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 2:45 PM
| Class | Total | Price | Beds | Baths | Age |
|---|---|---|---|---|---|
| Residential | 17 | $5,519,823 | 4.6 | 4.6 | 29.4 |
9832 Laurel Valley Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6416194 / Active
Virtually Staged. https://iframe.videodelivery.net/7c8847db18d8a7617d27c5577c88508f A true Lake Butler trophy estate. Set within the world-famous g...
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
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
6462 Deacon Cir
Windermere, FL 34786
Isleworth
Residential
MLS# O6407107 / Active
Within the gates of Isleworth Golf & Country Club, along the shores of Lake Chase, this exceptional lakefront offers a refined and contemporary wat...
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
5138 Fairway Oaks Dr
Windermere, FL 34786
Isleworth
Residential
MLS# O6401757 / Active
Set along Isleworths signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Is...
5199 Latrobe Dr
Windermere, FL 34786
Isleworth
Residential
MLS# O6409961 / Active
Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined...
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
9144 Isleworth Gardens Drive
Windermere, FL 34786
Isleworth
Residential
MLS# O6397842 / Active
Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This imp...
5151 Latrobe Dr
Windermere, FL 34786
Isleworth
Residential
MLS# O6392380 / Active
Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms ...
Reduced -$200,000
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MLS IDX data last updated on 06-17-2026 2:04 PM EST.