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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

Windermere, FL Homes for Sale - Page #2

118 Properties Found. Page 2 of 3.
Photo of Listing #O6075513
Reduced 8.5%
WINDERMERE
MLS® # O6075513
5 Beds, 4 Baths, 3,600 Sf
Photo of Listing #O6088305
Reduced 8.3%

6869 Thornhill Cir

$1,550,000
WINDERMERE
MLS® # O6088305
4 Beds, 5 Baths, 3,746 Sf
Photo of Listing #O6103954
Reduced 5.4%
WINDERMERE
MLS® # O6103954
5 Beds, 4 Baths, 3,464 Sf
Photo of Listing #O6046144
Reduced 2.1%
WINDERMERE
MLS® # O6046144
5 Beds, 5 Baths, 3,880 Sf
Photo of Listing #O6112849
WINDERMERE
MLS® # O6112849
6 Beds, 5 Baths, 4,144 Sf
Photo of Listing #O6110570
Reduced 5.2%
WINDERMERE
MLS® # O6110570
5 Beds, 5 Baths, 4,463 Sf
Photo of Listing #O6104474
WINDERMERE
MLS® # O6104474
4 Beds, 5 Baths, 3,468 Sf
Photo of Listing #O6095442
Reduced 13.6%
WINDERMERE
MLS® # O6095442
6 Beds, 5 Baths, 3,579 Sf
Photo of Listing #O6109720
WINDERMERE
MLS® # O6109720
3 Beds, 3 Baths, 3,300 Sf
Photo of Listing #O6109215
Reduced 2.3%

8122 Whitford Court

$1,269,000
WINDERMERE
MLS® # O6109215
4 Beds, 3 Baths, 3,062 Sf
Photo of Listing #O6040463
WINDERMERE
MLS® # O6040463
5 Beds, 3 Baths, 2,918 Sf
Photo of Listing #U8202185
New

323 Main Street

$1,200,000
WINDERMERE
MLS® # U8202185
4 Beds, 3 Baths, 2,106 Sf
Photo of Listing #O6108242

11040 Clipper Court

$1,150,000
WINDERMERE
MLS® # O6108242
4 Beds, 4 Baths, 3,545 Sf
Photo of Listing #O6093426
Reduced 4.2%
WINDERMERE
MLS® # O6093426
5 Beds, 4 Baths, 3,943 Sf
Photo of Listing #O6095444
Reduced 6%
WINDERMERE
MLS® # O6095444
5 Beds, 4 Baths, 4,614 Sf
Photo of Listing #O6102842
Reduced 4.2%
WINDERMERE
MLS® # O6102842
4 Beds, 4 Baths, 3,070 Sf
Photo of Listing #O6107922
WINDERMERE
MLS® # O6107922
5 Beds, 4 Baths, 3,416 Sf
Photo of Listing #O6089843

1636 Glenwick Drive

$1,090,000
WINDERMERE
MLS® # O6089843
5 Beds, 5 Baths, 4,178 Sf
Photo of Listing #O6086180
Reduced 3.6%

6379 Swanson Street

$1,060,000
WINDERMERE
MLS® # O6086180
5 Beds, 4 Baths, 3,804 Sf
Photo of Listing #O6103778
Reduced 5.9%

107 East 2nd Avenue

$1,049,500
WINDERMERE
MLS® # O6103778
4 Beds, 3 Baths, 2,684 Sf
Photo of Listing #T3446585
WINDERMERE
MLS® # T3446585
5 Beds, 5 Baths, 4,936 Sf
Photo of Listing #T3446253
WINDERMERE
MLS® # T3446253
4 Beds, 3 Baths, 2,463 Sf
Photo of Listing #S5085024
Reduced 4.1%

8442 Bowden Way

$940,000
WINDERMERE
MLS® # S5085024
4 Beds, 3 Baths, 3,038 Sf
Photo of Listing #O6112996

106 Palm Street

$929,000
WINDERMERE
MLS® # O6112996
3 Beds, 4 Baths, 3,082 Sf
Photo of Listing #O6098599
Reduced 8%
WINDERMERE
MLS® # O6098599
3 Beds, 2 Baths, 1,908 Sf
Photo of Listing #O6103448
Reduced 2.7%
WINDERMERE
MLS® # O6103448
4 Beds, 3 Baths, 3,207 Sf
Photo of Listing #O6095035
Reduced 2.3%
WINDERMERE
MLS® # O6095035
4 Beds, 4 Baths, 3,059 Sf
Photo of Listing #O6098234
WINDERMERE
MLS® # O6098234
3 Beds, 2 Baths, 2,098 Sf
Photo of Listing #S5085969
New
WINDERMERE
MLS® # S5085969
4 Beds, 3 Baths, 3,677 Sf
Photo of Listing #O6112013
Reduced 3.6%

5837 Caymus Loop

$799,900
WINDERMERE
MLS® # O6112013
5 Beds, 3 Baths, 2,875 Sf
Photo of Listing #O6115504
New

7016 Kiwano Way

$799,000
WINDERMERE
MLS® # O6115504
5 Beds, 5 Baths, 3,680 Sf
Photo of Listing #P4924008
New
WINDERMERE
MLS® # P4924008
4 Beds, 4 Baths, 2,854 Sf
Photo of Listing #S5081327
Reduced 2.5%

8419 Kemper Lane

$779,000
WINDERMERE
MLS® # S5081327
4 Beds, 3 Baths, 2,527 Sf
Photo of Listing #O6108557
New
WINDERMERE
MLS® # O6108557
4 Beds, 3 Baths, 2,736 Sf
Photo of Listing #O6114856
New
WINDERMERE
MLS® # O6114856
4 Beds, 4 Baths, 2,895 Sf
Photo of Listing #S5080869
WINDERMERE
MLS® # S5080869
4 Beds, 4 Baths, 2,805 Sf
Photo of Listing #S5084232
Reduced 3.4%
WINDERMERE
MLS® # S5084232
4 Beds, 4 Baths, 2,911 Sf
Photo of Listing #O6111620
WINDERMERE
MLS® # O6111620
4 Beds, 4 Baths, 3,450 Sf
Photo of Listing #S5083769
WINDERMERE
MLS® # S5083769
4 Beds, 4 Baths, 2,665 Sf
Photo of Listing #O6111586

9747 Gotha Road

$699,988
WINDERMERE
MLS® # O6111586
3 Beds, 2 Baths, 1,401 Sf
Photo of Listing #O6107308
WINDERMERE
MLS® # O6107308
5 Beds, 3 Baths, 2,965 Sf
Photo of Listing #O6113680
New
WINDERMERE
MLS® # O6113680
4 Beds, 3 Baths, 2,439 Sf
Photo of Listing #O6113321
New
WINDERMERE
MLS® # O6113321
4 Beds, 3 Baths, 2,882 Sf
Photo of Listing #S5085085
WINDERMERE
MLS® # S5085085
4 Beds, 3 Baths, 2,203 Sf
Photo of Listing #O6046867
WINDERMERE
MLS® # O6046867
4 Beds, 4 Baths, 2,604 Sf
Photo of Listing #O6113873
New
WINDERMERE
MLS® # O6113873
4 Beds, 3 Baths, 2,787 Sf
Photo of Listing #O6094831
Reduced 2.9%
WINDERMERE
MLS® # O6094831
4 Beds, 3 Baths, 2,353 Sf
Photo of Listing #O6066992
Reduced 1.1%
WINDERMERE
MLS® # O6066992
4 Beds, 3 Baths, 2,208 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 June 3rd, 2023 at 8:19am EDT.