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5074 Isleworth Country Club Drive, Windermere, FL

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$7,250,000

($1,021/sqft)

List Status: Active
5074 Isleworth Country Club Drive
Windermere, FL 34786


5 beds
6 baths
7099 living sqft
Top Features
  • Subdivision: Isleworth
  • Built in  1988
  • Single Family Residence
Description
A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlig
Property Details
Property Features
Property Sub Type
Single Family Residence
Pool
Heated, Lighting, Tile, In Ground, Salt Water
County
Orange
Subdivision
ISLEWORTH
Additional Information
Additional Parcels YN
false
Alternate Key Folio Num
282316389900450
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
Association Email
dan.oconnell@isleworth.com
Association Fee
1224
Association Fee Frequency
Monthly
Association Fee Requirement
Required
Association URL
www.Isleworth.com
Association YN
true
Attached Garage YN
true
Bathrooms Total Integer
7
Building Area Source
Public Records
Building Area Total
9236
Building Area Total Srch SqM
858.05
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
1021.27
Carport YN
false
Construction Materials
Block, Concrete, Stucco
Cooling
Central Air, Zoned
Country
US
Cumulative Days On Market
306
Current Price
7250000.00
Direction Faces
East
Exterior Features
Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
Fireplace Features
Electric
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0385F
Flooring
Carpet, Tile
Foundation Details
Block, Slab
Furnished
Negotiable
Garage Spaces
3
Garage YN
true
Heating
Electric, Natural Gas, Zoned
Interior Features
Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
Internet Address Display YN
true
Internet Automated Valuation Display YN
true
Internet Consumer Comment YN
true
Internet Entire Listing Display YN
true
Laundry Features
Upper Level
Levels
Two
List AOR
Orlando Regional
Living Area Meters
659.52
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Size Acres
0.54
Lot Size Square Feet
23455
Lot Size Square Meters
2179
Modification Timestamp
2026-06-01T00:18:09.180Z
Monthly HOA Amount
1224.00
New Construction YN
false
Occupant Type
Vacant
Ownership
Fee Simple
Parcel Number
16-23-28-3899-00-450
Pet Restrictions
Please verify breeds with ICA.
Pets Allowed
Yes
Pool Private YN
true
Postal Code Plus 4
8920
Previous List Price
7595000
Price Change Timestamp
2026-05-21T15:30:22.000Z
Public Survey Range
28
Public Survey Section
16
RATIO Current Price By Calculated SqFt
1021.27
Realtor Info
List Agent is Related to Owner
Road Surface Type
Paved
Roof
Tile
Room Count
11
Senior Community YN
false
Sewer
Septic Tank
Showing Requirements
Appointment Only, Listing Agent Must Accompany, See Remarks, ShowingTime
Status Change Timestamp
2026-01-14T13:51:42.000Z
Stories Total
1
Tax Annual Amount
21279.23
Tax Block
3899
Tax Book Number
16-118
Tax Legal Description
ISLEWORTH 16/118 LOT 45
Tax Lot
45
Tax Year
2024
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-162328389900450-R-N
Unparsed Address
5074 ISLEWORTH COUNTRY CLUB DR
Utilities
Cable Available, Electricity Connected, Public, Water Connected
Water Source
Public
Waterfront YN
false
Zoning
P-D
Neighborhood Map
Popup

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MLS #MFRO6373191 Listing courtesy of Mem Realty Group 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 6/7/26 1:21 PM) |

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