35
$2,600,000
520 Gillmoss Road, Pickering, ON L1W 3J4
Rosebank
4 bd
4 ba
2,500 sf
6
1 weeks on marketMLS® E14102766
Listing courtesy of HOMELIFE/MIRACLE REALTY LTD
Luxury Homes for Sale in Pickering
The luxury tier in Pickering moves on different timelines than the broader market, and a meaningful share of it never reaches a public portal. What is on the board is here; ask me directly about exclusive and pre-market inventory.
- Active listings
- 38
- Median price
- $2.80M
- Price range
- $2.05M – $10.90M
- Avg. price / sq ft
- $1,043
- Avg. days on market
- 29
Listings
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38 listings
38 listings
41
$2,399,000
4395 Westney Road N, Pickering, ON L1Y 1A2
Rural Pickering
4+1 bd
4 ba
3,000 sf
14
1 weeks on marketMLS® E14099108
Listing courtesy of ROYAL HERITAGE REALTY LTD.
3
$10,900,000
3830 Lake Ridge Road, Pickering, ON L1M 1V8
Rural Pickering
1,705,810 sf
1 weeks on marketMLS® E14095512
Listing courtesy of CBRE LIMITED
41
$2,050,000
1434 Rougemount Drive, Pickering, ON L1V 1N1
Rougemount
4+1 bd
5 ba
3,500 sf
10
1 weeks on marketMLS® E14085760
Listing courtesy of RE/MAX HALLMARK FIRST GROUP REALTY LTD.
45
$2,499,900
1985 Guild Road, Pickering, ON L1V 1X9
Village East
4+1 bd
6 ba
3,500 sf
7
2 weeks on marketMLS® E14081566
Listing courtesy of RE/MAX REALTRON REALTY INC.
42
$2,295,000
4780 Westney Road, Pickering, ON L1Y 1A2
Rural Pickering
5+1 bd
4 ba
3,000 sf
12
2 weeks on marketMLS® E14032862
Listing courtesy of The Nook Realty Inc.
86
$3,199,900
492 Rougemount Drive, Pickering, ON L1W 2B9
Rosebank
7 bd
5 ba
5,000 sf
14
3 weeks on marketMLS® E13875868
Listing courtesy of PEAK GROUP REALTY LTD.
101
$7,259,000
253 Martins Street, Pickering, ON L1V 2P9
Rural Pickering
5+1 bd
10 ba
5,000 sf
24
3 weeks on marketMLS® E13875464
Listing courtesy of WE REALTY
26
$2,299,000
413 Sheppard Avenue, Pickering, ON L1V 1E6
Woodlands
4+2 bd
6 ba
3,500 sf
8
3 weeks on marketMLS® E13859658
Listing courtesy of RE/MAX MILLENNIUM REAL ESTATE
60
$2,799,000
732 West Shore Boulevard, Pickering, ON L1W 2V1
West Shore
5+2 bd
5 ba
5,000 sf
8
3 weeks on marketMLS® E13851934
Listing courtesy of ROYAL LEPAGE VISION REALTY
6
$2,250,000
3700 Salem Road, Pickering, ON L1X 0J6
Rural Pickering
2,400 sf
1 months on marketMLS® E13838304
Listing courtesy of THE BEHAR GROUP REALTY INC.
40
$2,250,000
1436 Highbush Trail, Pickering, ON L1V 1N5
Woodlands
4 bd
4 ba
3,500 sf
8
1 months on marketMLS® E13831620
Listing courtesy of REMAX CONNECT REALTY
42
$9,800,000
5295 - 5315 Sideline 16 Road, Pickering, ON L1Y 1A1
Rural Pickering
8 bd
3 ba
2,188,890 sf
1 months on marketMLS® E13823118
Listing courtesy of CENTURY 21 WENDA ALLEN REALTY
19
$4,900,000
2950 9th Concession Road, Pickering, ON L1Y 1A2
Rural Pickering
1 months on marketMLS® E13821298
Listing courtesy of 100% PARTNERS REAL ESTATE
42
$9,800,000
5295 - 5315 Sideline 16 Road, Pickering, ON L1Y 1A1
Rural Pickering
8 bd
6 ba
3,000 sf
9
1 months on marketMLS® E13819414
Listing courtesy of CENTURY 21 WENDA ALLEN REALTY
45
$2,298,000
700 Hillcrest Road, Pickering, ON L1W 2P1
West Shore
4 bd
5 ba
3,000 sf
8
1 months on marketMLS® E13814076
Listing courtesy of RE/MAX REALTY ENTERPRISES INC.
42
$4,995,000
3325 Hollywood Court, Pickering, ON L1X 0A3
Rural Pickering
5+2 bd
9 ba
5,000 sf
16
1 months on marketMLS® E13814006
Listing courtesy of BOSLEY REAL ESTATE LTD.
10
$7,900,000
1939 Altona Road, Pickering, ON L1V 1M8
Highbush
3 bd
2 ba
1,100 sf
10
1 months on marketMLS® E13813044
Listing courtesy of HUMBER VALLEY REAL ESTATE GROUP LTD.
10
$7,900,000
1939 Altona Road, Pickering, ON L1V 1M8
Highbush
115,292 sf
1 months on marketMLS® E13813014
Listing courtesy of HUMBER VALLEY REAL ESTATE GROUP LTD.
36
$4,900,000
3680 Highway 7 Highway, Pickering, ON L0H 1H0
Rural Pickering
428,630 sf
1 months on marketMLS® E13810978
Listing courtesy of RE/MAX ULTIMATE REALTY INC.
51
$2,499,000
1879 Appleview Road, Pickering, ON L1V 1T7
Dunbarton
5+3 bd
6 ba
3,000 sf
13
1 months on marketMLS® E13791792
Listing courtesy of Royal LePage Our Neighbourhood Realty
49
$2,250,000
1788 Loyst Avenue, Pickering, ON L1Y 0B7
Rural Pickering
4 bd
4 ba
3,000 sf
12
1 months on marketMLS® E13785938
Listing courtesy of RE/MAX HALLMARK FRASER GROUP REALTY
44
$2,798,800
1837 New Street, Pickering, ON L1V 3L9
Amberlea
4 bd
5 ba
3,500 sf
9
1 months on marketMLS® E13774984
Listing courtesy of REALTY EXECUTIVES PLUS LTD
44
$2,599,900
5050 William Street, Pickering, ON L1Y 1B7
Rural Pickering
6+2 bd
7 ba
5,000 sf
13
1 months on marketMLS® E13741468
Listing courtesy of RE/MAX CROSSROADS REALTY INC.
Other searches in Pickering
Pickering neighbourhoods
About Pickering
Durham's western gateway, with GO service, waterfront trails, and the Seaton expansion lands.
There are currently 38 active listings matching luxury homes for sale in Pickering, with a median asking price of $2,798,800 and an average of $1,043 per square foot. The pace here is balanced — there is usually room to see a property twice and negotiate on conditions.
Thinking of selling in Pickering?
Get a valuation built on the actual comparable sales in this pocket, not an algorithm working off a national average.
Free home evaluationFrequently asked questions
How many luxury homes for sale are there in Pickering right now?
The count at the top of this page is live from the MLS® System and updates throughout the day, so it reflects current inventory rather than a cached snapshot.
What is the buying process in Pickering?
Get a mortgage pre-approval, agree on representation with a brokerage, then start viewing. When you find the right property we prepare an Agreement of Purchase and Sale with the conditions that protect you — typically financing, home inspection, and status certificate review on a condo. Ontario has no statutory cooling-off period on resale homes, so conditions are the protection.
Can I find out what homes in Pickering actually sold for?
Yes, with a free account. TRREB's VOW rules require registration before sold and leased prices can be displayed, and that data cannot be indexed by search engines.
Can I see a property that isn't on this site?
Yes. This site shows the board's public IDX inventory, and I can also arrange showings for exclusive listings and properties represented by any other brokerage.
Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.