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Windermere was founded back in 1887, a small town located in Orange County, Florida. Windermere has a population of over 2000 people and works hard to retain that small town charm and feel. Windermere sometime referred to as the island village among the lakes, is just 14 miles away from Orlando, yet the difference in pace is worlds apart. Most of the residents who live in Windermere have built their homes on magnificent and pristine Butler Chain of Lakes.

The historic town of Windermere has been completely refurbished and many local functions from wedding to social functions take place in its turn of the century interiors. You will still find many streets in the downtown area that are paved with dirt and pine straw. A few small businesses form the downtown area and this is the way the residents would like to keep it. The newest residential communities built on the towns doorstep are some of the most expensive in the country. They are the homes to many movie stars, national sports figures, large corporation CEOs and foreign dignitaries. The town council has restricted growth and commercialism so that Windermere can remain the little Florida citrus town amid the beautiful chain of lakes.

The residents of Windermere can enjoy the town hall, the Chase Memorial Library, Cal Palmer Memorial Building, named after one of its founding residents. There is an array of fine art galleries and stores with handcrafted gifts. Windermere is also very close to some great outlet malls such as Millennia Mall, known for its upscale stores and fine dining, The Florida Mall and Belz Factory Outlet which features over 170 outlet stores.

Isleworth, Lake Butler Sound and Keene's Pointe in Windermere are nestled beside the shores of Lake Tibet-Butler and Lake Down. Keene's Pointe has 14 distinctive neighborhood communities that offer a gracious lifestyle. The Golden Bear Club tucked away in Keene's Pointe offers Jack Niklaus Signature Golf Course with some of the most breathtaking views and challenging holes you'll find anywhere else.

The Golden Bear Grille offers indoor and outdoor dining facilities, the club also offers a beautiful outdoor pool and sundeck, fully equipped fitness center and top of the line tennis facility.

Latest Windermere Listings

5237 Isleworth Country Club Drive, Windermere image
5237 Isleworth Country Club Drive, Windermere $3,350,000

From the moment you enter this Isleworth golf-front home, there are exceptional vistas overlooking Lake Chase. The living room features expansive windows, a wet bar and f...

  • 5 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
13839 Amelia Pond Drive, Windermere image
13839 Amelia Pond Drive, Windermere $650,000

**NEW ROOF & AC UNIT! Plus, renovated BATHROOMS & KITCHEN!!** If you want a stunning home that’s centrally located to just about everything here in Orlando, that’s within...

  • 4 Beds
  • 2.5 Baths
  • Creeks Run SubDv.
  • 34786 Zip Code
3126 Seigneury Drive, Windermere image
3126 Seigneury Drive, Windermere $1,425,000

Updated with contemporary touches, this estate home was renovated to showcase a bright and welcoming residence for living and entertaining. Perched on a premium lot with ...

  • 5 Beds
  • 4.5 Baths
  • Harbor Isle SubDv.
  • 34786 Zip Code
5124 Sun Palm Drive, Windermere image
5124 Sun Palm Drive, Windermere $575,000

Located in the highly sought after neighborhood of Silver Woods sits this wonderful 4 bedroom 2.5 bathroom pool home. This home offers a split floor plan, vaulted ceiling...

  • 4 Beds
  • 2.5 Baths
  • Silver Woods Ph 04 SubDv.
  • 34786 Zip Code
2730 Midsummer Drive, Windermere image
2730 Midsummer Drive, Windermere $2,350,000

Welcome home to 2730 Midsummer Drive, arguably one of the most beautiful waterfront lots in all of Windermere if not all of Central Florida. Located on the Eastern Shores...

  • 4 Beds
  • 3.5 Baths
  • Lake Down Shores Rep SubDv.
  • 34786 Zip Code
11301 Bridge House Road, Windermere image
11301 Bridge House Road, Windermere $11,995,000

Stunning modern masterpiece situated in Windermere's Reserve at Lake Butler Sound's most coveted lot. Known as "Overjoy" for its location on the sparkling waters of Lake ...

  • 5 Beds
  • 7.5 Baths
  • Reserve At Lake Butler Sound SubDv.
  • 34786 Zip Code
11226 Macaw Court, Windermere image
11226 Macaw Court, Windermere $1,599,999

Welcome home to this custom built Bill Sauerwine Courtyard pool home. As you enter the double wrought iron gates. you will see the inviting salt water pool and spa, summ...

  • 4 Beds
  • 4.5 Baths
  • Keenes Pointe Ut 06 50 95 SubDv.
  • 34786 Zip Code
8179 Maritime Flag St Unit 203, Windermere image
8179 Maritime Flag St Unit 203, Windermere — 2 $377,000

Lakeside at Lakes of Windermere, second floor condominium unit. This home has been well maintained by the original owner and offers 3 bedrooms and 2 baths. The split fl...

  • 3 Beds
  • 2 Baths
  • Lakeside At Lakes Of Windermere SubDv.
  • 34786 Zip Code
4667 Indian Deer, Windermere image
4667 Indian Deer, Windermere $660,000

Wonderful pool home in the desiirable community of Summerport in Windermere! 4 bedrooms, and 3 baths with a 2-car garage. The yard is fenced for privacy so you can enjoy...

  • 4 Beds
  • 3 Baths
  • Summerport Phase 5 58/124 Lot 125 SubDv.
  • 34786 Zip Code
6731 Valhalla Way, Windermere image
6731 Valhalla Way, Windermere $2,250,000

Keene's Pointe - gated/24-hour attended golf course community featuring The Golden Bear Club. A members-only 18-hole golf course offering golf, tennis, fitness, dining an...

  • 6 Beds
  • 7.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code

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