A rare opening on Pickering's most sought-after street. Six (4 + 2) bedrooms on a deep 50 × 144 ft lot, with a generous backyard, a 24-foot pool, a large deck, and a detached rear building.
The Address
South Rosebank sits between the Rouge Valley and Lake Ontario, a few minutes from the 401. Rougemount Drive is its most established street, and it almost never comes to market.
The Street
Very few homes on Rougemount Drive change hands in any given year. It sits in South Rosebank, a neighbourhood that began as a lakeside cottage community in the early 1900s and never lost that pull: tree-lined streets, mature lots, the Rouge Valley on one side, Lake Ontario on the other, and the 401 five minutes away when the city calls.
Market Context
Pickering's most coveted address.
A detached-only pocket with no commercial strips: wide, green, tree-lined streets, the Rouge Valley, the beach, and the 401 all close by.
Very few homes on this stretch change hands in a year. When one does, it tends to go quickly.
Homes here have sold from the mid-$2 millions to just under $4M, with a street record near $3.75M.
Deep, established lots with room to expand and real outdoor space to enjoy.
Rosebank Road Public School (JK–8) is the catchment elementary, on Rosebank Road itself and walkable from the house. Dunbarton High School (Grades 9–12) is the feeder secondary, 1.5 km north.
Minutes from the Rouge Valley, its trails, and the waterfront.
Into the city when you want it, away from it when you don't.
Rouge Hill GO station is minutes away. A direct ride to Union Station takes around 38 minutes, one of the faster GO connections serving eastern Toronto.
Market context is provided for orientation only. Buyers should confirm current comparable sales and valuation with their own agent.
The Lot
The lot runs 50 by 144 feet, far deeper than most on the street. Behind the house, the rear yard stretches roughly 50 by 90 feet. A 24-foot above-ground pool with a brand new liner sits alongside a large deck off the back of the house, for outdoor dining and evening use. There's room for a proper garden, open lawn, flower beds, and two generous storage sheds. The detached auxiliary building stands at the far end, well separated from the main house. Land is the part you can't add later.
Property taxes: $7,677.91 annually (2025 assessment).
Floor Plans
The Home
The main house runs past 1,970 square feet, with a finished 480-square-foot building at the rear. Four bedrooms in the main house, a fifth in the basement, and a sixth in the building out back.
The upper bedrooms have vaulted ceilings. The rooms are large and shaped with angles that give each space a character of its own. The living room opens into the dining area without a wall between them. The kitchen has a breakfast room with a skylight overhead. The basement, currently set up as a gym, has the footprint for a lounge, a media room, or another bedroom. The overall feel is warm and considered, a house that rewards time spent in it.
The Auxiliary Building
At the rear of the lot stands a finished 480-square-foot detached auxiliary building with its own bedroom, bathroom, kitchen, shower, and heating and cooling via heat pump.
It has its own entrance and a rear door, set well apart from the main house. That separation is what makes it useful: a studio you can shut the door on, a suite for guests, a gym, or a quiet room to work and study.
The Gallery
Private Viewing
566 Rougemount Drive is being shown privately, by appointment.
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