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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

119 Properties Found. Page 1 of 3.
Photo of Listing #O6060999
Reduced 16.7%

9508 Windy Ridge Road

$24,995,000
WINDERMERE
MLS® # O6060999
7 Beds, 16 Baths, 29,739 Sf
Photo of Listing #O6083126
WINDERMERE
MLS® # O6083126
5 Beds, 9 Baths, 9,267 Sf
Photo of Listing #O5992327
WINDERMERE
MLS® # O5992327
5 Beds, 7 Baths, 6,549 Sf
Photo of Listing #O5992601

11035 Schooner Way

$8,250,000
WINDERMERE
MLS® # O5992601
7 Beds, 7 Baths, 15,000 Sf
Photo of Listing #O6043474
WINDERMERE
MLS® # O6043474
6 Beds, 10 Baths, 11,100 Sf
Photo of Listing #O6021133
WINDERMERE
MLS® # O6021133
4 Beds, 6 Baths, 8,446 Sf
Photo of Listing #O6064654

6507 Rosella Court

$7,495,000
WINDERMERE
MLS® # O6064654
6 Beds, 8 Baths, 10,485 Sf
Photo of Listing #O6080321
WINDERMERE
MLS® # O6080321
5 Beds, 7 Baths, 7,625 Sf
Photo of Listing #O6065698
WINDERMERE
MLS® # O6065698
6 Beds, 9 Baths, 14,364 Sf
Photo of Listing #O6060724
WINDERMERE
MLS® # O6060724
5 Beds, 9 Baths, 10,843 Sf
Photo of Listing #O6030119
Reduced 15.2%
WINDERMERE
MLS® # O6030119
8 Beds, 8 Baths, 9,621 Sf
Photo of Listing #O6033684
Reduced 7.1%
WINDERMERE
MLS® # O6033684
5 Beds, 8 Baths, 10,112 Sf
Photo of Listing #O6042860
Reduced 8.3%

6474 Deacon Circle

$5,500,000
WINDERMERE
MLS® # O6042860
6 Beds, 6 Baths, 5,859 Sf
Photo of Listing #O6082132
WINDERMERE
MLS® # O6082132
4 Beds, 5 Baths, 4,447 Sf
Photo of Listing #O6060334
Reduced 1.8%
WINDERMERE
MLS® # O6060334
9 Beds, 8 Baths, 8,464 Sf
Photo of Listing #O6053570
WINDERMERE
MLS® # O6053570
6 Beds, 8 Baths, 9,754 Sf
Photo of Listing #O6079340

225 Magnolia Street

$4,500,000
WINDERMERE
MLS® # O6079340
7 Beds, 11 Baths, 5,735 Sf
Photo of Listing #O6032540
Reduced 29.1%

801 West 2nd Avenue

$4,250,000
WINDERMERE
MLS® # O6032540
5 Beds, 6 Baths, 5,639 Sf
Photo of Listing #O6082185
WINDERMERE
MLS® # O6082185
4 Beds, 5 Baths, 5,752 Sf
Photo of Listing #S5076245
WINDERMERE
MLS® # S5076245
6 Beds, 7 Baths, 6,172 Sf
Photo of Listing #O6082126
WINDERMERE
MLS® # O6082126
4 Beds, 5 Baths, 4,447 Sf
Photo of Listing #O6075487
WINDERMERE
MLS® # O6075487
5 Beds, 7 Baths, 5,362 Sf
Photo of Listing #O6030940
Reduced 2.9%

6839 Valhalla Way

$3,299,000
WINDERMERE
MLS® # O6030940
5 Beds, 6 Baths, 5,606 Sf
Photo of Listing #O6030443
Reduced 16.9%

9525 Lavill Court

$2,900,000
WINDERMERE
MLS® # O6030443
4 Beds, 4 Baths, 4,097 Sf
Photo of Listing #O5959024
WINDERMERE
MLS® # O5959024
5 Beds, 7 Baths, 5,160 Sf
Photo of Listing #O6032877
Reduced 6.7%
WINDERMERE
MLS® # O6032877
6 Beds, 5 Baths, 6,857 Sf
Photo of Listing #O6077966
WINDERMERE
MLS® # O6077966
5 Beds, 7 Baths, 6,389 Sf
Photo of Listing #S5067053
WINDERMERE
MLS® # S5067053
5 Beds, 7 Baths, 5,097 Sf
Photo of Listing #L4933072
Reduced 1%
WINDERMERE
MLS® # L4933072
4 Beds, 6 Baths, 5,514 Sf
Photo of Listing #O6062901
Reduced 1%

11155 Coniston Way

$2,475,000
WINDERMERE
MLS® # O6062901
5 Beds, 6 Baths, 6,130 Sf
Photo of Listing #O6059948
Reduced 3%
WINDERMERE
MLS® # O6059948
5 Beds, 6 Baths, 5,524 Sf
Photo of Listing #O6040977
Reduced 3.9%
WINDERMERE
MLS® # O6040977
6 Beds, 6 Baths, 5,249 Sf
Photo of Listing #O6056547
Reduced 4%

3426 Cocard Court

$2,399,000
WINDERMERE
MLS® # O6056547
4 Beds, 5 Baths, 7,222 Sf
Photo of Listing #O6087534
New
WINDERMERE
MLS® # O6087534
6 Beds, 7 Baths, 4,311 Sf
Photo of Listing #O6068355
Reduced 8.5%

305 Magnolia Street

$2,375,000
WINDERMERE
MLS® # O6068355
5 Beds, 4 Baths, 3,476 Sf
Photo of Listing #O6063162
Reduced 3.1%
WINDERMERE
MLS® # O6063162
5 Beds, 7 Baths, 5,478 Sf
Photo of Listing #S5070277
Reduced 7.8%
WINDERMERE
MLS® # S5070277
4 Beds, 5 Baths, 5,435 Sf
Photo of Listing #O6083748

6731 Valhalla Way

$2,250,000
WINDERMERE
MLS® # O6083748
6 Beds, 8 Baths, 6,435 Sf
Photo of Listing #O6060030
Reduced 10.9%
WINDERMERE
MLS® # O6060030
5 Beds, 6 Baths, 4,506 Sf
Photo of Listing #O6037447
WINDERMERE
MLS® # O6037447
5 Beds, 5 Baths, 4,336 Sf
Photo of Listing #O6066584

906 Oakdale Street

$2,095,000
WINDERMERE
MLS® # O6066584
5 Beds, 5 Baths, 4,563 Sf
Photo of Listing #O6077178
Reduced 8.9%

415 West 3rd Avenue

$2,000,000
WINDERMERE
MLS® # O6077178
3 Beds, 3 Baths, 3,396 Sf
Photo of Listing #O6075369

7720 Ficquette Road

$1,995,000
WINDERMERE
MLS® # O6075369
4 Beds, 5 Baths, 4,282 Sf
Photo of Listing #O6067722
WINDERMERE
MLS® # O6067722
4 Beds, 4 Baths, 4,037 Sf
Photo of Listing #S5076581
Reduced 2.5%
WINDERMERE
MLS® # S5076581
5 Beds, 4 Baths, 5,093 Sf
Photo of Listing #O6080520
Reduced 1.3%

11036 Schooner Way

$1,895,000
WINDERMERE
MLS® # O6080520
4 Beds, 4 Baths, 3,391 Sf
Photo of Listing #O6087514
New
WINDERMERE
MLS® # O6087514
6 Beds, 5 Baths, 4,069 Sf
Photo of Listing #O6074739
WINDERMERE
MLS® # O6074739
7 Beds, 5 Baths, 4,751 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 February 6th, 2023 at 3:05pm EST.