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9575 Westover Roberts Rd, Windermere, FL 34786
9575 Westover Roberts Rd, Windermere, FL 34786
9575 Westover Roberts Rd, Windermere, FL 34786
9575 Westover Roberts Rd, Windermere, FL 34786
9575 Westover Roberts Rd, Windermere, FL 34786
9575 Westover Roberts Rd, Windermere, FL 34786
9575 Westover Roberts Rd, Windermere, FL 34786

9575 Westover Roberts Rd Windermere, FL 34786

$4,750,000

ACTIVE
Beds
7
Baths
8
Sqft
8,931
Acres
5.44
Year
2008
Days on Site
299 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$532
Date Listed
Nov 11, 2025

Description of 9575 Westover Roberts Rd, Windermere, FL 34786

Listing details for 9575 Westover Roberts Rd, 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.
Listing Updated : 09-18-2026 at 5:50 PM EDT
Listing Provided By

Rob Rahter, 407-909-5900, STOCKWORTH REALTY GROUP

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6357873

Property History

DateEventPrice
9/14/2026
Price Change
$4,750,000 -3.6%
$532/sqft
Source:Stellar MLS #MFRO6357873
11/11/2025
Listed for sale
$4,925,000 +89.4%
$551/sqft
Source:Stellar MLS #MFRO6357873
10/25/2013
Sold
$2,600,000 -5.5%
$291/sqft
Source:Stellar MLS #MFRO5129690
11/12/2012
Listed for sale
$2,750,000
$308/sqft
Source:Stellar MLS #MFRO5129690
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