329 Douglas Ave

Heritage attributes

The Guess House is a representative example of a Tudor Revival house with Craftsman style architectural influences. The house was built around 1910 and includes characteristics of Tudor Revival design such as: exposed eaves, recessed entry, a brick first storey with a roughclad and timbered second and third (half) storey, diamond- and rectangular-patterned leaded-glass casement windows, an asymmetrical façade, and a multi-sloped roof made with multiple heights and dormers on each side. The lakestone knee wall along Douglas Avenue supports the Arts & Crafts style character of the property.

The Town of Oakville’s description, reproduced from its heritage register.

Criterion met under Ontario Regulation 9/06

The property has design value or physical value because it is a rare, unique, representative or early example of a style, type, expression, material or construction method.

O. Reg. 9/06 sets the criteria a property must meet to be designated under Part IV; the Town recorded which one applies.

What the status means

Designated individually under Part IV of the Ontario Heritage Act by a Town by-law. Alterations to the heritage attributes and demolition need Town approval.

Whether a specific alteration needs a heritage permit is the Town’s call; ask its heritage planning staff before starting work. See permits and by-laws.

Sources

Contains information licensed under the Open Government Licence — Town of Oakville. Licence. Register checked September 24, 2026; the Town’s record is authoritative.