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 06/18/2026 3:17 AM
| Class | Total | Price | Beds | Baths | Age |
|---|---|---|---|---|---|
| Residential | 17 | $5,519,823 | 4.6 | 4.6 | 29.4 |
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
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
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
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
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...
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...
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...
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MLS IDX data last updated on 06-18-2026 2:00 AM EST.