Downtown Whitby, Whitby

Downtown Whitby detached homes for sale

Detached houses in Downtown Whitby span roughly 170 years. The heritage core east and west of Brock Street holds two-storey Victorians on Byron, Centre, Athol, Green and Perry streets with tall ceilings, original trim and mechanical systems that have usually been updated in stages. Interwar bungalows and storey-and-a-halfs fill the next ring, and 1950s and 1960s bungalows on wider lots run south toward the 401 and east toward Garden Street. Buyers here trade the double garage of north Whitby for a walkable grid and a deep lot, often with a detached garage or laneway parking. On century homes, budget for an inspection that looks at knob-and-tube remnants, foundation parging, lead water services and insulation; on postwar bungalows, check for asbestos in old flooring and the state of the original sewer line. Ask whether the property is listed or designated, since that decides what you can change outside.

Downtown Whitby detached homes by the numbers

Live from the MLS® feed · updated October 8, 2026

17 For sale now
13 New in 30 days
$849,000 Median asking price Middle half $795K to $949K
$577 Asking price per sq ft
15 days Median days listed
6% Listings with a price cut Median cut 9.7%

Newest Downtown Whitby detached homes for sale

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Questions people ask about Downtown Whitby

Can I add a second storey or addition to a century home downtown?

Usually, subject to zoning setbacks and, for listed or designated properties, a heritage review of the exterior design. Additions at the rear are easiest to approve. Talk to the Town's planning and heritage staff early, and confirm whether the lot is inside the Werden's Plan district, which has its own guidelines.

What are the common problems in Downtown Whitby's older houses?

Wet basements from stone or block foundations, remnants of knob-and-tube or aluminum wiring, galvanized plumbing, old clay sewer laterals and thin insulation. None are unusual and most have been fixed piecemeal over decades, so the inspection is about finding what was missed. Ask the seller for a list of upgrades with dates.

Do downtown detached homes have driveways?

Most do, though many are single-width mutual driveways shared with a neighbour, and some rely on a rear laneway or on-street permit parking. Check the survey for easements, confirm winter parking rules, and if you need two cars, look at the postwar bungalows south of Dundas, which usually have wider lots.

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