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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

$1,749,000

View 5037 Latrobe Dr Windermere FL
View 5037 Latrobe Dr Windermere FL
View 5037 Latrobe Dr Windermere FL
Listed For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4586

  • Year Built

    1988

  • $/SqFt

    $381

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#O5546607. Regal R.E. Professionals Llc. MFR

Isleworth | For Sale

$3,800,000

View 5410 Monterrey Club Ct Windermere FL
View 5410 Monterrey Club Ct Windermere FL
View 5410 Monterrey Club Ct Windermere FL
Listed For 22 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    6325

  • Year Built

    2003

  • $/SqFt

    $600

It includes a billiard room, a kitchenette, a TV room, guest quarters, a full pool bath, and a laundry room. MLS#O5544457. Florida Connexion Properties. MFR

Isleworth | For Sale

$1,999,000

View 5199 Latrobe Dr Windermere FL
View 5199 Latrobe Dr Windermere FL
View 5199 Latrobe Dr Windermere FL
Listed For 57 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4386

  • Year Built

    2001

  • $/SqFt

    $455

Beautiful days, glorious nights in this move in ready home all just waiting for you!!! ! MLS#O5536793. Irwin Realty Group Llc. MFR

Isleworth | For Sale

$3,195,000

View 9826 Lake Louise Dr Windermere FL
View 9826 Lake Louise Dr Windermere FL
View 9826 Lake Louise Dr Windermere FL
Listed For 64 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4644

  • Year Built

    1991

  • $/SqFt

    $687

Mature landscaping adds privacy to the large backyard, where the private dock leads to the boathouse for direct access to Lake Louise. MLS#O5532675. Isleworth Realty Llc. MFR

Isleworth | For Sale

$2,500,000

Listed For 64 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5233

  • Year Built

    2001

  • $/SqFt

    $477

Retreat to the master suite, with vaulted ceilings and a sitting room, to enjoy beautiful pool and golf views MLS#O5532659. Isleworth Realty Llc. MFR

Isleworth | For Sale

$3,150,000

Listed For 82 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6605

  • Year Built

    1990

  • $/SqFt

    $476

Entertain with ease on your expansive pack patio area overlooking the lake with private boat dock. MLS#O5534572. Premium Properties R.E. Service. MFR

Isleworth | For Sale

$1,995,000

Reduced By $204,000

Listed For 105 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6564

  • Year Built

    2003

  • $/SqFt

    $303

Three additional guest suites are upstairs. MLS#O5529584. Premier Realty Partners Inc. MFR

Isleworth | For Sale

$2,250,000

Listed For 140 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

$3,995,900

Reduced By $454,100

*POTENTIAL GREAT VALUE
Listed For 152 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    10701

  • Year Built

    2008

  • $/SqFt

    $373

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

Isleworth | For Sale

$2,500,000

Reduced By $100,000

Listed For 162 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5781

  • Year Built

    2003

  • $/SqFt

    $432

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

$1,489,450

Reduced By $60,050

Listed For 170 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5600

  • Year Built

    1996

  • $/SqFt

    $265

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

$5,450,000

Reduced By $200,000

Listed For 173 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    8400

  • Year Built

    1990

  • $/SqFt

    $648

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

Isleworth | For Sale

$5,750,000

Listed For 194 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

$1,711,000

Reduced By $134,000

Listed For 194 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6459

  • Year Built

    1999

  • $/SqFt

    $264

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

Isleworth | For Sale

$2,798,000

Reduced By $152,000

Listed For 209 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6933

  • Year Built

    1991

  • $/SqFt

    $403

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

Isleworth | For Sale

$3,200,000

Reduced By $300,000

Listed For 220 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    6598

  • Year Built

    2016

  • $/SqFt

    $484

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

$3,495,000

Reduced By $180,000

Listed For 222 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    7159

  • Year Built

    1999

  • $/SqFt

    $488

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 237 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

$2,995,000

Reduced By $204,000

Listed For 245 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6477

  • Year Built

    1998

  • $/SqFt

    $462

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

Isleworth | For Sale

$1,895,000

Listed For 357 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 378 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

$2,229,000

Reduced By $166,000

Listed For 418 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 433 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

$6,195,000

Reduced By $680,000

*POTENTIAL GREAT VALUE
Listed For 455 Days
  • Bedrooms

    7

  • Full Bath(s)

    7

  • Sq. Ft.

    12353

  • Year Built

    2008

  • $/SqFt

    $501

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 462 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