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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON NOV 13 2025 AT 1:42 AM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

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9575 WESTOVER ROBERTS Rd

windermere, FL 34786

$4,925,000

  • 7 BR
    8 BA
    APPROX. 8,931 SF

INTERESTED? LET'S CONNECT

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

8,931 Sq Ft

5.44 Private Acres Lot Size

Single Family Home

$30,908 Annual Tax

Built in 2008

MLS/Listing ID O6357873

2 Stories

Amenities & Features

Window Treatments

Wet Bar

Walk-in Closets

Vaulted Ceilings

Stone Countertops

Split Bedrooms

Solid Surface Counters

Sprinkler Irrigation

Cooling - Central Air

Cooling - Zoned

Construction - Block

Construction - Stucco

Style - Custom

Style - Mediterranean

Bar Fridge

Built-in Oven

Cooktop

Dishwasher

Disposal

Dryer

Electric Water Heater

Pool - Tile

Covered

Deck

Front Porch

Patio

Porch

Rear Porch

Screened

Parking - Boat

Parking - Circular Driveway

Parking - Driveway

Parking - Garage Door Opener

Parking - Garage Faces Side

Parking - Guest

Parking - Oversized

Lot - Private

In Garage

Inside

Laundry Closet

Laundry Room

Cathedral Ceilings

Coffered Ceilings

Crown Molding

Eat-in Kitchen

High Ceilings

Kitchen Family Room Combo

Pool - Screen Enclosure

Pool - Salt Water

Pool - Inground

Pool - Infinity

Pool - Heated

Pool - Gunite

Water View

Pool View

Lake Front

Storm Windows

Insulated Windows

Drapes

Double Pane Windows

Blinds

Travertine

French Doors

Irrigation System

Sliding Doors

Fireplace Fireplace

Ceiling Fans

Parking - Split Garage

Pool - Child Safety Fence

Pool - Deck

Pool - Fiber Optic Lighting

Pool - Lighting

Tile

Rods

Shades

Marble

Hardwood

Granite

Ceramic Tile

Carpet

Slab

Heating - Zoned

Heating - Propane

Heating - Heat Pump

Heating - Electric

Rain Gutters

Outdoor Shower

Outdoor Kitchen

Outdoor Grill

Lighting

Balcony

Fenced

Gas Fireplace

Family Room Fireplace

Wine Refrigerator

Water Softener

Washer

Tankless Water Heater

Refrigerator

Range Hood

Range

Microwave

Freezer

Exhaust Fan

Pets Allowed

STELLAR

estimate my mortgage

TOTAL MONTHLY COST

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  • PRINCIPAL & INTEREST

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  • PROPERTY TAXES

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  • COMMON CHARGES

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HOME PRICE
DOWN PAYMENT
term
INTEREST

Interested in 9575 WESTOVER ROBERTS Rd?