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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

$2,299,000

View 5518 Worsham Ct Windermere FL
View 5518 Worsham Ct Windermere FL
View 5518 Worsham Ct Windermere FL
Listed For 28 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5781

  • Year Built

    2003

  • $/SqFt

    $397

A total of 5 bedrooms, 6 baths, 3-car garage, and plenty of space to add a guesthouse complete this masterpiece which offers ample room for family and guests. MLS#O5791469. Stockworth Realty Group. MFR

Isleworth | For Sale

$1,850,000

View 9642 Mccormick Pl Windermere FL
View 9642 Mccormick Pl Windermere FL
View 9642 Mccormick Pl Windermere FL
Listed For 31 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    5006

  • Year Built

    1987

  • $/SqFt

    $369

Beyond the screened, covered lanai with built-in grill, the home offers a fenced open-air swimming pool and separate spa surrounded by manicured landscaping - all overlooking the panoramic golf and water views. MLS#O5789326. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,500,000

View 6186 Louise Cove Dr Windermere FL
View 6186 Louise Cove Dr Windermere FL
View 6186 Louise Cove Dr Windermere FL
Listed For 38 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4849

  • Year Built

    2002

  • $/SqFt

    $309

Designed for entertaining, the outdoor living area boasts a summer kitchen and fireplace complimenting the private, custom swimming pool and spa. MLS#O5789177. Isleworth Realty Llc. MFR

Isleworth | For Sale

$4,395,000

View 9711 Deacon Ct Windermere FL
View 9711 Deacon Ct Windermere FL
View 9711 Deacon Ct Windermere FL
Listed For 75 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    8400

  • Year Built

    1990

  • $/SqFt

    $523

You're also just minutes from all of the area theme parks. MLS#O5777309. Regal R.E. Professionals Llc. MFR

Isleworth | Pended

$2,895,000

Listed For 81 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6408

  • Year Built

    2015

  • $/SqFt

    $451

Distant views offer a beautiful panorama of the surrounding area, with a sparkling pond and Lake Down as the backdrop. MLS#O5778084. Isleworth Realty Llc. MFR

Isleworth | For Sale

$5,395,000

Reduced By $290,000

*POTENTIAL GREAT VALUE
Listed For 90 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    11163

  • Year Built

    2009

  • $/SqFt

    $483

Breathtaking water views can be enjoyed from an expansive multi-level terrace, pool and spa, and fenced grounds leading to the private boat dock. MLS#O5775789. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,849,000

Listed For 91 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4676

  • Year Built

    2019

  • $/SqFt

    $609

Including the master, four generous bedrooms offer en-suite baths, while the upper-level game loft, private home study, elevator and glass-enclosed wine room offer desired luxuries for today’s modern living. MLS#O5775631. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,795,000

Listed For 91 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4505

  • Year Built

    2019

  • $/SqFt

    $620

Option to add detached guest casita or in-law suite, adding another bedroom. Floor plan available upon request. MLS#O5775680. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,399,000

Reduced By $46,000

Listed For 96 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5600

  • Year Built

    1996

  • $/SqFt

    $249

The large paved covered lanai, pool, hot tub and views to the pond offers relaxation and privacy. Welcome to premier Isleworth! MLS#A4433032. Flatfee.Com. MFR

Isleworth | For Sale

$1,799,000

Reduced By $1,191,000

*POTENTIAL GREAT VALUE
Listed For 104 Days
  • Bedrooms

    4

  • Full Bath(s)

    6

  • Sq. Ft.

    7671

  • Year Built

    1987

  • $/SqFt

    $234

This estate offer the ultimate indoor & outdoor luxury. MLS#O5773517. Westgate Realty. MFR

Isleworth | For Sale

$3,490,000

Reduced By $235,000

Listed For 105 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7073

  • Year Built

    2001

  • $/SqFt

    $493

This estate has absolutely everything one could want in a home, with everything centered around the pristine views of Lake Louise where a three minute boat ride connects you directly to the Isleworth Country Club. A lifestyle like no other. MLS#O5773812. Croft Real Estate Service Llc. MFR

Isleworth | For Sale

$3,750,000

Listed For 118 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

$1,998,000

Reduced By $296,000

Listed For 119 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    7653

  • Year Built

    1999

  • $/SqFt

    $261

The 2nd floor holds 3 en-suite bedrooms, one of which is a studio apartment w/separate exterior entrance. MLS#O5770405. Stockworth Realty Group. MFR

Isleworth | For Sale

$1,795,000

Reduced By $195,000

Listed For 120 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5412

  • Year Built

    1988

  • $/SqFt

    $331

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

Listed For 129 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

$2,299,000

Reduced By $301,000

Listed For 140 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6900

  • Year Built

    1989

  • $/SqFt

    $333

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 157 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

$2,799,000

Reduced By $76,000

Listed For 160 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5752

  • Year Built

    2002

  • $/SqFt

    $486

Isleworth West offers an intimate setting with a limited number of homes and no pass-through traffic, 24-hr manned gates, 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

$1,800,000

Reduced By $200,000

Listed For 165 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4833

  • Year Built

    1990

  • $/SqFt

    $372

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

$1,699,000

Reduced By $96,000

Listed For 177 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5371

  • Year Built

    1993

  • $/SqFt

    $316

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

$3,700,000

Reduced By $500,000

Listed For 180 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5859

  • Year Built

    1989

  • $/SqFt

    $631

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

$3,800,000

Reduced By $400,000

Listed For 184 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    7696

  • Year Built

    2004

  • $/SqFt

    $493

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

$2,400,000

Listed For 221 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 239 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

$4,200,000

Reduced By $1,095,000

Listed For 273 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6956

  • Year Built

    2007

  • $/SqFt

    $603

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