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Stouffville, Whitchurch-Stouffville, ON Luxury Homes

Showing results 1 - 16 of 16

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


Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
46 Photos
Last Updated : 2 Days ago
106 Hawthorn Avenue, York, ON , MLS #N13584964 , Image - 1
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106 Hawthorn Avenue Stouffville, Whitchurch-Stouffville, York, ON MLS® N13584964

Residential Freehold (Detached)

$2475000.0
price drop iconPrice drop by 2.9%
  • 5 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
A rare offering in the heart of the Village of Stouffville, welcome to 106 Hawthorn, a truly exceptional custom-built home set on a large mature lot a
36 Photos
Last Updated : 7 Days ago
55 Maurovista Court, York, ON , MLS #N13558364 , Image - 1

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55 Maurovista Court Stouffville, Whitchurch-Stouffville, York, ON MLS® N13558364

Residential Freehold (Detached)

$2650000.0
  • 2 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Sought after street !!! This Stunning Bungaloft with 3 car garage is situated on a quiet cul-de-sac, backing onto Conservation. A grand vaulted foye
49 Photos
Last Updated : 13 Days ago
351 South Street, York, ON , MLS #N13561542 , Image - 1

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351 South Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N13561542

Residential Freehold (Detached)

$2388880.0
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this extraordinary custom-built bungaloft offering over 6,000 sq. ft. of luxurious living space, where exceptional craftsmanship meets time
50 Photos
Last Updated : 14 Days ago
505 Aintree Drive, York, ON , MLS #N13215470 , Image - 1

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505 Aintree Drive Stouffville, Whitchurch-Stouffville, York, ON MLS® N13215470

Residential Freehold (Detached)

$2398000.0
price drop iconPrice drop by 3.6%
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 505 Aintree Dr., the perfect in-town retreat for your growing family situated on a meticulously landscaped, 0.94 acre lot in the desirable
50 Photos
Last Updated : 17 Days ago
255 Loretta Crescent, York, ON , MLS #N13610286 , Image - 1

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255 Loretta Crescent Stouffville, Whitchurch-Stouffville, York, ON MLS® N13610286

Residential Freehold (Detached)

$2550000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Discover this extraordinary custom-built brick home set on a beautifully landscaped one-acre lot in one of Stouffville's most sought-after neighbourho
49 Photos
Last Updated : 19 Days ago
3896 St John's Side Road, York, ON , MLS #N13594456 , Image - 1

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3896 St John's Side Road Stouffville, Whitchurch-Stouffville, York, ON MLS® N13594456

Residential Freehold (Detached)

$3380000.0
  • 3 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Rare Opportunity To Own A Spectacular Raised Bungalow Situated On A Prestigious 10-Acre Estate Offering Approximately 4,434 Sq. Ft. Of Finished Living
43 Photos
Last Updated : 26 Days ago
124 William Street, York, ON , MLS #N13580500 , Image - 1

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124 William Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N13580500

Residential Freehold (Detached)

$2429990.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Nestled on Tranquil William St., in the Heart of Stouffville, this Brand New Brick and Stone Residence, built by Fairgate, offers exceptional family
44 Photos
Last Updated : 29 Days ago
19 Glenhill Trail, York, ON , MLS #N13212130 , Image - 1

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19 Glenhill Trail Stouffville, Whitchurch-Stouffville, York, ON MLS® N13212130

Residential Freehold (Detached)

$3160000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
*19 GLENHILL TRAIL* CUSTOM ESTATE | 8,000+ SQ FT TOTAL (MPAC) | PRIVATE LOFT SUITE | WALK-OUT LOWER LEVEL | 2.02 ACRES [HOUSE] Architecturally De
20 Photos
Last Updated : 38 Days ago
5387 Main Street, York, ON , MLS #N13151588 , Image - 1

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5387 Main Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N13151588

Residential Freehold (Detached)

$3999900.0
  • 2000-2500 sq-ft
Prime development opportunity in a premium location at the northeast corner of Main Street and Highway 48, at the gateway to Whitchurch-Stouffville. S
24 Photos
Last Updated : 39 Days ago
38 Chasmer Court, York, ON , MLS #N13524828 , Image - 1

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38 Chasmer Court Stouffville, Whitchurch-Stouffville, York, ON MLS® N13524828

Residential Freehold (Detached)

$2328000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome home! Spacious and Bright Corner Lot House in the heart of Upper Stouffville awaiting for your discovery. 2 year new with Total 4,147sf above
43 Photos
Last Updated : 43 Days ago
132 William Street, York, ON , MLS #N13176260 , Image - 1

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132 William Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N13176260

Residential Freehold (Detached)

$2199990.0
  • 4 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional, newly built Fairgate Home nestled in one of Stouffville's most desirable, established, and private courts on a 49' x 128
50 Photos
Last Updated : 48 Days ago
42 Somerville Street, York, ON , MLS #N12946222 , Image - 1

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42 Somerville Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N12946222

Residential Freehold (Detached)

$3828000.0
  • 9 Beds
  • 7 Baths
  • 5000 + sq-ft
Multi-unit building in Downtown Stouffville. Unique property. 10 year new totally re-built with highest quality French Chateau Style Luxury Building w
36 Photos
Last Updated : 50 Days ago
106 Maytree Avenue, York, ON , MLS #N13464894 , Image - 1

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106 Maytree Avenue Stouffville, Whitchurch-Stouffville, York, ON MLS® N13464894

Residential Freehold (Detached)

$2579500.0
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Spectacular 4 Years New Custom-Built Stone & Brick Residence Set on a Premium 60 Foot Wide Lot in the Heart of Stouffville. With Approximately 6,200 S
3 Photos
Last Updated : 61 Days ago
10 Mccowan Lane, York, ON , MLS #N13441036 , Image - 1
10 Mccowan Lane Stouffville, Whitchurch-Stouffville, York, ON MLS® N13441036

Residential Freehold (Vacant Land)

$2988000.0
Rare opportunity to own an extraordinary 8.08-acre estate property in prestigious Whitchurch-Stouffville. Featuring approximately 141 ft frontage and
48 Photos
Last Updated : 106 Days ago
517 Aintree Drive, York, ON , MLS #N13060936 , Image - 1

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517 Aintree Drive Stouffville, Whitchurch-Stouffville, York, ON MLS® N13060936

Residential Freehold (Detached)

$2499000.0
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Your search for a fully renovated home with a large yard in a desirable Whitchurch-Stouffville neighborhood ends here! This magnificent 2-storey detac
36 Photos
Last Updated : 107 Days ago
557 Aintree Drive, York, ON , MLS #N13048678 , Image - 1

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557 Aintree Drive Stouffville, Whitchurch-Stouffville, York, ON MLS® N13048678

Residential Freehold (Detached)

$3899000.0
  • 4 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Stunning 4,727 sq ft home by Vissa Homes with quality upgrades and workmanship! Over 7,000 sq ft finished living space. Nestled on 3/4 acre manicured
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