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Windermere › The Top 10 Most Expensive Windermere Listings

The Top 10 Most Expensive Residential Real Estate Listings in Windermere on the Market Right Now

Windermere is one of the most desirable addresses in Central Florida and features some of the most luxurious homes in the most exclusive neighborhoods. Here is a fun peak into ten of the most expensive residential real estate listings in Windermere that are currently on the market.

The Ten Most Expensive Active Listings in Windermere

9508 Windy Ridge Road, Windermere image
9508 Windy Ridge Road, Windermere $24,995,000 ▼

Perfectly positioned on 18 acres of lakefront property with meticulously manicured grounds, this walled and gated compound includes apprx 614 feet of pristine lake fronta...

  • 7 Beds
  • 14.5 Baths
  • Acreage & Unrec 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
11940 Lake Butler Boulevard, Windermere image
11940 Lake Butler Boulevard, Windermere $8,250,000 ▲

UNIQUE ESTATE HOME SET ON 300 FEET OF LAKE BUTLER SHORELINE WITH 300’ SEAWALL. This private, gated lakefront home is set on 2.4 acres in old Windermere, with over 6,500 S...

  • 5 Beds
  • 6.5 Baths
  • Metcalf Park Rep SubDv.
  • 34786 Zip Code
11035 Schooner Way, Windermere image
11035 Schooner Way, Windermere $8,250,000 ▲

Pre-Construction. To be built. Where Art Meets Architecture! Build your Custom Dream Home with state of the art energy efficiency engineering in the tranquility of the so...

  • 7 Beds
  • 5.5 Baths
  • Marina Bay Estates SubDv.
  • 34786 Zip Code
5139 Isleworth Country Club Drive, Windermere image
5139 Isleworth Country Club Drive, Windermere $7,900,000 ▼

Lease Purchase OPPORTUNITY! Love it or Lease it Rent to Own Luxury Home. Here is the opportunity to do a lease purchase on a Luxury Home. Incredible gated community with ...

  • 7 Beds
  • 7.5 Baths
  • Isleworth 01 Amd SubDv.
  • 34786 Zip Code
9832 Laurel Valley Drive, Windermere image
9832 Laurel Valley Drive, Windermere $7,775,000

Stunning water views and **captivating sunsets** will take your breath away at this exquisite lakefront Estate. Perfectly situated on the shores of Lake Butler and the 1...

  • 6 Beds
  • 7.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
10988 Down Yonder Lane, Windermere image
10988 Down Yonder Lane, Windermere $7,500,000

Pre-Construction. To be built. Land Purchase at 2.795M or Pre-Construction Home at 7.5M Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water...

  • 4 Beds
  • 4.5 Baths
  • Lake Down Estates SubDv.
  • 34786 Zip Code
6507 Rosella Court, Windermere image
6507 Rosella Court, Windermere $7,495,000

Windermere - Lakefront - Butler Chain of Lakes, Lake Tibet - Keenes Pointe - 24 Hr Guard Gated Golf Course Community... Explore this Stonebridge Custom Homes, 6 bedroom...

  • 6 Beds
  • 7.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
9736 Chestnut Ridge Drive, Windermere image
9736 Chestnut Ridge Drive, Windermere $7,388,000

Pre-Construction. To be built. Featuring an exceptional setting along the shores of beautiful Lake Bessie with gorgeous sunset views, this five-bedroom estate will be bui...

  • 5 Beds
  • 5.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
11947 Lake Butler Boulevard, Windermere image
11947 Lake Butler Boulevard, Windermere $7,035,000

Pre-Construction. To be built. Your contemporary work of art awaits. Located in the Town of Windermere on the famed Lake Butler Blvd. is a beautiful 1.2-acre plot of land...

  • 6 Beds
  • 6.5 Baths
  • Lake Butler Estates SubDv.
  • 34786 Zip Code
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Windermere Neighborhoods

  • Arlington Bay
  • Ashlin Park
  • Balmoral
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  • Bella Vita
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  • Berkshire Park
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  • Carrington
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  • Providence Lake Sheen
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  • Roberts Landing
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  • Thornhill
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  • West Lake Butler Estates
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  • Windermere Club
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  • Worthington Park

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Ziro Realty, LLC
619 Celebration Ave 
Celebration, FL 34747
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