5373 Isleworth Country Club Drive

WINDERMERE, FL
$ 7,200,000 Beds 5 Baths 5.5 Sq 5,993 Virtual Tour
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 7,200,000
  • City
  • WINDERMERE
  • Bedrooms
  • 5
  • Full Bathrooms
  • 5
  • County
  • Orange
  • Half Bathrooms
  • 1
  • Area
  • Windermere
  • Lot Size
  • 0.52 Acres
  • Zip
  • 34786
  • Sqr Footage
  • 5,993
  • Year Built
  • 1988
  • Taxes
  • $ 43509
  • Style
  • Contemporary
  • MLS#
  • O6439156
Listed By: with . - 407-909-5900
Data Source: Stellar MLS

Features

General

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

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Apollo Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

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

Price History

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

Property vs Zip Code Average in 34786

Price
AVG $2.49M
$7.2M
Taxes
AVG $23,922
$43,509
Year Built
AVG 2004
1988

In The Neighborhood

Areas That We Cover

5373 Isleworth Country Club Drive WINDERMERE, FL is a Single Family Home for sale at $7200000 with 5993 sqft and a lot size of 0.52 Acres Acre(s). 5373 Isleworth Country Club Drive WINDERMERE has 5 bedrooms, 5 baths and was built in 1988. The property's zip code is 34786 which is in WINDERMERE, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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