The Baillie Estate in South West Oakville
About the Area
The Baillie Estate is a private enclave in South West Oakville, located just east of Fourteen Mile Creek and bordered by the lake. Tucked away on Westdale Road, Lisonally Court, and The Stables, this pocket is one of Oakville’s most exclusive residential settings. The land was once part of the Baillie family holdings and in 1997 was subdivided into a collection of estate properties known as The County Manors of the Baillie Estate. Today, the community blends family heritage with modern luxury, creating a quiet, prestigious setting that remains a hidden gem in Oakville.
What Makes the Area Special
With only a small number of properties, The Baillie Estate offers the kind of privacy rarely found in Oakville. The gated streets, mature landscaping, and absence of through-traffic give the neighbourhood an estate-like atmosphere. The six waterfront homes are especially prized, offering sweeping views across Lake Ontario. The balance of seclusion with close proximity to downtown Oakville makes this enclave uniquely appealing to those who value both privacy and convenience.
About the Real Estate
The homes within The Baillie Estate were custom built in the late 1980s and 1990s, many as part of The County Manors of The Baillie Estate subdivision. The properties are distinguished by their oversized lots, traditional architecture, and expansive interiors, though many have since been updated or rebuilt with contemporary luxury finishes. Homes typically start in the $4 million range, with lakefront estates achieving some of the highest sales ever recorded in Oakville. A 2024 sale at 1128 Westdale Road reached $17 million, underscoring the prestige of this neighbourhood.
Lifestyle Amenities
Despite its private, estate-like feel, The Baillie Estate is only minutes from downtown Oakville. Residents enjoy access to fine dining, boutique shopping, cultural venues, and some of the town’s top-rated schools. Recreational amenities, including nearby waterfront trails, marinas, and golf clubs, provide a lifestyle that blends natural beauty with urban convenience.
The Baillie Estate represents one of the most exclusive micro-neighbourhoods in Oakville. Its rare combination of privacy, heritage, and record-breaking real estate values ensures its continued reputation as one of the town’s most prestigious addresses.