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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

$5,750,000

View 9832 Laurel Valley Dr Windermere FL
View 9832 Laurel Valley Dr Windermere FL
View 9832 Laurel Valley Dr Windermere FL
Listed For 11 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

$1,845,000

View 5114 Fairway Oaks Dr Windermere FL
View 5114 Fairway Oaks Dr Windermere FL
View 5114 Fairway Oaks Dr Windermere FL
Listed For 11 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    7120

  • Year Built

    1999

  • $/SqFt

    $259

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

Isleworth | For Sale

$1,899,000

View 5001 Latrobe Dr Windermere FL
View 5001 Latrobe Dr Windermere FL
View 5001 Latrobe Dr Windermere FL
Listed For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4700

  • Year Built

    1990

  • $/SqFt

    $404

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

Isleworth | For Sale

$1,695,000

View 6235 Cypress Chase Dr Windermere FL
View 6235 Cypress Chase Dr Windermere FL
View 6235 Cypress Chase Dr Windermere FL
Listed For 21 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5427

  • Year Built

    2005

  • $/SqFt

    $312

The secondary bedrooms are oversized and ensuite; designed for growing families. MLS#O5508000. Premier Realty Partners Inc. MFR

Isleworth | For Sale

$1,999,000

Listed For 23 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4586

  • Year Built

    1988

  • $/SqFt

    $435

Be Sure To See The Virtual Tour MLS#O5507436. Oxford Realty, Inc.. MFR

Isleworth | For Sale

$2,950,000

Listed For 26 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 37 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 39 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 54 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 62 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

$1,580,000

Listed For 70 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2646

  • Year Built

    1988

  • $/SqFt

    $597

A relaxed lifestyle without sacrifice. Furnishings Available. MLS#O5496948. Bhhs Florida Realty. MFR

Isleworth | For Sale

$2,550,000

Listed For 133 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6564

  • Year Built

    2003

  • $/SqFt

    $388

5 bedrooms 5 1/2 baths, this magnificent home has it all but we will let you be the final judge of that. MLS#O5484876. Masters Realty Group Inc. MFR

Isleworth | For Sale

$2,500,000

Listed For 164 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    5840

  • Year Built

    2006

  • $/SqFt

    $428

Further highlights include a stately home office, detached guest cabana and a three-car garage. MLS#O5480581. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,100,000

Reduced By $285,000

Listed For 166 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6993

  • Year Built

    1988

  • $/SqFt

    $300

The open pool completes the ideal entertainers backyard.The home also offers hard to find 2 TRUE  downstairs master Suites in addition to inlaw apartment ! MLS#O5480168. Re/Max Properties Sw Inc.. MFR

Isleworth | For Sale

$2,395,000

Listed For 172 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5372

  • Year Built

    1988

  • $/SqFt

    $445

Outside, an open-air swimming pool, private boat dock and lush Florida landscaping enjoy a breathtaking horizon of beautiful Lake Louise and a serene bird sanctuary across the lake. MLS#O5478816. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,895,000

Listed For 174 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 195 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

$1,800,000

Listed For 209 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3465

  • Year Built

    1999

  • $/SqFt

    $519

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 229 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 229 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

$2,100,000

Reduced By $295,000

Listed For 235 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5371

  • Year Built

    1993

  • $/SqFt

    $390

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

$2,999,000

Reduced By $601,000

Listed For 250 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    7445

  • Year Built

    1998

  • $/SqFt

    $402

Further highlights include a wine cellar, private courtyard and a 3.5-car garage. MLS#O5464806. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,950,000

Listed For 250 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5480

  • Year Built

    2006

  • $/SqFt

    $538

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 272 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 279 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