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.

29 Results

Isleworth Windermere Florida Homes For Sale

Isleworth For Sale $1,800,000

View 5524 Worsham Ct Windermere FL
View 5524 Worsham Ct Windermere FL
View 5524 Worsham Ct Windermere FL
Listed For 8 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 $3,000,000

View 6462 Deacon Cir Windermere FL
View 6462 Deacon Cir Windermere FL
View 6462 Deacon Cir Windermere FL
Listed For 11 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    7178

  • Year Built

    1990

  • $/SqFt

    $417

See attached updated 3D rendering and plans. MLS#O5865154. Corcoran Premier Realty. MFR

Isleworth For Sale $1,395,000

View 5181 Latrobe Dr Windermere FL
View 5181 Latrobe Dr Windermere FL
View 5181 Latrobe Dr Windermere FL
Listed For 55 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3645

  • Year Built

    1996

  • $/SqFt

    $382

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

View 5120 Isleworth Country Club Dr Windermere FL
View 5120 Isleworth Country Club Dr Windermere FL
View 5120 Isleworth Country Club Dr Windermere FL
Listed For 56 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 58 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 78 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6085

  • Year Built

    2006

  • $/SqFt

    $304

**Inquire for the VIRTUAL tour of this exceptional estate! ** Showings are WELCOMED! MLS#O5850882. Bhhs Florida Realty. MFR

Isleworth For Sale $6,350,000

Listed For 92 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    11100

  • Year Built

    2004

  • $/SqFt

    $572

Whether you are into boating on the lake from your 150 feet of pristine lake frontage or like the fact that you can pull straight out of the driveway onto the golf course, this is truly a remarkable home.Just minutes from world class shopping, dining and all of the area attractions the location quite simply can’t be beat. MLS#O5846898. Regal R.E. Professionals Llc. MFR

Isleworth For Sale $1,595,000

Listed For 96 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2848

  • Year Built

    1989

  • $/SqFt

    $560

Highlights of the fenced grounds include a superb screened lanai with built-in summer kitchen and a dual-sided fireplace shared by the sparkling pool and spa. MLS#O5840482. Isleworth Realty Llc. MFR

Isleworth Pended $5,600,000

Listed For 114 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    8342

  • Year Built

    2017

  • $/SqFt

    $671

Be sure to watch the video tour to preview this spectacular estate! >>> https://www.youtube.com/embed/fXZ2DYnohTY MLS#O5836808. Infinity Realty Group Llc. MFR

Isleworth For Sale $3,990,000

Listed For 140 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6956

  • Year Built

    2007

  • $/SqFt

    $573

Secondary bedrooms are spacious and ensuite. MLS#O5836176. Corcoran Premier Realty. MFR

Isleworth For Sale $7,400,000

*POTENTIAL GREAT VALUE
Listed For 143 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 $1,749,000

Listed For 163 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4077

  • Year Built

    2007

  • $/SqFt

    $428

Come see all that this special home has to offer! MLS#O5832363. Keller Williams Classic. MFR

Isleworth For Sale $1,990,000

Listed For 169 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 $3,750,000

Reduced By $100,000

Listed For 191 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    6498

  • Year Built

    1999

  • $/SqFt

    $577

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 Pended $1,549,000

Reduced By $50,000

Listed For 255 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5610

  • Year Built

    2004

  • $/SqFt

    $276

This fabulous neighborhood quite simply cannot be matched with amenities like championship golf, an amazing country club, access to the Butler Chain of lakes, tennis, fitness center, and concierge service. MLS#O5811467. Regal R.E. Professionals Llc. MFR

Isleworth For Sale $2,693,900

Reduced By $100

Listed For 283 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6933

  • Year Built

    1991

  • $/SqFt

    $388

Fenced grounds feature a firepit, custom pool, outdoor kitchen with grill and bar, cabana bath and covered eating space. MLS#O5805322. Re Florida Homes, Llc. MFR

Isleworth For Sale $1,549,000

Reduced By $76,000

Listed For 299 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 $2,299,000

Listed For 348 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5781

  • Year Built

    2003

  • $/SqFt

    $397

A total of 5 bedrooms, 6 baths, 3-car garage, and plenty of space to add a guesthouse complete this masterpiece which offers ample room for family and guests. MLS#O5791469. Stockworth Realty Group. MFR

Isleworth For Sale $1,500,000

Listed For 358 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4849

  • Year Built

    2002

  • $/SqFt

    $309

Designed for entertaining, the outdoor living area boasts a summer kitchen and fireplace complimenting the private, custom swimming pool and spa. MLS#O5789177. Isleworth Realty Llc. MFR

Isleworth For Sale $4,745,000

Reduced By $940,000

*POTENTIAL GREAT VALUE
Listed For 410 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    11163

  • Year Built

    2009

  • $/SqFt

    $425

Breathtaking water views can be enjoyed from an expansive multi-level terrace, pool and spa, and fenced grounds leading to the private boat dock. MLS#O5775789. Isleworth Realty Llc. MFR

Isleworth Pended $2,849,000

Listed For 411 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4676

  • Year Built

    2019

  • $/SqFt

    $609

One or more photo(s) have been virtually staged. MLS#O5775631. Isleworth Realty Llc. MFR

Isleworth For Sale $2,795,000

Listed For 411 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4505

  • Year Built

    2020

  • $/SqFt

    $620

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 $3,300,000

Reduced By $425,000

Listed For 425 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7073

  • Year Built

    2001

  • $/SqFt

    $466

This estate has absolutely everything one could want in a home, with everything centered around the pristine views of Lake Louise where a three minute boat ride connects you directly to the Isleworth Country Club. A lifestyle like no other. MLS#O5773812. Coldwell Banker Realty. MFR

Isleworth For Sale $2,740,000

Reduced By $135,000

Listed For 480 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 689 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 $6,750,000

Reduced By $450,000

Listed For 719 Days
  • Bedrooms

    6

  • Full Bath(s)

    8

  • Sq. Ft.

    12298

  • Year Built

    2006

  • $/SqFt

    $548

The grounds showcase sprawling gardens with a custom fountain, walking paths, a butterfly garden, and impeccably maintained landscaping as well as a private motor court flanked by a pair of two-car garages equating to over 1,300-square-feet, one of which features an expansive storage room. MLS#O5713515. Isleworth Realty Llc. MFR

Isleworth For Sale $3,295,000

Listed For 773 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 For Sale $2,895,000

Reduced By $255,000

Listed For 1002 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

Isleworth For Sale $1,495,000

Reduced By $355,000

*POTENTIAL GREAT VALUE
Listed For 1298 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7270

  • Year Built

    1992

  • $/SqFt

    $205

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

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