$6,395,000

9639 WESTOVER ROBERTS ROAD, WINDERMERE

5

Beds

8.5

Baths

11,861 ft2

Property Size

O6341883

MLS #

About The Property

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 façade 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 infinity 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 updated: September 26, 2025 at 05:48pm

Listed by Realtor: Julie Bettosini, PA

Listed by office:  STOCKWORTH REALTY GROUP

Source: Stellar MLS

Property Details

Listing Id: O6341883
Price: $6,395,000
Property Size: 11,861 ft2
Property Lot Size: 4 ft2
Rooms: 12
Bedrooms: 5
Bathrooms: 8.5
Bathrooms Full: 8
Bathrooms Half: 1
Modification Timestamp: September 26, 2025 at 05:54pm
Building Area Total: 19706
Construction Materials: Stucco
Cooling: Central Air
CoveredSpaces: 7
CumulativeDaysOnMarket: 18
DaysOnMarket: 18
DirectionFaces: South
ElementarySchool: Thornebrooke Elem
Flooring: Marble, Tile, Hardwood
FoundationDetails: Slab
GarageSpaces: 7
HighSchool: Olympia High
Laundry Features: Laundry Room
Levels: Two
List AOR: Orlando Regional
List Agent AOR: Orlando Regional
List Agent Email: jbettosini@stockworth.com
List Agent Full Name: Julie Bettosini, PA
List Agent MlsId: 261069744
ListOfficeMlsId: 50198
List Office Name: STOCKWORTH REALTY GROUP
ListOfficePhone: 407-909-5900
Listing Terms: Cash, Conventional
Living Area Source: Appraiser
LotSizeArea: 4.4287
LotSizeSquareFeet: 192912
MLS Area Major: 34786 - Windermere
MiddleOrJuniorSchool: Gotha Middle
MlsStatus: Active
ModificationTimestamp: September 26, 2025 at 05:48pm
OnMarketDate: 2025-09-08
Originating System Name: Stellar MLS
Ownership: Fee Simple
Parcel Number: 332228310011400
Pets Allowed: Yes
Pool Features: In Ground, Lighting
Roof: Tile
Sewer: Septic Tank
Spa Features: In Ground
State Or Province: FL
Status Change Timestamp: September 8, 2025 at 03:53pm
Stories Total: 2
Street Name: WESTOVER ROBERTS
Street Number: 9639
Street Number Numeric: 9639
Street Suffix: ROAD
Tax Annual Amount: 50738.1
Tax Block: K
Tax Book Number: A-39
Tax Year: 2024
Utilities: Electricity Connected
Water Source: Public
Waterfront Features: Lake Front
Year Built: 2017
Zoning: R-CE
FeedTypes: IDX
Source System Key: 769177353
OriginalEntryTimestamp: September 8, 2025 at 03:53pm
OriginalListPrice: 6395000

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Balcony
Bar Fridge
Built-in Features
Ceiling Fan(s)
Cooktop
Crown Molding
Dishwasher
Disposal
French Doors
Has Cooling System
Has Garage
Has Heating System
Has Pool
Has Waterfront
High Ceilings
Irrigation System
Lighting
Microwave
PrimaryBedroom Upstairs
Range
Spa

Schedule a tour

Tue 21 Apr
Wed 22 Apr
Thu 23 Apr
Fri 24 Apr
Sat 25 Apr
Sun 26 Apr
Mon 27 Apr
Tue 28 Apr
Wed 29 Apr
Thu 30 Apr
In Person
Video Chat
Your information

Map Location

Property Map

Mortgage Calculator

Payment Calculator

$32,788.43
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 24,794.68

Image Gallery

Similar Listings

Similar Listings

5526 TINY ROAD, WINTER GARDEN
Residential
Active
$1,675,000

5526 TINY ROAD, WINTER GARDEN

MLS #
O6334009
Size
2,474 ft2
Beds:
3
Baths:
3
mls_logo
15684 HAVANA CIRCLE, PORT CHARLOTTE
Residential
Active
$849,000

15684 HAVANA CIRCLE, PORT CHARLOTTE

MLS #
D6145054
Size
2,514 ft2
Beds:
3
Baths:
3
mls_logo
100
403 LONGBOW TRAIL, OSPREY
Residential
Active
$1,197,000

403 LONGBOW TRAIL, OSPREY

MLS #
A4672081
Size
2,770 ft2
Beds:
4
Baths:
3
mls_logo

Disclaimer

Property ID - | 805944

All listings featuring of Stellar MLS are provided by Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

©2026 Stellar MLS All rights reserved.

Compare Listings

Janet Richmond