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$3,600,000
New Listing

5237 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active Under Contract
5
Beds
5
Total Baths
5
Full Baths
5,972
SqFt
$603
/SqFt
1989
Built
Subdivision:
ISLEWORTH
County:
Orange

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(407) 803-4049
5237 ISLEWORTH COUNTRY CLUB DRIVE
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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. .

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Listing Snapshot
Price 
$3,600,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
5,972 sqft
Total Baths 
5
Full Baths 
5
Partial Baths 
N/A
Lot Size 
0.51 Acres
Year Built 
1989
MLS® Number 
O6427447
Status 
Active Under Contract
Property Tax 
$45,808.14
HOA/Condo/Coop Fees 
$1,224 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
7 hours agoListing updated with changes from the MLS®
7 hours agoStatus changed to Active Under Contract
9 hours agoListing first seen on site
General Features
Acres 
0.51
Attached Garage 
Yes
Direction Faces 
Northwest
Foundation 
BlockSlab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Parking 
Attached
Pets 
Breed RestrictionsYes
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
8281
Utilities 
Cable AvailableCable ConnectedElectricity Connected
Water Source 
PrivateWell
Zoning 
P-D
Interior Features
Appliances 
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Living Room
Flooring 
CarpetMarbleWood
Furnished 
Unfurnished
Heating 
CentralZoned
Interior 
Built-in FeaturesWalk-In Closet(s)
Laundry Features 
Inside
Spa 
Yes
Dining Room 
Level - FirstDescription - Room4
Family Room 
Level - FirstDescription - Room2
Kitchen 
Level - FirstDescription - Room1
Living Room 
Level - FirstDescription - Room3
Master Bedroom 
Level - FirstDescription - Room5
Office 
Level - FirstDescription - Room6
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Exterior Features
Construction Details 
BlockStucco
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
In Ground
View 
LakeWaterGolf Course
Waterfront Features 
Lake Privileges
Waterview 
LakeWaterGolf Course
Community Features
Association Amenities 
Cable TVGatedPlayground
Association Dues 
3672
Community Features 
GatedGolfPlayground
Financing Terms Available 
Cash
HOA Fee Frequency 
Quarterly
MLS Area 
34786 - Windermere
Roads 
Paved
Township 
23
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High
Listing courtesy of ISLEWORTH REALTY LLC (407) 230-6888



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-07-31 12:48 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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