5300 Isleworth Country Club DriveWindermere, FL 34786Sale Price: $4,950,000

  • Sale Price: $4,950,000
$
$
%
$/month over payments
Federal 30-year interest rate: 6.5300000000000000000000000000000000000000% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $4,950,000Sale Price
  • 5Bedrooms
  • 5Full Bath
  • 2Half Baths
  • 8,342Square Feet

Listing Tools

A rare opportunity within the gates of the renowned Isleworth Golf & Country Club offering an unparalleled location with serene water views of Eagle Pond and golf views of Holes 11 & 12. Built in 2017, this two-story residence was masterfully designed by Terry Irwin & built by luxury custom home builder Wyatt Anderson. The interior boasts over 8300 sq ft of luxurious living space with 5 bedroom suites, 7 baths, office, media room & elevator. Upon entry, you'll notice the rich hardwood floors, illuminated cove ceiling, elegant lighting & marble accented fireplace. The dining room opens to a courtyard overlooking Isleworth's lush park graced with distinctive sculptures and adjoins a wine bar & temperature-controlled wine cellar for the finest collections. The gourmet kitchen is a work of art featuring Busby cabinets, live-edge island, Gaggenau appliances, & a host of conveniences. The sunlit family room is highlighted with impressive barrel ceilings & retractable glass walls creating stunning panoramic views & merges the indoor-outdoor elements into one. The luxurious master suite & spa bathroom provides a private sanctuary with tranquil views, gas fireplace, & exquisite finishes. The spacious media room w/ wet bar opens to a large terrace with a fireplace & breathtaking vistas of the golf course. 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! Be sure to watch the video tour to preview this spectacular estate! >>> https://www.youtube.com/embed/fXZ2DYnohTY

Property Details of 5300 Isleworth Country Club Drive

Property Details

Never Miss New Listings

Never miss new listings between $5,040,000 - $6,160,000 in this neighborhood
Successfully Subscribed!
Do not fill in this field:

I agree to receive marketing and customer service calls and text messages from ONE Sotheby's International Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

We will never spam you or sell your details. You can unsubscribe whenever you like.

Mortgage Calculator


$
$
%
Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.5300000000000000000000000000000000000000% last updated on May 28, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Deb Schroeder of INFINITY REALTY GROUP LLC

Listing Sold by US RELIANCE SOLUTIONS INC

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 30, 2026 9:04 AM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from ONE Sotheby's International Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.