$4,750,000
 $25,499 est/mo Sourced by Back At You

9575 Westover Roberts Rd,WINDERMERE, FL 34786

WINDERMERE, FL 34786

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Description

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.

Details

MLS #O6357873
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive
Year2008
Days On Site330
Listing Provided BySTOCKWORTH REALTY GROUP | Rob Rahter

Features

Bed(s)7
Bath(s) 8 Total
SQ Feet8,931
Garage6
PoolYes
Story(s)2
ZoningR-CE
Acreage5.44
Water FrontYes
Property ViewPool, Water

Taxes

Property30908

Area Information

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameGOTHA TOWN
School DistrictOlympia High
Elementary SchoolThornebrooke Elem
High SchoolOlympia High
Listing VS Median (in GOTHA TOWN)
Price:
$4,750,000
low | high
Med:
$1,535,000
100% of Average
sqft:
8,931
low | high
Med:
4,114
100% of Average
$ / sqft:
$532
low | high
Med:
$372
79.97930608319% of Average
On site:
330
low | high
Med:
50.5
100% of Average
Sourced by Back At You

Market Activity 34786

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 7, 2026 at 3:06:36 PM PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameGOTHA TOWN
School DistrictOlympia High
Elementary SchoolThornebrooke Elem
High SchoolOlympia High
Listing VS Median (in GOTHA TOWN)
Price:
$4,750,000
low | high
Med:
$1,535,000
100% of Average
sqft:
8,931
low | high
Med:
4,114
100% of Average
$ / sqft:
$532
low | high
Med:
$372
79.97930608319% of Average
On site:
330
low | high
Med:
50.5
100% of Average
Sourced by Back At You
Listing Updated: September 29, 2026 at 7:51:36 AM PDT

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