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Windermere FL Real Estate

Windermere-pic-4 This peaceful town in the midst of blue-green lakes is a blend of rural and suburban charm. One of the most prestigious places to live in all of Florida, Windermere is a serene, leafy retreat, with a real downtown, tree-lined streets, and beautiful luxury homes in gated enclaves.

Windermere has long been the community of choice of discerning homebuyers for many reasons:

  • The location is simply unbeatable
    The town’s motto, “Among the Lakes,” perfectly describes its idyllic location on an isthmus with lakes on virtually all sides. Part of the Butler Chain of Lakes, these include Lake Butler, Lake Down, and Lake Bessie.

    Orlando is just 30 minutes away, but Windermere feels far removed from it. The town’s rural feel is bolstered by its lush, verdant waterfront setting, as well as dirt roads and roundabouts that discourage cut-through traffic. Enjoy peace and privacy with great shopping and dining, entertainment, and Central Florida’s outstanding attractions within easy reach.

  • It’s brimming over with historic charm

    Believed to be named after England’s largest lake and the eponymous town near its shores, Windermere was first settled by English settlers, one of whom – John Dawe – laid out the town in 1887. Incorporated in 1925, Windermere has managed to keep its past alive and is home to several buildings listed on the National Register of Historic Places.

    These are the 1890 Windermere School, the Cal Palmer Memorial Building, and the Windermere Town Hall.

  • It’s a main street kind of town

    Windermere’s top priority has always been preserving its natural setting, hence the dirt roads and primarily residential character. The town does have a downtown area, however, and the charming Windermere Business District is populated by independently owned shops and restaurants such as Dixie Cream Café, Tim’s Wine Market, and boutiques like Stitch Stitch & Arrow.

    Every Friday, the downtown area also plays host to the Windermere Farmer’s Market.

Windermere Homes for Sale

Windermere-pic1

Windermere has some of the most luxurious homes and estates in Central Florida.

The housing market is composed primarily of single-family homes and there are also a few vacant lots available. You will still find homes in the $500,000 price range in or near downtown, while waterfront properties and homes in gated communities typically command the highest prices (seven figures and up).

Architectural styles are diverse, from Tuscan, Mediterranean and Spanish Revival to Art Moderne and contemporary.

The Windermere area is home to some of the most sought-after developments in the region. These include:

  • Isleworth – Famous for having been home to quite a few celebrities and captains of industry, the community encompasses 600 acres and includes a renowned 18-hole Arnold Palmer golf course.
  • Keene’s Pointe – The development has over a dozen distinct villages and offers a variety of luxury golf and waterfront residences. It’s home to a Jack Nicklaus Signature Course at The Golden Bear Club.
  • The Reserve at Belmere – Located on Lake Whitney, this guard-gated community also has waterfront properties and its amenities include a clubhouse, tennis courts, open spaces, and more.
  • Lake Butler Sound – Extending across 380 acres, the community features custom-built luxury residences ranging from comfortable family homes to sprawling estates.

Find Windermere homes today. Check the Featured Properties page and browse the advanced MLS search for currently available properties.

Get in touch with Mike Mondello today at 407.760.5174 for more information.

Homes for Sale in Windermere fl

171 Results
9
Beds
13 | 4
Baths
20,240
SqFt
(33)
 
 
#O6162188 | House
 
6
Beds
6 | 2
Baths
14,856
SqFt
 
 
#O6180696 | House
 
6
Beds
7 | 2
Baths
14,435
SqFt
(61)
 
 
#O6176070 | House
 
5
Beds
7 | 2
Baths
9,267
SqFt
(70)
 
 
#O6083126 | House
 
5
Beds
7 | 4
Baths
10,200
SqFt
(100)
 
 
#O6180706 | House
 
7
Beds
5 | 2
Baths
15,000
SqFt
 
 
#O5992601 | House
 
6
Beds
6 | 2
Baths
8,792
SqFt
(93)
 
 
#O6170422 | House
 
5
Beds
4 | 2
Baths
7,178
SqFt
(53)
 
 
#O6173721 | House
 
6
Beds
6 | 3
Baths
10,341
SqFt
(74)
 
 
#O6163962 | House
 
5
Beds
5 | 3
Baths
7,191
SqFt
(74)
 
 
#O6172519 | House
 
5
Beds
5 | 2
Baths
6,972
SqFt
(57)
 
 
#O6172400 | House
 
5
Beds
5 | 2
Baths
7,607
SqFt
(99)
 
 
#O6162537 | House
 
6
Beds
6 | 2
Baths
7,400
SqFt
(62)
 
 
#O6181136 | House
 
6
Beds
5 | 1
Baths
6,235
SqFt
(87)
 
 
#O6170332 | House
 
5
Beds
5 | 2
Baths
7,736
SqFt
(91)
 
 
#O6151810 | House
 
5
Beds
7 | 3
Baths
8,259
SqFt
(50)
 
 
#O6166914 | House
 
5
Beds
5 | 1
Baths
5,613
SqFt
(38)
 
 
#O6173216 | House
 
6
Beds
7 | 1
Baths
6,665
SqFt
(81)
 
 
#O6178971 | House
 
5
Beds
5 | 2
Baths
5,895
SqFt
(64)
 
 
#O6161019 | House
 
6
Beds
8
Baths
6,755
SqFt
(39)
 
 
#O6136367 | House
 
6
Beds
6 | 1
Baths
6,478
SqFt
(100)
 
 
#O6188162 | House
 
6
Beds
7 | 1
Baths
7,159
SqFt
(45)
 
 
#O6140732 | House
 
5
Beds
4 | 2
Baths
6,115
SqFt
 
 
#O6167834 | House
 
5
Beds
4 | 1
Baths
5,111
SqFt
(67)
 
 
#O6141389 | House
 
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The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. 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; the availability of any listing should always be independently verified. Listing information is provided for consumers' 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. The offer of compensation is made only to participants of the MLS where the listing is filed.
Stellar (MFR) data last updated at March 18, 2024 10:18 PM ET