To schedule a showing of 9639 Westover Roberts Road, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$5,900,000 Reduced -$495,000
9639 Westover Roberts Road
Windermere, FL 34786
  • 5Beds
  • 9.00Total Baths
  • 8 Full, 1 HalfBaths
  • 11,861SqFt
  • 2017Year Built
  • 4.43Acres
  • MLS# O6341883
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market9 months, 2 days
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision Gotha Town

Overview

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 chefs 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 kids 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 Floridas 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, youre 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.



Agriculture / Farm

Association Fees / Info

Pets Allowed:  Yes

Bathroom Info

Total Baths:  9.00

Fullbaths:  8

Building Info

Roof:  Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  InGround

Patio:  Balcony

Pool Private:  Yes

Exterior Features:  Balcony, FrenchPatioDoors, SprinklerIrrigation, Lighting

Fees / Restrictions

Financial

Original Price:  $6,395,000

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Marble, Tile, Wood

Levels:  Two

Spa:  Yes

Laundry Features:  LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, CrownMolding, HighCeilings, UpperLevelPrimary

Appliances:  BarFridge, Cooktop, Dishwasher, Disposal, Microwave, Range

Spa Features:  InGround

Lot Info

Direction Remarks:  From Conroy Rd and Apopka Vineland, go north on Apopka Vineland to Westover Roberts. Left at light. House is gated on the right (no sign).

Lot Size Units:  Acres

Lot Size Acres:  4.43

Lot Sqft:  192,912

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  33

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Stucco

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  12

Sqft Info

Sqft:  11,861

Bulding Area Sqft:  19,706

Living Area Units:  SquareFeet

Living Area Source:  Appraiser

Tax Info

Tax Year:  2,024

Tax Lot:  400

Tax Legal Description:  TOWN OF GOTHA A/39 COMM SE COR OF BLK KTH N 30 FT TO N R/W LINE OF WESTOVER ROBERTS RD TH W 443.71 FT FOR POB TH W 164.13 FT N 446 FT N 11 DEG E 88.06 FT N 759.03 FT E 135.55 FT S 1291.34 FT TO POB

Tax Block:  K

Tax Annual Amount:  50738.1

Tax Book Number:  A-39

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  LakeFront, LakePrivileges

View:  Yes

Water Body Name:  LAKE OLIVIA

View:  Lake, Water

Schools

Elem:  Thornebrooke Elem

Middle:  Gotha Middle

High:  Olympia High

Directions

From Conroy Rd and Apopka Vineland, go north on Apopka Vineland to Westover Roberts. Left at light. House is gated on the right (no sign).

This listing courtesy of Stockworth Realty Group 

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Price & Status History (on davidshippey.com since Mon, Sep 8th 2025)
  • Original Price: $6,395,000
  • Current Price: $5,900,000
  • Price Reduced: $495,000
Date ChangedFromTo
04/28/2026$6,395,000 $5,900,000 Reduced by $495,000

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If you have any questions on 9639 Westover Roberts Road, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# O6341883 located at 9639 Westover Roberts Road, Windermere, Florida is brought to you by David Shippey REALTOR®

9639 Westover Roberts Road, Windermere, Florida has 5 Beds, 8 Full Bath, and 1 Half Bath.
The MLS Number for 9639 Westover Roberts Road, Windermere, Florida is O6341883.
The price for 9639 Westover Roberts Road, Windermere, Florida is $5,900,000.
The status of 9639 Westover Roberts Road, Windermere, Florida is Active.
The subdivision of 9639 Westover Roberts Road, Windermere, Florida is Gotha Town.
The home located at 9639 Westover Roberts Road, Windermere, Florida was built in 2026.