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East Gwillimbury, ON Luxury Homes

Showing results 1 - 24 of 24

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


Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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50 Photos
Last Updated : 22 Hours ago
24 Maplehyrn Avenue, York, ON , MLS #N14165598 , Image - 1
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24 Maplehyrn Avenue Sharon, East Gwillimbury, York, ON MLS® N14165598

Residential Freehold (Detached)

$2199000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Exceptional steel-framed bungalow with a 3-car garage in sought-after Sharon Village neighbourhood * Grand Foyer with a 15-foot ceiling opens to a spa
Open House : Sat Nov 14, 02:00 PM to 04:00 PM
22 Photos
Last Updated : 1 Day ago
22413 Woodbine Avenue, York, ON , MLS #N13487994 , Image - 1

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22413 Woodbine Avenue Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13487994

Residential Freehold (Vacant Land)

$3450000.0
*22413 & 22487 WOODBINE AVE FOR SALE* This is your opportunity to own a 99 acre parcel of vacant land, located just south of the Keswick Municipal bou
50 Photos
Last Updated : 1 Day ago
2875 Holborn Road, York, ON , MLS #N13815386 , Image - 1

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2875 Holborn Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13815386

Residential Freehold (Duplex)

$3150000.0
price drop iconPrice drop by 11.3%
  • 2 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Spectacular Custom Country Estate Set On A Productive Farm With 858.85 Feet Of Frontage, Just Minutes From The 404 & Bradford Extension, & Approximate
11 Photos
Last Updated : 2 Days ago
682 Holborn Road, York, ON , MLS #N14161494 , Image - 1

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682 Holborn Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N14161494

Residential Freehold (Rural Residential)

$4500000.0
  • 3 Beds
  • 6 Baths
  • 1100-1500 sq-ft
25-ACRE LAND INVESTMENT OPPORTUNITY IN EAST GWILLIMBURY. Positioned at the corner of Holborn Road and 2nd Concession, this is an opportunity to secure
47 Photos
Last Updated : 4 Days ago
18381 McCowan Road, York, ON , MLS #N13666808 , Image - 1

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18381 McCowan Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13666808

Residential Freehold (Detached)

$2000000.0
  • 2 +2 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Situated On Nearly 5 Acres of Private Wooded Landscape, This Impressive 4 Bedroom Bungalow Offers Over 6,000 Sqft of Total Living Space, Full Walk-Out
47 Photos
Last Updated : 5 Days ago
21152 Kennedy Road, York, ON , MLS #N14147158 , Image - 1

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21152 Kennedy Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N14147158

Residential Freehold (Detached)

$2449000.0
  • 3 +3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Private 50+ acre equestrian estate on Kennedy Road with 675 ft of frontage, set well back from the road. Purpose-built for horses and riders: a 16,800
1 Photos
Last Updated : 7 Days ago
58 May Avenue, York, ON
58 May Avenue Sharon, East Gwillimbury, York, ON MLS® N14098758

Residential Freehold (Detached)

$2490000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Experience Luxury Living In This Spectacular, Custom-Built 4-Car Garage Home On A Massive 75 X 200 Ft Lot! Nestled On A Quiet, Tree-Lined Street, The
16 Photos
Last Updated : 14 Days ago
4219 Mount Albert Road, York, ON , MLS #N14119728 , Image - 1

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4219 Mount Albert Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N14119728

Residential Freehold (Vacant Land)

$3650000.0
  • 2500-3000 sq-ft
A rare and picturesque rural investment opportunity featuring a charming 1.5-storey farmhouse, four barns & storage outbuildings.The property is acces
50 Photos
Last Updated : 19 Days ago
6 Callwood Court, York, ON , MLS #N13838132 , Image - 1

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6 Callwood Court Sharon, East Gwillimbury, York, ON MLS® N13838132

Residential Freehold (Detached)

$2299000.0
  • 3 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome To This Exceptional Country Estate In East Gwillimbury, Set On Approximately 1.32 Acres In A Peaceful Cul-De-Sac-Style Setting With Exceptiona
50 Photos
Last Updated : 19 Days ago
5 River Stone Court, York, ON , MLS #N13858054 , Image - 1

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5 River Stone Court Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13858054

Residential Freehold (Detached)

$4188800.0
  • 3 +3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
*Virtual Tour Available* Exceptional Urban Cottage Living on a Private 2-Acre Estate! This distinctive luxury bungalow offers over 6,000 sq ft of livi
30 Photos
Last Updated : 20 Days ago
17835 McCowan Road, York, ON , MLS #N13115986 , Image - 1

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17835 McCowan Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13115986

Residential Freehold (Rural Residential)

$4189000.0
  • 7 Beds
  • 4 Baths
  • 3000-3500 sq-ft
120 acres Prime Estate. Total Privacy and Pristine Forest. Iwo Spring fed Ponds with Year-round Flow. 5+ km Forest Trails with Cedar, Red Pine. Maple,
50 Photos
Last Updated : 26 Days ago
166 Hillcrest Drive, York, ON , MLS #N13805592 , Image - 1

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166 Hillcrest Drive Holland Landing, East Gwillimbury, York, ON MLS® N13805592

Residential Freehold (Detached)

$2100000.0
  • 3 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 166 Hillcrest Drive, a magnificent executive residence situated on a premium estate lot in one of East Gwillimbury's most exclusive and tig
50 Photos
Last Updated : 34 Days ago
3 Mary Willson Court, York, ON , MLS #N13773182 , Image - 1

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3 Mary Willson Court Sharon, East Gwillimbury, York, ON MLS® N13773182

Residential Freehold (Detached)

$2799000.0
  • 7 Beds
  • 9 Baths
  • 5000 + sq-ft
Experience ultimate luxury and bespoke design at 3 Mary Willson Crt, a truly one-of-a-kind custom estate located on a private and quiet cul-de-sac, of
6 Photos
Last Updated : 37 Days ago
22334 Woodbine Avenue, York, ON , MLS #N13811736 , Image - 1

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22334 Woodbine Avenue Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13811736

Residential Freehold (Detached)

$3999999.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Rare opportunity to acquire an exceptional 17.59-acre parcel in high-growth East Gwillimbury, located just south of the Highway 404 extension and Rave
48 Photos
Last Updated : 39 Days ago
2477 Hornes Road, York, ON , MLS #N13852652 , Image - 1

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2477 Hornes Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13852652

Residential Freehold (Detached)

$2380000.0
  • 5 Beds
  • 3 Baths
  • 5000 + sq-ft
A Romantic Tree-Lined Winding Driveway Leads To This Sensational Estate Known As Queensville Estate Situated on 10-Acre Picturesque Land. This Archite
39 Photos
Last Updated : 57 Days ago
18865 Kennedy Road, York, ON , MLS #N13779682 , Image - 1

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18865 Kennedy Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13779682

Residential Freehold (Detached)

$3649000.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This Beautiful Sun-Filled Custom Built Walk-Out Bungalow Is A Must See! Superior Construction 5700 Sq. Ft Of Living Space, Fabulous Open Concept With
40 Photos
Last Updated : 60 Days ago
108 Silk Twist Drive, York, ON , MLS #N13772206 , Image - 1

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108 Silk Twist Drive Holland Landing, East Gwillimbury, York, ON MLS® N13772206

Residential Freehold (Detached)

$2300000.0
  • 5 Beds
  • 6 Baths
  • 5000 + sq-ft
Executive approx. 5,300 Sq Ft Masterpiece on a Premium 60x150 Ft Lot backing onto mature trees in Holland Landing! Welcome to 108 Silk Twist Drive - a
43 Photos
Last Updated : 61 Days ago
253 Morning Side Road, York, ON , MLS #N13767718 , Image - 1

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253 Morning Side Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13767718

Residential Freehold (Detached)

$5000000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
An exceptional opportunity to invest in the future with this rare 10 acre parcel located in a prime growth corridor of East Gwillimbury! This property
14 Photos
Last Updated : 63 Days ago
4219 Mt. Albert Road, York, ON , MLS #N13753184 , Image - 1

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4219 Mt. Albert Road Mt Albert, East Gwillimbury, York, ON MLS® N13753184

Residential Freehold (Rural Residential)

$3600000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
A rare and picturesque rural investment opportunity featuring a charming 1.5-storey farmhouse, four barns & storage outbuildings. The property is acce
22 Photos
Last Updated : 82 Days ago
2978 Holborn Road, York, ON , MLS #N13535318 , Image - 1

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2978 Holborn Road Queensville, East Gwillimbury, York, ON MLS® N13535318

Residential Freehold (Farm)

$3999000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
An incredible chance for business-minded individuals seeking to reside and run their enterprise on approximate 18 acres of land. The property features
47 Photos
Last Updated : 82 Days ago
23 Fairbairn Gate, York, ON , MLS #N13248564 , Image - 1

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23 Fairbairn Gate Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13248564

Residential Freehold (Detached)

$2698000.0
price drop iconPrice drop by 3.6%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Spectacular Custom Open Concept Bungalow (Aprox. 20 year old) Aprox. 5,600 sqft. of Luxurious Living Space Situated on quiet Court & on South facing A
3 Photos
Last Updated : 92 Days ago
18823 Old Yonge Street, York, ON , MLS #N13658310 , Image - 1
18823 Old Yonge Street Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13658310

Residential Freehold (Vacant Land)

$5900000.0
Located within the newly adopted Official Plan approved on July 23, 2026, this exceptional opportunity offers approximately32 acres of land in the rap
84 Photos
Last Updated : 152 Days ago
535 Doane Road, York, ON , MLS #N13434472 , Image - 1

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535 Doane Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13434472

Residential Freehold (Detached)

$2488888.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this exceptional 2-acre estate property (200' x 435.6'), offering the perfect blend of luxury, privacy, and future potential. This beautifu
49 Photos
Last Updated : 235 Days ago
21940 Mccowan Road, York, ON , MLS #N12903242 , Image - 1

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21940 Mccowan Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N12903242

Residential Freehold (Detached)

$2999000.0
  • 6 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to a world of luxury and serenity on 37 acres of beautifully treed land, offering privacy, flexibility, and refined living. With over 4500 sqf
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