Waterfront - Golf Course - Primary on Main

Address

5373 Isleworth Country Club Drive, WINDERMERE, FL

Listing Type

Active

Price

$ 7,200,000

Property Attributes

MLS#O6439156
TypeSingle Family
Listing Status Active
CountyOrange
CityWINDERMERE
AreaWindermere
NeighborhoodISLEWORTH
Zip34786
StyleContemporary
Year Built1988
Taxes$ 43509
Price$ 7,200,000
Bedrooms5
Full Bathrooms5
Half Bathrooms1
Sqr Footage5993
Lot Size0.52 Acres

Data Source:

Stellar MLS

Property Description

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.

Elementary School	Middle School	High School
Windermere Elem Elementary School	Chain of Lakes Middle Middle School	Olympia High High School

Price History
9/8/2026	Listed $7,200,000

General Features

Sewer	Septic Tank
Heating	Central,Electric,Zoned
Cooling	Central Air,Zoned
Utilities	Cable Connected,Electricity Connected,Natural Gas Connected,Underground Utilities
Possession	Close Of Escrow
Roof	Tile
Appliances	Convection Oven,Cooktop,Dishwasher,Dryer,Ice Maker,Microwave,Refrigerator,Tankless Water Heater,Washer
Zoning	P-D
HOA Fee	3672
Garage Spaces	3
Association Fee Includes	24-Hour Guard,Cable TV,Escrow Reserves Fund,Internet,Maintenance Structure,Maintenance Grounds,Maintenance Repairs,Security
Patio/Porch Features	Deck,Front Porch,Rear Porch
Architectural Style	Contemporary
Pool Features	Deck,Gunite,In Ground,Salt Water
Security Features	Gated Community,Security System
Construction Materials	Block,Concrete,Stucco
Pets Allowed	Breed Restrictions
Year Built	1988
View	Golf Course,Water
Levels	Two
Property Subtype	Single Family Residence
Tax Year	2025
Ownership	Fee Simple
Waterfront Features	Lake
Community Features	Community Boat Ramp,Lake,Private Boat Ramp,Water Access,Buyer Approval Required,Community Mailbox,Gated Community - Guard,Golf Carts OK,Golf,Park,Playground
Assoc Fee Paid Per	Quarterly
County	Orange
New Construction	false
Property Type	Residential
Association Amenities	Cable TV,Gated,Optional Additional Fees,Playground,Security
Attached Garage	true
Subdivision Name	ISLEWORTH
Facing Direction	North
Garage Y/N	true
Other Structures	Gazebo
Total Rooms	11
Full Baths	5
Status	Active
Directions	I-4 to Conroy Road West follow Conroy Road to the torn of Windermere, one quarter mile west from Apopka Vineland on Conroy Windermere Road. Left into the main gate. Follow Isleworth Country Club Drive to property address.
High School	Olympia High
City	WINDERMERE
Body of Water	LAKE LOUISE
Association Name	Dan O'Connell
Senior Community Y/N	false
MLS Area	34786 - Windermere
Lot Size Units	Square Feet
Lot Size Square Feet	22762
Carport Y/N	false
Listing Terms	Cash,Conventional
Spa Features	In Ground
Elementary School	Windermere Elem
Land Lease Y/N	false
Tax Annual Amount	43509
Middle/Junior High School	Chain of Lakes Middle
Property Condition	Completed
Additional Parcels Y/N	false
Lease Considered Y/N	true
Virtual Tour	https://www.propertypanorama.com/instaview/stellar/O6439156
AssociationName2	Isleworth Community Association
Building Area Units	Square Feet
Living Area Units	Square Feet
Builder Name	Waters Custom Homes
Standard Status	Active
Occupancy Type	Vacant
Tax Lot	215
Legal Description	ISLEWORTH 16/118 LOT 215
Water View	Lake,Lake - Chain of Lakes
Water Access Type	Lake,Lake - Chain of Lakes
Minimum Lease	1-2 Years
Water Access Y/N	true
Monthly HOA Amount	1224
Additional Rooms	Breakfast Room Separate,Formal Dining Room Separate,Formal Living Room Separate,Great Room,Inside Utility,Storage Rooms
Water View Y/N	true
Flood Zone Code	X
In Law Suite YN	false
Flood Zone Code X	Yes
DockY/N	false

Interior Features

Interior Amenities	Built-in Features,Cathedral Ceiling(s),Eating Space In Kitchen,High Ceilings,Kitchen/Family Room Combo,Open Floorplan,Primary Bedroom Main Floor,Solid Surface Counters,Split Bedroom,Tray Ceiling(s)
Flooring	Engineered Hardwood,Marble,Tile
Furnished Y/N	Unfurnished
Fireplace Features	Electric,Family Room
Air Conditioning Y/N	true
Heating Y/N	true
Fireplace Y/N	true
Half Baths	1
Laundry Features	Inside,Laundry Room
Total Bedrooms	5
LivingAreaSource	Estimated
Total Baths	6

Exterior Features

Exterior Amenities	Irrigation System,Outdoor Kitchen,Rain Gutters
Fencing	Fenced
Parking Features	Circular Driveway,Garage Door Opener,Garage Faces Side,Parking Pad
Lot Features	In County,On Golf Course
Water Source	Public
Lot Size Area	22762
Foundation Details	Block,Slab
Spa	true
Building Area Total	7675
Lot Size Acres	0.52
Road Surface Type	Paved
Private Pool	true
Waterfront Y/N	false
Covered Spaces	3
Road Frontage Type	Street Paved,Private Road
Builder Model	N/A
Road Responsibility	Private Maintained Road