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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

$1,795,000

View 5231 Isleworth Country Club Dr Windermere FL
View 5231 Isleworth Country Club Dr Windermere FL
View 5231 Isleworth Country Club Dr Windermere FL
Listed For 1 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5371

  • Year Built

    1993

  • $/SqFt

    $334

The new owner of this beautiful home will experience the Isleworth life style, surrounded by golf views, 24 hour security guarded gates & manicured lawns. MLS#S5012094. Top Villas Realty Llc. MFR

Isleworth | For Sale

$4,200,000

View 6474 Deacon Cir Windermere FL
View 6474 Deacon Cir Windermere FL
View 6474 Deacon Cir Windermere FL
Listed For 4 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5859

  • Year Built

    1989

  • $/SqFt

    $716

Beyond the multilevel terrace with numerous dining and lounging areas and an outdoor summer kitchen, the expansive grounds feature an open-air swimming pool, heated spa and refurbished Trex boat dock – all overlooking the breathtaking views of Lake Chase. MLS#O5755879. Isleworth Realty Llc. MFR

Isleworth | For Sale

$4,200,000

View 5323 Isleworth Country Club Dr Windermere FL
View 5323 Isleworth Country Club Dr Windermere FL
View 5323 Isleworth Country Club Dr Windermere FL
Listed For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    7696

  • Year Built

    2004

  • $/SqFt

    $545

With its sparkling open-air pool and ample deck space with plenty of space for entertaining, the estate offers captivating sunsets in the ultimate golf-front setting. MLS#O5755921. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,299,000

View 6132 Payne Stewart Dr Windermere FL
View 6132 Payne Stewart Dr Windermere FL
View 6132 Payne Stewart Dr Windermere FL
Listed For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2848

  • Year Built

    1989

  • $/SqFt

    $456

This home is "Move In Ready", where you can truly spend time relaxing. Furniture is negotiable. MLS#O5752138. Bhhs Florida Realty. MFR

Isleworth | For Sale

$21,990,000

Listed For 33 Days
  • Bedrooms

    12

  • Full Bath(s)

    11

  • Sq. Ft.

    31000

  • Year Built

    1990

  • $/SqFt

    $709

Pathways lead to a private pier on Lake Butler with two covered boat slips making this one of Iselworths most significant waterfront properties. MLS#O5752654. The Agency Collective. MFR

Isleworth | For Sale

$1,750,000

Listed For 44 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6379

  • Year Built

    2003

  • $/SqFt

    $274

Facing the pool, the detached guest house features a living room with fireplace, kitchenette and stone floors. MLS#O5749460. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,400,000

Listed For 45 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    6060

  • Year Built

    2007

  • $/SqFt

    $396

Members of the club will also enjoy all of the amazing amenities that the community has to offer including golf, resort style pool, tennis courts, fitness center, access to the famed Butler Chain of lakes, and unparalleled concierge service. MLS#O5750224. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$2,600,000

Listed For 63 Days
  • Bedrooms

    6

  • Full Bath(s)

    8

  • Sq. Ft.

    8726

  • Year Built

    2005

  • $/SqFt

    $297

This is a perfect family home or great for a couple that wants their friend and family to come and enjoy the beattiful Central Florida weather!!! All just waiting for you! MLS#O5747473. Irwin Realty Group Llc. MFR

Isleworth | For Sale

$1,300,000

Listed For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2848

  • Year Built

    1989

  • $/SqFt

    $456

The outdoor living area invites sunbathing and relaxation in a garden-style setting year round with Central Florida’s tropical climate. MLS#O5744772. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,249,000

Reduced By $40,000

Listed For 90 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6459

  • Year Built

    1999

  • $/SqFt

    $193

Take advantage of this opportunity to live in Isleworth. MLS#O5510531. Carrington Real Estate Service. MFR

Isleworth | For Sale

$5,295,000

Listed For 97 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6956

  • Year Built

    2017

  • $/SqFt

    $761

There is a whole house generator so you will never be without power... a very unique, and special property that is in pristine condition....waiting for you to move in!!! ! MLS#O5740376. Irwin Realty Group Llc. MFR

Isleworth | For Sale

$1,395,000

Listed For 100 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3645

  • Year Built

    1996

  • $/SqFt

    $382

This house has it all!!!! Just waiting for you! MLS#O5740042. Irwin Realty Group Llc. MFR

Isleworth | Pended

$1,695,000

Listed For 108 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4186

  • Year Built

    1993

  • $/SqFt

    $404

Fully equipped with a refreshing saltwater pool, spa and custom putting green, this elegant Isleworth estate is a golfer’s dream. MLS#O5737878. Isleworth Realty Llc. MFR

Isleworth | Pended

$2,100,000

Listed For 109 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4426

  • Year Built

    1995

  • $/SqFt

    $474

The home also features a three-car garage and full-home automation that can be accessed from your phone or tablet. MLS#O5736594. Isleworth Realty Llc. MFR

Isleworth | For Sale

$4,900,000

Listed For 121 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7008

  • Year Built

    1991

  • $/SqFt

    $699

The serene views are simply breathtaking. MLS#O5735188. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,400,000

Listed For 127 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5695

  • Year Built

    2008

  • $/SqFt

    $421

The upper level features two bedroom suites, a private loft and an extended balcony overlooking the sparkling pool, spa and garden views. MLS#O5733920. Isleworth Realty Llc. MFR

Isleworth | For Sale

$3,399,000

Reduced By $100,000

Listed For 134 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6598

  • Year Built

    2016

  • $/SqFt

    $515

Other home features include a whole house generator, home automation, light filtering retractable screens, a private home theater with incredible audio & an outdoor living area with glistening pool, spa with water rain feature, pergola & a large lanai with lounge area & summer kitchen. MLS#O5731819. Premier Sothebys Int'L Realty. MFR

Isleworth | For Sale

$1,699,000

Listed For 171 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3745

  • Year Built

    2006

  • $/SqFt

    $453

In addition to the private courtyard, the home boasts a lovely patio located off of the living room that perhaps best captures the lovely water and garden views. MLS#O5724049. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,450,000

Listed For 187 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5235

  • Year Built

    1997

  • $/SqFt

    $468

A tropical oasis with southwestern exposure for optimum Florida sunlight and nightly firework displays from area theme parks, the pool offers a heated spa, underwater bar stools and surrounding deck accented by beautiful palm trees. MLS#O5719515. Isleworth Realty Llc. MFR

Isleworth | For Sale

$23,000,000

Listed For 193 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

$7,200,000

*POTENTIAL GREAT VALUE
Listed For 223 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

Listed For 226 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

$3,800,000

Reduced By $650,000

Listed For 235 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    7388

  • Year Built

    1991

  • $/SqFt

    $514

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

$2,975,000

Reduced By $100,000

Listed For 255 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5557

  • Year Built

    1990

  • $/SqFt

    $535

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

$8,600,000

Reduced By $650,000

Listed For 265 Days
  • Bedrooms

    8

  • Full Bath(s)

    9

  • Sq. Ft.

    13230

  • Year Built

    2004

  • $/SqFt

    $650

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