5373 Isleworth Country Club DriveWindermere, FL 34786Price: $7,200,000

  • Price: $7,200,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Sep 3, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
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5373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 347865373 Isleworth Country Club Drive Windermere FL 34786
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  • 5Bedrooms
  • 0.52Acreage
  • 6Bathrooms
  • 1988Year Built
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 Courtesy of STOCKWORTH REALTY GROUP

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More Info

Location Information

  • Road Frontage DescriptionPaved

School Information

  • Elementary SchoolWindermere Elem
  • High SchoolOlympia High
  • Junior HighChain of Lakes Middle

Parking

  • Parking Features Circular Driveway, Garage Door Opener, Garage Faces Side, Parking Pad

Location

  • Address5373 Isleworth Country Club Drive
  • AreaWindermere
  • CountyOrange
  • Exterior Features Outdoor Kitchen, Rain Gutters
  • MFR Water View Lake, Lake - Chain of Lakes
  • StateFL
  • SubdivisionIsleworth
  • TownWindermere
  • Township 23
  • Zip34786

Utilities

  • Cooling Central Air, Zoned
  • Heating Central, Electric, Zoned
  • Laundry Features Inside, Laundry Room
  • Sewer Septic Tank
  • Utilities Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities
  • Water Source Public

Amenities

  • Appliances IncludedConvection Oven, Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
  • Association Amenities Cable TV, Gated, Optional Additional Fees, Playground, Security
  • Association Fee Includes
    • Cable TV
    • Escrow Reserves Fund
    • Guard - 24 Hour
    • Internet
    • Maintenance
    • Maintenance Grounds
    • Maintenance Structure
    • Security
  • Association YN Yes
  • Community Features
    • Buyer Approval Required
    • Community Mailbox
    • Gated Community - Guard
    • Golf
    • Golf Carts OK
    • Park
    • Playground
  • MFR Amenities Additional Fees Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club.
  • MFR Pet Restrictions Per Isleworth Community Association (ICA)
  • Other AmenitiesFireplace, Pool, Golf, Water View
  • Other Equipment Irrigation Equipment
  • PetsBreed Restrictions
  • Pool Features Deck, Gunite, In Ground, Salt Water
  • Security Features Gated Community, Security System
  • Spa Features In Ground

Basic Information

  • List Price$7,200,000
  • ListingContractDate2026-09-08
  • MLS NumberO6439156
  • Mls Status Active
  • OriginalListPrice7200000
  • PostalCodePlus48929
  • PublicSurveyRange28
  • StatusACT

Rooms

  • Bedrooms5
  • Full Bath5
  • Half Baths1
  • MFR Additional Rooms Breakfast Room Separate, Formal Dining Room Separate, Formal Living Room Separate, Great Room, Inside Utility, Storage Rooms

Building

  • Bathroom6
  • Builder Model N/A
  • Construction Materials Block, Concrete, Stucco
  • FireplaceElectric, Family Room
  • Fireplace YN Yes
  • Foundation Details Block, Slab
  • GarageYes
  • Garage Spaces3
  • Levels Two
  • Patio And Porch Features Deck, Front Porch, Rear Porch
  • Property StyleContemporary
  • RoofTile
  • Rooms11
  • Year Built1988

Water Body

  • MFR Additional Water Information Isleworth sits directly on The Butler Chain of Lakes. Community has a private boat ramp for residents.
  • MFR Water Access YN Yes
  • Pool Private YN Yes
  • Water AccessLake, Lake - Chain of Lakes
  • Water Body Name LAKE LOUISE
  • Water ViewYes

Tax Information

  • Association Fee $3,672
  • Association Fee Frequency Quarterly
  • Fees$14,688
  • MFR Association Fee Requirement Required
  • Monthly HOA Amount $1,224
  • Tax Year 2025
  • Taxes$43,509
  • Total Monthly Fees $1,224

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • Builder Name Waters Custom Homes
  • ZoningP-D

Interior

  • Flooring Hardwood, Marble, Tile
  • Furnished Unfurnished

Property Information

  • Acreage0.52
  • Attached Garage YN Yes
  • Building Area Total 7,675
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionIn County, On Golf Course, Paved, Private
  • Lot Size Square Feet 22,762
  • MFR Living Area Meters 556
  • MFR Lot Size Square Meters 2115
  • MFR Total Acreage 1/2 to less than 1
  • MFR Water Extras Boat Ramp - Private, Skiing Allowed
  • Other Structures Gazebo
  • Property Condition Completed
  • Square Feet5,993

Other

  • Building Area Source Estimated
  • Date Listed09/08/2026
  • MFR Additional Lease Restrictions Per Isleworth Community Association (ICA)
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease 1-2 Years
  • Status Change Timestamp2026-09-08T13:17:44
  • View Golf Course, Water
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 9, 2026 7:04 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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