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5536 Isleworth Country Club Drive, Windermere, FL 34786

$15,000,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 7 Beds
  • 9 Full Baths
  • 1 Partial Bath
  • 13,519 Sq. Ft.
  • Updated 11 days ago
5536 Isleworth Country Club Drive, Windermere, FL 34786View this property at 5536 Isleworth Country Club Drive, Windermere, FL 34786
5536 Isleworth Country Club DriveWindermereFL34786

Property Description

Poised on a private cul-de-sac overlooking Isleworth's 14th fairway and the beautiful Lake Butler, this island-inspired estate spans three home sites totaling 1.89 acres. The sprawling floor plan encompasses more than 13,000 square feet of living space, with elegant appointments throughout. The resplendent interior showcases formal living and dining rooms, each accented by elegant fireplaces and chandeliers. Designed for two chefs, the kitchen features three islands, two Jenn-Air stoves with gas cooktops and three Sub-Zero 700 Series refrigerators. Hand-tufted, leaf-patterned carpet and oculus windows adorn the distinguished master suite, which also boasts a private bath with two rain showerheads and a basin bathtub. A heated pool,
grotto-style spa, shimmering waterfall and private boat dock create a breathtaking menagerie along the back nine. Additional highlights include an exercise room, guest house and separate caretaker's cottage.

Full Property Detailsfor 5536 Isleworth Country Club Drive


  • Price: $15,000,000
  • HOA FEE: $553/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $50,204 (2017)
  • Status: Pending
  • Type: Single Family
  • MLS ID: O5394385
  • Updated: 4/9/2018
  • Added: 940 day(s) ago

Property History

  • 5536 Isleworth Country Club Drive, Windermere, FL
  • Listed at $15,000,000 on 9/24/15

Rental Information

  • Complex Features: Association Recreation - Owned, Buyer Approval Required, Community Boat Ramp, Deed Restrictions, Fitness, Gated Community, Golf, Playground, Racquetball, Tennis Courts, Water Access


  • Number of Rooms: 6
  • Rooms/Areas: Attic, Bonus Room, Breakfast Room Separate, Breezeway, Den/Library/Office, Double Master Bedroom, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Foyer, Game Room, Great Room, Inside Utility
  • Interior Features: Attic, Built in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eating Space In Kitchen, High Ceiling(s), Intercom, Kitchen and Family Room Combination, Master Bedroom Downstairs, Solid Surface Counters, Solid Wood Cabinets, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
  • Fireplace: Yes
  • Fireplace(s): Living Room
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
  • Flooring: Brick/Stone, Wood



  • Total Bathrooms: 10
  • Full Bathrooms: 9
  • Half Bathrooms: 1
  • Master Bathroom: Master Bathroom


  • Total Bedrooms: 7
  • Master Bedroom: Master Bedroom - Wood, 26 x 16, First

Other Rooms

  • Living Room: Living Room - Wood, 24 x 15, First
  • Family Room: Family Room - Brick/Stone, 28 x 18, First
  • Kitchen: Kitchen - Brick/Stone, 24 x 23, First
  • Dining Room: Dining Room - Wood, 22 x 15, First
  • Office: Office - Wood, 18 x 18, First

Additional Information

  • Shared Amenities: Dock, Fence Restrictions, Fitness Center, Gated, Optional Additional Fees, Playground, Racquet Ball, Security, Tennis Court(s)
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, Indoor, Outside Bath Access, Salt Water
  • Spa: Yes
  • Security/Safety: Gated Community, Security System Owned


  • Exterior Features: Balcony, Fenced, French Doors, Irrigation System, Lighting, Outdoor Grill, Rain Gutters, Storage
  • Deck/Patio: Deck, Patio, Porch, Screened


  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking Features: Circular Driveway, Garage Door Opener, Golf Cart Garage, Portico


  • Area: 34786 - Windermere
  • County: Orange
  • Township: 23
  • Subdivision: ISLEWORTH
  • Driving Directions: Meet at Tavistock House on Conroy Windermere Road, 1/4 mile west off of the corner of Conroy and Apopka Vineland Road.
  • Direction Faces: South

School Information

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


  • Home Owners Assn.: Required
  • Pet Restrictions: Leash law applies

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central, Electric, Zoned


  • Utility Description: Cable Connected, Electricity Connected, Gas, Public, Street Lights, Underground Utilities

Structural Information

  • Architectural Info: Custom, Other
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Windows: Blinds
  • Square Feet: 13,519
  • Sq. Ft. Source: Public Records
  • Year Built: 1998

Additional Structures

  • Other Structures: Boathouse, Guest House, Storage

Lot Features

  • Property View: Water
  • Lot Size (Acres): 1.89
  • Lot Size (Sq. Ft.): 82,252
  • Lot Features: Cul-de-sac, In County, Oversized Lot, Street Paved; One + to Two Acres
  • Zoning: P-D
  • Lot Description: Mature Landscaping

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Lake - Chain of Lakes
  • Water Extras: Yes
  • Water Front Name: LAKE BUTLER

Financial Considerations

  • Association Fee: $1,659
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $50,204
  • Tax Year: 2017
  • Terms: Assumable, Cash, Conventional

Disclosures and Reports

  • Special Conditions: None
  • Legal Description: ISLEWORTH 16/118 LOTS 151, 152 & 153
  • APN: 16-23-28-3899-01-510
  • Property ID: 16-23-28-3899-01-510
  • Plat: 16-118
  • Range: 28
  • Lot: 151
  • Block/Lot/Section: 1

Listed by Isleworth Realty Llc and Isleworth Realty Llc

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Schoolsserving 5536 Isleworth Country Club Drive

School District:Orange County School District
School Name
Windermere Elementary School
11125 Park Ave, Windermere, FL 34786
1.7 mi
Cornerstone Charter Academy K-8
5903 Randolph Avenue, Belle Isle, FL 32809
10.6 mi
Chain Of Lakes Middle School
8720 Conroy Windermere Rd, Orlando, FL 32819
2.2 mi
Olympia High School
4301 S Apopka Vineland Rd, Orlando, FL 32835
2.3 mi
Cornerstone Charter Academy High School
5903 Randolph Ave, Belle Isle, FL 32809
10.5 mi
Disclaimer: School data provided by Pitney Bowes. School attendance boundaries are for reference only. Contact the school directly to verify enrollment eligibility.

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Community Infofor 5536 Isleworth Country Club Drive

Listed by Isleworth Realty Llc and Isleworth Realty Llc

5536 Isleworth Country Club Drive, Windermere, FL 34786 (MLS# O5394385) is a Single Family property with 7 bedrooms, 9 full bathrooms and 1 partial bathroom. 5536 Isleworth Country Club Drive is currently listed for $15,000,000 and was received on September 24, 2015. Want to learn more about 5536 Isleworth Country Club Drive? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.