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About This Home

This 5-bedroom, 9-bathroom single family at 9639 WESTOVER ROBERTS ROAD in Windermere, FL is listed for $5,900,000 ($497 per sqft). Built in 2017, the home offers 11,861 sqft of living space on a 4.43 acres lot.

Agent Description

Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking.

From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired façade that opens to interiors of soaring scale and meticulous marble craftsmanship. Light cascades through walls of glass, illuminating a series of living spaces designed for entertaining at the highest level.

Every detail speaks of refinement: bespoke millwork, hand-selected stone, intricate ceiling treatments, and custom finishes curated with an uncompromising standard. The expansive chef’s kitchen blends culinary excellence with artful design, while the bar, wine room, and multiple gathering spaces ensure that every occasion, from intimate family dinners to grand celebrations, is unforgettable. The state-of-the-art theater begs you to slow down and enjoy the latest movie release. Conveniently adjacent to the theater is a home gym and lakefront cardio room that rivals most commercial gyms! Once the day winds down, the private retreats within the home offers warmth and convenience so you never have to leave. The first floor conveniently offers a full guest suite, and the second floor boasts an additional four bedrooms all with en-suite bathrooms. Additionally located on the second floor is a kid’s study, playroom, guest apartment and handsome cigar room.

Outdoors, the estate transforms into a private resort. A sweeping terrace frames an oversized resort style pool and spa, surrounded by gardens, fountains, and tranquil seating venues. Enjoy the piece of your surroundings, from al fresco dining beneath the pergola to evenings spent overlooking Lake Olivia, one of Central Florida’s most sought-after ski lakes.

Beyond the main residence, a detached guest retreat and showcase garages offering space for up to 14 cars will satisfy the most serious car collector. Set on a significant 4.43 acre parcel of land, the estate is both sanctuary and statement, offering numerous spaces to live, create, and entertain.

Enjoy living in the heart of it all without compromising your privacy. Plus, with easy access to major highways, theme parks, downtown Windermere, and less than 10 minutes from Whole Foods, Restaurant Row, and championship golf courses, you’re never far from the very best of what Central Florida has to offer. Perfectly positioned with easy access to Windermere Prep, Lake Highland, and Montverde Academy...this location does not get any better!

Rarely does a property of this magnitude become available. This is not simply a home — it is an heirloom, a landmark, and an invitation to experience luxury on a level few will ever know. Call today for an exclusive private showing.

Key Features

  • Built in 2017
  • 4.43 acre lot
  • Private pool
  • Waterfront

Property Details

8 full, 1 half
2017

Amenities

PoolWaterfront

Monthly Cost Estimate

$31,554/mo

20% down · 6.5% · 30 years

Principal$4,267
Interest$25,567
Insurance$1,721

Estimates only. Actual payments may vary.

Location

9639 WESTOVER ROBERTS ROAD

Windermere, FL 34786

GOTHA TOWN

Features & Amenities

Interior Features

Built-in FeaturesCeiling Fans(s)Crown MoldingHigh CeilingsPrimarybedroom Upstairs

Exterior Features

BalconyFrench DoorsLightingPoolDock

Property Details

Flooring

MarbleTileWood

Construction

Stucco

Parking

GarageGarage - Attached

Heating

Central

Cooling

Central Air

Appliances

CooktopDishwasherGarbage DisposerMicrowaveRangeRefrigeratorWasher

Questions & Answers

This 5-bedroom, 9-bathroom single family at 9639 WESTOVER ROBERTS ROAD is listed at $5,900,000 ($497/sqft). The estimated monthly payment is $25,567 based on 20% down at 6.5% interest.

Key features include: Built in 2017, 4.43 acre lot, Private pool, Waterfront. Interior Features: Built-in Features, Ceiling Fans(s), Crown Molding. Exterior Features: Balcony, French Doors, Lighting.

This property is listed by Julie Bettosini, PA and can be reached at 4079095900 or jbettosini@stockworth.com.

JP

Julie Bettosini, PA

Agent at STOCKWORTH REALTY GROUP

(407) 909-5900

Listed by STOCKWORTH REALTY GROUP · View on Broker Site

MLS# O6341883· Source: listhub· Updated 269 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.

9639 WESTOVER ROBERTS ROAD, Windermere, FL 34786

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