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Windermere Lakefront Homes & Land

9508 Windy Ridge Rd Windermere, FL

$28,500,000 €25,180,320

Residential, Single Family Home

  • 7 Beds
  • 14 Baths
  • 51,000 SqFt
  • 18.16 Acres

Private Windermere lakefront compound with 18 acres on The Butler Chain of Lakes offering an unparalleled presence and prestige in Central Florida's most desirable location. This walled and gated estate boasts a 25,000 sqft. state-of-the-art famil...

9912 Lake Louise Dr Windermere, FL

$23,000,000 €20,320,960

Residential, Single Family Home

  • 11 Beds
  • 14 Baths
  • 25,466 SqFt
  • 3.19 Acres

An exquisite waterfront estate within one of Orlando's most sought after golf community of Isleworth Country Club. This impressive mansion offers car enthusiasts a dream showcase garage that can accommodate collections of 40+ cars. This impressive...

5115 Fairway Oaks Dr Windermere, FL

$10,999,000 €9,717,836

Residential, Single Family Home

  • 7 Beds
  • 11 Baths
  • 15,063 SqFt
  • 3.76 Acres

A sprawling floor plan and a prime setting on 3.76 acres along the shores of Lake Bessie define this exquisite seven-bedroom residence. Through a pair of arched French doors with glass and iron detail, the foyer opens to a stunning two-story livin...

11055 Bridge House Rd Windermere, FL

$6,750,000 €5,963,760

Residential, Single Family Home

  • 6 Beds
  • 9 Baths
  • 10,452 SqFt
  • 2.48 Acres

MASTERPIECE ON THE BUTLER CHAIN! Featuring over 10,000 square feet of exquisitely appointed interior living space, on over two privately gated acres with panoramic views of the famed Lake Butler, this spectacular residence will captivate at every ...

5506 Isleworth Country Club Dr Windermere, FL

$6,650,000 €5,875,408

Residential, Single Family Home

  • 6 Beds
  • 9 Baths
  • 8,049 SqFt
  •  

Nestled along the shores of Lake Butler in the renowned Isleworth Golf & Country Club, this fabulous estate strikes the perfect balance between modernity and sophistication. Offering superb living spaces in a lakefront setting, the estate boasts a...

5020 Down Point Ln Windermere, FL

$4,949,000 €4,372,540

Residential, Single Family Home

  • 5 Beds
  • 8 Baths
  • 9,621 SqFt
  • 2.01 Acres

Villa Constantia is the epitome of luxury Windermere lake front living. Designed by legendary architect John Henry this exquisite lake front mansion is perfectly positioned on Lake Down, part of the renowned Butler Chain of lakes. Every inch of th...

6342 Deacon Cir Windermere, FL

$4,900,000 €4,329,248

Residential, Single Family Home

  • 5 Beds
  • 6 Baths
  • 7,008 SqFt
  •  

Nestled along the lake in the heart of Isleworth, this fully updated residence offers a prime location overlooking Lake Isleworth with direct access to the renowned Butler Chain of Lakes. The five-bedroom estate spans 7,008 square feet across two ...

11103 Bridge House Rd Windermere, FL

$4,850,000 €4,285,072

Residential, Single Family Home

  • 5 Beds
  • 7 Baths
  • 9,403 SqFt
  • 1.74 Acres

This newly remodeled Mediterranean-style lakefront house combines an elegant yet casual open concept floor plan that provides a comfortable family experience. Sitting on 1.7 acres, this 4 bed, 4/2 bath house offers stunning views of Lake Butler, a...

NEW TO MARKET

9711 Deacon Ct Windermere, FL

$4,774,000 €4,217,924

Residential, Single Family Home

  • 5 Beds
  • 6 Baths
  • 8,400 SqFt
  • 1.16 Acres

Offering breathtaking views of beautiful Lake Isleworth, the Splendido Estate in the renowned Isleworth Golf & Country Club delivers beautiful sunsets and an Italian-inspired interior totaling 8,400 square feet. Set on a cul-de-sac with 360 feet o...

8304 Lake Burden Cir Windermere, FL

$4,295,000 €3,794,718

Residential, Single Family Home

  • 8 Beds
  • 10 Baths
  • 8,781 SqFt
  •  

Unparalleled contemporary home situated in the distinguished Keene’s Pointe subdivision. Home is completely updated, move in ready! This is the only contemporary home available in Keene's Pointe with lake access. Breathtaking water view. Featuring...

9313 Tibet Pointe Cir Windermere, FL

$4,250,000 €3,754,960

Residential, Single Family Home

  • 6 Beds
  • 9 Baths
  • 8,393 SqFt
  • 2.88 Acres

Welcome to this nearly 8400 sqft Windermere lakefront home on 2.88 acres located on Lake Tibet, part of the Butler Chain. A walk down the boardwalk takes you to an over-sized covered boat dock. The pool and hot tub area are secluded among the tree...

6121 Greatwater Dr Windermere, FL

$4,200,000 €3,710,784

Residential, Single Family Home

  • 4 Beds
  • 7 Baths
  • 9,034 SqFt
  • 5.95 Acres

Discover lakefront living at its finest sitting on 1.09 high and dry acres of the Butler Chain offering extraordinary indoor/outdoor spaces with over-the-top finishes and features. Wide welcoming porches, expansive outdoor living with fireplace an...

9934 Lake Louise Dr Windermere, FL

$4,000,000 €3,534,080

Residential, Single Family Home

  • 5 Beds
  • 7 Baths
  • 7,388 SqFt
  •  

A prime location along the shores of Lake Louise in the renowned Isleworth Golf & Country Club affords captivating views from this exceptional lakefront estate. Offering the best in Florida lakefront living, the striking three-story home boasts ex...

10988 Down Yonder Ln Windermere, FL

$3,999,999 €3,534,079

Land, Residential

  • 10.1 Acres

Extraordinary opportunity to acquire over 10+/- acres with 500+/- of frontage on Lake Down on the prestigious Butler Chain of Lakes. Rare to see such a beautiful lakefront parcel on the Butler Chain of Lakes one of Florida's first-class waterways ...

11536 Lake Butler Blvd Windermere, FL

$3,995,000 €3,529,662

Residential, Single Family Home

  • 5 Beds
  • 8 Baths
  • 8,204 SqFt
  • 2.19 Acres

Incredible opportunity - when you combine the land value and cost to build this custom estate home with master custom builder Jim Akers, it would exceed $6,000,000! Beautifully sited on two plus acres with over 550 feet of frontage on the famed Bu...

6055 Louise Cove Dr Windermere, FL

$3,725,000 €3,291,112

Residential, Single Family Home

  • 5 Beds
  • 6 Baths
  • 7,073 SqFt
  • 1.03 Acres

Nestled along the shores of beautiful Lake Louise with direct access to the Butler Chain of Lakes, this elegant Isleworth West estate built by Southpoint Homes encompasses more than 7,000 square feet of living space. Dramatic lake views extending ...

12824 Jacob Grace Ct Windermere, FL

$3,600,000 €3,180,672

Residential, Single Family Home

  • 6 Beds
  • 9 Baths
  • 8,289 SqFt
  • 1.34 Acres

Price significantly lowered for quick SALE. 2018 Fully Renovated State-of-the-Art Technology Automation SMART HOME with sophistication, elegance & luxury within the architectural balance of tranquility & modernity. A Marvelous Lakefront Modern Con...

2936 Midsummer Dr Windermere, FL

$3,500,000 €3,092,320

Residential, Single Family Home

  • 4 Beds
  • 6 Baths
  • 6,264 SqFt
  • 2.7 Acres

This magnificent waterfront residence captures the very essence of serenity and the art of timeless style. Magnolia trees line the circular drive. Exquisite architectural details and finishes are throughout from custom ceilings to Venetian plas...

1004 Rosser Reserve Ln Windermere, FL

$3,435,000 €3,034,891

Residential, Single Family Home

  • 4 Beds
  • 7 Baths
  • 7,000 SqFt
  • 1.33 Acres

Pre-Construction. To Be Built. Discover Windermere’s newest and most exclusive LUXURY LAKEFRONT province nestled on the famed BUTLER CHAIN OF LAKES. This exquisite community embraces only 10 premium CUSTOM homesites behind secured private gates wi...

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.

Listing information last updated on December 17th, 2018 at 6:15am EST.