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.

27 Results

Isleworth Windermere Florida Homes For Sale

Isleworth For Sale $2,990,000

View 5193 Fairway Oaks Dr Windermere FL
View 5193 Fairway Oaks Dr Windermere FL
View 5193 Fairway Oaks Dr Windermere FL
Listed For 3 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4458

  • Year Built

    1991

  • $/SqFt

    $670

Come enjoy a uniquely customized paradise estate in our classic Isleworth community! MLS#S5040014. Century 21 Carioti. MFR

Isleworth For Sale $2,700,000

View 5317 Isleworth Country Club Dr Windermere FL
View 5317 Isleworth Country Club Dr Windermere FL
View 5317 Isleworth Country Club Dr Windermere FL
Listed For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    6189

  • Year Built

    1989

  • $/SqFt

    $436

The home’s exquisite outdoor living area blends perfectly with its surroundings, featuring manicured tropical landscaping and fenced grounds surrounding a sparkling open-air pool and covered summer kitchen. MLS#O5892462. Isleworth Realty Llc. MFR

Isleworth For Sale $19,500,000

View 9927 Giffin Ct Windermere FL
View 9927 Giffin Ct Windermere FL
View 9927 Giffin Ct Windermere FL
*POTENTIAL GREAT VALUE
Listed For 20 Days
  • Bedrooms

    12

  • Full Bath(s)

    11

  • Sq. Ft.

    31000

  • Year Built

    1990

  • $/SqFt

    $629

Call to schedule a private tour. MLS#O5883078. Compass Florida Llc. MFR

Isleworth Pended $2,950,000

View 5097 Latrobe Dr Windermere FL
View 5097 Latrobe Dr Windermere FL
View 5097 Latrobe Dr Windermere FL
Listed For 36 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    6215

  • Year Built

    1990

  • $/SqFt

    $474

An oasis along the golf course, the large deck for sunbathing and breathtaking views make it a popular spot for relaxation all year round. MLS#O5886385. Isleworth Realty Llc. MFR

Isleworth Pended $1,250,000

Listed For 36 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3645

  • Year Built

    1989

  • $/SqFt

    $342

Call the listing agent to schedule a showing. MLS#O5884148. Compass Florida Llc. MFR

Isleworth For Sale $3,200,000

Listed For 66 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    6598

  • Year Built

    2016

  • $/SqFt

    $484

Community maintenance is included in the homeowners’ association. Schedule your private showing today. MLS#O5879567. Premier Sothebys Int'L Realty. MFR

Isleworth For Sale $5,959,000

Listed For 75 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    10200

  • Year Built

    2008

  • $/SqFt

    $584

This picturesque home site is move-in ready! MLS#S5036746. Century 21 Carioti. MFR

Isleworth For Sale $1,850,000

Listed For 84 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4833

  • Year Built

    1990

  • $/SqFt

    $382

Community features 24-hr manned gates, private security, and on-site home services available - paired with a Country Club offering the ultimate in concierge living. MLS#O5874492. Stockworth Realty Group. MFR

Isleworth For Sale $6,750,000

Listed For 95 Days
  • Bedrooms

    6

  • Full Bath(s)

    8

  • Sq. Ft.

    12298

  • Year Built

    2006

  • $/SqFt

    $548

Be sure to see the Virtual Walk-Through tour and all the photos! Enjoy! MLS#O5872952. Oxford Realty, Inc.. MFR

Isleworth For Sale $1,899,999

Reduced By $299,001

Listed For 97 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5781

  • Year Built

    2003

  • $/SqFt

    $328

This home also has a 3-car garage, and the lot would easily accommodate an addition or private guest house. MLS#O5872654. Southern Realty Group Llc. MFR

Isleworth For Sale $3,745,000

Reduced By $250,000

Listed For 101 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    8400

  • Year Built

    1990

  • $/SqFt

    $445

Breathtaking lake panoramas and sunset views provide the backdrop from the terrace, summer kitchen and open-air pool and spa with sparkling water feature. MLS#O5868216. Isleworth Realty Llc. MFR

Isleworth For Sale $1,325,000

Listed For 108 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2848

  • Year Built

    1989

  • $/SqFt

    $465

Beyond the lanai is a private backyard featuring a sparkling, open-air lap pool for year-round enjoyment. MLS#O5866994. Isleworth Realty Llc. MFR

Isleworth For Sale $3,700,000

Listed For 116 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7463

  • Year Built

    2001

  • $/SqFt

    $495

A termite bond, new wood flooring was installed in 2017 throughout the home, insect mister installed in the patio area, new fans in the patio, and a whole house generator was added. MLS#O5866407. Exp Realty Llc. MFR

Isleworth For Sale $1,800,000

Listed For 130 Days
  • Bedrooms

    4

  • Full Bath(s)

    6

  • Sq. Ft.

    7671

  • Year Built

    1987

  • $/SqFt

    $234

Home also being offered for lease or lease/purchase $8500.00 per month. MLS#O5864522. Coldwell Banker Realty. MFR

Isleworth For Sale $1,295,000

Reduced By $100,000

Listed For 177 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3645

  • Year Built

    1996

  • $/SqFt

    $355

Country Club membership is optional and separate and offers exceptional golf, tennis, dining and many social activities and opportunities. MLS#O5855740. Stockworth Realty Group. MFR

Isleworth For Sale $3,600,000

Listed For 178 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    7070

  • Year Built

    1997

  • $/SqFt

    $509

Superb exterior features such as balconies, sundecks, terraces and porches – both covered and open – overlook beautifully landscaped grounds, a pool and the lake beyond. MLS#O5855410. Isleworth Realty Llc. MFR

Isleworth For Sale $1,895,000

Listed For 180 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    5840

  • Year Built

    2006

  • $/SqFt

    $324

Country Club membership is optional and separate and offers exceptional golf, tennis, dining and many social activities and opportunities. MLS#O5854788. Stockworth Realty Group. MFR

Isleworth For Sale $1,850,000

Listed For 200 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6085

  • Year Built

    2006

  • $/SqFt

    $304

** Check out the price per square foot compared to other homes in the neighborhood. Your dream home awaits! MLS#O5850882. Bhhs Florida Realty. MFR

Isleworth For Sale $7,400,000

*POTENTIAL GREAT VALUE
Listed For 265 Days
  • Bedrooms

    8

  • Full Bath(s)

    7

  • Sq. Ft.

    13230

  • Year Built

    2004

  • $/SqFt

    $559

The grounds not only include the main home but also two detached guest houses, a detached summer kitchen and an immense rotunda encompassing the fabulous outdoor living area and pool–all surrounded by lush, tropical greenery, bridges, walking paths and a custom Gazebo overlooking the water. MLS#O5834063. Isleworth Realty Llc. MFR

Isleworth For Sale $1,990,000

Listed For 291 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4889

  • Year Built

    1988

  • $/SqFt

    $407

Outside, the fenced grounds offer a screened lanai overlooking a sparkling open-air pool and fabulous golf and lake views. MLS#O5831372. Isleworth Realty Llc. MFR

Isleworth For Sale $3,500,000

Reduced By $350,000

Listed For 313 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    6498

  • Year Built

    1999

  • $/SqFt

    $538

Access to the lake is just a stone throw away to your private double boat dock & beach leading you through majestic cypress trees & serene water views. MLS#O5825962. The Simon Simaan Group. MFR

Isleworth For Sale $1,549,000

Reduced By $76,000

Listed For 421 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4024

  • Year Built

    1992

  • $/SqFt

    $384

The fenced yard surrounds the open-air pool, spa and sundeck overlooking Hole 5. MLS#O5802124. Isleworth Realty Llc. MFR

Isleworth For Sale $2,649,000

Reduced By $146,000

Listed For 533 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4505

  • Year Built

    2020

  • $/SqFt

    $588

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 $2,740,000

Reduced By $135,000

Listed For 602 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5752

  • Year Built

    2002

  • $/SqFt

    $476

I-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 concierge living. MLS#O5760584. Stockworth Realty Group. MFR

Isleworth For Sale $23,000,000

*POTENTIAL GREAT VALUE
Listed For 811 Days
  • Bedrooms

    11

  • Full Bath(s)

    10

  • Sq. Ft.

    25466

  • Year Built

    1999

  • $/SqFt

    $903

Click on the virtual tour to see the video. MLS#O5714911. Exp Realty Llc. MFR

Isleworth For Sale $3,295,000

Listed For 895 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6423

  • Year Built

    1996

  • $/SqFt

    $513

The expansive fenced grounds offer a sparkling open-air pool and spa, a covered lanai, basketball court and a separated, detached summer kitchen with pool bath. MLS#O5701998. Isleworth Realty Llc. MFR

Isleworth Pended $2,895,000

Reduced By $255,000

Listed For 1124 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6605

  • Year Built

    1990

  • $/SqFt

    $438

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

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Call to Schedule a Showing

(407) 278-2057

(407) 278-2057