9639 Westover Roberts RoadWindermere, FL 34786Price: $5,900,000

  • Price: $5,900,000
  • Est. Mortgage of $/month
  • 294 Days on Market
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Federal 30-year interest rate: 6.49% last updated on Jun 25, 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.
Pending
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  • 5Bedrooms
  • 4.43Acreage
  • 9Bathrooms
  • 2017Year Built
Under contract-accepting backup offers. Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking. From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired faade that opens to interiors of soaring scale and meticulous marble craftsmanship. Light cascades through walls of glass, illuminating a series of living spaces designed for entertaining at the highest level. Every detail speaks of refinement: bespoke millwork, hand-selected stone, intricate ceiling treatments, and custom finishes curated with an uncompromising standard. The expansive chef’s kitchen blends culinary excellence with artful design, while the bar, wine room, and multiple gathering spaces ensure that every occasion, from intimate family dinners to grand celebrations, is unforgettable. The state-of-the-art theater begs you to slow down and enjoy the latest movie release. Conveniently adjacent to the theater is a home gym and lakefront cardio room that rivals most commercial gyms! Once the day winds down, the private retreats within the home offers warmth and convenience so you never have to leave. The first floor conveniently offers a full guest suite, and the second floor boasts an additional four bedrooms all with en-suite bathrooms. Additionally located on the second floor is a kid’s study, playroom, guest apartment and handsome cigar room. Outdoors, the estate transforms into a private resort. A sweeping terrace frames an oversized resort style pool and spa, surrounded by gardens, fountains, and tranquil seating venues. Enjoy the piece of your surroundings, from al fresco dining beneath the pergola to evenings spent overlooking Lake Olivia, one of Central Florida’s most sought-after ski lakes. Beyond the main residence, a detached guest retreat and showcase garages offering space for up to 14 cars will satisfy the most serious car collector. Set on a significant 4.43 acre parcel of land, the estate is both sanctuary and statement, offering numerous spaces to live, create, and entertain. Enjoy living in the heart of it all without compromising your privacy. Plus, with easy access to major highways, theme parks, downtown Windermere, and less than 10 minutes from Whole Foods, Restaurant Row, and championship golf courses, you’re never far from the very best of what Central Florida has to offer. Perfectly positioned with easy access to Windermere Prep, Lake Highland, and Montverde Academy...this location does not get any better! Rarely does a property of this magnitude become available. This is not simply a home it is an heirloom, a landmark, and an invitation to experience luxury on a level few will ever know. Call today for an exclusive private showing.
Listing Courtesy of STOCKWORTH REALTY GROUP

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More Info

Location Information

  • Road Frontage DescriptionOther

School Information

  • Elementary SchoolThornebrooke Elem
  • High SchoolOlympia High
  • Junior HighGotha Middle

Location

  • Address9639 Westover Roberts Road
  • AreaWindermere
  • CountyOrange
  • Exterior Features Balcony, French Doors, Lighting
  • MFR Water View Lake
  • StateFL
  • SubdivisionGotha Town
  • TownWindermere
  • Township 22
  • Zip34786

Utilities

  • Cooling Central Air
  • Heating Central
  • Laundry Features Laundry Room
  • Sewer Septic Tank
  • Utilities Electricity Connected
  • Water Source Public

Water Body

  • MFR Water Access YN Yes
  • Pool Private YN Yes
  • Water AccessLake
  • Water Body Name LAKE OLIVIA
  • Water FeaturesLake Front
  • Water ViewYes
  • WaterfrontYes

Other

  • Building Area Source Public Records
  • Date Listed09/08/2025
  • MFR Additional Lease Restrictions Check with Orange County.
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code AE
  • MFR Flood Zone Date 2021-09-24
  • MFR Minimum Lease 7 Months
  • Status Change Timestamp2026-06-22T17:19:41
  • Usm Previous StatusActive
  • View Count7

Basic Information

  • List Price$5,900,000
  • ListingContractDate2025-09-05
  • MLS NumberO6341883
  • Mls Status Pending
  • OriginalListPrice6395000
  • PostalCodePlus48129
  • PublicSurveyRange28
  • StatusPEN

Building

  • Bathroom9
  • Construction Materials Stucco
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces7
  • Levels Two
  • RoofTile
  • Rooms12
  • Stories2
  • Year Built2017

Amenities

  • Appliances IncludedBar Fridge, Cooktop, Dishwasher, Disposal, Microwave, Range
  • Other Amenities
    • Garden
    • Golf
    • Lakefront
    • Pool
    • Water View
    • Waterfront
  • Other Equipment Irrigation Equipment
  • PetsYes
  • Pool Features In Ground, Lighting
  • Spa Features In Ground

Tax Information

  • Tax Year 2024
  • Taxes$50,738

Rooms

  • Bedrooms5
  • Full Bath8
  • Half Baths1

Basic Information

  • MFR Virtual Tour URL Unbranded 2 Click Here
  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningR-CE

Interior

  • Flooring Marble, Tile, Wood

Property Information

  • Acreage4.43
  • Attached Garage YN Yes
  • Building Area Total 19,706
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot Size Square Feet 192,912
  • MFR Living Area Meters 1101
  • MFR Lot Size Square Meters 17922
  • MFR Total Acreage 2 to less than 5
  • MFR Water Extras Lift, Skiing Allowed
  • Square Feet11,861
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 June 28, 2026 11:01 PM 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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