9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786

$4,850,0007 Beds8 Baths8,931 Sq. Ft.$543 / sq. ft.

WINDERMERE, FL 34786 · MLS# O6357873 · Active · GOTHA TOWN

Status
Active
Type
Single Family Residence
Year Built
2008
Days on Market
261
Lot Size
186,001 sqft
MLS #
O6357873
County
Orange

Description of 9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786

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 for 9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786

Bathrooms Full
8
Bathrooms Half
0
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space 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
Appliances
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
Flooring
Carpet, Ceramic Tile, Granite, Marble, Travertine, Hardwood
Heating
Central, Electric, Heat Pump, Propane, Zoned
Cooling
Central Air, Zoned
Architectural Style
Custom, Mediterranean
Garage Spaces
6
Attached Garage
Yes
Parking Features
Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Split Garage
Pool Features
Child Safety Fence, Deck, Fiber Optic Lighting, Gunite, Heated, In Ground, Infinity, Lighting, Salt Water, Screen Enclosure, Tile
Pool Private
Yes
Property Condition
Completed
Direction Faces
South

Building Information for 9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786

Building Area Total
13977
Building Area Units
Square Feet
Stories Total
2
Association
No
Pets Allowed
Yes
Security Features
Closed Circuit Camera(s), Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)

Property Information for 9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786

Lot Features
Private
Lot Size Square Feet
186,001
Waterfront
Yes
Waterfront Features
Lake Front
View
Pool, Water
Construction Materials
Block, Stucco
Roof
Tile
Exterior Features
Balcony, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sliding Doors, Sprinkler Metered
Sewer
Septic Tank
Water Source
Public
New Construction
No

Public Records for 9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786

Parcel Number
282233310011100
Tax Annual Amount
$30,908
Tax Year
2024
Tax Legal Description
TOWN OF GOTHA A/39 COMM SE COR OF BLK KN 30 FT TO N R/W LINE OF WESTOVER ROBERTS RD TH W 260.46 FT F
Zoning
R-CE
County Or Parish
Orange

Schools Near 9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786

Elementary School
Thornebrooke Elem
Middle School
Gotha Middle
High School
Olympia High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$29,525/mo
Principal & Interest
$24,524
Property Taxes
$2,576
Home Insurance
$2,425

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786 · See all Windermere homes for sale

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More information about 9575 WESTOVER ROBERTS ROAD, WINDERMERE, FL 34786

9575 WESTOVER ROBERTS ROAD is a single family home for sale in WINDERMERE, FL 34786. This property was listed for sale on November 11, 2025 by STOCKWORTH REALTY GROUP, it's currently listed at $4,850,000. This listing's school district is Orange Public Schools. Nearby schools include Thornebrooke Elem, Gotha Middle and Olympia High. 9575 WESTOVER ROBERTS ROAD is a 7-bed, 8-bath, 8,931 sqft single family home built in 2008.