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Islington Woods, Vaughan, ON Luxury Homes

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

Last Updated: November 10, 2026

43 Photos

58 Pennycross Court, York, ON , MLS #N14166702 , Image - 1

58 Pennycross Court Islington Woods, Vaughan, York, ON MLS® N14166702

Residential Freehold (Detached)

$2598999.0

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

Welcome to 58 Pennycross Court, an exceptional fully renovated residence nestled on a quiet court in the prestigious Islington Woods community. Offeri

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

49 Photos

71 Dorengate Drive, York, ON , MLS #N14127708 , Image - 1

71 Dorengate Drive Islington Woods, Vaughan, York, ON MLS® N14127708

Residential Freehold (Detached)

$2349000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 71 Dorengate Drive, a completely renovated luxury residence backing onto a private ravine in one of Vaughan's most desirable neighbourhoods

Open House : Sun Nov 15, 02:00 PM to 04:00 PM

50 Photos

106 Davidson Drive, York, ON , MLS #N14079832 , Image - 1

106 Davidson Drive Islington Woods, Vaughan, York, ON MLS® N14079832

Residential Freehold (Detached)

$5888000.0

4 Beds
6 Baths
5000 + sq-ft

Welcome To The Davidson Estate. European Elegance. Exceptional Light. Inspired Living. An Exceptional Custom-Built Residence With Beautifully Detailed

50 Photos

98 Cairnburg Place, York, ON , MLS #N13846192 , Image - 1

98 Cairnburg Place Islington Woods, Vaughan, York, ON MLS® N13846192

Residential Freehold (Detached)

$2388000.0

Price drop by 2.5%

4 Beds
4 Baths
3500-5000 sq-ft

Welcome to 98 Cairnburg Place, a truly special and one-of-a-kind home in the heart of Islington Woods. Come experience all that this home has to offer

41 Photos

21 Waymar Heights Boulevard, York, ON , MLS #N14143328 , Image - 1

21 Waymar Heights Boulevard Islington Woods, Vaughan, York, ON MLS® N14143328

Residential Freehold (Detached)

$4998000.0

5 +1 Beds
9 Baths
5000 + sq-ft

Welcome to 21 Waymar Heights,Excellent Location where modern architecture meets exceptional luxury.Located in one of Vaughan's most prestigious neighb

48 Photos

93 Longview Crescent, York, ON , MLS #N13491614 , Image - 1

93 Longview Crescent Islington Woods, Vaughan, York, ON MLS® N13491614

Residential Freehold (Detached)

$3388000.0

Price drop by 10.6%

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

Above grade square footage is 4621. Architecturally striking luxury residence on a ravine lot backing toward the Humber River. Designed w/ meticulous

49 Photos

101 Longview Crescent, York, ON , MLS #N13767546 , Image - 1

101 Longview Crescent Islington Woods, Vaughan, York, ON MLS® N13767546

Residential Freehold (Detached)

$3888000.0

4 +1 Beds
7 Baths
5000 + sq-ft

There Are Homes You Admire, And Then There Are Homes You Remember. This Award-Winning Home Designed By The Renowned Fleur-De-Lis Design Firm & Feature

50 Photos

187 Davidson Drive, York, ON , MLS #N13688620 , Image - 1

187 Davidson Drive Islington Woods, Vaughan, York, ON MLS® N13688620

Residential Freehold (Detached)

$6999000.0

Price drop by 6.7%

5 +1 Beds
8 Baths
5000 + sq-ft

Spectacular custom-built French Château estate, majestically situated on one of the highest points in Woodbridge. This exceptional handcrafted stone r

50 Photos

36 Waymar Heights Boulevard, York, ON , MLS #N13740124 , Image - 1

36 Waymar Heights Boulevard Islington Woods, Vaughan, York, ON MLS® N13740124

Residential Freehold (Detached)

$7188000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Welcome to this breathtaking French chateau-inspired residence in the heart of Woodbridge, where timeless European elegance meets modern luxury. Set o

47 Photos

43 Carstad Crescent, York, ON , MLS #N12782168 , Image - 1

43 Carstad Crescent Islington Woods, Vaughan, York, ON MLS® N12782168

Residential Freehold (Detached)

$2499999.0

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

This beautifully customized residence offers outstanding curb appeal, highlighted by a gorgeous new front door and a widened 6-car driveway leading to

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Islington Woods, Vaughan, ON Luxury Homes

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