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Isleworth Windermere Florida Homes For Sale

Below you can view all the homes for sale in the Isleworth subdivision located in Windermere Florida. Listings in Isleworth are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Isleworth, give us a call at 407-278-2057.

Isleworth | For Sale

$23,000,000

View 9912 Lake Louise Dr Windermere FL
View 9912 Lake Louise Dr Windermere FL
View 9912 Lake Louise Dr Windermere FL
Listed For 5 Days
  • Bedrooms

    11

  • Full Bath(s)

    10

  • Sq. Ft.

    25466

  • Year Built

    1999

  • $/SqFt

    $903

Click on the virtual tour to see the video. MLS#O5714911. Exp Realty Llc. MFR

Isleworth | For Sale

$2,700,000

View 5085 Latrobe Dr Windermere FL
View 5085 Latrobe Dr Windermere FL
View 5085 Latrobe Dr Windermere FL
Listed For 25 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3866

  • Year Built

    1992

  • $/SqFt

    $698

Furnishings from local designer Saxon & Clark are also available for purchase. MLS#O5715880. Re/Max 200 Realty. MFR

Isleworth | For Sale

$7,200,000

View 5318 Isleworth Country Club Dr Windermere FL
View 5318 Isleworth Country Club Dr Windermere FL
View 5318 Isleworth Country Club Dr Windermere FL
Listed For 35 Days
  • Bedrooms

    6

  • Full Bath(s)

    8

  • Sq. Ft.

    12128

  • Year Built

    2006

  • $/SqFt

    $593

The grounds showcase sprawling gardens with a custom fountain, walking paths, a butterfly garden, and impeccably maintained landscaping as well as a private motor court flanked by a pair of two-car garages equating to over 1,300-square-feet, one of which features an expansive storage room. MLS#O5713515. Isleworth Realty Llc. MFR

Isleworth | For Sale

$6,300,000

View 5354 Isleworth Country Club Dr Windermere FL
View 5354 Isleworth Country Club Dr Windermere FL
View 5354 Isleworth Country Club Dr Windermere FL
Listed For 38 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    9811

  • Year Built

    2002

  • $/SqFt

    $642

Important works of art and select furniture may be available. MLS#O5713089. Isleworth Realty Llc. MFR

Isleworth | For Sale

$4,450,000

Listed For 47 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    7388

  • Year Built

    1991

  • $/SqFt

    $602

With more than 160 feet of water frontage, the estate presents panoramic views of lake and sky to be enjoyed all year round. MLS#O5710520. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,999,000

Listed For 50 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5371

  • Year Built

    1993

  • $/SqFt

    $372

Timeless elegance at it's finest is waiting for you! MLS#O5710334. Irwin Realty Group Llc. MFR

Isleworth | For Sale

$28,000,000

Listed For 60 Days
  • Bedrooms

    12

  • Full Bath(s)

    11

  • Sq. Ft.

    31000

  • Year Built

    1990

  • $/SqFt

    $903

Other highlights include gated entry, full house Crestron technology, 17 plus car garages with showroom details, 3 fireplaces, walk-in humidor and wine storage, two story ceilings, 15 feet in depth pool with rock wall water feature, summer kitchen, custom chef’s kitchen, covered cabana and 10-foot privacy wall. MLS#O5704312. Premier Sothebys Int'L Realty. MFR

Isleworth | For Sale

$1,795,000

Reduced By $104,999

*POTENTIAL GREAT VALUE
Listed For 62 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3745

  • Year Built

    2006

  • $/SqFt

    $479

The property is capped of with a fabulous enclosed pool area with a seating area, gas fireplace ,and a full outdoor kitchen with bar. MLS#O5707736. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$3,075,000

Listed For 67 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5557

  • Year Built

    1990

  • $/SqFt

    $553

Set amidst beautiful sunsets and nightly firework displays from area theme parks, the home delivers unforgettable views. MLS#O5706286. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,895,000

Listed For 75 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6656

  • Year Built

    2002

  • $/SqFt

    $434

Connecting the main home to the detached guest house is a romantic courtyard with covered walkway, lush landscaping and a sparkling fountain made of exquisite Cantera stone from Mexico. MLS#O5704644. Isleworth Realty Llc. MFR

Isleworth | For Sale

$9,250,000

Listed For 77 Days
  • Bedrooms

    8

  • Full Bath(s)

    9

  • Sq. Ft.

    13230

  • Year Built

    2004

  • $/SqFt

    $699

Just minutes from world class shopping, fine dining, and all of the area attractions, the owners of this remarkable home will never have a shortage of things to do. MLS#O5700351. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$3,150,000

Reduced By $150,000

Listed For 77 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    7159

  • Year Built

    1999

  • $/SqFt

    $440

A detached guest house with private entrance and a four-car garage complete this magnificent golf-front estate. MLS#O5703955. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,300,000

Listed For 80 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    5840

  • Year Built

    2006

  • $/SqFt

    $393

Further highlights include a stately home office, detached guest cabana and a three-car garage. MLS#O5703882. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,450,000

Reduced By $250,000

Listed For 88 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4880

  • Year Built

    1994

  • $/SqFt

    $502

Outside, the fenced grounds showcase a lovely open-air swimming pool and spa with water feature, as well as a private putting green and separate covered summer kitchen and dining area – all overlooking the beautiful golf course views. MLS#O5702013. Isleworth Realty Llc. MFR

Isleworth | For Sale

$3,295,000

Listed For 89 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6423

  • Year Built

    1996

  • $/SqFt

    $513

The expansive fenced grounds offer a sparkling open-air pool and spa, a covered lanai, basketball court and a separated, detached summer kitchen with pool bath. MLS#O5701998. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,825,000

Reduced By $70,000

Listed For 90 Days
  • Bedrooms

    4

  • Full Bath(s)

    6

  • Sq. Ft.

    7671

  • Year Built

    1987

  • $/SqFt

    $237

Don’t miss your opportunity to see this exceptional home. MLS#O5700329. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$2,695,000

Listed For 91 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6933

  • Year Built

    1991

  • $/SqFt

    $388

The fenced grounds offer a covered lanai with summer kitchen overlooking the fire pit, heated spa and open-air pool surrounded by natural Florida landscaping and views of Isleworth’s famed championship golf course. MLS#O5701374. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,625,000

Listed For 94 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5610

  • Year Built

    2004

  • $/SqFt

    $289

This fabulous neighborhood quitesimply cannot be matched with amenities like championship golf, an amazing country club, access to the Butler Chain of lakes, tennis, fitness center, and concierge service. MLS#O5572938. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$6,650,000

Listed For 101 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    8049

  • Year Built

    1992

  • $/SqFt

    $826

The upper level boasts an additional master suite, two guest suites and media room with built-in bar. MLS#O5573526. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,250,000

Listed For 101 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4698

  • Year Built

    1990

  • $/SqFt

    $478

For those who value the finer things in life, this estate sets the standard for the unrivaled lifestyle that is lsleworth. MLS#O5572902. Lakeside Realty Windermere Inc. MFR

Isleworth | For Sale

$1,995,000

Listed For 102 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4262

  • Year Built

    2007

  • $/SqFt

    $468

Don't wait to view this remarkable home! MLS#O5573218. Razzani International Realty. MFR

Isleworth | For Sale

$1,700,000

Listed For 103 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3999

  • Year Built

    1987

  • $/SqFt

    $425

Isleworth Country Club offers Social or Golf Memberships. MLS#O5572844. Re/Max Premier Properties Ii. MFR

Isleworth | For Sale

$4,774,000

Reduced By $225,000

Listed For 105 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    8400

  • Year Built

    1990

  • $/SqFt

    $568

By night the grounds come to life, with a sprawling terrace, summer kitchen, open-air pool and spa, and manicured landscaping enveloped by mature trees and panoramic lake views. MLS#O5571293. Isleworth Realty Llc. MFR

Isleworth | Pended

$1,942,900

*IS BANK OWNED
Listed For 114 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6584

  • Year Built

    2006

  • $/SqFt

    $295

This is a must see for your Isleworth Buyer and the home is priced to sell. MLS#O5570664. Buyer'S & Seller'S Realty, Inc. MFR

Isleworth | For Sale

$1,995,000

Reduced By $75,000

Listed For 124 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5328

  • Year Built

    2001

  • $/SqFt

    $374

In addition to its many amenities Isleworth is 24 hour guard gated, home to the famous Isleworth Golf & Country Club, zoned for top rated schools, and located conveniently to Orlando’s best restaurants and attractions. MLS#O5568631. Keller Williams Classic Realty. MFR