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

103 Properties Found. Page 1 of 3.
Photo of Listing #O5926057

9927 Giffin Ct

$16,500,000
Windermere
MLS® # O5926057
12 Beds, 15 Baths, 31,000 Sf
Photo of Listing #O5911563

N/A

$14,950,000
Windermere
MLS® # O5911563
7 Beds, 13 Baths, 17,229 Sf
Photo of Listing #O5915892

6432 Deacon Cir

$8,300,000
Windermere
MLS® # O5915892
5 Beds, 9 Baths, 11,229 Sf
Photo of Listing #O5895605
Windermere
MLS® # O5895605
6 Beds, 8 Baths, 12,778 Sf
Photo of Listing #O5911293
Windermere
MLS® # O5911293
5 Beds, 8 Baths, 10,843 Sf
Photo of Listing #O5872952
Reduced 7.6%
Windermere
MLS® # O5872952
6 Beds, 10 Baths, 12,298 Sf
Photo of Listing #S5036746

5507 Worsham Ct

$5,959,000
Windermere
MLS® # S5036746
5 Beds, 9 Baths, 10,200 Sf
Photo of Listing #O5934539
Windermere
MLS® # O5934539
5 Beds, 8 Baths, 8,802 Sf
Photo of Listing #O5701437
Reduced 16.8%

5020 Down Point Ln

$4,949,000
Windermere
MLS® # O5701437
8 Beds, 8 Baths, 9,621 Sf
Photo of Listing #O5923495

11307 Bridge House

$4,200,000
Windermere
MLS® # O5923495
5 Beds, 7 Baths, 6,661 Sf
Photo of Listing #O5914180
Reduced 4.8%
Windermere
MLS® # O5914180
7 Beds, 8 Baths, 6,363 Sf
Photo of Listing #O5907662
Windermere
MLS® # O5907662
8 Beds, 10 Baths, 8,808 Sf
Photo of Listing #O5896580
Windermere
MLS® # O5896580
7 Beds, 10 Baths, 9,594 Sf
Photo of Listing #O5926051
Windermere
MLS® # O5926051
7 Beds, 8 Baths, 8,677 Sf
Photo of Listing #O5906379
Reduced 1.4%
Windermere
MLS® # O5906379
4 Beds, 6 Baths, 5,518 Sf
Photo of Listing #O5890500
Reduced 2.9%
Windermere
MLS® # O5890500
5 Beds, 7 Baths, 6,360 Sf
Photo of Listing #O5828068
Reduced 4.8%

12616 Park Ave

$2,950,000
Windermere
MLS® # O5828068
5 Beds, 7 Baths, 7,620 Sf
Photo of Listing #O5935041

20 Main St

$2,775,000
Windermere
MLS® # O5935041
5 Beds, 4 Baths, 4,759 Sf
Photo of Listing #O5923694

5127 Latrobe Dr

$2,700,000
Windermere
MLS® # O5923694
7 Beds, 8 Baths, 6,933 Sf
Photo of Listing #O5899098
Reduced 0.8%

4260 Isabella Cir

$2,567,000
Windermere
MLS® # O5899098
5 Beds, 7 Baths, 7,971 Sf
Photo of Listing #O5921839

3975 Isabella Cir

$2,420,000
Windermere
MLS® # O5921839
5 Beds, 7 Baths, 5,357 Sf
Photo of Listing #O5919017

4071 Isabella Cir

$2,399,000
Windermere
MLS® # O5919017
5 Beds, 8 Baths, 6,752 Sf
Photo of Listing #O5909246
Reduced 4.2%

4077 Isabella Cir

$2,390,000
Windermere
MLS® # O5909246
6 Beds, 8 Baths, 7,544 Sf
Photo of Listing #O5930434

4149 Isabella Cir

$2,374,900
Windermere
MLS® # O5930434
6 Beds, 9 Baths, 7,338 Sf
Photo of Listing #O5895831
Windermere
MLS® # O5895831
4 Beds, 4 Baths, 3,957 Sf
Photo of Listing #O5883033
Reduced 1.2%

4285 Isabella Cir

$2,321,000
Windermere
MLS® # O5883033
6 Beds, 8 Baths, 7,430 Sf
Photo of Listing #O5924379

5145 Latrobe Dr

$2,250,000
Windermere
MLS® # O5924379
4 Beds, 6 Baths, 4,512 Sf
Photo of Listing #O5902025

11209 Macaw Ct

$2,100,000
Windermere
MLS® # O5902025
6 Beds, 7 Baths, 5,609 Sf
Photo of Listing #O5920671

11404 Cranebrook Ct

$2,100,000
Windermere
MLS® # O5920671
5 Beds, 6 Baths, 6,040 Sf
Photo of Listing #O5920441

728 Forest St

$2,100,000
Windermere
MLS® # O5920441
3 Beds, 2 Baths, 1,880 Sf
Photo of Listing #O5888668

2730 Midsummer Dr

$2,100,000
Windermere
MLS® # O5888668
4 Beds, 4 Baths, 3,452 Sf
Photo of Listing #G5034909

325 Magnolia St

$1,997,000
Windermere
MLS® # G5034909
4 Beds, 3 Baths, 3,975 Sf
Photo of Listing #O5918930

2018 Bellamere Ct

$1,919,900
Windermere
MLS® # O5918930
5 Beds, 6 Baths, 4,688 Sf
Photo of Listing #O5936033
New

6114 Greatwater Dr

$1,895,000
Windermere
MLS® # O5936033
5 Beds, 6 Baths, 5,721 Sf
Photo of Listing #O5931495

8021 Whitford Ct

$1,890,000
Windermere
MLS® # O5931495
5 Beds, 6 Baths, 5,723 Sf
Photo of Listing #O5930331

6719 Valhalla Way

$1,890,000
Windermere
MLS® # O5930331
4 Beds, 6 Baths, 4,771 Sf
Photo of Listing #O5797210

4213 Isabella Cir

$1,879,000
Windermere
MLS® # O5797210
5 Beds, 8 Baths, 5,353 Sf
Photo of Listing #O5909640

6731 Valhalla Way

$1,875,000
Windermere
MLS® # O5909640
6 Beds, 8 Baths, 6,435 Sf
Photo of Listing #O5926622

2006 Bellamere Ct

$1,869,900
Windermere
MLS® # O5926622
5 Beds, 5 Baths, 4,886 Sf
Photo of Listing #O5925971

5139 Latrobe Dr

$1,840,000
Windermere
MLS® # O5925971
3 Beds, 3 Baths, 3,942 Sf
Photo of Listing #O5860093
Reduced 2.7%
Windermere
MLS® # O5860093
4 Beds, 6 Baths, 6,315 Sf
Photo of Listing #O5935373
New

13118 Bellaria Cir

$1,750,000
Windermere
MLS® # O5935373
5 Beds, 7 Baths, 6,045 Sf
Photo of Listing #O5933466

81 Oakdale St

$1,689,000
Windermere
MLS® # O5933466
4 Beds, 5 Baths, 4,284 Sf
Photo of Listing #O5932517

13244 Bellaria Cir

$1,689,000
Windermere
MLS® # O5932517
5 Beds, 7 Baths, 5,471 Sf
Photo of Listing #O5925723

6103 S Hampshire Ct

$1,650,000
Windermere
MLS® # O5925723
6 Beds, 6 Baths, 5,696 Sf
Photo of Listing #O5933807

3049 Seigneury Dr

$1,600,000
Windermere
MLS® # O5933807
6 Beds, 6 Baths, 5,904 Sf
Photo of Listing #O5928342

6137 Cartmel Ln

$1,595,000
Windermere
MLS® # O5928342
5 Beds, 5 Baths, 4,869 Sf
Photo of Listing #O5733540

7431 Lake Albert Dr

$1,570,926
Windermere
MLS® # O5733540
6 Beds, 7 Baths, 4,634 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 April 13th, 2021 at 1:02pm EDT.