9639 Westover Roberts Rd – $6.4 Million Lakefront Masterpiece Offers Ultimate Luxury Living in Windermere

Date of Publishing: September 11, 2025

A Grand Estate of Rare Scale and Craftsmanship

Set on 4.43 acres overlooking Lake Olivia, 9639 Westover Roberts Rd is a Mediterranean-inspired sanctuary that redefines luxury living in Central Florida. Now listed at $6.4 million, this home in Windermere for sale offers 11,861 square feet of interiors crafted with meticulous marble detailing, soaring ceilings, and sweeping lake views. Built in 2017, the residence blends architectural drama with resort-level amenities – an extraordinary example of Windermere real estate at its finest.

Spacious marble-floor living room with soaring ceilings and lake views inside 9639 Westover Roberts Rd luxury home in Windermere FL

“Every room was designed to capture light and frame the water,” explains listing agent Julie Bettosini in an interview with Luxury Houses Magazine. “The scale is incredible, yet the atmosphere remains warm and welcoming.”

Architecture and Interior Elegance

Arriving at 9639 Westover Roberts Rd, Windermere, Florida guests are greeted by a stately Mediterranean façade of stucco and tile, its arched colonnade leading to a dramatic double-height entry. Inside, bespoke millwork and intricate ceiling treatments elevate expansive living spaces, while walls of glass bathe the home in natural light. Marble floors flow through formal and casual lounges, a library, and a state-of-the-art theater.

The chef’s kitchen showcases hand-selected stone countertops, custom cabinetry, and professional-grade appliances. “We curated every material with a collector’s eye,” Bettosini tells Luxury Houses, highlighting the seamless blend of art and function. Adjacent spaces include a bar, wine room, and generous dining areas designed for effortless entertaining.

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Private Retreats for Family and Guests

This Windermere home for sale offers five spacious bedrooms and nine baths, each with bespoke finishes. The first floor hosts a full guest suite, while the second level presents four additional bedroom suites, a kid’s study, playroom, cigar room, and a private guest apartment. The primary suite, measuring nearly 1,000 square feet, enjoys panoramic lake views, dual walk-in closets, and a spa-style bath of polished marble.

Resort-Style Outdoor Living

Outdoors, the property transforms into a private resort. A sweeping terrace frames an oversized infinity pool and spa surrounded by gardens, fountains, and tranquil seating venues. From al fresco dining beneath the pergola to evenings spent overlooking Lake Olivia, every moment feels cinematic. “It’s like owning your own boutique resort,” Bettosini notes. “The setting is magical at sunset.”

Beyond the main residence stands a detached guest retreat and showcase garages with space for up to 14 cars – ideal for collectors or multi-generational living.

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Transaction History & Market Perspective

Public records confirm a compelling appreciation story for 9639 Westover Roberts Rd: sold in 1998 for $210,000, in 2001 for $280,000, and in 2014 for $495,000 before its current architectural transformation. Listed in September 2025 at $6,395,000, the property reflects Windermere’s steady rise as one of Central Florida’s most coveted luxury markets.

“Opportunities like this are incredibly rare,” Bettosini emphasizes to Luxury Houses Magazine. “Inventory for lakefront estates of this size and quality is extremely limited.”

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Community & Lifestyle

Situated minutes from downtown Windermere, the estate provides quick access to Orlando’s renowned Restaurant Row, Whole Foods, and championship golf courses. Top-rated schools such as Windermere Prep, Lake Highland, and Montverde Academy lie within easy reach, making the location ideal for families. Major highways connect residents to Orlando International Airport and world-class theme parks in under 30 minutes, ensuring convenience without sacrificing privacy.

Why 9639 Westover Roberts Rd Stands Apart

From its architectural grandeur to its private lakefront setting, home in Windermere for sale is more than a home – it is an heirloom estate designed for generations. The combination of scale, craftsmanship, and location positions it as a flagship of Windermere real estate, appealing to discerning buyers seeking serenity, entertainment potential, and long-term value.