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About This Home

This 7-bedroom, 8-bathroom single family at 9575 WESTOVER ROBERTS ROAD in Windermere, FL is listed for $4,850,000 ($543 per sqft). Built in 2008, the home offers 8,931 sqft of living space on a 5.44 acres lot.

Agent 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 g

uest 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 r

oom 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.

Key Features

  • Built in 2008
  • 5.44 acre lot
  • Private pool
  • Fireplace
  • Waterfront

Property Details

8 full
2008

Amenities

PoolFireplaceWaterfrontRV Parking

Monthly Cost Estimate

$25,939/mo

20% down · 6.5% · 30 years

Principal$3,508
Interest$21,017
Insurance$1,415

Estimates only. Actual payments may vary.

Location

9575 WESTOVER ROBERTS ROAD

Windermere, FL 34786

GOTHA TOWN

Features & Amenities

Interior Features

Cathedral Ceiling(s)Ceiling Fans(s)Coffered Ceiling(s)Crown MoldingEat-in KitchenHigh CeilingsKitchen/Family Room ComboPrimary Bedroom Main FloorPrimarybedroom UpstairsSolid Surface CountersSplit BedroomStone CountersVaulted Ceiling(s)Walk-in Closet(s)Wet BarWindow Treatments

Exterior Features

PavedFencingBalconyFrench DoorsLightingOutdoor GrillOutdoor KitchenOutdoor ShowerPrivate MailboxRain GuttersSliding DoorsSprinkler MeteredPoolDockSecurity Lights

Property Details

Flooring

CarpetGraniteMarbleTileTile - CeramicWood

Construction

BlockStucco

Parking

BoatDrivewayGarageGarage - AttachedGuestOversized

Heating

CentralElectric (Heating)Fireplace(s)Heat Pump (Heating)Propane (Heating)Zoned (Heating)

Cooling

Central AirZoned

Appliances

CooktopDishwasherDryerFreezerGarbage DisposerMicrowaveRangeRefrigeratorRefrigerator - Wine StorageWasherWater - Softener

Questions & Answers

This 7-bedroom, 8-bathroom single family at 9575 WESTOVER ROBERTS ROAD is listed at $4,850,000 ($543/sqft). The estimated monthly payment is $21,017 based on 20% down at 6.5% interest.

Key features include: Built in 2008, 5.44 acre lot, Private pool, Fireplace, Waterfront. Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s). Exterior Features: Paved, Fencing, Balcony.

This property is listed by Rob Rahter and can be reached at 4079095900 or rob@stockworth.com.

RR

Rob Rahter

Agent at STOCKWORTH REALTY GROUP

(407) 909-5900

Listed by STOCKWORTH REALTY GROUP · View on Broker Site

MLS# O6357873· Source: listhub· Updated 202 days ago

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

9575 WESTOVER ROBERTS ROAD, Windermere, FL 34786

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