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East Gwillimbury, ON Luxury Homes

Showing results 1 - 29 of 29

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: September 26, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
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47 Photos
Last Updated : 1 Day 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
Open House : Sun Sep 27, 01:00 PM to 04:00 PM
1 Photos
Last Updated : 3 Days ago
58 May Avenue, York, ON
58 May Avenue Sharon, East Gwillimbury, York, ON MLS® N13739544

Residential Freehold (Detached)

$2680000.0
  • 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
Open House : Sun Sep 27, 01:00 PM to 04:00 PM
50 Photos
Last Updated : 3 Days 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 (Detached)

$3550000.0
  • 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
6 Photos
Last Updated : 4 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 : 5 Days ago
20572 Yonge Street, York, ON , MLS #N13051144 , Image - 1

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20572 Yonge Street Holland Landing, East Gwillimbury, York, ON MLS® N13051144

Residential Freehold (Detached)

$2999000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Imagine ending every day watching the sunset over the Holland River, launching your boat from your private dock, or relaxing in the hot tub after a lo
50 Photos
Last Updated : 6 Days ago
36 Maplehyrn Avenue, York, ON , MLS #N13776354 , Image - 1

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36 Maplehyrn Avenue Sharon, East Gwillimbury, York, ON MLS® N13776354

Residential Freehold (Detached)

$2382000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 36 Maplehyrn Avenue, a stunning Fifthshire-built R2000 brick bungalow set on a rare, nearly 1-acre private treed lot in the heart of Sharon
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 6 Days ago
24 Maplehyrn Avenue, York, ON , MLS #N13694900 , Image - 1

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24 Maplehyrn Avenue Sharon, East Gwillimbury, York, ON MLS® N13694900

Residential Freehold (Detached)

$2280000.0
price drop iconPrice drop by 4.5%
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Private Treed Lot (Just under One Acre) in Prestigious Sharon Hills built by Fifthshire Homes in 2001. Unique features include Steel Framed construct
50 Photos
Last Updated : 7 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
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
33 Photos
Last Updated : 10 Days ago
2881 Doane Road, York, ON , MLS #N13501336 , Image - 1

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2881 Doane Road Queensville, East Gwillimbury, York, ON MLS® N13501336

Residential Freehold (Detached)

$2300000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
10 Acres!!! Discover an exceptional stunning 4 bedroom side split home property where privacy, space, and convenience come together on a picturesque 1
39 Photos
Last Updated : 12 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
50 Photos
Last Updated : 15 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
40 Photos
Last Updated : 15 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 : 16 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
50 Photos
Last Updated : 17 Days ago
7 Maplehyrn Avenue, York, ON , MLS #N13536704 , Image - 1

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7 Maplehyrn Avenue Sharon, East Gwillimbury, York, ON MLS® N13536704

Residential Freehold (Detached)

$2398000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Fantastic lot in prestigious Sharon Hills, Approx. 1.19 Acres with South Exposure. Fully Fenced Approx. 4,800 SQFT. of luxurious living space built b
14 Photos
Last Updated : 18 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
50 Photos
Last Updated : 28 Days ago
20111 Bathurst Street E, York, ON , MLS #N13623630 , Image - 1

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20111 Bathurst Street E Holland Landing, East Gwillimbury, York, ON MLS® N13623630

Residential Freehold (Detached)

$2499000.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
An Exceptional Opportunity To Own A Luxury Custom Built Bungalow! On A Private 131' x 825' Lot Offering Approximately 2.5 Acres With Ravine View.This
50 Photos
Last Updated : 33 Days ago
3421 Cole Road, York, ON , MLS #N13506474 , Image - 1

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3421 Cole Road Queensville, East Gwillimbury, York, ON MLS® N13506474

Residential Freehold (Detached)

$2490000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
If you've been waiting for a property that offers real privacy, space for the whole family, room for all of your recreational equipment and a home bui
22 Photos
Last Updated : 37 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 : 37 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 : 47 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
9 Photos
Last Updated : 59 Days ago
19175 Ninth Line, York, ON , MLS #N12708626 , Image - 1

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19175 Ninth Line Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N12708626

Residential Freehold (Farm)

$2870000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Incredible 41-acre investment property featuring approximately 2,385 feet of frontage on Ninth Line and 2,341 feet of frontage on York/Durham Road 30
22 Photos
Last Updated : 78 Days 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
84 Photos
Last Updated : 106 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 : 114 Days ago
2768 Davis Drive, York, ON , MLS #N13240126 , Image - 1

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2768 Davis Drive Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13240126

Residential Freehold (Detached)

$3298000.0
  • 3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Rare opportunity to own a scenic 20.08-acre countryside property in sought-after East Gwillimbury. Offering approximately 4,000 sq. ft. of living spac
38 Photos
Last Updated : 126 Days ago
4244 Doane Road, York, ON , MLS #N13165422 , Image - 1

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4244 Doane Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13165422

Residential Freehold (Rural Residential)

$2699000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
You have found the perfect slice of rural life. Beautiful 3 bedroom fully finished backsplit with walkout on the lower level to patio, fenced yard and
34 Photos
Last Updated : 135 Days ago
18725 McCowan Road, York, ON , MLS #N12125429 , Image - 1

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18725 McCowan Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N12125429

Residential Freehold (Detached)

$6999000.0
price drop iconPrice drop by 21.4%
  • 7 Beds
  • 4 Baths
  • 3500-5000 sq-ft
216 ACRES ! Spectacular country farm available for sale for the first time in nearly 80 years. This farm is located within the fastest growing commu
30 Photos
Last Updated : 137 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,
14 Photos
Last Updated : 144 Days ago
21868 Woodbine Avenue, York, ON , MLS #N13073176 , Image - 1

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21868 Woodbine Avenue Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13073176

Residential Freehold (Vacant Land)

$4549000.0
exceptional opportunity to acquire a rarely offered 74-acre parcel of vacant land in east gwillimbury, ideally located on the west side of woodbine av
49 Photos
Last Updated : 190 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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