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  • Price$5,600,000
  • Beds5
  • Baths7
  • Sq. Ft.8,342
  • Acres0.51
  • Built2017

5300 Isleworth Country Club Dr, Windermere

A rare opportunity within the gates of the renowned Isleworth Golf & Country Club offering an unparalleled location with serene water views of Eagle Pond and golf views of Holes 11 & 12. Built in 2017, this two-story residence was masterfully designed by Terry Irwin & built by luxury custom home builder Wyatt Anderson. The interior boasts over 8300 sq ft of luxurious living space with 5 bedroom suites, 7 baths, office, media room & elevator. Upon entry, you’ll notice the rich hardwood floors, illuminated cove ceiling, elegant lighting & marble accented fireplace. The dining room opens to a courtyard overlooking Isleworth’s lush park graced with distinctive sculptures and adjoins a wine bar & temperature-controlled wine cellar for the finest collections. The gourmet kitchen is a work of art featuring Busby cabinets, live-edge island, Gaggenau appliances, & a host of conveniences. The sunlit family room is highlighted with impressive barrel ceilings & retractable glass walls creating stunning panoramic views & merges the indoor-outdoor elements into one. The luxurious master suite & spa bathroom provides a private sanctuary with tranquil views, gas fireplace, & exquisite finishes. The spacious media room w/ wet bar opens to a large terrace with a fireplace & breathtaking vistas of the golf course. Overlooking a beautiful canvas, the outdoor area is fitted with a fully equipped summer kitchen, 2 gas fire pits, 2 lanais w/ retractable screens, & an open terrace. Absolute perfection & true masterpiece!

Essential Information

  • MLS® #O5836808
  • Price$5,600,000
  • Bedrooms5
  • Bathrooms7.00
  • Full Baths5
  • Half Baths2
  • Square Footage8,342
  • Acres0.51
  • Year Built2017
  • TypeResidential
  • Sub-TypeSingle Family Home
  • StyleCustom
  • StatusActive


  • UtilitiesCable Available, Electricity Available, Natural Gas Connected, Underground Utilities
  • FeaturesBuyer Approval Required, Deed Restricted, Gated Community, Golf Carts OK, Golf Community, Playground
  • ParkingDriveway, Garage Door Opener
  • # of Garages4
  • GaragesUnder Building Parking, , 4 Car Garage
  • ViewIn County, Golf Course Frontage, Street Private, Golf Course View, Park View, Water View
  • Is WaterfrontYes
  • WaterfrontPond
  • Has PoolYes
  • PoolHeated, In Ground, Lighting, Outside Bath Access


  • ExteriorBlock, Stucco
  • Exterior FeaturesFenced, Irrigation System, Outdoor Kitchen, Rain Gutters, Oak Trees, Trees/Landscaped, Patio/Porch Covered
  • Lot Description1/2 Acre to 1 Acre
  • WindowsShades, Window Treatments
  • RoofTile
  • FoundationSlab

Additional Information

  • Days on Market11
  • ZoningP-D

Community Information

  • Address5300 Isleworth Country Club Dr
  • AreaWindermere
  • SubdivisionIsleworth
  • CityWindermere
  • CountyOrange County
  • StateFL
  • Zip Code34786


  • InteriorCarpet, Porcelain Tile, Wood
  • Interior FeaturesBuilt in Features, Elevator, Master Bedroom Downstairs, Open Floorplan, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Wet Bar, Window Treatments
  • AppliancesCooktop, Dishwasher, Disposal, Refrigerator, Tankless Water Heater
  • HeatingCentral
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesGas, Living Room, Master Bedroom, Other Room
  • StoriesTwo Story

School Information

  • ElementaryWindermere Elem
  • MiddleChain of Lakes Middle
  • HighOlympia High

Listing Details

  • Listing OfficeInfinity Realty Group Llc
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Listing information courtesy of Infinity Realty Group Llc.

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on February 18th, 2020 at 4:15am EST.