Collections · Pickering

Luxury homes ($2M+) in Pickering

26 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.

26For 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 Pickering Bay Ridges West Shore Rosebank Dunbarton Amberlea Village East All Pickering neighbourhoods ↓

Ways to browse:Under $700K 113 New this week 76 Homes with an in-law suite 69 Detached under $1M 61 Walk-out basements 60 Built in the last five years 51 Just reduced 51 Condos with two parking spots 48

Luxury homes ($2M+) for sale

26 in Pickering · newest 24 shown

700 Hillcrest Road, Pickering, ON L1W 2P1

700 Hillcrest RoadPickering, ON L1W 2P1

Pickering · West Shore

4 bed5 bath8 parking

MLS® E13814076RE/MAX REALTY ENTERPRISES INC.

4395 Westney Road N, Pickering, ON L1Y 1A2

4395 Westney Road NPickering, ON L1Y 1A2

Pickering · Rural Pickering

4 + 1 bed4 bath14 parking

MLS® E14099108ROYAL HERITAGE REALTY LTD.

3405 Sideline 4 Road, Pickering, ON L1X 0A3

3405 Sideline 4 RoadPickering, ON L1X 0A3

Pickering · Rural Pickering

3 + 3 bed7 bath27 parking

MLS® E14127438RE/MAX Rouge River Realty Ltd.

520 Gillmoss Road, Pickering, ON L1W 3J4

520 Gillmoss RoadPickering, ON L1W 3J4

Pickering · Rosebank

4 bed4 bath6 parking

MLS® E14102766HOMELIFE/MIRACLE REALTY LTD

5321 Old Brock Road, Pickering, ON L1Y 1A1

5321 Old Brock RoadPickering, ON L1Y 1A1

Pickering · Rural Pickering

4 + 1 bed7 bath42 parking

MLS® E13702426HIGHPOINT HOMES REALTY

1275 Wharf Street, Pickering, ON L1W 1A2

1275 Wharf StreetPickering, ON L1W 1A2

Pickering · Bay Ridges

4 bed3 bath7 parking

MLS® E13849130RE/MAX HALLMARK REALTY LTD.

732 West Shore Boulevard, Pickering, ON L1W 2V1

732 West Shore BoulevardPickering, ON L1W 2V1

Pickering · West Shore

5 + 2 bed5 bath8 parking

MLS® E13851934ROYAL LEPAGE VISION REALTY

1434 Rougemount Drive, Pickering, ON L1V 1N1

1434 Rougemount DrivePickering, ON L1V 1N1

Pickering · Rougemount

4 + 1 bed5 bath10 parking

MLS® E14085760RE/MAX HALLMARK FIRST GROUP REALTY LTD.

1985 Guild Road, Pickering, ON L1V 1X9

1985 Guild RoadPickering, ON L1V 1X9

Pickering · Village East

4 + 1 bed6 bath7 parking

MLS® E14081566RE/MAX REALTRON REALTY INC.

492 Rougemount Drive, Pickering, ON L1W 2B9

492 Rougemount DrivePickering, ON L1W 2B9

Pickering · Rosebank

7 bed5 bath14 parking

MLS® E13875868PEAK GROUP REALTY LTD.

1788 Loyst Avenue, Pickering, ON L1Y 0B7

1788 Loyst AvenuePickering, ON L1Y 0B7

Pickering · Rural Pickering

4 bed4 bath12 parking

MLS® E13785938RE/MAX HALLMARK FRASER GROUP REALTY

1879 Appleview Road, Pickering, ON L1V 1T7

1879 Appleview RoadPickering, ON L1V 1T7

Pickering · Dunbarton

5 + 3 bed6 bath13 parking

MLS® E13791792Royal LePage Our Neighbourhood Realty

3325 Hollywood Court, Pickering, ON L1X 0A3

3325 Hollywood CourtPickering, ON L1X 0A3

Pickering · Rural Pickering

5 + 2 bed9 bath16 parking

MLS® E13814006BOSLEY REAL ESTATE LTD.

600 Liverpool Road W, Pickering, ON L1W 1P9

600 Liverpool Road WPickering, ON L1W 1P9

Pickering · Bay Ridges

0 bed4 bath30 parking

MLS® E8120124RE/MAX HALLMARK FIRST GROUP REALTY LTD.

253 Martins Street, Pickering, ON L1V 2P9

253 Martins StreetPickering, ON L1V 2P9

Pickering · Rural Pickering

5 + 1 bed10 bath24 parking

MLS® E13875464WE REALTY

413 Sheppard Avenue, Pickering, ON L1V 1E6

413 Sheppard AvenuePickering, ON L1V 1E6

Pickering · Woodlands

4 + 2 bed6 bath8 parking

MLS® E13859658RE/MAX MILLENNIUM REAL ESTATE

1837 New Street, Pickering, ON L1V 3L9

1837 New StreetPickering, ON L1V 3L9

Pickering · Amberlea

4 bed5 bath9 parking

MLS® E13774984REALTY EXECUTIVES PLUS LTD

3850 Kinsale Road, Pickering, ON L1Y 1E2

3850 Kinsale RoadPickering, ON L1Y 1E2

Pickering · Rural Pickering

4 + 3 bed6 bath23 parking

MLS® E12925496RIGHT AT HOME REALTY

1436 Highbush Trail, Pickering, ON L1V 1N5

1436 Highbush TrailPickering, ON L1V 1N5

Pickering · Woodlands

4 bed4 bath8 parking

MLS® E13831620REMAX CONNECT REALTY

3395 Pickering Uxbridge Townline, Pickering, ON L1Y 0A5

3395 Pickering Uxbridge TownlinePickering, ON L1Y 0A5

Pickering · Rural Pickering

4 + 3 bed5 bath25 parking

MLS® E13533054RE/MAX REALTRON BARRY COHEN HOMES INC.

1472 Highbush Trail, Pickering, ON L1V 1N5

1472 Highbush TrailPickering, ON L1V 1N5

Pickering · Woodlands

4 + 1 bed4 bath6 parking

MLS® E13684770REVEL REALTY INC.

2300 Rosebank Road, Pickering, ON L1X 2R5

2300 Rosebank RoadPickering, ON L1X 2R5

Pickering · Rural Pickering

4 bed1 bath20 parking

MLS® E13488844REVEL REALTY INC.

5050 William Street, Pickering, ON L1Y 1B7

5050 William StreetPickering, ON L1Y 1B7

Pickering · Rural Pickering

6 + 2 bed7 bath13 parking

MLS® E13741468RE/MAX CROSSROADS REALTY INC.

2342 Heska Road, Pickering, ON L1X 0K1

2342 Heska RoadPickering, ON L1X 0K1

Pickering · Rural Pickering

4 + 1 bed8 bath15 parking

MLS® E13692556ROYAL LEPAGE IGNITE REALTY

See all 26 in the full search →

Explore more of Pickering

Nearby cities, Pickering's neighbourhoods and ways to find the right home.

Nearby cities

Homes for sale in the cities around Pickering.

Oshawa5 for sale

Whitby13 for sale

Clarington22 for sale

Ajax11 for sale

Scugog15 for sale

Uxbridge22 for sale

All cities (7) →

Brock6 for sale

Pickering neighbourhoods

Homes for sale in Pickering's busiest neighbourhoods.

Rural Pickering11 for sale

Bay Ridges2 for sale

West Shore2 for sale

Rosebank2 for sale

Dunbarton2 for sale

Amberlea1 for sale

All neighbourhoods (7) →

Village East1 for sale

Ways to browse Pickering

Homes for sale in Pickering that match what you're looking for.

Pickering on the map

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