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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

5139 Isleworth Country Club Drive, Windermere image
5139 Isleworth Country Club Drive, Windermere $8,900,000

Spectacular Tuscan Modern Custom-Built estate is a once in a lifetime opportunity inspired by the Italian Renaissance. One of the most exclusive private golf and country ...

  • 7 Beds
  • 7.5 Baths
  • Isleworth 01 Amd SubDv.
  • 34786 Zip Code
6513 Rosella Court, Windermere image
6513 Rosella Court, Windermere $8,590,000

Sitting on one of the most magnificent and private lots in all of Windermere, with your own personal view of nightly Disney fireworks from both Magic Kingdom and Epcot, t...

  • 6 Beds
  • 6.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
5020 Down Point Lane, Windermere image
5020 Down Point Lane, Windermere $7,959,000

This stunning estate is the epitome of luxury Windermere lakefront living. Designed by legendary architect John Henry, this exquisite lakefront residence is perfectly pos...

  • 8 Beds
  • 8 Baths
  • Sunset Bay Rep 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. Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water views! Gated community with only three home sites. TWO OPTI...

  • 4 Beds
  • 4.5 Baths
  • Lake Down Estates SubDv.
  • 34786 Zip Code
11035 Schooner Way, Windermere image
11035 Schooner Way, Windermere $7,500,000

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
11940 Lake Butler Boulevard, Windermere image
11940 Lake Butler Boulevard, Windermere $6,995,000

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
801 W 2nd Avenue, Windermere image
801 W 2nd Avenue, Windermere $6,495,000

Set within one of the most coveted streets in all of Windermere, this Mediterranean contemporary masterpiece combines grandeur and elegance for your enjoyment of living. ...

  • 5 Beds
  • 6 Baths
  • Aladar On Lake Butler SubDv.
  • 34786 Zip Code
6474 Deacon Circle, Windermere image
6474 Deacon Circle, Windermere $6,474,000 ▼

New Price - Sellers have found another home, are motivated to sell and open to negotiating. Step into this updated waterfront estate situated along the shores of the fa...

  • 6 Beds
  • 5.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
11049 Bridge House Road, Windermere image
11049 Bridge House Road, Windermere $6,450,000 ▼

Exquisite Mediterranean masterpiece, located in the 24-hour guard-gated community of Lake Butler Sound. This stunning residence features over 10,000 square feet of luxury...

  • 5 Beds
  • 5.5 Baths
  • Reserve At Lake Butler Sound 45/120 SubDv.
  • 34786 Zip Code
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Windermere Neighborhoods

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David Myers - Broker Associate
WindermereNeighborhoodRealty.com Team
Ziro Realty, LLC
619 Celebration Ave 
Celebration, FL 34747
Phone: 407-801-3286
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