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 407-485-1814.

14 Results

Isleworth Windermere Florida Homes For Sale

Isleworth For Sale $3,999,999

Brick house with a three-car garage and paver driveway at 5001 Latrobe Dr, Windermere, FL 34786
Partial view of a lake from behind a house with palm trees at 5001 Latrobe Dr, Windermere, FL 34786
Elegant black double front doors with seasonal decor at 5001 Latrobe Dr, Windermere, FL 34786
*IS SHORT SALE
On Market Today
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4417

  • Year Built

    1990

  • $/SqFt

    $906

Schedule your appointment today to join the Isleworth community and lifestyle. Q BOUTIQUE SPECIALTY REALTY INC.

Isleworth For Sale $8,775,000

Luxury home with pool, beautiful landscaping, and golf course views at 5271 Isleworth Country Club Drive, Windermere, FL 34786
Luxury home nestled on a golf course with a large pool and spa at 5271 Isleworth Country Club Drive, Windermere, FL 34786
Luxury home with pool and spa overlooking a lush golf course at 5271 Isleworth Country Club Drive, Windermere, FL 34786
On Market For 17 Days
  • Bedrooms

    7

  • Full Bath(s)

    10

  • Sq. Ft.

    11403

  • Year Built

    2013

  • $/SqFt

    $770

Its distinctive lot combines spaciousness, privacy, and stunning vistas to create a one-of-a-kind retreat. ISLEWORTH REALTY LLC.

Isleworth Pended $4,500,000

Luxury home with pool and expansive backyard at 5410 Monterrey Club Ct, Windermere, FL 34786
Grand entrance with double doors and elegant columns at 5410 Monterrey Club Ct, Windermere, FL 34786
Bright and spacious living room with lake view at 5410 Monterrey Club Ct, Windermere, FL 34786
On Market For 42 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    6665

  • Year Built

    2003

  • $/SqFt

    $675

This house is a dream come true. ON ME REALTY.

Isleworth For Sale $5,900,000

Two story luxury home with palm trees and circular driveway at 5121 Latrobe Dr, Windermere, FL 34786
Two story luxury home with palm trees and circular driveway at 5121 Latrobe Dr, Windermere, FL 34786
Two story luxury home with palm trees and circular driveway at night at 5121 Latrobe Dr, Windermere, FL 34786
On Market For 92 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    8178

  • Year Built

    2001

  • $/SqFt

    $721

This home harmoniously blends modern luxury with rustic charm, offering an exceptional living experience. ISLEWORTH REALTY LLC.

Isleworth For Sale $4,790,000

Luxury home with a paved driveway and lush landscaping at 5126 Fairway Oaks Dr, Windermere, FL 34786
Beautiful home with a large front yard and mature trees at 5126 Fairway Oaks Dr, Windermere, FL 34786
Elegant living room with a grand piano, comfortable seating and large windows at 5126 Fairway Oaks Dr, Windermere, FL 34786
On Market For 79 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5565

  • Year Built

    1990

  • $/SqFt

    $861

Unwind in the fully tempered Solarium Sanctuary, where you can relax with your favorite beverage and watch the stunning sunset. COLDWELL BANKER RESIDENTIAL RE.

Isleworth For Sale $5,250,000

Reduced By $250,000

Luxury estate home situated on a large lot with lake views at 5174 Vardon Dr, Windermere, FL 34786
Luxury home with a terracotta tile roof and lush landscaping at 5174 Vardon Dr, Windermere, FL 34786
Elegant entryway with a sweeping staircase and marble flooring at 5174 Vardon Dr, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 106 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    10701

  • Year Built

    2008

  • $/SqFt

    $491

This spacious custom home has too many features to tell you, please come and see it for yourself!! ! MAY HO REALTY.

Isleworth For Sale $4,000,000

Luxury home features a tile roof, manicured landscaping, and a grand entrance at 5056 Isleworth Country Club Dr, Windermere, FL 34786
Bright living room with hardwood floors, white sofas, and a statement art piece at 5056 Isleworth Country Club Dr, Windermere, FL 34786
Spacious living area with hardwood floors, exposed beams, and plenty of natural light at 5056 Isleworth Country Club Dr, Windermere, FL 34786
On Market For 130 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4225

  • Year Built

    1987

  • $/SqFt

    $947

A sparkling pool, expansive patio with seating, dining area, and a custom fire pit round out the property with the ideal outdoor gathering space on a magical golf front oasis. ISLEWORTH REALTY LLC.

Isleworth For Sale $4,000,000

Spacious living room featuring a stone fireplace, large windows, and comfortable seating at 9648 Mccormick Pl, Windermere, FL 34786
Bright and airy living room with a stone fireplace, tall windows, and a view of the pool at 9648 Mccormick Pl, Windermere, FL 34786
Open living room with a cozy fireplace and built-in shelving at 9648 Mccormick Pl, Windermere, FL 34786
On Market For 149 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4889

  • Year Built

    1988

  • $/SqFt

    $818

Club and Golf amenities are separate and available for Club Members Only, residents are not required to join the Club. STOCKWORTH REALTY GROUP.

Isleworth For Sale $6,650,000

Reduced By $250,000

Elegant two-story home with a circular driveway and manicured landscaping at 5518 Worsham Ct, Windermere, FL 34786
Luxury home with stone accents, a circular driveway, and lush landscaping at 5518 Worsham Ct, Windermere, FL 34786
Stunning two-story home with a tile roof, arched entryway, and landscaped grounds at 5518 Worsham Ct, Windermere, FL 34786
On Market For 176 Days
  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    8203

  • Year Built

    2003

  • $/SqFt

    $811

From the carefully designed living spaces to the luxurious amenities, every aspect of this property has been tailored to create the ultimate family paradise. ISLEWORTH REALTY LLC.

Isleworth For Sale $3,250,000

Reduced By $225,000

Inviting pool area with a waterslide and rock waterfall feature at 5138 Fairway Oaks Dr, Windermere, FL 34786
Resort-style backyard with pool, spa, waterfall, and covered patio at 5138 Fairway Oaks Dr, Windermere, FL 34786
Scenic backyard view with lush landscaping, a fence, and a peaceful lake at 5138 Fairway Oaks Dr, Windermere, FL 34786
On Market For 197 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4330

  • Year Built

    1994

  • $/SqFt

    $751

See attached list of updates in MLS. RE/MAX PROPERTIES SW.

Isleworth For Sale $11,749,000

Reduced By $1,501,000

Elegant two-story home with a paved driveway and lush landscaping at 9832 Laurel Valley Dr, Windermere, FL 34786
Grand entrance of a stunning home with a brick paved driveway at 9832 Laurel Valley Dr, Windermere, FL 34786
Bright and spacious entryway with marble floors and a grand staircase at 9832 Laurel Valley Dr, Windermere, FL 34786
On Market For 228 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    11100

  • Year Built

    2004

  • $/SqFt

    $1,058

This stunning property is perfect for those who seek the finest in lakefront living. ISLEWORTH REALTY LLC.

Isleworth For Sale $8,200,000

Reduced By $450,000

Elegant entry hall with checkerboard floor, grand staircase, and high ceilings at 5507 Worsham Court, Windermere, FL 34786
Spacious entry hall featuring a checkerboard floor and a stunning staircase at 5507 Worsham Court, Windermere, FL 34786
Bright living room with hardwood floors, fireplace, and large windows at 5507 Worsham Court, Windermere, FL 34786
On Market For 332 Days
  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    10200

  • Year Built

    2008

  • $/SqFt

    $804

Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World offering the ultimate in amenities and concierge living. STOCKWORTH REALTY GROUP.

Isleworth For Sale $4,700,000

Reduced By $600,000

Two story brick house with columns and landscaping at 9844 Laurel Valley Dr, Windermere, FL 34786
Two story brick house with columns and landscaping at 9844 Laurel Valley Dr, Windermere, FL 34786
Brick house back with awning and large yard at 9844 Laurel Valley Dr, Windermere, FL 34786
On Market For 324 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5613

  • Year Built

    1989

  • $/SqFt

    $837

This home combines classic elegance and comfort, creating a luxurious living space. ISLEWORTH REALTY LLC.

Isleworth For Sale $2,997,000

Two-story house with a large front yard and lush landscaping at 5379 Isleworth Country Club Dr, Windermere, FL 34786
Two-story house with a large front yard and lush landscaping at 5379 Isleworth Country Club Dr, Windermere, FL 34786
Spacious home with circular driveway and lush landscaping at 5379 Isleworth Country Club Dr, Windermere, FL 34786
On Market For 358 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3872

  • Year Built

    1989

  • $/SqFt

    $774

Welcome to your new home in Isleworth where elegance meets convenience and where luxury knows no bounds. CHARLES RUTENBERG REALTY ORLANDO.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-485-1814 and speak with one of our real estate consultants.

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