293 results in Windermere for Homes
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Windermere

$ 23,000,000

  • Address 9912 LAKE LOUISE DRIVE
  • Acreage 3.19
  • Sqr Ft 25466 sqft
  • Baths 10
  • Bedrooms 11

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 accom....

Windermere

$ 7,400,000

  • Address 5372 ISLEWORTH COUNTRY CLUB DRIVE
  • Acreage 1.03
  • Sqr Ft 13230 sqft
  • Baths 7
  • Bedrooms 8

Discover the very best in Isleworth living through this spectacular estate overlooking the serene waters of Hourglass Lake. The estate is a rich and fascinating masterpiece that inspires superior craf....

Windermere

$ 6,750,000

  • Address 5318 ISLEWORTH COUNTRY CLUB DRIVE
  • Acreage 1.74
  • Sqr Ft 12298 sqft
  • Baths 8
  • Bedrooms 6

IMMEDIATELY IMPRESSIVE AND DRAMATIC! Golf-front custom built estate for current owner -the fulfillment of your dreams of owning a Florida estate in Orlando's most exclusive, gated, amenity-rich comm....

Windermere

$ 6,350,000

  • Address 9832 LAUREL VALLEY DRIVE
  • Acreage 0.6
  • Sqr Ft 11100 sqft
  • Baths 7
  • Bedrooms 6

Unparalleled Isleworth estate with amazing views of Lake Butler combined with direct golf course frontage on Isleworth’s 15th hole. This one of a kind three story home has been completely renovated ....

Windermere

$ 4,949,000

  • Address 5020 DOWN POINT LANE
  • Acreage 2.01
  • Sqr Ft 9621 sqft
  • Baths 8
  • Bedrooms 5

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 r....

Windermere

$ 4,850,000

  • Address 6126 KIRKSTONE LANE
  • Acreage 1.42
  • Sqr Ft 8379 sqft
  • Baths 6
  • Bedrooms 5

NEW PRICE.......Perfectly sited along the shores of the coveted Lake Butler, this exquisite home (built by renowned builder, Wyatt Anderson) has amazing sunsets in the 24 hour guard gated community of....

Windermere

$ 4,745,000

  • Address 5139 FAIRWAY OAKS DRIVE
  • Acreage 0.97
  • Sqr Ft 11163 sqft
  • Baths 6
  • Bedrooms 6

Seller Requirement: Buyer must produce proof of funds at full listing price. Nestled on a picturesque home site along the shores of Lake Bessie, this commanding waterfront residence blends a Spanish M....

Windermere

$ 4,723,000

  • Address 12624 PARK AVENUE
  • Acreage 1.75
  • Sqr Ft 6996 sqft
  • Baths 6
  • Bedrooms 6

Pre-Construction. To be built. Pre- Construction. Incredible opportunity to build your dream home on the Butler Chain of Lakes or you can build this plan. This beautiful transitional style home with a....

Windermere

$ 4,655,000

  • Address 10821 BAYSHORE DRIVE
  • Acreage 2.8
  • Sqr Ft 6378 sqft
  • Baths 5
  • Bedrooms 5

Pre-Construction. To be built. Pre-Construction. Gorgeous lot available for you to build your dream home or this plan if you desire. Bring your own builder!! This gorgeous open concept home offers all....

Windermere

$ 4,495,000

  • Address 8358 LAKE BURDEN CIRCLE
  • Acreage 0.86
  • Sqr Ft 9844 sqft
  • Baths 8
  • Bedrooms 8

Stunning French Chateau nestled along the shores of Lake Burden in the 24-hour guard gated community of Keene’s Pointe. As you step through the front door your immediately greeted by soaring two sto....

Windermere

$ 4,200,000

  • Address 6513 ROSELLA COURT
  • Acreage 3.35
  • Sqr Ft 9089 sqft
  • Baths 6
  • Bedrooms 6

Sitting on one of the most magnificent and private lots in all of Windermere, this 9,000+sf estate is like no other. Not only does the lot cover over three acres, but it is the only lot in the commun....

Windermere

$ 3,995,000

  • Address 9711 DEACON COURT
  • Acreage 1.16
  • Sqr Ft 8400 sqft
  • Baths 3
  • Bedrooms 5

One or more photo(s) has been virtually staged. Isleworth living at its best! Live the good life in this sprawling mansion located on the shores of the famed Butler Chain in the main section of Islewo....

Windermere

$ 3,990,000

  • Address 5501 ISLEWORTH COUNTRY CLUB DRIVE
  • Acreage 0.87
  • Sqr Ft 6956 sqft
  • Baths 6
  • Bedrooms 6

Perfectly sited on just under one acre on the 14th hole of renowned Isleworth Golf and Country Club this Transitional style estate presents a 21st century translation;completely renovated in 2017. The....

Windermere

$ 3,750,000

  • Address 6300 DEACON CIRCLE
  • Acreage 0.83
  • Sqr Ft 6498 sqft
  • Baths 5
  • Bedrooms 4

Welcome to one of the most exquisite lakefront estates within the main gates of Isleworth. Just a short distance from the prestigious Isleworth Golf & Country Club you will find an architecturally dis....

Windermere

$ 3,700,000

  • Address 5305 ISLEWORTH COUNTRY CLUB DRIVE
  • Acreage 0.81
  • Sqr Ft 7463 sqft
  • Baths 5
  • Bedrooms 5

GOLF AND LAKEFRONT! Situated on the 18th green at Isleworth Country Club and boasting stunning views of Lake Louise in the Butler Chain of Lakes, this Isleworth mansion is perfectly positioned in ever....

Windermere

$ 3,600,000

  • Address 5120 ISLEWORTH COUNTRY CLUB DRIVE
  • Acreage 0.97
  • Sqr Ft 7070 sqft
  • Baths 6
  • Bedrooms 5

This modern estate, featuring five bedrooms and six full and one half baths, rests on an acre overlooking the seventh fairway of Isleworth’s championship golf course and the beautiful Lake Bessie. ....

Windermere

$ 3,595,000

  • Address 6501 ROSELLA COURT
  • Acreage 2.11
  • Sqr Ft 8028 sqft
  • Baths 6
  • Bedrooms 6

Beautifully sited on one acre on Lake Tibet Butler and located in prestigious guard gated Keene’s Point Country Club this home exudes a spirit of elegance derived from its Southern California Spanis....

Windermere

$ 3,495,000

  • Address 9313 TIBET POINTE CIRCLE
  • Acreage 2.88
  • Sqr Ft 8393 sqft
  • Baths 7
  • Bedrooms 6

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 po....

Windermere

$ 3,495,000

  • Address 11205 BRIDGE HOUSE ROAD
  • Acreage 0.98
  • Sqr Ft 8619 sqft
  • Baths 7
  • Bedrooms 6

SELLER MOTIVATED - BRING OFFERS - SELLER WILL CONSIDER CREATIVE TERMS INCLUDING SELLER FINANCING - Perfectly sited along the shores of Lake Butler in guard gated Lake Butler Sound, this stunning Wyatt....

Windermere

$ 3,295,000

  • Address 5091 ISLEWORTH COUNTRY CLUB DRIVE
  • Acreage 0.89
  • Sqr Ft 6423 sqft
  • Baths 6
  • Bedrooms 5

Positioned along the front nine of Isleworth’s famed championship golf course, this beautiful residence offers expansive views of the fourth fairway. Elegant and refined yet ideal for casual living,....

Windermere

$ 3,199,000

  • Address 12616 PARK AVENUE
  • Acreage 1.72
  • Sqr Ft 7620 sqft
  • Baths 6
  • Bedrooms 5

Check the video tour! https://youtu.be/fKz59yCwhzk Picture perfect living awaits you on the serene shores of Lake Butler. Dreams come true in the gated community of Chaine du Lac in upscale Windermere....

Windermere

$ 3,190,000

  • Address 6055 LOUISE COVE DRIVE
  • Acreage 1.03
  • Sqr Ft 7073 sqft
  • Baths 5
  • Bedrooms 5

There is almost nothing as beautiful the Butler Chain of Lakes in Windermere. And amongst those lakes, this breathtaking estate sits on the shores of the exquisite Lake Louise within the community of....

Windermere

$ 3,150,000

  • Address 6205 GREATWATER DRIVE
  • Acreage 2.98
  • Sqr Ft 7768 sqft
  • Baths 5
  • Bedrooms 5

Luxury abounds in this exquisite lakefront estate on the Butler Chain of Lakes in Keene's Pointe. Beyond the circular driveway with fountain & porte-Cohere entry, a pair of wood French doors open to t....

Windermere

$ 3,100,000

  • Address 12516 PARK AVENUE
  • Acreage 1.01
  • Sqr Ft 8887 sqft
  • Baths 6
  • Bedrooms 6

Luxury at its finest on the Butler Chain of Lakes! This gorgeous Akers Custom Home located in gated Chaine du Lac has everything you can dream of! The 12 stately columns, wrought iron railings, 4 car ....

All Listings in Windermere
Stats for Windermere

Average Price in Windermere: $1,350,000
County Average: $560,000

242%

Average Taxes in Windermere: $13,857
County Average: $5,420

256%

Average Price per/ft2 in Windermere: $309
County Average: $228

136%

Average Walkscore in Windermere: 10
County Average: 29

34%

Average Days on Website in Windermere: 135
County Average: 109

124%