Virtual TourMap

For SaleSingle Family ResidenceActive

5373 Isleworth Country Club Drive

Windermere, FL 34786

$7,200,000

64 Days On Site

  • 5Beds
  • 6Baths5 full, 1 half
  • 5,993Sq Ft
  • $1,201Per Sq Ft
  • 0.52Acres
  • 1988Built
Subdivision
Isleworth
County
Orange
MLS®
O6439156

Overview

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.

Listing Snapshot

Price
$7,200,000
Days On Site
64 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 (2025)
HOA/Condo/Coop Fees
$1,224 monthly
Sq Ft Source
Estimated

Property Details

General Features

17 items
Acres
0.52
Attached Garage
Yes
Direction Faces
North
Foundation
Block, Slab
Garage
Yes
Garage Spaces
3
Levels
Two
Parking
Circular Driveway, Garage Door Opener, Garage Faces Side, Parking Pad, Attached
Pets
Breed Restrictions
Property Sub Type
Single Family Residence
Security
Gated Community, Security System
Sewer
Septic Tank
SqFt Total
7,675
Style
Contemporary
Utilities
Cable Available, Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities
Water Source
Public
Zoning
P-D

Interior Features

21 items
Appliances
Convection Oven, Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
Cooling
Central Air, Zoned
Fireplace
Yes
Fireplace Features
Electric, Family Room
Flooring
Hardwood, Marble, Tile
Furnished
Unfurnished
Heating
Central, Electric, Zoned
Interior
Built-in Features, Cathedral Ceiling(s), Eat-in Kitchen, High Ceilings, Open Floorplan, Tray Ceiling(s)
Laundry Features
Inside, Laundry Room
Spa
Yes

Rooms

RoomDimensionsLevelFeatures
Bedroom 215x17FirstDescription - Room8
Bedroom 318x19SecondDescription - Room9
Bedroom 415x14SecondDescription - Room10
Bedroom 518x32SecondDescription - Room11
Dinette13x14FirstDescription - Room5
Dining Room18x17FirstDescription - Room6
Foyer28x22FirstDescription - Room7
Kitchen31x18FirstDescription - Room4
Living Room28x25FirstDescription - Room3
Master Bathroom9x21FirstDescription - Room2
Master Bedroom25x29FirstDescription - Room1

Exterior Features

14 items
Construction Details
Block, Concrete, Stucco
Exterior
Outdoor Kitchen, Rain Gutters
Fencing
Fenced
Lot Features
On Golf Course, Paved, Private
Other Structures
Gazebo
Patio And Porch
Deck, Front Porch, Rear Porch
Pool Features
Gunite, In Ground, Salt Water, Private
Private Pool
Yes
Roof
Tile
Spa
Yes
Spa Features
In Ground
View
Lake, Water, Golf Course
Waterfront Features
Lake Privileges
Waterview
Lake, Water, Golf Course

Community Features

8 items
Association Amenities
Cable TV, Gated, Playground, Security
Association Fee
$3672.0
Association Fee Frequency
Quarterly
Community Features
Gated, Golf, Park, Playground
MLS Area
34786 - Windermere
Township
23
Financing Terms Available
Cash, Conventional
Roads
Paved

Location

5373 Isleworth Country Club Drive, Windermere, FL 34786 · 34786 - Windermere

Neighborhood & Commute

ZIP Code 34786

Median household income
$127,371
Income per person
$64,053
Households
17,419
Average household size
2.82
Median age
38.9

Source: Walk Score.

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

Schools

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

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Listing first seen on site
  3. Status changed to Active

Friends & Family

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Listing courtesy of STOCKWORTH REALTY GROUP (407) 497-4526

Stellar MLS

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: 2026-11-12 12:57 AM EST

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