The current prices for all Real Estate Listings in isleworth - Windermere, FL are reflected in the the table below.
Market Snapshot
Averages based on current search criteria as of 06/17/2026 1:21 PM
| Class | Total | Price | Beds | Baths | Age |
|---|---|---|---|---|---|
| Residential | 17 | $5,519,823 | 4.6 | 4.6 | 29.4 |
4819 Alexandra Garden Court
Windermere, FL 34786
Isleworth
Residential
MLS# O6330108 / Active
Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this be...
9731 Chestnut Ridge Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6336655 / Active
Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and show...
4812 Alexandra Garden Court
Windermere, FL 34786
Isleworth
Residential
MLS# O6339134 / Active
Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residen...
5243 Isleworth Country Club Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6348067 / Active
Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely...
Reduced -$225,000
9725 Chestnut Ridge Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6370294 / Active
Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence.Spannin...
Reduced -$150,000
5050 Isleworth Country Club Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6372348 / Active
Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout ...
Reduced -$285,000
5074 Isleworth Country Club Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6373191 / Active
A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of ...
Reduced -$345,000
9323 Gladys Garden Court
Windermere, FL 34786
Isleworth
Residential
MLS# O6381880 / Active
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a maste...
Reduced -$600,000
5145 Latrobe Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6382287 / Active
Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar a...
Reduced -$150,000
5001 Latrobe Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6389183 / Active
One or more photo(s) has been virtually staged. Traditional five-bedroom four and a half bath pool home with an open layout in Isleworth Golf & Cou...
Reduced -$200,000
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MLS IDX data last updated on 06-17-2026 8:19 AM EST.