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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

$3,750,000

View 5284 Isleworth Country Club Dr Windermere FL
View 5284 Isleworth Country Club Dr Windermere FL
View 5284 Isleworth Country Club Dr Windermere FL
Listed For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6738

  • Year Built

    1996

  • $/SqFt

    $556

Blending the finest finishes with an exceptionally beautiful setting, the estate offers the best in golf-front living. MLS#O5770974. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,294,000

View 5525 Isleworth Country Club Dr Windermere FL
View 5525 Isleworth Country Club Dr Windermere FL
View 5525 Isleworth Country Club Dr Windermere FL
Listed For 7 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    7653

  • Year Built

    1999

  • $/SqFt

    $299

Live the unparalleled concierge lifestyle with ultimate amenities that only Isleworth has to offer! MLS#O5770405. Stockworth Realty Group. MFR

Isleworth | For Sale

$1,990,000

View 5348 Isleworth Country Club Dr Windermere FL
View 5348 Isleworth Country Club Dr Windermere FL
View 5348 Isleworth Country Club Dr Windermere FL
Listed For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5412

  • Year Built

    1988

  • $/SqFt

    $367

The cabana features a built-in summer kitchen, an outdoor fireplace and multiple seating areas. MLS#O5770559. Isleworth Realty Llc. MFR

Isleworth | For Sale

$3,499,000

View 9807 Walzer Ct Windermere FL
View 9807 Walzer Ct Windermere FL
View 9807 Walzer Ct Windermere FL
Listed For 17 Days
  • Bedrooms

    7

  • Full Bath(s)

    8

  • Sq. Ft.

    7875

  • Year Built

    1993

  • $/SqFt

    $444

Beautiful golf course views provide the backdrop for the fenced grounds featuring a separate covered summer kitchen and a sparkling open-air pool and spa with ample deck space surrounded by manicured landscaping – a delightful venue for year-round enjoyment of Central Florida’s warm, tropical climate. MLS#O5768669. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,600,000

Listed For 28 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6900

  • Year Built

    1989

  • $/SqFt

    $376

Enjoy this private paradise in true Florida style from the balcony and multiple lanais overlooking the breathtaking views. MLS#O5766050. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,995,000

Listed For 45 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3832

  • Year Built

    2007

  • $/SqFt

    $781

Perfect for entertaining or just you!!! ! MLS#O5762561. Irwin Realty Group Llc. MFR

Isleworth | For Sale

$2,895,000

Listed For 45 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    6457

  • Year Built

    1990

  • $/SqFt

    $448

Upstairs you will find a fabulous study with built in features and golf vistas along with spacious secondary en-suite bedrooms. MLS#O5761057. Premier Realty Partners Inc. MFR

Isleworth | For Sale

$2,875,000

Listed For 48 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5752

  • Year Built

    2002

  • $/SqFt

    $499

Isleworth West offers an intimate setting with a limited number of homes and no pass-through traffic, 24-hr manned gates, full-time security, and on-site home services available - paired with a Country Club offering the ultimate in amenities and concierge living. MLS#O5760584. Stockworth Realty Group. MFR

Isleworth | For Sale

$2,000,000

Listed For 53 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4833

  • Year Built

    1990

  • $/SqFt

    $413

The fenced grounds feature a detached summer kitchen with built-in grill for the ultimate outdoor retreat. MLS#O5760155. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,795,000

Listed For 65 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

Listed For 68 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

Listed For 72 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

$21,990,000

Listed For 97 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 108 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 109 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 127 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 | Pended

$1,275,000

Reduced By $25,000

Listed For 131 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2848

  • Year Built

    1989

  • $/SqFt

    $447

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

$4,800,000

Reduced By $495,000

Listed For 161 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6956

  • Year Built

    2007

  • $/SqFt

    $690

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 164 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 | For Sale

$4,900,000

Listed For 185 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 191 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 198 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 235 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 251 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 257 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