Home in 5373 Isleworth Country Club Dr Windermere for sale with MLS# O6439156

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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5373 Isleworth Country Club Dr, Windermere, FL 34786

Price
Price:
$7,200,000.00
Original List Price:
$7,200,000.00
List Price per Sq Ft (Calculated, Approx.):
$1,201.4
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6439156
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
6
Full Bath:
5
Half Bath:
1
Additional Rooms:
Inside Utility, Formal Dining Room Separate, Formal Living Room Separate, Great Room, Storage Rooms, Breakfast Room Separate
Measures
Living Area:
5,993 Sqft
Built-Up Area:
7,675 Sqft
Lot Area:
22,762 Sqft
Building Area Source:
Estimated
Living Area Source:
Estimated
Lot Features:
On Golf Course, Paved, In County, Private
Lot Size Acres:
0.52
Property Features
View from the Property:
Water, Golf Course
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground, Salt Water, Deck
Spa
Spa Features:
In Ground
Security:
Security System, Gated Community
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Cooktop, Ice Maker, Convection Oven, Tankless Water Heater
Interior:
Eat-in Kitchen, High Ceilings, Built-in Features, Cathedral Ceiling(s), Kitchen/family Room Combo, Open Floorplan, Split Bedroom, Solid Surface Counters, Tray Ceiling(s), Primary Bedroom Main Floor
Exterior:
Rain Gutters, Outdoor Kitchen
Patio and Porch:
Deck, Front Porch, Rear Porch
Other Structures:
Gazebo
Laundry:
Inside, Laundry Room
Fireplace
Fireplace:
Family Room, Electric
Air Conditioning System:
Zoned, Central Air
Heating System:
Central, Electric, Zoned
Fence:
Fenced
Property Entrance Faces:
North
Road Responsibility:
Private Maintained Road
Other Equipment:
Irrigation Equipment
Water Access
Water Access Features:
Lake, Lake - Chain Of Lakes
Water Extras
Water Extra Details:
Boat Ramp - Private, Skiing Allowed
Water View
Water View Details:
Lake, Lake - Chain Of Lakes
Construction
Year Built:
1988
Roof:
Tile
Builder Model:
N/A
Builder Name:
Waters Custom Homes
Architectural Style:
Contemporary
Levels:
Two
Construction Materials:
Block, Stucco, Concrete
Flooring:
Tile, Marble, Hardwood
Foundation Details:
Slab, Block
Flood Zone Code:
X
Property Condition:
Completed
Taxes and Expenses
Tax Annual Amount:
$43,509.00
Tax Year:
2025
Association Fee:
$3,672.00
Association Fee Frequency:
Quarterly
Total Annual Fees:
$14,688.00
Total Monthly Fees:
$1,224.00
Parking
Garage
Garage Spaces:
3
Attached Garage
Parking Features:
Garage Door Opener, Circular Driveway, Parking Pad, Garage Faces Side
Utilities
Sewer:
Septic Tank
Utilities Available:
Underground Utilities, Electricity Connected, Natural Gas Connected, Cable Connected
Water Source:
Public
Community
Association
Minimum Lease Term:
1-2 Years
Pets Allowed?:
Breed Restrictions
Amenities Provided by the Homeowner's Association (HOA):
Playground, Security, Gated, Cable Tv, Optional Additional Fees
Subdivision Name:
ISLEWORTH
Community Features:
Park, Golf, Playground, Golf Carts Ok, Buyer Approval Required, Community Mailbox, Gated Community - Guard
Association Fee Includes:
Maintenance Grounds, Cable Tv, Security, Maintenance Structure, Internet, Escrow Reserves Fund, Guard - 24 Hour, Maintenance
Senior Community:
No
Association Fee Required:
Required
Projected Completion Date:
8 September 2026
Association Management:
Dan O'Connell
Association Phone:
407-909-2071
2nd Association Management:
Isleworth Community Association
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
ISLEWORTH 16/118 LOT 215
Real Estate Folio Number (Parcel Number):
28-23-16-3899-02-150
Zoning:
P-D
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Carrollwood K-8 School
High School:
Olympia High
Middle Or Junior School:
Chain Of Lakes Middle
Listing History
Originally published on:
September 8, 2026 1:17 pm
Active on the market since:
September 8, 2026
Listing Agreement executed on:
September 8, 2026
Listing Status Last Changed On:
September 8, 2026 1:17 pm
Photos updated on:
September 8, 2026 1:19 pm
Last Modified:
September 9, 2026 10:51 am
Additional Information
Association Approval Required
Courtesy of:
STOCKWORTH REALTY GROUP
Attribution:
407-909-5900
Road Surface Type:
Paved
Location
Street Name:
ISLEWORTH COUNTRY CLUB
Street Number:
5373
City:
WINDERMERE
State:
Florida
Zip Code:
34786
County:
Orange
Latitude:
N28° 28' 51.9''
Longitude:
W82° 28' 0''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $131,409
Median Home Value $621,300
Median Rent $2,239/mo
Median Age 37
Population 43,700
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