9575 Westover Roberts Road, Windermere, FL 34786
For Sale $4,925,000
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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.
Cathedral Ceiling(s)
Ceiling Fans(s)
Coffered Ceiling(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
PrimaryBedroom Upstairs
Solid Surface Counters
Split Bedroom
Stone Counters
Vaulted Ceiling(s)
Walk-In Closet(s)
Wet Bar
Window Treatments
Taxes: $30,908.00
Tax Year: 2024
Balcony
French Doors
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Private Mailbox
Rain Gutters
Sliding Doors
Sprinkler Metered
Bar Fridge
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Freezer
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer
Water Softener
Wine Refrigerator
Pool
Water
Lake Front
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Junior High: Gotha Middle
High School: Olympia High
MLS Area: 34786 - Windermere
Price per Square Feet: $551.45
Total Floors: 2
Water: Public
Lot Desc.: Private, Paved
Construction: Block, Stucco
Date Listed: 2025-11-11 13:00:55
Pool: Yes
Pool Type: Child Safety Fence, Deck, Fiber Optic Lighting, Gunite, Heated, In Ground,
Private Spa: Yes
Windows: Blinds, Double Pane Windows, Drapes, Insulated Windows, Rods, Shades, Storm Window(S), Window Treatments
Parking: Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Garage
Garage Spaces: 6
Flooring: Carpet, Ceramic Tile, Granite, Marble, Travertine, Wood
Roof: Tile
Heating: Central, Electric, Heat Pump, Propane, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Septic Tank
Listing Courtesy Of: Stockworth Realty Group
rob@stockworth.com
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.
Property Details
Price: $4,925,000
Sq Ft: 8,931
($551 per sqft)
Bedrooms: 7
Bathrooms: 8
City: Windermere
County: Orange
Type: Single Family Reside
Development: Gotha Town
Acres: 5.44
Virtual Tour/Floorplan: View
Year Built: 2008
Listing Number: O6357873
Status Code: A-Active
Taxes: $30,908.00
Tax Year: 2024
Garage:
6
Pets Allowed: Yes
Interior Features:
Cathedral Ceiling(s)
Ceiling Fans(s)
Coffered Ceiling(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
PrimaryBedroom Upstairs
Solid Surface Counters
Split Bedroom
Stone Counters
Vaulted Ceiling(s)
Walk-In Closet(s)
Wet Bar
Window Treatments
Financial Information:
Taxes: $30,908.00
Tax Year: 2024
Exterior Features:
Balcony
French Doors
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Private Mailbox
Rain Gutters
Sliding Doors
Sprinkler Metered
Equipment:
Bar Fridge
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Freezer
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer
Water Softener
Wine Refrigerator
View:
Pool
Water
Waterfront Description:
Lake Front
School Information:
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Junior High: Gotha Middle
High School: Olympia High
Additional Information:
MLS Area: 34786 - Windermere
Price per Square Feet: $551.45
Total Floors: 2
Water: Public
Lot Desc.: Private, Paved
Construction: Block, Stucco
Date Listed: 2025-11-11 13:00:55
Pool: Yes
Pool Type: Child Safety Fence, Deck, Fiber Optic Lighting, Gunite, Heated, In Ground,
Private Spa: Yes
Windows: Blinds, Double Pane Windows, Drapes, Insulated Windows, Rods, Shades, Storm Window(S), Window Treatments
Parking: Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Garage
Garage Spaces: 6
Flooring: Carpet, Ceramic Tile, Granite, Marble, Travertine, Wood
Roof: Tile
Heating: Central, Electric, Heat Pump, Propane, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Septic Tank
Map of 9575 Westover Roberts Road, Windermere, FL 34786
Listing Courtesy Of: Stockworth Realty Group
rob@stockworth.com