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5237 Isleworth Country Club Drive, Windermere, FL

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$3,600,000

($603/sqft)

List Status: Contingent
5237 Isleworth Country Club Drive
Windermere, FL 34786


5 beds
5 baths
5972 living sqft
Top Features
  • View: Water, Golf Course
  • Subdivision: Isleworth
  • Built in  1989
  • Single Family Residence
Description
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
Property Features
Property Sub Type
Single Family Residence
View
Water, Golf Course
Pool
In Ground
County
Orange
Subdivision
ISLEWORTH
Additional Information
Additional Lease Restrictions
Per Isleworth Community Association (ICA)
Additional Parcels YN
false
Additional Water Information
The Isleworth community is set along six of the lakes within the much desirable Butler Chain of Lakes. We offer a private, community boat ramp for our residents eager to enjoy these great waters.
Amenities Additional Fees
Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club.
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Approval Process
Per Isleworth Community Association (ICA)
Association Amenities
Cable TV, Gated, Playground
Association Approval Required YN
1
Association Email
dan.oconnell@Isleworth.com
Association Fee
3672
Association Fee Frequency
Quarterly
Association Fee Includes
Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance, Private Road, Security
Association Fee Requirement
Required
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
5
Building Area Source
Public Records
Building Area Total
8281
Building Area Total Srch SqM
769.33
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
602.81
Carport YN
false
Community Features
Community Mailbox, Deed Restrictions, Gated Community - Guard, Golf, Playground
Construction Materials
Block, Stucco
Cooling
Central Air, Zoned
Country
US
Current Price
3600000.00
Direction Faces
Northwest
Elementary School
Windermere Elem
Expected Closing Date
2026-08-28T00:00:00.000
Fireplace Features
Living Room
Fireplace YN
true
Flood Zone Code
AE
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0385F
Flooring
Carpet, Marble, Wood
Foundation Details
Block, Slab
Furnished
Unfurnished
Garage Spaces
3
Garage YN
true
Heating
Central, Zoned
High School
Olympia High
Interior Features
Built-in Features, Primary Bedroom Main Floor, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
true
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside
Lease Restrictions YN
1
Levels
Two
List AOR
Orlando Regional
Living Area Meters
554.82
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Size Acres
0.51
Lot Size Square Feet
22076
Lot Size Square Meters
2051
Middle Or Junior School
Chain of Lakes Middle
Minimum Lease
8-12 Months
Modification Timestamp
2026-07-30T21:31:10.111Z
Monthly HOA Amount
1224.00
New Construction YN
false
Number Of Pets
2
Occupant Type
Vacant
Other Equipment
Irrigation Equipment
Ownership
Fee Simple
Parcel Number
16-23-28-3899-02-320
Pet Restrictions
Per Orange County breed restrictions, number limits and leash laws.
Pets Allowed
Breed Restrictions, Yes
Pool Private YN
true
Postal Code Plus 4
8900
Public Survey Range
28
Public Survey Section
16
Purchase Contract Date
2026-07-30
RATIO Current Price By Calculated SqFt
602.81
Realtor Info
As-Is, Assoc approval required, No Sign
Road Surface Type
Paved
Roof
Tile
Room Count
6
Senior Community YN
false
Sewer
Septic Tank
Showing Requirements
24 Hour Notice, Appointment Only, Call Listing Agent, Listing Agent Must Accompany, See Remarks
Spa Features
In Ground
Spa YN
true
Status Change Timestamp
2026-07-30T21:29:43.000Z
Tax Annual Amount
45808.14
Tax Block
2
Tax Book Number
16-118
Tax Legal Description
ISLEWORTH 16/118 LOT 232
Tax Lot
232
Tax Year
2025
Total Acreage
1/2 to less than 1
Total Annual Fees
14688.00
Total Monthly Fees
1224.00
Township
23
Universal Property Id
US-12095-N-162328389902320-R-N
Unparsed Address
5237 ISLEWORTH COUNTRY CLUB DR
Utilities
Cable Connected, Electricity Connected, Public
Water Access
Lake - Chain of Lakes
Water Access YN
1
Water Body Name
BUTLER CHAIN OF LAKES - LAKE CHASE
Water Source
Well
Water View
Lake - Chain of Lakes
Water View YN
1
Waterfront YN
false
Zoning
P-D
Neighborhood Map
Popup

Property Photos

MLS #MFRO6427447 Listing courtesy of Isleworth Realty Llc provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 7/30/26 5:40 PM) |

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