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Single family home for sale at 9575 Westover Roberts Rd, Windermere, FL 34786 | MLS# O6357873 | Listing updated on 2026-09-18
Photo 1 of Single family home for sale at 9575 Westover Roberts Rd, Windermere, FL 34786 | MLS# O6357873 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 9575 Westover Roberts Rd, Windermere, FL 34786 | MLS# O6357873 | Listing updated on 2026-09-18
Photo 3 of Single family home for sale at 9575 Westover Roberts Rd, Windermere, FL 34786 | MLS# O6357873 | Listing updated on 2026-09-18
Photo 4 of Single family home for sale at 9575 Westover Roberts Rd, Windermere, FL 34786 | MLS# O6357873 | Listing updated on 2026-09-18
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$4,750,000

Monthly Est:$23,642

  • Beds Icon7 Beds
  • Beds Icon
    8 Baths
  • Beds Icon8,931sqft

9575 Westover Roberts Rd, Windermere, FL 34786

$23,642/moEst:

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  • Single Family Residence

  • Built in 2008

  • $-- HOA

  • 4.27 acres lot

  • $532/sq.ft

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.

  • Houzeo last checked: 4 hours ago
  • Listing updated: September 18, 2026 at 9:44 pm
  • Listing Provided by: Rob Rahter (407) 497-4526 | STOCKWORTH REALTY GROUP (407) 909-5900
  • Source: Stellar MLS-FL | MLS#: O6357873 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    2008

  • HOA Fees

    -

  • Finished Area

    8,931 sqft

  • Lot Size

    4.27 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6357873

  • MLS Status

    Active

  • Days on Market

    330

  • Cumulative Days on Market

    311

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 7

    Bathrooms: 8

  • Bedroom 2

    Level: First

    Area: 336.00 Square Feet

    Dimensions: 21x16

  • Bedroom 3

    Level: Second

    Area: 216.00 Square Feet

    Dimensions: 18x12

  • Bedroom 4

    Level: Second

    Area: 210.00 Square Feet

    Dimensions: 15x14

  • Bedroom 5

    Level: Second

    Area: 208.00 Square Feet

    Dimensions: 16x13

  • Bonus Room

    Level: First

    Area: 323.00 Square Feet

    Dimensions: 19x17

  • Den

    Level: First

    Area: 168.00 Square Feet

    Dimensions: 14x12

  • Dining Room

    Level: First

    Area: 240.00 Square Feet

    Dimensions: 20x12

  • Family Room

    Level: First

    Area: 484.00 Square Feet

    Dimensions: 22x22

  • Media Room

    Level: First

    Area: 408.00 Square Feet

    Dimensions: 24x17

  • Kitchen

    Level: First

    Area: 336.00 Square Feet

    Dimensions: 21x16

  • Living Room

    Level: First

    Area: 345.00 Square Feet

    Dimensions: 23x15

  • Primary Bedroom

    Level: Second

    Area: 289.00 Square Feet

    Dimensions: 17x17

  • Primary Bedroom

    Level: First

    Area: 432.00 Square Feet

    Dimensions: 24x18

Interior

  • Cooling

    Central Air, Zoned

  • Flooring

    Carpet, Ceramic Tile, Granite, Marble, Travertine, Wood

  • Appliances

    Bar Fridge, Built In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator

  • Sewer

    Septic Tank

  • Exterior Features

    Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sprinkler Metered

  • Heating

    Central, Electric, Heat Pump, Propane, Zoned

  • Window Features

    Blinds, Double Pane Windows, Drapes, Insulated Windows, Rods, Shades, Storm Window(s), Window Treatments

  • Interior Features

    Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat In Kitchen, High Ceilings, Kitchen/family Room Combo, Primary Bedroom Main Floor, Primary Bedroom Upstairs, Solid Surface Counters, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk In Closet(s), Wet Bar, Window Treatments

Construction

  • Year Built

    Year Built: 2008

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

  • Construction Materials

    Block, Stucco

  • Property Condition

    Completed

  • Roof

    Tile

  • Architectural Style

    Custom, Mediterranean

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Bb/hs Internet Available, Cable Available, Electricity Available, Electricity Connected, Sprinkler Meter

  • Pool Features

    Child Safety Fence, Deck, Fiber Optic Lighting, Gunite, Heated, In Ground, Infinity, Lighting, Salt Water, Screen Enclosure, Tile

  • Parking Features

    Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Garage

  • Laundry Features

    In Garage, Inside, Laundry Closet, Laundry Room

  • Fireplace Features

    Family Room, Gas, Other

  • Security Features

    Closed Circuit Camera(s), Secured Garage/parking, Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)

Other Features

  • Subdivision Name

    Gotha Town

  • Patio And Porch Features

    Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Screened

  • Vegetation

    Mature Landscaping, Trees/landscaped

  • Lot Features

    Private, Paved

Price History

DateEventPrice

09/14/2026

Source: #MFRO6357873

Price Decreased

$4,750,000 -2.06%

$532/sqft

05/11/2026

Source: mls_logoStellar MLS-FL #MFRO6357873

Price Increased

$4,850,000 +2.11%

$543/sqft

11/11/2025

Source: mls_logoStellar MLS-FL #MFRO6357873

Listed for Sale

$4,750,000 -3.55%

$532/sqft

11/11/2025

Source: mls_logoStellar MLS-FL #MFRO6357873

Price Increased

$4,925,000 +0.51%

$551/sqft

01/02/2024

Source: mls_logoStellar MLS-FL #MFRO6060334

Listing Removed

$4,900,000 +145.00%

$549/sqft

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Based on information from Stellar MLS® through Oct 08, 2026, 11:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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