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Whitby, ON Luxury Homes

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With Square Yards Canada, you can find your dream luxury homes for sale in Whitby. 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 Whitby

Last Updated: August 12, 2026

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153 Elizabeth Crescent N, Durham, ON , MLS #E13632490 , Image - 1

153 Elizabeth Crescent N Blue Grass Meadows, Whitby, Durham, ON MLS® E13632490

Residential Freehold (Detached)

$2850000.0

5 +1 Beds
5 Baths
2500-3000 sq-ft

Beautifully situated in Whitby's sought-after Blue Grass Meadows community, this brand-new custom home by award-winning builder, Desousa Homes Inc. of

50 Photos

19 Wilson House Drive, Durham, ON , MLS #E13659920 , Image - 1

19 Wilson House Drive Rural Whitby, Whitby, Durham, ON MLS® E13659920

Residential Freehold (Detached)

$2100000.0

5 Beds
5 Baths
2500-3000 sq-ft

Welcome to an exceptional custom-built bungalow by Andelwood Homes, set within the prestigious Chateaus of Wilson House Drive in the quiet hamlet of A

32 Photos

365 Townline Road W, Durham, ON , MLS #E13644832 , Image - 1

365 Townline Road W Rural Whitby, Whitby, Durham, ON MLS® E13644832

Residential Freehold (Detached)

$2289900.0

4 Beds
4 Baths
2000-2500 sq-ft

Views of the park-like 10+ acre lot from every room of this updated family home in picturesque Ashburn! Enjoy the tranquil, private setting just minut

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680 Winchester Road W, Durham, ON , MLS #E12915192 , Image - 1

680 Winchester Road W Rural Whitby, Whitby, Durham, ON MLS® E12915192

Residential Freehold (Detached)

$2950000.0

Price drop by 9.2%

4 Beds
3 Baths
1500-2000 sq-ft

Location/Location/Location. At the crossroads of Country Lane and Highway 7, this stunning 11.82 acre farm offers a ready-to-move-in house or the perf

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39 Glengowan Street, Durham, ON , MLS #E13639882 , Image - 1

39 Glengowan Street Taunton North, Whitby, Durham, ON MLS® E13639882

Residential Freehold (Detached)

$2099900.0

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

A striking expression of modern luxury, this architecturally refined residence offers over 3,517 sq. ft. above grade with a seamless blend of bespoke

49 Photos

7 Woodington Court, Durham, ON , MLS #E13633596 , Image - 1

7 Woodington Court Brooklin, Whitby, Durham, ON MLS® E13633596

Residential Freehold (Detached)

$2450000.0

5 Beds
5 Baths
3500-5000 sq-ft

Rarely offered in the prestigious Chateaus of Woodington, this exceptional custom-built Royale model is perfectly positioned on one of the area's most

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51 Gloria Crescent, Durham, ON , MLS #E13610930 , Image - 1

51 Gloria Crescent Williamsburg, Whitby, Durham, ON MLS® E13610930

Residential Freehold (Detached)

$2259900.0

3 +2 Beds
5 Baths
1500-2000 sq-ft

Welcome to 51 Gloria Cres, a custom-built bungalow on a 39 x 184 ft lot in the prestigious Williamsburg community. Step inside and feel at home right

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1045 Brawley Road W, Durham, ON , MLS #E13584304 , Image - 1

1045 Brawley Road W Rural Whitby, Whitby, Durham, ON MLS® E13584304

Residential Freehold (Detached)

$3488888.0

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

Welcome Home! This Custom-Built Open Concept Country Estate Bungalow By Corvinelli is Situated in Ashburn on a 10 Acre Lot Steps from Lakeridge Golf C

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82 Bridlewood Boulevard, Durham, ON , MLS #E13563858 , Image - 1

82 Bridlewood Boulevard Rolling Acres, Whitby, Durham, ON MLS® E13563858

Residential Freehold (Detached)

$2149000.0

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

Welcome to 82 Bridlewood Boulevard, a stunning custom-built Delta-Rae home where luxury, craftsmanship, and design come together seamlessly. Offering

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6680 Coronation Road, Durham, ON , MLS #E13233674 , Image - 1

6680 Coronation Road Rural Whitby, Whitby, Durham, ON MLS® E13233674

Residential Freehold (Detached)

$4688000.0

5 +3 Beds
7 Baths
5000 + sq-ft

Magnificent Mansion on the Hill. Views for miles - brand new elegant never lived-in just under 6,500sqft specular mansion on 3.6+acres. Not only is th

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7925 Cedarbrook Trail, Durham, ON , MLS #E13537286 , Image - 1

7925 Cedarbrook Trail Rural Whitby, Whitby, Durham, ON MLS® E13537286

Residential Freehold (Rural Residential)

$2875000.0

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

Extraordinary French-inspired country estate set on approximately 10 private acres in Rural Whitby, just minutes to downtown Brooklin, Highways 412 &

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65 Preservation Place, Durham, ON , MLS #E11995895 , Image - 1

65 Preservation Place Williamsburg, Whitby, Durham, ON MLS® E11995895

Residential Freehold (Detached)

$2199000.0

Price drop by 15.4%

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

Welcome to 65 Preservation Place. This 4,442 Sq. Ft Executive Home Sits On A 69x180 ft Lot Located In The Prestigious Williamsburg Community And Built

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1370 Brawley Road W, Durham, ON , MLS #E13511656 , Image - 1

1370 Brawley Road W Rural Whitby, Whitby, Durham, ON MLS® E13511656

Residential Freehold (Farm)

$4500000.0

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

Approx 48 Acre landholding in rural Whitby. Agricultural property with existing residence situated along the Brawly Rd W corridor. Strategic location

42 Photos

15 Shepherd Road, Durham, ON , MLS #E13020368 , Image - 1

15 Shepherd Road Rural Whitby, Whitby, Durham, ON MLS® E13020368

Residential Freehold (Detached)

$2647000.0

4 +3 Beds
7 Baths
3000-3500 sq-ft

Macedonian Village Opportunity - Bungalow Living on a Premium Conservation Lot, this custom-built bungalow offers exceptional space, privacy, and long

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10 Philips Road, Durham, ON , MLS #E13020390 , Image - 1

10 Philips Road Rural Whitby, Whitby, Durham, ON MLS® E13020390

Residential Freehold (Detached)

$3347000.0

5 Beds
5 Baths
3500-5000 sq-ft

Luxury Estate Bungaloft in Macedonian Village | Brand New with Tarion Warranty. Welcome to 10 Phillips Road, a rare opportunity to own a brand-new cus

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805-807 Athol Street, Durham, ON , MLS #E12901986 , Image - 1

805-807 Athol Street Downtown Whitby, Whitby, Durham, ON MLS® E12901986

Residential Freehold (Vacant Land)

$2179000.0

Calling all developers, builders, and investors! PREMIUM DEVELOPMENT SITE! Buttoned down and permit ready to be built on. All lots are completely read

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