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Pickering, ON Luxury Homes

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With Square Yards Canada, you can find your dream luxury homes for sale in Pickering. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Pickering

Last Updated: September 18, 2026

45 Photos

1434 Rougemount Drive, Durham, ON , MLS #E13801584 , Image - 1

1434 Rougemount Drive Rougemount, Pickering, Durham, ON MLS® E13801584

Residential Freehold (Detached)

$2199000.0

4 +1 Beds
5 Baths
3500-5000 sq-ft

Welcome To One Of Pickering's Most Coveted Streets. This Exceptional Home On A VERY PRIVATE & PREMIUM 69 Ft. x 309 Ft. Lot Was Completely Rebuilt In 2

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1788 Loyst Avenue, Durham, ON , MLS #E13785938 , Image - 1

1788 Loyst Avenue Rural Pickering, Pickering, Durham, ON MLS® E13785938

Residential Freehold (Detached)

$2250000.0

4 Beds
4 Baths
3000-3500 sq-ft

There is a sense of ease to 1788 Loyst Ave that goes beyond its scale. Newly built by Geranium in Clarehaven Estates and backing onto conservation, th

Open House : Sun Sep 20, 01:00 PM to 03:00 PM

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830 Fairview Avenue, Durham, ON , MLS #E13672572 , Image - 1

830 Fairview Avenue Bay Ridges, Pickering, Durham, ON MLS® E13672572

Residential Freehold (Detached)

$2175000.0

Price drop by 3.3%

3 +1 Beds
5 Baths
3500-5000 sq-ft

Beautiful 3+1 bedroom, 5-bathroom, Rubinoff Design Group custom-built water view home on Frenchman's Bay, offering over 5,100 sq ft of exceptional liv

Open House : Sun Sep 20, 01:00 PM to 03:00 PM

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506 Rougemount Drive, Durham, ON , MLS #E13658730 , Image - 1

506 Rougemount Drive Rosebank, Pickering, Durham, ON MLS® E13658730

Residential Freehold (Detached)

$2599900.0

4 +2 Beds
6 Baths
3500-5000 sq-ft

Welcome home to 506 Rougemount Drive, set on one of Pickering's most coveted streets and backing directly onto the protected Rouge Valley. This except

Pre-Construction

1515 Pickering Parkway

1497-1525 Pickering Parkway, Pickering

From $399,990 - $706,990

Project Info

1 Building
571 Units
Condos

Property Mix

Studio(36)
1 Bed(451)
2 Bed(80)
3 Bed(2)

Developer:Sevoy Developments

30 Photos

1879 Appleview Road, Durham, ON , MLS #E13791792 , Image - 1

1879 Appleview Road Dunbarton, Pickering, Durham, ON MLS® E13791792

Residential Freehold (Detached)

$2499000.0

5 +3 Beds
6 Baths
3000-3500 sq-ft

Luxury living meets exceptional versatility in Pickering's highly sought-after Dunbarton community. This custom-built executive home offers over 5,000

Open House : Sat Sep 19, 01:00 PM to 03:00 PM

50 Photos

1309 Commerce Street, Durham, ON , MLS #E13736838 , Image - 1

1309 Commerce Street Bay Ridges, Pickering, Durham, ON MLS® E13736838

Residential Freehold (Detached)

$2045000.0

5 +2 Beds
7 Baths
3000-3500 sq-ft

Don't Miss This Rare Opportunity To Own A Stunning 1-Year-New Custom-Built Luxury Home In One Of Pickering's Most Desirable Neighbourhoods!Welcome To

Open House : Sat Sep 19, 01:00 PM to 03:00 PM

48 Photos

1837 New Street, Durham, ON , MLS #E13774984 , Image - 1

1837 New Street Amberlea, Pickering, Durham, ON MLS® E13774984

Residential Freehold (Detached)

$2798800.0

4 Beds
5 Baths
3500-5000 sq-ft

Brand New Elegant Custom Home Situated On A Rare Premium 71-Ft Wide Lot In Sought-After Amberlea! This Home Showcases Exceptional Craftsmanship and T

46 Photos

700 Hillcrest Road, Durham, ON , MLS #E13682038 , Image - 1

700 Hillcrest Road West Shore, Pickering, Durham, ON MLS® E13682038

Residential Freehold (Detached)

$2399000.0

4 Beds
5 Baths
3000-3500 sq-ft

A spectacular newly built custom home in the prestigious West Shore community, proudly recognized as the winning home featured on HGTV's Top of the Bl

Under Construction

The Grand at Universal City

1474 Bayly Street, Pickering

From $589,900-$766,900

Project Info

2 Buildings
758 Units
Condos

Property Mix

Studio(1)
1 Bed(485)
2 Bed(262)
3 Bed(45)

Developer:Chestnut Hill Developments

48 Photos

4395 Westney Road N, Durham, ON , MLS #E13560738 , Image - 1

4395 Westney Road N Rural Pickering, Pickering, Durham, ON MLS® E13560738

Residential Freehold (Detached)

$2681000.0

Price drop by 2.5%

4 +1 Beds
4 Baths
3000-3500 sq-ft

Welcome to this A One-of-a-Kind Private Country Estate. This extraordinary modern farmhouse is nestled on 7.91 acres, surrounded by nature and featuri

16 Photos

600 Liverpool Road W, Durham, ON , MLS #E8120124 , Image - 1

600 Liverpool Road W Bay Ridges, Pickering, Durham, ON MLS® E8120124

Residential Freehold (Detached)

$40000000.0

4 Baths
< 700 sq-ft

See Virtual Tour**A Must See** Lake Ontario (34 Acres) Frenchmans Bay (134 Acres) Zoned R4 Residential. This Is A Once In A Lifetime Opportunity To Bu

49 Photos

5050 William Street, Durham, ON , MLS #E13741468 , Image - 1

5050 William Street Rural Pickering, Pickering, Durham, ON MLS® E13741468

Residential Freehold (Detached)

$2599900.0

6 +2 Beds
7 Baths
5000 + sq-ft

Welcome to an extraordinary Claremont estate that blends luxury, privacy, and natural beauty.-This home must be experienced to be fully appreciated. S

39 Photos

5321 Old Brock Road, Durham, ON , MLS #E13702426 , Image - 1

5321 Old Brock Road Rural Pickering, Pickering, Durham, ON MLS® E13702426

Residential Freehold (Detached)

$3360000.0

4 +1 Beds
7 Baths
5000 + sq-ft

NEARLY NEW CUSTOM-BUILT GATED ESTATE offering over 8,700 sq. ft. of finished living space on expansive, fully fenced grounds approximately 147 x 332 f

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752 Hillview Crescent West Shore, Pickering, Durham, ON MLS® E13497058

Residential Freehold (Detached)

$2395000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to this elegant, custom-built family home, where no expense was spared in achieving the finest attention to detail and modern luxury. This imp

40 Photos

2300 Rosebank Road, Durham, ON , MLS #E13488844 , Image - 1

2300 Rosebank Road Rural Pickering, Pickering, Durham, ON MLS® E13488844

Residential Freehold (Detached)

$4299900.0

4 Beds
1 Baths
1500-2000 sq-ft

Where else can you find a parcel of land this large, this close to the city? A SPECTACULAR almost 15 acres of prime real estate. A rare, magnificent g

50 Photos

3325 Hollywood Court, Durham, ON , MLS #E13215550 , Image - 1

3325 Hollywood Court Rural Pickering, Pickering, Durham, ON MLS® E13215550

Residential Freehold (Detached)

$4995000.0

5 +2 Beds
9 Baths
5000 + sq-ft

Set in a quiet enclave of prestigious homes, this exceptional 11,500 sq. ft. estate (including built in garage) sits on a private 1.5-acre lot backing

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1411 Old Forest Road, Durham, ON , MLS #E13169162 , Image - 1

1411 Old Forest Road Woodlands, Pickering, Durham, ON MLS® E13169162

Residential Freehold (Detached)

$3000000.0

Price drop by 13.0%

6 +1 Beds
6 Baths
3500-5000 sq-ft

Welcome to The Bridge House - Where Family Stays Connected. A thoughtfully designed generational estate on a 50x238 ft lot in one of Pickering's most

50 Photos

3405 Sideline 4 Road, Durham, ON , MLS #E13538946 , Image - 1

3405 Sideline 4 Road Rural Pickering, Pickering, Durham, ON MLS® E13538946

Residential Freehold (Detached)

$3999000.0

3 +3 Beds
7 Baths
3500-5000 sq-ft

Crafted by award-winning Fourteen Estates, this extraordinary custom bungalow offers over 7,000 sq. ft. of impeccably finished living space on a profe

49 Photos

1488 Rosebank Road, Durham, ON , MLS #E13707836 , Image - 1

1488 Rosebank Road Woodlands, Pickering, Durham, ON MLS® E13707836

Residential Freehold (Detached)

$2180000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to a Home & Garden on a T-Shape of 1/2 ACRE Lot (21033.50 sq. ft). This is an elegant gem hidden by the lush front garden and set against a ma

49 Photos

2342 Heska Road, Durham, ON , MLS #E13692556 , Image - 1

2342 Heska Road Rural Pickering, Pickering, Durham, ON MLS® E13692556

Residential Freehold (Detached)

$2999088.0

4 +1 Beds
8 Baths
5000 + sq-ft

Private Backyard Oasis & Country-Style Living Minutes From the City! Welcome to 2342 Heska Road! Situated on an impressive 100 ft x 167 ft lot in desi

47 Photos

809 Fairview Avenue, Durham, ON , MLS #E13691804 , Image - 1

809 Fairview Avenue Bay Ridges, Pickering, Durham, ON MLS® E13691804

Residential Freehold (Detached)

$2098000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Absolutely Knock-Out Gorgeous Custom Built Masterpiece Home Featuring Highest Quality Designs And Stunning Architectural Details. Enjoy Views Of Frenc

50 Photos

1472 Highbush Trail, Durham, ON , MLS #E13684770 , Image - 1

1472 Highbush Trail Woodlands, Pickering, Durham, ON MLS® E13684770

Residential Freehold (Detached)

$2849000.0

4 +1 Beds
4 Baths
3500-5000 sq-ft

(PRIVATE ELEVATOR SERVICING ALL FLOORS ) A Rare Expression Of Luxury, Space & Sophisticated Family Living, This Magnificent Custom-Built Residence Off

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3315 Hwy 7 Highway, Durham, ON , MLS #E13673826 , Image - 1

3315 Hwy 7 Highway Rural Pickering, Pickering, Durham, ON MLS® E13673826

Residential Freehold (Detached)

$2800000.0

1 Beds
1 Baths
1100-1500 sq-ft

PRIME 6.58-ACRE STRATEGIC LAND HOLDING IN PICKERING! Exceptional opportunity positioned directly in the path of rapid urban expansion. This massive la

35 Photos

711 Hillview Crescent, Durham, ON , MLS #E13647744 , Image - 1

711 Hillview Crescent West Shore, Pickering, Durham, ON MLS® E13647744

Residential Freehold (Detached)

$2300000.0

5 Beds
6 Baths
3500-5000 sq-ft

Brand New, Never-Been-Lived In, Gorgeous Custom-Built 3-Storey Dream Home W/ The Highest Quality Design, Finishes& Features, Complete With A Rough-In

50 Photos

732 W Shore Boulevard, Durham, ON , MLS #E13585324 , Image - 1

732 W Shore Boulevard West Shore, Pickering, Durham, ON MLS® E13585324

Residential Freehold (Detached)

$2900000.0

5 +2 Beds
5 Baths
5000 + sq-ft

Experience refined waterfront community living in this extraordinary over 6000 sq ft of living space (4844 above-ground), custom luxury residence. Sho

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3395 Pickering Uxbridge Townline, Durham, ON , MLS #E13533054 , Image - 1

3395 Pickering Uxbridge Townline Rural Pickering, Pickering, Durham, ON MLS® E13533054

Residential Freehold (Detached)

$5900000.0

4 +3 Beds
5 Baths
3500-5000 sq-ft

There are properties that impress. And there are properties that change the way you live. Set across an extraordinary 62 acres, this custom-built esta

41 Photos

1275 Wharf Street, Durham, ON , MLS #E13500404 , Image - 1

1275 Wharf Street Bay Ridges, Pickering, Durham, ON MLS® E13500404

Residential Freehold (Detached)

$2600000.0

4 Beds
3 Baths
2500-3000 sq-ft

An impressive 90 feet of private shoreline on Frenchman's Bay! This amazing property offers true direct and sheltered waterfront access a rarity anywh

40 Photos

432 Sheppard Avenue, Durham, ON , MLS #E13580966 , Image - 1

432 Sheppard Avenue Woodlands, Pickering, Durham, ON MLS® E13580966

Residential Freehold (Detached)

$2689900.0

4 +2 Beds
7 Baths
3500-5000 sq-ft

A landmark custom residence by Zippy Custom Homes, where timeless elegance, exceptional craftsmanship and contemporary design come together in one of

46 Photos

3335 Hollywood Court, Durham, ON , MLS #E13485752 , Image - 1

3335 Hollywood Court Rural Pickering, Pickering, Durham, ON MLS® E13485752

Residential Freehold (Detached)

$2800000.0

2 +3 Beds
5 Baths
2500-3000 sq-ft

Set within the prestigious Barclay Fieldstone Estates enclave, 3335 Hollywood Crt is a rare custom bungalow on approximately 1.5 acres, backing onto f

41 Photos

369 Toynevale Road, Durham, ON , MLS #E13544326 , Image - 1

369 Toynevale Road Rosebank, Pickering, Durham, ON MLS® E13544326

Residential Freehold (Detached)

$2250000.0

5 Beds
4 Baths
5000 + sq-ft

Home custom-made in 2015, Urban retreat/mins to Toronto in coveted area/walk to lake & conservation areas, parks, shopping, transit & schools/stunning

50 Photos

901 Wingarden Crescent, Durham, ON , MLS #E13531810 , Image - 1

901 Wingarden Crescent Dunbarton, Pickering, Durham, ON MLS® E13531810

Residential Freehold (Detached)

$2379000.0

4 +3 Beds
6 Baths
3500-5000 sq-ft

From the moment you step inside, you'll be impressed by the exceptional craftsmanship, luxurious finishes, and attention to detail throughout this cus

Shortlisted Properties

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Pickering, ON Luxury Homes

1515 Pickering Parkway

The Grand at Universal City

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