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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

171 Properties Found. Page 1 of 4.
Photo of Listing #O6162188

6004 Cartmel Lane

$30,000,000
WINDERMERE
MLS® # O6162188
9 Beds, 17 Baths, 20,240 Sf
Photo of Listing #O6180696
WINDERMERE
MLS® # O6180696
6 Beds, 8 Baths, 14,856 Sf
Photo of Listing #O6176070

4200 Down Point Lane

$13,900,000
WINDERMERE
MLS® # O6176070
6 Beds, 9 Baths, 14,435 Sf
Photo of Listing #O6083126
WINDERMERE
MLS® # O6083126
5 Beds, 9 Baths, 9,267 Sf
Photo of Listing #O6180706

5507 Worsham Court

$8,650,000
WINDERMERE
MLS® # O6180706
5 Beds, 11 Baths, 10,200 Sf
Photo of Listing #O5992601

11035 Schooner Way

$8,250,000
WINDERMERE
MLS® # O5992601
7 Beds, 7 Baths, 15,000 Sf
Photo of Listing #O6170422
WINDERMERE
MLS® # O6170422
6 Beds, 8 Baths, 8,792 Sf
Photo of Listing #O6173721

6462 Deacon Circle

$6,950,000
WINDERMERE
MLS® # O6173721
5 Beds, 6 Baths, 7,178 Sf
Photo of Listing #O6163962
Reduced 3.5%
WINDERMERE
MLS® # O6163962
6 Beds, 9 Baths, 10,341 Sf
Photo of Listing #O6172519

5190 Latrobe Drive

$6,300,000
WINDERMERE
MLS® # O6172519
5 Beds, 8 Baths, 7,191 Sf
Photo of Listing #O6172400

6120 Kirkstone Lane

$6,199,000
WINDERMERE
MLS® # O6172400
5 Beds, 7 Baths, 6,972 Sf
Photo of Listing #O6162537
Reduced 14.3%
WINDERMERE
MLS® # O6162537
5 Beds, 7 Baths, 7,607 Sf
Photo of Listing #O6181136
WINDERMERE
MLS® # O6181136
6 Beds, 8 Baths, 7,400 Sf
Photo of Listing #O6170332
Reduced 8.5%
WINDERMERE
MLS® # O6170332
6 Beds, 6 Baths, 6,235 Sf
Photo of Listing #O6151810
Reduced 0.9%

12540 Park Avenue

$5,750,000
WINDERMERE
MLS® # O6151810
5 Beds, 7 Baths, 7,736 Sf
Photo of Listing #O6166914
WINDERMERE
MLS® # O6166914
5 Beds, 10 Baths, 8,259 Sf
Photo of Listing #O6173216
WINDERMERE
MLS® # O6173216
5 Beds, 6 Baths, 5,613 Sf
Photo of Listing #O6178971
WINDERMERE
MLS® # O6178971
6 Beds, 8 Baths, 6,665 Sf
Photo of Listing #O6161019

6109 Orta Court

$5,099,000
WINDERMERE
MLS® # O6161019
5 Beds, 7 Baths, 5,895 Sf
Photo of Listing #O6136367
Reduced 6.9%
WINDERMERE
MLS® # O6136367
6 Beds, 8 Baths, 6,755 Sf
Photo of Listing #O6188162
New
WINDERMERE
MLS® # O6188162
6 Beds, 7 Baths, 6,478 Sf
Photo of Listing #O6167834
Reduced 10.1%
WINDERMERE
MLS® # O6167834
5 Beds, 6 Baths, 6,115 Sf
Photo of Listing #O6140732
Reduced 9.2%
WINDERMERE
MLS® # O6140732
6 Beds, 8 Baths, 7,159 Sf
Photo of Listing #O6141389
Reduced 15.2%

800 West 2nd Avenue

$3,900,000
WINDERMERE
MLS® # O6141389
5 Beds, 5 Baths, 5,111 Sf
Photo of Listing #O6172988
WINDERMERE
MLS® # O6172988
7 Beds, 9 Baths, 6,544 Sf
Photo of Listing #O6158850
Reduced 3.2%
WINDERMERE
MLS® # O6158850
6 Beds, 8 Baths, 8,372 Sf
Photo of Listing #O6164738
Reduced 2.6%
WINDERMERE
MLS® # O6164738
6 Beds, 9 Baths, 7,129 Sf
Photo of Listing #O6121777
WINDERMERE
MLS® # O6121777
5 Beds, 8 Baths, 6,752 Sf
Photo of Listing #O6170314
Reduced 13.9%

5127 Latrobe Drive

$3,400,000
WINDERMERE
MLS® # O6170314
7 Beds, 8 Baths, 6,933 Sf
Photo of Listing #O6177372
WINDERMERE
MLS® # O6177372
4 Beds, 5 Baths, 4,957 Sf
Photo of Listing #O6163405

628 Butler Street

$3,300,000
WINDERMERE
MLS® # O6163405
6 Beds, 6 Baths, 4,486 Sf
Photo of Listing #O6172666
Reduced 3%
WINDERMERE
MLS® # O6172666
5 Beds, 7 Baths, 5,418 Sf
Photo of Listing #O6175127
Reduced 7.2%
WINDERMERE
MLS® # O6175127
3 Beds, 5 Baths, 4,261 Sf
Photo of Listing #O6183633
WINDERMERE
MLS® # O6183633
3 Beds, 4 Baths, 2,848 Sf
Photo of Listing #O6182702

325 Magnolia Street

$3,148,000
WINDERMERE
MLS® # O6182702
4 Beds, 3 Baths, 3,975 Sf
Photo of Listing #O6174253
Reduced 3.2%

6127 Orta Court

$2,999,999
WINDERMERE
MLS® # O6174253
4 Beds, 5 Baths, 4,685 Sf
Photo of Listing #O6172675
WINDERMERE
MLS® # O6172675
4 Beds, 4 Baths, 3,872 Sf
Photo of Listing #O6172805
WINDERMERE
MLS® # O6172805
5 Beds, 8 Baths, 6,909 Sf
Photo of Listing #O6171728
Reduced 17.1%
WINDERMERE
MLS® # O6171728
3 Beds, 2 Baths, 2,168 Sf
Photo of Listing #O6183217
WINDERMERE
MLS® # O6183217
6 Beds, 7 Baths, 6,601 Sf
Photo of Listing #O6183932
WINDERMERE
MLS® # O6183932
4 Beds, 5 Baths, 4,296 Sf
Photo of Listing #O6157870
Reduced 12.9%

5186 Vardon Drive

$2,695,000
WINDERMERE
MLS® # O6157870
4 Beds, 5 Baths, 4,739 Sf
Photo of Listing #O6184872
New
WINDERMERE
MLS® # O6184872
5 Beds, 5 Baths, 4,339 Sf
Photo of Listing #O6152745
Reduced 1.8%
WINDERMERE
MLS® # O6152745
5 Beds, 7 Baths, 5,734 Sf
Photo of Listing #O6148700
WINDERMERE
MLS® # O6148700
4 Beds, 5 Baths, 4,290 Sf
Photo of Listing #O6174254
Reduced 6.9%
WINDERMERE
MLS® # O6174254
5 Beds, 6 Baths, 4,715 Sf
Photo of Listing #L4933072
Reduced 1%
WINDERMERE
MLS® # L4933072
4 Beds, 6 Baths, 5,514 Sf
Photo of Listing #O6170293
Reduced 10.9%

5001 Latrobe Drive

$2,450,000
WINDERMERE
MLS® # O6170293
5 Beds, 5 Baths, 4,417 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 March 19th, 2024 at 7:34am EDT.