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.

31 Results

Isleworth Windermere Florida Homes For Sale

Isleworth For Sale $3,200,000

View 9807 Walzer Ct Windermere FL
View 9807 Walzer Ct Windermere FL
View 9807 Walzer Ct Windermere FL
Listed For 11 Days
  • Bedrooms

    7

  • Full Bath(s)

    8

  • Sq. Ft.

    7875

  • Year Built

    1993

  • $/SqFt

    $406

Beautiful golf course views provide the backdrop for the fenced grounds featuring a separate covered summer kitchen and a sparkling open-air pool and spa with ample deck space surrounded by manicured landscaping–a delightful venue for year-round enjoyment of Central Florida’s warm, tropical climate. MLS#O5851653. Isleworth Realty Llc. MFR

Isleworth For Sale $1,850,000

View 6207 Cypress Chase Dr Windermere FL
View 6207 Cypress Chase Dr Windermere FL
View 6207 Cypress Chase Dr Windermere FL
Listed For 15 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6085

  • Year Built

    2006

  • $/SqFt

    $304

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

Isleworth For Sale $1,636,000

View 9322 Isleworth Gardens Dr Windermere FL
View 9322 Isleworth Gardens Dr Windermere FL
View 9322 Isleworth Gardens Dr Windermere FL
Listed For 24 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3745

  • Year Built

    2006

  • $/SqFt

    $436

In addition to the private courtyard, the home boasts a lovely patio located off of the living room that perhaps best captures the lovely water and garden views. MLS#O5848495. Isleworth Realty Llc. MFR

Isleworth For Sale $1,500,000

Reduced By $150,000

View 5108 Fairway Oaks Dr Windermere FL
View 5108 Fairway Oaks Dr Windermere FL
View 5108 Fairway Oaks Dr Windermere FL
Listed For 31 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4144

  • Year Built

    1993

  • $/SqFt

    $361

Four bedrooms (including a second master suite), a formal dining room, an oversized 4-car garage, and a whole-home water softener complete this stunning residence. MLS#O5847002. Bar Invest Realty Llc. MFR

Isleworth For Sale $1,595,000

Listed For 33 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 For Sale $5,600,000

Listed For 51 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    8342

  • Year Built

    2017

  • $/SqFt

    $671

Overlooking a beautiful canvas, the outdoor area is fitted with a fully equipped summer kitchen, 2 gas fire pits, 2 lanais w/ retractable screens, & an open terrace. Absolute perfection & true masterpiece! MLS#O5836808. Infinity Realty Group Llc. MFR

Isleworth For Sale $3,990,000

Listed For 77 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 80 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 100 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 106 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 Pended $1,750,000

Listed For 117 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4384

  • Year Built

    1990

  • $/SqFt

    $399

A private oasis awaits in the fenced grounds overlooking Isleworth’s 6th green, from the open-air pool with water feature to the covered lanai and separate full cabana with bath, shower and summer kitchen. MLS#O5828666. Isleworth Realty Llc. MFR

Isleworth For Sale $3,850,000

Listed For 128 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    6498

  • Year Built

    1999

  • $/SqFt

    $592

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 $2,693,900

Reduced By $100

Listed For 220 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 236 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 285 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 295 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 $5,395,000

Reduced By $290,000

*POTENTIAL GREAT VALUE
Listed For 347 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    11163

  • Year Built

    2009

  • $/SqFt

    $483

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 For Sale $2,849,000

Listed For 348 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 348 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4505

  • Year Built

    2019

  • $/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 362 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. Croft Real Estate Service Llc. MFR

Isleworth For Sale $2,400,000

Reduced By $595,000

Listed For 414 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3832

  • Year Built

    2007

  • $/SqFt

    $626

Perfect for entertaining or just you!!! ! MLS#O5762561. Irwin Realty Group Llc. MFR

Isleworth For Sale $2,740,000

Reduced By $135,000

Listed For 417 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 $3,700,000

Reduced By $500,000

Listed For 437 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5859

  • Year Built

    1989

  • $/SqFt

    $631

Beyond the multilevel terrace with numerous dining and lounging areas and an outdoor summer kitchen, the expansive grounds feature an open-air swimming pool, heated spa and refurbished Trex boat dock – all overlooking the breathtaking views of Lake Chase. MLS#O5755879. Isleworth Realty Llc. MFR

Isleworth Pended $1,950,000

Reduced By $500,000

Listed For 620 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5235

  • Year Built

    1997

  • $/SqFt

    $372

A tropical oasis with southwestern exposure for optimum Florida sunlight and nightly firework displays from area theme parks, the pool offers a heated spa, underwater bar stools and surrounding deck accented by beautiful palm trees. MLS#O5719515. Isleworth Realty Llc. MFR

Isleworth For Sale $23,000,000

*POTENTIAL GREAT VALUE
Listed For 626 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 656 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 Pended $2,489,000

Reduced By $811,000

Listed For 698 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    7159

  • Year Built

    1999

  • $/SqFt

    $347

A detached guest house with private entrance and a four-car garage complete this magnificent golf-front estate. MLS#O5703955. Isleworth Realty Llc. MFR

Isleworth For Sale $1,900,000

Reduced By $400,000

Listed For 701 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    5840

  • Year Built

    2006

  • $/SqFt

    $325

Further highlights include a stately home office, detached guest cabana and a three-car garage. MLS#O5703882. Isleworth Realty Llc. MFR

Isleworth For Sale $3,295,000

Listed For 710 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 $2,995,000

Reduced By $155,000

Listed For 939 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6605

  • Year Built

    1990

  • $/SqFt

    $453

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 1235 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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