Woodlands, Pickering
Woodlands detached homes for sale
Detached houses are about half of Woodlands and come in two distinct groups. On Rosebank Road, Old Forest Road and Highbush Trail the pre-war bungalows and their custom replacements sit on deep, treed lots that back onto the South Petticoat Ravine or run a long way from the street; these are the properties builders watch, and any offer should come with a survey and, on ravine lots, the TRCA mapping. East of Rosebank Road the 1980s subdivisions offer four-bedroom brick two-storeys and sidesplits and attached garages on regular lots, now at the age where roofs, windows, furnaces and the original kitchens have been replaced once or are due. Check the basement for finished-suite permits, since duplexing is common. Houses closest to Kingston Road and the highway carry noise and, over the long term, redevelopment pressure. Everything is on municipal services, and walking distance to Dunbarton High School is a genuine selling point.
Woodlands detached homes by the numbers
Live from the MLS® feed · updated October 8, 2026
What homes here actually sold for
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Based on information from the Toronto Regional Real Estate Board.
Newest Woodlands detached homes for sale
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Asking price reduced 3% from $1,649,000
Asking price reduced 3% from $2,849,000
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Questions people ask about Woodlands
What needs inspecting in a 1980s house east of Rosebank Road?
Roof age, window seals, heating and cooling equipment, any poly-B plumbing, the electrical panel and the state of the driveway and grading. Ask whether the basement apartment, if there is one, was permitted, and, if the lot touches the ravine, what TRCA rules apply to a deck or pool.
Can I replace an old house on Rosebank Road with a bigger one?
Generally yes, subject to zoning setbacks, height and coverage, the tree by-law and TRCA approval on ravine lots. The pre-war lots are large enough for substantial houses and many have already been rebuilt. Get a zoning review before you buy, and assume a tree preservation plan will be required where mature trees line the street.
Do detached homes in Woodlands hear the highway?
The streets closest to Highway 401 and the Whites Road interchange do, most of all at night and once the leaves drop. The blocks nearer Sheppard Avenue and along the ravine are noticeably quieter. Visit at different hours and stand in the backyard, because the sound travels differently across the valley than along the arterials.
About Woodlands
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Sources: pickering.ca · pickering.ca · media-002-ca.cdn.govstack.com · pickering.ca · pickeringlibrary.ca · en.wikipedia.org