Collections · Pickering

Luxury homes ($2M+) in Pickering

11 for sale in Pickering right now, updated from the TRREB feed through the day. The top of the market — homes listed at two million and up.

11For sale now
$770,000Median sold · Oct 2026
90Homes sold · Oct 2026
18Days on market · Oct 2026
98.6%Sold vs asking · Oct 2026
Pickering market reportTrends & data →

The homes here are listed at two million dollars and up — the top of the GTA market, where the price has less to do with square footage and more to do with land, finish and location. Comparables get thin at this level, which is exactly why a data-first read matters more, not less.

See every one across the GTA → · All homes for sale in Pickering →

Popular neighbourhoods:Rural PickeringBay RidgesWest ShoreRosebankDunbartonAmberleaVillage EastAll Pickering neighbourhoods ↓
Ways to browse:Under $700K 113New this week 77Homes with an in-law suite 68Detached under $1M 61Walk-out basements 59Built in the last five years 52Just reduced 51Condos with two parking spots 48

Rural Pickering · Luxury homes ($2M+) for sale

11 in Pickering
4395 Westney Road N, Pickering, ON L1Y 1A2
$2,399,000
4395 Westney Road NPickering, ON L1Y 1A2
Pickering · Rural Pickering
4 + 1 bed4 bath14 parking
1 week ago
MLS® E14099108ROYAL HERITAGE REALTY LTD.
3405 Sideline 4 Road, Pickering, ON L1X 0A3
$3,999,000
3405 Sideline 4 RoadPickering, ON L1X 0A3
Pickering · Rural Pickering
3 + 3 bed7 bath27 parking
5 days ago
MLS® E14127438RE/MAX Rouge River Realty Ltd.
5321 Old Brock Road, Pickering, ON L1Y 1A1
$3,360,000
5321 Old Brock RoadPickering, ON L1Y 1A1
Pickering · Rural Pickering
4 + 1 bed7 bath42 parking
2 months ago
MLS® E13702426HIGHPOINT HOMES REALTY
1788 Loyst Avenue, Pickering, ON L1Y 0B7
$2,250,000
1788 Loyst AvenuePickering, ON L1Y 0B7
Pickering · Rural Pickering
4 bed4 bath12 parking
1 month ago
MLS® E13785938RE/MAX HALLMARK FRASER GROUP REALTY
3325 Hollywood Court, Pickering, ON L1X 0A3
$4,995,000
3325 Hollywood CourtPickering, ON L1X 0A3
Pickering · Rural Pickering
5 + 2 bed9 bath16 parking
1 month ago
MLS® E13814006BOSLEY REAL ESTATE LTD.
253 Martins Street, Pickering, ON L1V 2P9
$7,259,000
253 Martins StreetPickering, ON L1V 2P9
Pickering · Rural Pickering
5 + 1 bed10 bath24 parking
3 weeks ago
MLS® E13875464WE REALTY
3850 Kinsale Road, Pickering, ON L1Y 1E2
$3,288,888
3850 Kinsale RoadPickering, ON L1Y 1E2
Pickering · Rural Pickering
4 + 3 bed6 bath23 parking
3 months ago
MLS® E12925496RIGHT AT HOME REALTY
3395 Pickering Uxbridge Townline, Pickering, ON L1Y 0A5
$5,495,000
3395 Pickering Uxbridge TownlinePickering, ON L1Y 0A5
Pickering · Rural Pickering
4 + 3 bed5 bath25 parking
3 months ago
MLS® E13533054RE/MAX REALTRON BARRY COHEN HOMES INC.
2300 Rosebank Road, Pickering, ON L1X 2R5
$4,299,900
2300 Rosebank RoadPickering, ON L1X 2R5
Pickering · Rural Pickering
4 bed1 bath20 parking
3 months ago
MLS® E13488844REVEL REALTY INC.
5050 William Street, Pickering, ON L1Y 1B7
$2,599,900
5050 William StreetPickering, ON L1Y 1B7
Pickering · Rural Pickering
6 + 2 bed7 bath13 parking
2 months ago
MLS® E13741468RE/MAX CROSSROADS REALTY INC.
2342 Heska Road, Pickering, ON L1X 0K1
$2,999,088
2342 Heska RoadPickering, ON L1X 0K1
Pickering · Rural Pickering
4 + 1 bed8 bath15 parking
2 months ago
MLS® E13692556ROYAL LEPAGE IGNITE REALTY

Explore more of Pickering

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Nearby cities

Homes for sale in the cities around Pickering.

Oshawa5 for saleWhitby13 for saleClarington22 for saleAjax11 for saleScugog14 for saleUxbridge21 for sale
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Brock6 for sale

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