# 9575 WESTOVER ROBERTS Road, Windermere, FL 34786 > **TL;DR:** 7bd/8ba single family, $4,750,000 ($532/sqft), built 2008, 8,931 sqft. > Pool, Spa, Fireplace, Waterfront. Est. $25,404/mo. Listed 319 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $4,750,000 | | Price/sqft | $532 | | Bedrooms | 7 | | Bathrooms | 8 full | | Square Feet | 8,931 | | Year Built | 2008 | | Lot Size | 236,966 sqft (5.44 acres) | | Stories | 2 | | Garage | 6-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 319 | ## Why This Home Stands Out - **Pool** - Patio, Porch, Deck - **Waterfront** - Waterfront location listed - **Views** - Water, Lake - **Large Garage** - 6-car garage ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $24,019 | | Estimated Insurance | $1,385 | | **Total** | **$25,404** | ## Nearby Schools - **Elementary:** Thornebrooke Elem - **Middle:** Gotha Middle - **High:** Olympia High ## Key Amenities - Pool - Spa - Fireplace - Waterfront - View - A/C - RV Parking - 6-car garage ## Property Highlights - Built in 2008 - 5.44 acre lot - 2 stories - Private pool - Fireplace - Waterfront ## Description ### 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 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. ## Location - **Address:** 9575 WESTOVER ROBERTS Road, Windermere, FL 34786 - **County:** Orange - **Neighborhood:** GOTHA TOWN - **Coordinates:** 28.520897, -81.518066 - **Google Maps:** https://www.google.com/maps?q=28.520897,-81.518066 ## Virtual Tour & Media - **Video Tour:** https://youtu.be/asblbaU8Byg ## Listing Agent - **Name:** Rob Rahter - **Brokerage:** Stockworth Realty Group LLC - **Phone:** 4074974526 - **Broker Phone:** (407) 909-9000 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/9575-Westover-Roberts-Rd_Windermere_FL_34786_M50442-64578?f=listhub&s=MFRMLSFL&m=O6357873&c=propsimple) ## Photos ![9575 WESTOVER ROBERTS Road - Photo 1](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f2145353818r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 2](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f1600387070r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 3](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f4112370391r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 4](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f1302421547r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 5](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f3019727035r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 6](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f4131308078r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 7](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f2607105713r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 8](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f2479057947r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 9](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f3730603307r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 10](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f834692133r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 11](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f4023609211r.jpg) ![9575 WESTOVER ROBERTS Road - 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Photo 93](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f2729810279r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 94](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f465370773r.jpg) ![9575 WESTOVER ROBERTS Road - Photo 95](http://lh.rdcpix.com/0f043ec1a5593e51c60030f8eaa81d01l-f2357854106r.jpg) --- **MLS#:** O6357873 | **Updated:** 2026-09-25 **Source:** listhub *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.* [View on PropertySimple](https://www.propertysimple.ai/listing/9575-westover-roberts-road-windermere-fl-34786-o6357873) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/9575-westover-roberts-road-windermere-fl-34786-o6357873#listing", "url": "https://www.propertysimple.ai/listing/9575-westover-roberts-road-windermere-fl-34786-o6357873", "name": "9575 WESTOVER ROBERTS Road, Windermere, FL 34786", "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. 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