397 Trafalgar Rd | Oakville, Ontario

Welcome to 397 Trafalgar Road, Oakville—where timeless charm meets modern convenience in one of the most prestigious neighbourhoods. This stunning century home, dating back to 1925, is a rare find in Old Oakville. Situated on an expansive lot with potential for subdivision, this property offers an incredible investment opportunity while preserving the elegance of a bygone era.

As you approach this historical gem, you'll be captivated by the inviting veranda, perfect for relaxing afternoons. Step inside to discover a spacious main floor adorned with original architectural details, including leaded glass windows and intricate woodwork that tell the story of the home's rich past. The grand oak staircase leads to four generous bedrooms on the second floor, each exuding character and warmth.

The heart of this home lies in its well-appointed kitchen, featuring hardwood flooring, white cupboards, stainless steel appliances, and access to a sunroom that fills the space with natural light. The living and dining areas boast crown moulding, a fireplace, built-in bookcases, and high ceilings, creating an atmosphere of traditional grace.

Outside, the private yard is a nature lover’s paradise, with mature trees, perennial gardens, and a rustic coach house that offers endless possibilities for hobbyists. The large driveway provides parking for four, with an additional spot in the carport.

The finished basement is ready for your enjoyment, featuring a rec room with carpet, cedar-lined closets, a 3-piece bathroom, laundry, and a separate entry—perfect for additional living space or an in-law suite.

Located just steps from Oakville’s vibrant shopping and dining scene, and within proximity to top-rated schools and parks, this home is a hidden treasure that demands attention. If you have a passion for historic homes and are looking for a property that combines charm, character, and potential, 397 Trafalgar Road is a must-see.

The History of the Doty Family House:

Charles F. Doty was the son of Pharis Doty. After his

father's sawmill burned down in 1882 it was rebuilt and

Charles Doty continued his father's work. In 1901 he

dismantled the machinery and sold it to Robert Fox, and

the mill was torn down because timber was becoming

scarce in the district. In 1908 he established a planing mill

on the 7th Line and also went into partnership with W. S.

Davis to form the Oakville Pressed Brick Works. He was

the husband of Caroline (Sumner) Doty, and stepfather to

Jack Sumner. He lived on 337 Trafalgar Road.