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$7,200,000
New Listing

5373 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
5
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
5,993
SqFt
$1,201
/SqFt
1988
Built
Subdivision:
ISLEWORTH
County:
Orange
Call Now: (727) 360-6969
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(727) 360-6969
5373 ISLEWORTH COUNTRY CLUB DRIVE5373 ISLEWORTH COUNTRY CLUB DRIVE5373 ISLEWORTH COUNTRY CLUB DRIVE5373 ISLEWORTH COUNTRY CLUB DRIVE
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Monthly Payment (Est.)

$32,849
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dramatic great room toward a wall of floor to ceiling windows and accordion folding glass doors, inviting natural light and showcasing picturesque views of the just-completed saltwater pool and hot tub, golf course, and lake beyond. An elegant chandelier anchors the space, while the upper level glass balcony adds architectural interest and a modern, gallery style feel. Two bedroom suites on the first floor include an extraordinary primary retreat with double closets - one with a stackable washer and dryer - sitting room, and spa-like bath with glassed wet room with enclosed shower and tub. The stunning chef’s kitchen blends modern elegance with exceptional functionality, showcasing a stunning waterfall edge island wrapped in premium marble. Sleek, custom white cabinetry pairs with professional stainless steel appliances – which include WOLF 6-burner plus griddle cooktop, dishwasher, ice maker, and double ovens - create a clean, architectural aesthetic, while the rich wood flooring adds warmth and contrast. Designer pendant lighting highlights the generous prep and gathering areas, making the kitchen equally suited for intimate mornings or elevated entertaining. The open layout flows seamlessly into the surrounding living spaces, including a formal dining room with butler’s pantry, family dining room and secondary gathering space, enhancing the home’s sense of scale and sophistication. Every detail—from the integrated hood to the refined hardware—reflects a commitment to luxury craftsmanship and timeless style. Upstairs are three additional bedroom suites including one that could be a second master. Outdoor entertaining is inviting and refined with a sparkling pool and spa, expansive pool deck, and just-built cabana with summer kitchen. Full-house generator. The 600-acre Isleworth community is surrounded by the pristine Butler Chain of Lakes and is an exclusive residential enclave that sets the standard of excellence for Central Florida living, with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional golf and social membership opportunities.

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Listing Snapshot
Price 
$7,200,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
5,993 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
0.52 Acres
Year Built 
1988
MLS® Number 
O6439156
Status 
Active
Property Tax 
$43,509
HOA/Condo/Coop Fees 
$1,224 monthly
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
an hour agoListing updated with changes from the MLS®
7 hours agoListing first seen on site
General Features
Acres 
0.52
Attached Garage 
Yes
Direction Faces 
North
Foundation 
BlockSlab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Parking 
Circular DrivewayGarage Door OpenerGarage Faces SideParking PadAttached
Pets 
Breed Restrictions
Property Sub Type 
Single Family Residence
Security 
Gated CommunitySecurity System
Sewer 
Septic Tank
SqFt Total 
7675
Style 
Contemporary
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedUnderground Utilities
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
Convection OvenCooktopDishwasherDryerIce MakerMicrowaveRefrigeratorTankless Water HeaterWasher
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
ElectricFamily Room
Flooring 
HardwoodMarbleTile
Furnished 
Unfurnished
Heating 
CentralElectricZoned
Interior 
Built-in FeaturesCathedral Ceiling(s)Eat-in KitchenHigh CeilingsOpen FloorplanTray Ceiling(s)
Laundry Features 
InsideLaundry Room
Spa 
Yes
Bedroom 2 
Dimensions - 15x17Level - FirstDescription - Room8
Bedroom 3 
Dimensions - 18x19Level - SecondDescription - Room9
Bedroom 4 
Dimensions - 15x14Level - SecondDescription - Room10
Bedroom 5 
Dimensions - 18x32Level - SecondDescription - Room11
Dinette 
Dimensions - 13x14Level - FirstDescription - Room5
Dining Room 
Dimensions - 18x17Level - FirstDescription - Room6
Foyer 
Dimensions - 28x22Level - FirstDescription - Room7
Kitchen 
Dimensions - 31x18Level - FirstDescription - Room4
Living Room 
Dimensions - 28x25Level - FirstDescription - Room3
Master Bathroom 
Dimensions - 9x21Level - FirstDescription - Room2
Master Bedroom 
Dimensions - 25x29Level - FirstDescription - Room1
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Exterior Features
Construction Details 
BlockConcreteStucco
Exterior 
Outdoor KitchenRain Gutters
Fencing 
Fenced
Lot Features 
On Golf CoursePavedPrivate
Other Structures 
Gazebo
Patio And Porch 
DeckFront PorchRear Porch
Pool Features 
GuniteIn GroundSalt WaterPrivate
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 TVGatedPlaygroundSecurity
Association Fee 
$3672.0
Association Fee Frequency 
Quarterly
Community Features 
GatedGolfParkPlayground
MLS Area 
34786 - Windermere
Township 
23
Financing Terms Available 
CashConventional
Roads 
Paved
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High
Listing courtesy of STOCKWORTH REALTY GROUP (407) 497-4526



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: 2026-09-08 04:20 PM 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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