Under contract-accepting backup offers. Located along the 2nd tee of Isleworth’s renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-bedroom home features offers a spacious and open floor plan of more than 5,900 square feet overlooking the serene golf and water vistas. .
Property Details
Price:
$3,600,000
MLS #:
O6427447
Status:
Active Under Contract
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Jul 30, 2026
Finished Sq Ft:
5,972
Total Sq Ft:
8,281
Lot Size:
22,076 sqft / 0.51 acres (approx)
Year Built:
1989
See this Listing
Schools
Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High
Interior
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Bathrooms
5 Full Bathrooms
Cooling
Central Air, Zoned
Flooring
Carpet, Marble, Hardwood
Heating
Central, Zoned
Interior Features
Built-in Features, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry Features
Inside
Levels
Two
Exterior
Association Amenities
Cable TV, Gated, Playground
Attached Garage YN
1
Community Features
Lake, Private Boat Ramp, Water Access, Waterfront, Community Mailbox, Deed Restrictions, Gated Community – Guard, Golf, Playground
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
Northwest
Exterior Features
Irrigation System
Garage Spaces
3
Roof
Tile
Spa Features
In Ground
View
Golf Course, Water
Waterfront Features
Lake, Waterfront
Financial
HOA Fee
$3,672
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Repairs, Private Road, Security
HOA Name
Dan O’Connell
HOA Phone
407-909-2071
Tax Year
2025
Taxes
$45,808
Map
Community
- Address5237 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL
- SubdivisionISLEWORTH
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Market Summary
Current real estate data for Single Family in WINDERMERE as of Aug 29, 2026
248
Single Family Listed
117
Avg DOM
460
Avg $ / SqFt
$2,334,742
Avg List Price
Property Summary
- Located in the ISLEWORTH subdivision, 5237 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $3,600,000 and features 5 beds, 5 baths, and has approximately 5,972 square feet of living space, and was originally constructed in 1989. The current price per square foot is $603. The average price per square foot for Single Family listings in WINDERMERE is $460. The average listing price for Single Family in WINDERMERE is $2,334,742. To schedule a showing of MLS#o6427447 at 5237 ISLEWORTH COUNTRY CLUB DRIVE in WINDERMERE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of ISLEWORTH REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 5237 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL