$4,925,000

9575 WESTOVER ROBERTS ROAD, WINDERMERE

7

Beds

8

Baths

8,931 ft2

Property Size

O6357873

MLS #

About The Property

Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.

Listing updated: November 23, 2025 at 08:08pm

Listed by Realtor: Rob Rahter

Listed by office:  STOCKWORTH REALTY GROUP

Source: Stellar MLS

Property Details

Listing Id: O6357873
Price: $4,925,000
Property Size: 8,931 ft2
Property Lot Size: 5 ft2
Rooms: 13
Bedrooms: 7
Bathrooms: 8
Architectural Style: Custom, Mediterranean
Bathrooms Full: 8
Modification Timestamp: November 23, 2025 at 08:13pm
Building Area Total: 13977
Construction Materials: Block, Stucco
Cooling: Central Air, Zoned
CoveredSpaces: 6
CumulativeDaysOnMarket: 12
DaysOnMarket: 12
DirectionFaces: South
ElementarySchool: Thornebrooke Elem
Fencing: Fenced
FireplaceFeatures: Family Room, Gas, Other Room
Flooring: Carpet, Ceramic Tile, Granite, Marble, Travertine, Hardwood
FoundationDetails: Slab
GarageSpaces: 6
HighSchool: Olympia High
Laundry Features: In Garage, Inside, Laundry Closet, Laundry Room
Levels: Two
List AOR: Orlando Regional
List Agent AOR: Orlando Regional
List Agent Email: rob@stockworth.com
List Agent Full Name: Rob Rahter
List Agent MlsId: 261090118
ListOfficeMlsId: 50198
List Office Name: STOCKWORTH REALTY GROUP
ListOfficePhone: 407-909-5900
Listing Terms: Cash, Conventional
Living Area Source: Estimated
Lot Features: Private
LotSizeArea: 4.27
LotSizeDimensions: 183 x 1295 x 183 x 1295
LotSizeSquareFeet: 186001
MLS Area Major: 34786 - Windermere
MiddleOrJuniorSchool: Gotha Middle
MlsStatus: Active
ModificationTimestamp: November 23, 2025 at 08:08pm
OnMarketDate: 2025-11-11
Originating System Name: Stellar MLS
Other Structures: Boat House, Guest House, Outdoor Kitchen, Storage
Ownership: Fee Simple
Parcel Number: 282233310011100
Parking Features: Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Split Garage
Pets Allowed: Yes
Pool Features: Child Safety Fence, Deck, Fiber Optic Lighting, Gunite, Heated, In Ground, Infinity, Lighting, Salt Water, Screen Enclosure, Tile
Property Condition: Completed
Roof: Tile
Security Features: Closed Circuit Camera(s), Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)
Sewer: Septic Tank
Spa Features: In Ground
State Or Province: FL
Status Change Timestamp: November 11, 2025 at 01:00pm
Stories Total: 2
Street Name: WESTOVER ROBERTS
Street Number: 9575
Street Number Numeric: 9575
Street Suffix: ROAD
Tax Annual Amount: 30908
Tax Block: KN
Tax Book Number: A-39
Tax Year: 2024
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Sprinkler Meter
View: Pool, Water
Water Source: Public
Waterfront Features: Lake Front
Window Features: Blinds, Double Pane Windows, Drapes, Insulated Windows, Rods, Shades, Storm Window(s), Window Treatments
Year Built: 2008
Zoning: R-CE
FeedTypes: IDX
Source System Key: 774234296
OriginalEntryTimestamp: November 11, 2025 at 01:00pm
OriginalListPrice: 4925000

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Balcony
Bar Fridge
Built-In Oven
Cathedral Ceiling(s)
Ceiling Fan(s)
Coffered Ceiling(s)
Cooktop
Crown Molding
Dishwasher
Disposal
Dryer
Eating Space In Kitchen
Electric Water Heater
Exhaust Fan
Freezer
French Doors
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
Has Waterfront
High Ceilings
Irrigation System
Kitchen/Family Room Combo
Lighting
Microwave
Open Parking
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Primary Bedroom Main Floor
PrimaryBedroom Upstairs
Private Mailbox
Rain Gutters
Range
Range Hood
Refrigerator
Sliding Doors
Solid Surface Counters
Spa
Split Bedroom
Sprinkler Metered
Stone Counters
Tankless Water Heater
Vaulted Ceiling(s)
Walk-In Closet(s)
Washer
Water Softener
Wet Bar
Window Treatments
Wine Refrigerator

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$25,251.45
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 19,095.20

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Disclaimer

Property ID - | 679147

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.

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Janet Richmond