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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

$2,995,900

View 5147 Isleworth Country Club Dr Windermere FL
View 5147 Isleworth Country Club Dr Windermere FL
View 5147 Isleworth Country Club Dr Windermere FL
Listed For 18 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    7455

  • Year Built

    1998

  • $/SqFt

    $401

Secondary bedrooms are large and en-suite. MLS#O5522834. Premier Realty Partners Inc. MFR

Isleworth | For Sale

$2,250,000

View 9642 Mccormick Pl Windermere FL
View 9642 Mccormick Pl Windermere FL
View 9642 Mccormick Pl Windermere FL
Listed For 22 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    5006

  • Year Built

    1987

  • $/SqFt

    $449

all overlooking the panoramic golf and water views MLS#O5521598. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,825,000

View 5524 Worsham Ct Windermere FL
View 5524 Worsham Ct Windermere FL
Listed For 26 Days
  • Bedrooms

    4

  • Full Bath(s)

    6

  • Sq. Ft.

    7671

  • Year Built

    1987

  • $/SqFt

    $237

Schedule your appointment today. Shown by appointment only. MLS#O5521564. La Rosa Realty, Llc. MFR

Isleworth | For Sale

$1,740,000

Reduced By $159,000

View 5001 Latrobe Dr Windermere FL
View 5001 Latrobe Dr Windermere FL
View 5001 Latrobe Dr Windermere FL
Listed For 31 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4700

  • Year Built

    1990

  • $/SqFt

    $370

Originally priced at $2,200,000, the Owner's loss is your gain! MLS#O5510206. Charles Rutenberg Rlty Orlando. MFR

Isleworth | For Sale

$4,450,000

Listed For 34 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    10701

  • Year Built

    2008

  • $/SqFt

    $415

Secondary bedrooms are large and ensuite. MLS#O5519584. Premier Realty Partners Inc. MFR

Isleworth | For Sale

$2,600,000

Listed For 44 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5781

  • Year Built

    2003

  • $/SqFt

    $449

Further highlights include a beautiful home office with volume ceiling and hardwood floors, an upper-level media room, three-car garage and fenced grounds capturing the exquisite golf course vistas MLS#O5516481. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,549,500

Listed For 52 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5600

  • Year Built

    1996

  • $/SqFt

    $276

The large paved covered lanai, pool, hot tub and views to the pond offers relaxation and privacy. Welcome to premier Isleworth! MLS#A4188335. Flatfee.Com. MFR

Isleworth | For Sale

$5,650,000

Listed For 55 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    8400

  • Year Built

    1990

  • $/SqFt

    $672

Close proximity to Orlando International Airport, Disney and Universal. MLS#O5514968. Florida Premier Realty Group. MFR

Isleworth | For Sale

$5,750,000

Listed For 76 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    11100

  • Year Built

    2004

  • $/SqFt

    $518

Just minutes from world class shopping, dining and all of the area attractions the location quite simply can?t be beat MLS#O5510614. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$1,775,000

Reduced By $70,000

Listed For 76 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    7120

  • Year Built

    1999

  • $/SqFt

    $249

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

Isleworth | For Sale

$1,899,000

Reduced By $100,000

Listed For 88 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4586

  • Year Built

    1988

  • $/SqFt

    $414

See The Virtual Tour To Appreciate! Gorgeou MLS#O5507436. Oxford Realty, Inc.. MFR

Isleworth | For Sale

$2,950,000

Listed For 91 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6933

  • Year Built

    1991

  • $/SqFt

    $425

Large oversized 3 car garage w/built in cabinets. MLS#O5506876. Suzi Karr Realty. MFR

Isleworth | For Sale

$3,500,000

Listed For 102 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    6598

  • Year Built

    2016

  • $/SqFt

    $530

Further highlights include an upper-level home office with wet bar and balcony, a private home theater with premier audio and an enchanting outdoor living area with sparkling pool, spa with water feature, pergola and a large lanai with lounge area and summer kitchen. MLS#O5503720. Isleworth Realty Llc. MFR

Isleworth | For Sale

$3,675,000

Listed For 104 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    7159

  • Year Built

    1999

  • $/SqFt

    $513

With elegant interiors & sun-filled grounds, this estate offers Florida Resort luxury lifestyle all year round. MLS#O5502452. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$1,899,999

*POTENTIAL GREAT VALUE
Listed For 119 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3745

  • Year Built

    2006

  • $/SqFt

    $507

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#O5500598. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$3,199,000

Listed For 127 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6477

  • Year Built

    1998

  • $/SqFt

    $493

The secondary bedrooms are large and en-suite. MLS#O5498318. Premier Realty Partners Inc. MFR

Isleworth | For Sale

$1,895,000

Listed For 239 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6253

  • Year Built

    2002

  • $/SqFt

    $303

Perfect for entertaining, this elegant outdoor living space opens to an open-air pool and spa overlooking serene preserve views. MLS#O5475737. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,850,000

Listed For 260 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7270

  • Year Built

    1992

  • $/SqFt

    $254

Additional features of this home include a private guest suite, study and a three-car garage. MLS#O5474866. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,595,000

Reduced By $205,000

Listed For 274 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3465

  • Year Built

    1999

  • $/SqFt

    $460

Lush landscaping around the pool and spa create a private haven from which to enjoy Florida?s year-round tropical climate MLS#O5472869. Isleworth Realty Llc. MFR

Isleworth | For Sale

$5,795,000

Listed For 294 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    8802

  • Year Built

    2017

  • $/SqFt

    $658

Nestled along the back nine within the gates of the renowned Isleworth Golf & Country Club, the estate will afford beautiful finishes and living spaces set against a backdrop of multiple golf and water views, including Eagle Pond and Holes 11 and 12. MLS#O5469566. Isleworth Realty Llc. MFR

Isleworth | For Sale

$5,495,000

Listed For 294 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    8162

  • Year Built

    2017

  • $/SqFt

    $673

Four additional bedroom suites will round out the upper level, along with a large conversion room and expansive wraparound terrace capturing multiple golf and water views, including Isleworth?s signature hole MLS#O5469557. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,229,000

Reduced By $166,000

Listed For 300 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5371

  • Year Built

    1993

  • $/SqFt

    $415

Lying just beyond the covered lanai, the fenced grounds feature an open-air swimming pool with water feature surrounded by neatly manicured tropical landscaping?all overlooking the exquisite views of Hole 2 and Lake Chase. MLS#O5468692. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,850,000

Reduced By $100,000

Listed For 315 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5480

  • Year Built

    2006

  • $/SqFt

    $520

Additional features include a second master suite with a private balcony, two guest bedrooms en suite with fabulous golf views, media room with full bath and extra storage space. MLS#O5464890. Bhhs Florida Realty. MFR

Isleworth | For Sale

$6,875,000

Listed For 337 Days
  • Bedrooms

    7

  • Full Bath(s)

    7

  • Sq. Ft.

    12353

  • Year Built

    2008

  • $/SqFt

    $556

Further highlights include an air-conditioned seven-car garage, boat dock, elevator and a wine cellar. MLS#O5460974. Isleworth Realty Llc. MFR

Isleworth | For Sale

$3,489,000

Reduced By $101,000

Listed For 344 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6584

  • Year Built

    2006

  • $/SqFt

    $529

Welcome home and enjoy the view! MLS#O5459984. Premier Realty Partners Inc. MFR