570
6 Beds, 8 Baths, 9,754 Sf
Photo of Listing #O5999414
WINDERMERE
MLS® # O5999414
6 Beds, 8 Baths, 7,500 Sf
Photo of Listing #O6009013
WINDERMERE
MLS® # O6009013
6 Beds, 8 Baths, 7,188 Sf
Photo of Listing #O6056267
WINDERMERE
MLS® # O6056267
6 Beds, 8 Baths, 7,327 Sf
Photo of Listing #O6043891
Reduced 7.5%

1733 Hempel Avenue

$3,700,000
WINDERMERE
MLS® # O6043891
7 Beds, 7 Baths, 6,514 Sf
Photo of Listing #O5978607
WINDERMERE
MLS® # O5978607
5 Beds, 7 Baths, 7,561 Sf
Photo of Listing #O6026809

5518 Worsham Court

$3,650,000
WINDERMERE
MLS® # O6026809
5 Beds, 6 Baths, 5,781 Sf
Photo of Listing #O6030443

9525 Lavill Court

$3,490,000
WINDERMERE
MLS® # O6030443
5 Beds, 4 Baths, 4,097 Sf
Photo of Listing #O6030940
Reduced 2.9%

6839 Valhalla Way

$3,399,000
WINDERMERE
MLS® # O6030940
5 Beds, 6 Baths, 5,606 Sf
Photo of Listing #R4905987
Reduced 1.5%
WINDERMERE
MLS® # R4905987
5 Beds, 7 Baths, 5,695 Sf
Photo of Listing #S5073130

11808 Vinci Drive

$3,150,000
WINDERMERE
MLS® # S5073130
4 Beds, 6 Baths, 4,169 Sf
Photo of Listing #O6047668
WINDERMERE
MLS® # O6047668
5 Beds, 6 Baths, 5,429 Sf
Photo of Listing #O6032877
Reduced 9.1%
WINDERMERE
MLS® # O6032877
6 Beds, 5 Baths, 6,857 Sf
Photo of Listing #O5959024
WINDERMERE
MLS® # O5959024
5 Beds, 7 Baths, 5,160 Sf
Photo of Listing #O6005723
Reduced 5.1%

6857 Valhalla Way

$2,799,000
WINDERMERE
MLS® # O6005723
5 Beds, 7 Baths, 7,153 Sf
Photo of Listing #O6025366
Reduced 3.5%

6856 Valhalla Way

$2,795,000
WINDERMERE
MLS® # O6025366
5 Beds, 6 Baths, 5,217 Sf
Photo of Listing #O6040977
Reduced 2.6%
WINDERMERE
MLS® # O6040977
6 Beds, 6 Baths, 5,249 Sf
Photo of Listing #O6022512
WINDERMERE
MLS® # O6022512
5 Beds, 6 Baths, 5,175 Sf
Photo of Listing #S5066050
Reduced 3.6%
WINDERMERE
MLS® # S5066050
6 Beds, 9 Baths, 7,321 Sf
Photo of Listing #O6054923

6288 Blakeford

$2,599,000
WINDERMERE
MLS® # O6054923
5 Beds, 7 Baths, 5,478 Sf
Photo of Listing #O6059948
New
WINDERMERE
MLS® # O6059948
5 Beds, 6 Baths, 5,524 Sf
Photo of Listing #O6056194
Reduced 7.4%
WINDERMERE
MLS® # O6056194
5 Beds, 7 Baths, 4,566 Sf
Photo of Listing #O6013582
WINDERMERE
MLS® # O6013582
5 Beds, 5 Baths, 3,636 Sf
Photo of Listing #O6056547

3426 Cocard Court

$2,499,000
WINDERMERE
MLS® # O6056547
4 Beds, 5 Baths, 7,222 Sf
Photo of Listing #S5073701
WINDERMERE
MLS® # S5073701
5 Beds, 4 Baths, 4,791 Sf
Photo of Listing #S5070277
Reduced 13.8%
WINDERMERE
MLS® # S5070277
4 Beds, 5 Baths, 5,435 Sf
Photo of Listing #O6030141
WINDERMERE
MLS® # O6030141
5 Beds, 5 Baths, 4,345 Sf
Photo of Listing #O6060030
New
WINDERMERE
MLS® # O6060030
5 Beds, 6 Baths, 4,506 Sf
Photo of Listing #O6037972
Reduced 2.9%

73 Oakdale St

$2,325,000
WINDERMERE
MLS® # O6037972
4 Beds, 5 Baths, 4,267 Sf
Photo of Listing #S5074532
WINDERMERE
MLS® # S5074532
5 Beds, 6 Baths, 5,500 Sf
Photo of Listing #O6026867
WINDERMERE
MLS® # O6026867
4 Beds, 5 Baths, 4,807 Sf
Photo of Listing #O6062726
New
WINDERMERE
MLS® # O6062726
4 Beds, 5 Baths, 4,850 Sf
Photo of Listing #O6055734
WINDERMERE
MLS® # O6055734
6 Beds, 6 Baths, 6,601 Sf
Photo of Listing #O6056588

11113 Coniston Way

$2,100,000
WINDERMERE
MLS® # O6056588
4 Beds, 5 Baths, 5,246 Sf
Photo of Listing #O6037447
WINDERMERE
MLS® # O6037447
5 Beds, 5 Baths, 4,336 Sf
Photo of Listing #O6047984
WINDERMERE
MLS® # O6047984
5 Beds, 5 Baths, 4,230 Sf
Photo of Listing #T3390878
Reduced 5.2%
WINDERMERE
MLS® # T3390878
5 Beds, 5 Baths, 3,977 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 September 28th, 2022 at 10:18pm EDT.