EasyStreet

Call to Schedule a Showing

(407) 278-2057

(407) 278-2057

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

$2,950,000

View 5127 Latrobe Dr Windermere FL
View 5127 Latrobe Dr Windermere FL
View 5127 Latrobe Dr Windermere FL
Listed For 1 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

View 4906 Aviva Garden Ct Windermere FL
View 4906 Aviva Garden Ct Windermere FL
View 4906 Aviva Garden Ct Windermere FL
Listed For 12 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

View 5084 Isleworth Country Club Dr Windermere FL
View 5084 Isleworth Country Club Dr Windermere FL
View 5084 Isleworth Country Club Dr Windermere FL
Listed For 14 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

View 9322 Isleworth Gardens Dr Windermere FL
View 9322 Isleworth Gardens Dr Windermere FL
View 9322 Isleworth Gardens Dr Windermere FL
*POTENTIAL GREAT VALUE
Listed For 29 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 37 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 45 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 108 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 139 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 141 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 147 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 149 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 170 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

$2,998,000

Listed For 177 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5888

  • Year Built

    2002

  • $/SqFt

    $509

Further highlights include a library, loft with custom built-ins, three upper-level bedrooms and a Lutron lighting system. MLS#O5473882. Isleworth Realty Llc. MFR

Isleworth | For Sale

$1,800,000

Listed For 184 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • 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 204 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 204 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 210 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 225 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 225 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

$1,590,000

Listed For 227 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4098

  • Year Built

    2005

  • $/SqFt

    $387

Outside, a large fenced yard surrounds the open-air pool, spa and sundeck overlooking Hole 5. MLS#O5465175. Isleworth Realty Llc. MFR

Isleworth | For Sale

$6,875,000

Listed For 247 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 254 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

Isleworth | For Sale

$2,499,950

Reduced By $150,050

Listed For 280 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6120

  • Year Built

    1996

  • $/SqFt

    $408

Custom in its design, this four-level estate is sure to offer relaxed living in an immaculate setting. MLS#O5454528. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,850,000

Listed For 281 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    6060

  • Year Built

    2007

  • $/SqFt

    $470

Further highlights include a custom home office, bonus room and a beautiful cabana. MLS#O5452057. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,900,000

Reduced By $200,000

*IS BANK OWNED
Listed For 298 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    8081

  • Year Built

    2002

  • $/SqFt

    $358

This is a rare opportunity to own one of the finest homes in the Windermere/Metro Orlando area. MLS#S4832989. Changing Latitudes Real Estate. MFR