209 Donessle Drive

Timeless Family Estate in the Heart of Old Oakville

A true estate property in one of Old Oakville’s most coveted neighbourhoods. Set on an oversized 100' x 171' lot, this David Small-designed custom home offers over 5,000 square feet of finished living space above grade, thoughtfully designed for modern family living and refined entertaining. Located just a short walk from downtown Oakville and only minutes to the GO Train, and top-ranked schools, this home strikes the perfect balance between convenience and privacy. Mature trees surround the property, creating a peaceful setting on a quiet, prestigious street.

Inside, the double-height foyer opens to formal living and dining rooms—each generous in size and filled with natural light. The main level features oversized principal rooms with soaring vaulted ceilings, offering an impressive yet welcoming atmosphere. The chef’s kitchen is designed with function and flow in mind, seamlessly connecting to the family room and overlooking the rear gardens. Ideal for everyday use and entertaining, the kitchen is complemented by a large island, premium appliances, and ample cabinetry.

The main floor also includes a mudroom with access from both the front and rear of the home, along with a secondary powder room conveniently located for outdoor pool access. A spacious laundry room in this area adds to the home’s practicality.

Upstairs, the primary suite is a private retreat complete with a spa-inspired ensuite featuring a steam shower, soaker tub, and double vanity. Three additional bedrooms each offer ensuite privileges and generous closet space. A unique second-floor family room area adds valuable living space—ideal as a lounge, media area, or homework zone for growing families.

The fully finished basement offers exceptional versatility, with a large recreation room, games area, and wet bar. A recently completed home gym with glass door entrance and new flooring adds a modern touch. The lower level also includes an oversized wine cellar, fifth bedroom and full bathroom—ideal for guests, a nanny suite, or older children.

Outside, the backyard is an entertainer’s dream and a true extension of the home. Professionally landscaped and fully private, it features extensive hardscaping, a large pool with retractable cover, a built-in outdoor kitchen, covered lounge area, and a hot tub. It’s the kind of outdoor space that elevates everyday living and makes summer hosting effortless.

With parking for six vehicles plus an oversized double garage, this home combines timeless architecture, a thoughtful layout, and an unbeatable location in one of South Oakville’s most established enclaves.

Lot Size: 100.15' x 174.69' x 101.65' x 172.15'