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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

129 Properties Found. Page 1 of 3.
Photo of Listing #U8207115

9508 Windy Ridge Road

$30,000,000
WINDERMERE
MLS® # U8207115
7 Beds, 16 Baths, 29,739 Sf
Photo of Listing #O6097686
Reduced 5.7%
WINDERMERE
MLS® # O6097686
5 Beds, 8 Baths, 14,856 Sf
Photo of Listing #O6083126
WINDERMERE
MLS® # O6083126
5 Beds, 9 Baths, 9,267 Sf
Photo of Listing #O6124594
WINDERMERE
MLS® # O6124594
5 Beds, 8 Baths, 9,482 Sf
Photo of Listing #O6120407

6432 Deacon Circle

$8,300,000
WINDERMERE
MLS® # O6120407
5 Beds, 9 Baths, 11,021 Sf
Photo of Listing #O5992601

11035 Schooner Way

$8,250,000
WINDERMERE
MLS® # O5992601
7 Beds, 7 Baths, 15,000 Sf
Photo of Listing #O6131593
Reduced 6.9%

6120 Kirkstone Lane

$7,900,000
WINDERMERE
MLS® # O6131593
6 Beds, 8 Baths, 6,972 Sf
Photo of Listing #O6021133
WINDERMERE
MLS® # O6021133
4 Beds, 6 Baths, 8,446 Sf
Photo of Listing #O6115064
WINDERMERE
MLS® # O6115064
7 Beds, 11 Baths, 9,376 Sf
Photo of Listing #O6103885
Reduced 3.4%
WINDERMERE
MLS® # O6103885
6 Beds, 7 Baths, 8,287 Sf
Photo of Listing #O6141598

5518 Worsham Court

$6,450,000
WINDERMERE
MLS® # O6141598
5 Beds, 8 Baths, 8,100 Sf
Photo of Listing #O6088503
Reduced 20.3%
WINDERMERE
MLS® # O6088503
6 Beds, 8 Baths, 8,330 Sf
Photo of Listing #O6143716

5174 Vardon Drive

$5,975,000
WINDERMERE
MLS® # O6143716
6 Beds, 9 Baths, 10,701 Sf
Photo of Listing #O6123105
Reduced 4%

12632 Park Avenue

$5,950,000
WINDERMERE
MLS® # O6123105
6 Beds, 9 Baths, 10,213 Sf
Photo of Listing #O6136367
WINDERMERE
MLS® # O6136367
6 Beds, 8 Baths, 6,755 Sf
Photo of Listing #O6102219
WINDERMERE
MLS® # O6102219
6 Beds, 7 Baths, 5,305 Sf
Photo of Listing #O6128915
WINDERMERE
MLS® # O6128915
5 Beds, 7 Baths, 7,649 Sf
Photo of Listing #O6140732
WINDERMERE
MLS® # O6140732
6 Beds, 8 Baths, 7,159 Sf
Photo of Listing #O6141389

800 West 2nd Avenue

$4,600,000
WINDERMERE
MLS® # O6141389
5 Beds, 5 Baths, 5,111 Sf
Photo of Listing #O6079340

225 Magnolia Street

$4,500,000
WINDERMERE
MLS® # O6079340
7 Beds, 11 Baths, 5,735 Sf
Photo of Listing #O6118024
Reduced 1.8%

4047 Isabella Cir

$4,299,000
WINDERMERE
MLS® # O6118024
5 Beds, 8 Baths, 8,372 Sf
Photo of Listing #O6128678
WINDERMERE
MLS® # O6128678
5 Beds, 6 Baths, 6,885 Sf
Photo of Listing #O6093610

801 West 2nd Avenue

$3,995,000
WINDERMERE
MLS® # O6093610
5 Beds, 6 Baths, 5,639 Sf
Photo of Listing #O6140129
WINDERMERE
MLS® # O6140129
5 Beds, 6 Baths, 5,372 Sf
Photo of Listing #O6125748

9950 6th Street

$3,499,900
WINDERMERE
MLS® # O6125748
4 Beds, 7 Baths, 5,526 Sf
Photo of Listing #O6121777
WINDERMERE
MLS® # O6121777
5 Beds, 8 Baths, 6,752 Sf
Photo of Listing #O6131361

11118 Coniston Way

$3,395,000
WINDERMERE
MLS® # O6131361
5 Beds, 7 Baths, 8,128 Sf
Photo of Listing #O6133619

325 Magnolia Street

$2,998,000
WINDERMERE
MLS® # O6133619
4 Beds, 3 Baths, 3,975 Sf
Photo of Listing #O6145734
New
WINDERMERE
MLS® # O6145734
5 Beds, 6 Baths, 4,688 Sf
Photo of Listing #O6139313
New
WINDERMERE
MLS® # O6139313
5 Beds, 7 Baths, 5,353 Sf
Photo of Listing #L4933072
Reduced 1%
WINDERMERE
MLS® # L4933072
4 Beds, 6 Baths, 5,514 Sf
Photo of Listing #T3475778
New
WINDERMERE
MLS® # T3475778
5 Beds, 6 Baths, 5,291 Sf
Photo of Listing #O6116062
Reduced 13.2%

1003 Oakdale Street

$2,300,000
WINDERMERE
MLS® # O6116062
5 Beds, 5 Baths, 4,061 Sf
Photo of Listing #O6136847

9907 Beaufort Ct

$2,199,900
WINDERMERE
MLS® # O6136847
4 Beds, 4 Baths, 4,658 Sf
Photo of Listing #O6116858
Reduced 3.9%

81 Oakdale Street

$2,199,000
WINDERMERE
MLS® # O6116858
5 Beds, 5 Baths, 4,284 Sf
Photo of Listing #O6129290
Reduced 3.7%
WINDERMERE
MLS® # O6129290
4 Beds, 5 Baths, 3,585 Sf
Photo of Listing #O6140955
WINDERMERE
MLS® # O6140955
6 Beds, 5 Baths, 4,189 Sf
Photo of Listing #O6123335
Reduced 2.5%
WINDERMERE
MLS® # O6123335
5 Beds, 4 Baths, 4,706 Sf
Photo of Listing #O6125618
Reduced 3.1%
WINDERMERE
MLS® # O6125618
5 Beds, 6 Baths, 5,478 Sf
Photo of Listing #O6141867

311 East 8th Avenue

$1,850,000
WINDERMERE
MLS® # O6141867
5 Beds, 4 Baths, 3,805 Sf
Photo of Listing #O6129388
Reduced 8.5%

520 Haley Drive

$1,785,000
WINDERMERE
MLS® # O6129388
4 Beds, 4 Baths, 4,283 Sf
Photo of Listing #O6109399
WINDERMERE
MLS® # O6109399
8 Beds, 5 Baths, 4,751 Sf
Photo of Listing #O6110148
WINDERMERE
MLS® # O6110148
3 Beds, 3 Baths, 3,135 Sf
Photo of Listing #O6135534

11603 Vinci Drive

$1,769,000
WINDERMERE
MLS® # O6135534
5 Beds, 5 Baths, 3,672 Sf
Photo of Listing #O6099943
Reduced 2.8%

12224 Mckinnon Road

$1,749,000
WINDERMERE
MLS® # O6099943
4 Beds, 5 Baths, 3,777 Sf
Photo of Listing #O6087534
Reduced 8.1%
WINDERMERE
MLS® # O6087534
6 Beds, 7 Baths, 4,634 Sf
Photo of Listing #O6111130

11036 Schooner Way

$1,699,000
WINDERMERE
MLS® # O6111130
4 Beds, 4 Baths, 3,391 Sf
Photo of Listing #O6087514
Reduced 1%
WINDERMERE
MLS® # O6087514
6 Beds, 5 Baths, 4,069 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 October 2nd, 2023 at 9:34pm EDT.