Virtual TourMap

For SaleSingle Family ResidenceActive

9575 Westover Roberts Road

Windermere, FL 34786

$4,750,000

359 Days On Site

  • 7Beds
  • 8Baths8 full
  • 8,931Sq Ft
  • $532Per Sq Ft
  • 5.44Acres
  • 2008Built
Subdivision
Gotha Town
County
Orange
MLS®
O6357873

Overview

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 Snapshot

Price
$4,750,000
Days On Site
359 Days
Bedrooms
7
Inside Area (SqFt)
8,931 sqft
Total Baths
8
Full Baths
8
Partial Baths
0
Lot Size
5.44 Acres
Year Built
2008
MLS® Number
O6357873
Status
Active
Property Tax
$30,908 (2024)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Estimated

Property Details

General Features

18 items
Acres
5.44
Attached Garage
Yes
Direction Faces
South
Foundation
Slab
Garage
Yes
Garage Spaces
6
Levels
Two
Number Of Stories
2
Parking
Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Garage, Attached
Pets
Yes
Property Sub Type
Single Family Residence
Security
Closed Circuit Camera(s), Secured Garage/Parking, Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)
Sewer
Septic Tank
SqFt Total
13,977
Style
Custom, Mediterranean
Utilities
Cable Available, Electricity Available, Electricity Connected
Water Source
Public
Zoning
R-CE

Interior Features

22 items
Appliances
Bar Fridge, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
Cooling
Central Air, Zoned
Fireplace
Yes
Fireplace Features
Family Room, Gas, Other
Flooring
Carpet, Ceramic Tile, Granite, Marble, Wood
Heating
Central, Electric, Heat Pump, Propane, Zoned
Interior
Cathedral Ceiling(s), Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, In-Law Floorplan
Laundry Features
In Garage, Inside, Laundry Closet, Laundry Room
Spa
Yes
Window Features
Window Coverings, Blinds, Double Pane Windows, Drapes, Insulated Windows, Storm Window(s), Window Treatments

Rooms

RoomDimensionsLevelFeatures
Bedroom 221x16FirstDescription - Room1
Bedroom 318x12SecondCeiling Fan(s), Description - Room2
Bedroom 415x14SecondCeiling Fan(s), Description - Room3
Bedroom 516x13SecondCeiling Fan(s), Description - Room4
Bonus Room19x17FirstDescription - Room5
Den14x12FirstCeiling Fan(s), Description - Room6
Dining Room20x12FirstDescription - Room7
Family Room22x22FirstCeiling Fan(s), Description - Room8
Kitchen21x16FirstGranite Counters, Kitchen Island, Pantry, Stone Counters, Description - Room10
Living Room23x15FirstDescription - Room11
Master Bedroom17x17SecondWet Bar, Description - Room12
Media Room24x17FirstDescription - Room9

Exterior Features

16 items
Construction Details
Block, Stucco
Exterior
Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Dock
Fencing
Fenced
Lot Features
Private, Paved, Waterfront
Other Structures
Boat House, Guest House, Outdoor Kitchen, Storage
Patio And Porch
Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Screened
Pool Features
Gunite, Heated, In Ground, Infinity, Salt Water, Screen Enclosure, Tile, Private
Private Pool
Yes
Roof
Tile
Spa
Yes
Spa Features
In Ground
View
Lake, Water, Pool
Waterfront
Yes
Waterfront Features
Lake Privileges, Lake Front
Waterview
Lake, Water, Pool
Windows/Doors
Window Coverings, Blinds, Double Pane Windows, Drapes, Insulated Windows, Storm Window(s), Window Treatments

Community Features

3 items
MLS Area
34786 - Windermere
Township
22
Financing Terms Available
Cash, Conventional

Location

9575 Westover Roberts Road, Windermere, FL 34786 · 34786 - Windermere

$14M$6.8M$6.8M
© OpenStreetMap contributors
Open in Google Maps

Neighborhood & Commute

ZIP Code 34786

Median household income
$127,371
Income per person
$64,053
Households
17,419
Average household size
2.82
Median age
38.9

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

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

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Price changed to $4,750,000
  3. Listing first seen on site
  4. Status changed to Active

Friends & Family

Similar Homes

For sale in Windermere, single family residence, within 20% of this price.

Listing courtesy of STOCKWORTH REALTY GROUP (407) 497-4526

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-05 09:38 PM EST

Powered by Showcase IDX, a Constellation1 company

We use cookies to improve your experience and our marketing. Privacy Policy