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Whitchurch-Stouffville, ON Luxury Homes

Showing results 1 - 30 of 33

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


Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
44 Photos
Last Updated : 1 Day ago
12068 Mccowan Road, York, ON , MLS #N12601754 , Image - 1
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12068 Mccowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12601754

Residential Freehold (Detached)

$11888000.0
  • 8 Beds
  • 10 Baths
  • 5000 + sq-ft
Iconic Masterpiece Ready for Your Vision. An extraordinary opportunity awaits on this sprawling 48.4-acre property to a partially built, 20,000 sq ft
50 Photos
Last Updated : 1 Day ago
11 Loggers Trail, York, ON , MLS #N12345127 , Image - 1

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11 Loggers Trail Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12345127

Residential Freehold (Detached)

$2599200.0
price drop iconPrice drop by 5.0%
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Opportunity Knocks! This Beautiful Custom Home Is Nestled On A Private 1.98 Acre Lot With Over 300 Ft Of Frontage Surrounded By Picturesque Mature Tre
48 Photos
Last Updated : 1 Day ago
4282 Vivian Road, York, ON , MLS #N12319297 , Image - 1

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4282 Vivian Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12319297

Residential Freehold (Detached)

$2499900.0
  • 4 +2 Beds
  • 3 Baths
  • 5000 + sq-ft
Nestled and tucked away, this 5 acre estate home is over 5000 sq feet and surely to impress. Complete privacy invites you to feel like you are away at
38 Photos
Last Updated : 2 Days ago
92 Lloyd Street, York, ON , MLS #N12495570 , Image - 1

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92 Lloyd Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N12495570

Residential Freehold (Detached)

$2150000.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This Stunning 2024 Custom-Built Home In Whitchurch-Stouffville Features 4 Bedrooms And 4 Bathrooms, With 3,400SF Of Above-Ground Finished Area And Per
50 Photos
Last Updated : 3 Days ago
15 Pine Vista Avenue, York, ON , MLS #N12594254 , Image - 1

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15 Pine Vista Avenue Ballantrae, Whitchurch-Stouffville, York, ON MLS® N12594254

Residential Freehold (Detached)

$3499000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Sophisticated Custom Home Masterfully Crafted In 2013, Elegantly Designed & Quietly Located in Best part of Ballantrae Community in Whitchurch Stouffv
50 Photos
Last Updated : 7 Days ago
14401 Warden Avenue, York, ON , MLS #N12482361 , Image - 1

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14401 Warden Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12482361

Residential Freehold (Detached)

$2100000.0
price drop iconPrice drop by 8.7%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Your once-in-a-lifetime opportunity to own a breathtaking 10-acre sanctuary in a coveted location- offered for the first time in over 50 years. Only50
50 Photos
Last Updated : 21 Days ago
3 Earl Cook Drive, York, ON , MLS #N12535744 , Image - 1

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3 Earl Cook Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12535744

Residential Freehold (Detached)

$3850000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome home to this stunning Executive estate! Spanning 4,926 square feet of sheer luxury, this home is meticulously handcrafted with curated, high-e
40 Photos
Last Updated : 21 Days ago
66 Sam Davis Court, York, ON , MLS #N12543690 , Image - 1

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66 Sam Davis Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12543690

Residential Freehold (Detached)

$3280000.0
  • 6 Beds
  • 7 Baths
  • 5000 + sq-ft
Spectacular-A True Castle-Inspired Masterpiece On Over 1 Acre! Situated on a premium 133Ft x 324Ft estate lot at the end of a quiet cul-de-sac, this r
50 Photos
Last Updated : 24 Days ago
23 Forfardale Road, York, ON , MLS #N12485472 , Image - 1

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23 Forfardale Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12485472

Residential Freehold (Detached)

$2189000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
The Best of Both Worlds Serene Country Living Just Minutes from the City. This immaculate Tudor-style estate sits on a fully fenced 1.46-acre pie-shap
2 Photos
Last Updated : 31 Days ago
14547 Highway 48 N/A, York, ON , MLS #N12106256 , Image - 1
14547 Highway 48 N/A Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12106256

Residential Freehold (Detached)

$3999000.0
price drop iconPrice drop by 60.0%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Excellent opportunity to acquire approximately 93 acres of prime real estate situated along the highly trafficked Highway 48 in Stouffville. The prope
50 Photos
Last Updated : 31 Days ago
16262 Mccowan Road, York, ON , MLS #N12465922 , Image - 1

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16262 Mccowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12465922

Residential Freehold (Detached)

$2499900.0
  • 6 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
Discover this unique and spacious 5-bedroom, 5 Bath home designed for multi-generational living (5,475 sq. ft.) featuring 5 acres mixed forested land.
38 Photos
Last Updated : 31 Days ago
3225 Davis Drive, York, ON , MLS #N12504694 , Image - 1

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3225 Davis Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12504694

Residential Freehold (Detached)

$5100000.0
  • 5 +1 Beds
  • 8 Baths
  • 5000 + sq-ft
Privacy and nature lovers, this French-inspired masterpiece is built on 24 acres of lush, forested land. A paved, illuminated driveway lined with 16 l
40 Photos
Last Updated : 32 Days ago
7 Maple View Lane, York, ON , MLS #N12502484 , Image - 1

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7 Maple View Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12502484

Residential Freehold (Detached)

$2280000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
A Rare Find! This Custom-Built Victorian-Style Home Is Located In A Prestigious Golf Course Community With No Maintenance Fees. Surrounded By Private
37 Photos
Last Updated : 33 Days ago
41 Greenvalley Circle, York, ON , MLS #N12420579 , Image - 1

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41 Greenvalley Circle Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12420579

Residential Freehold (Detached)

$3880000.0
  • 4 +2 Beds
  • 6 Baths
  • 5000 + sq-ft
Welcome to 41 Greenvalley Circle, a Georgian-style estate of rare distinction set on 1.5 acres with South facing views in the prestigious Trail of the
50 Photos
Last Updated : 35 Days ago
61 SHERRICK Drive, York, ON , MLS #N12494866 , Image - 1

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61 SHERRICK Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12494866

Residential Freehold (Detached)

$3280000.0
  • 5 +1 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Stunning ravine estate in prestigious Bethesda Estates! Set on a landscaped 1.04-acre lot, this 5+1 bed, 7-bath home features a circular drive, resurf
24 Photos
Last Updated : 36 Days ago
79 Green Gables Crescent, York, ON , MLS #N12184416 , Image - 1

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79 Green Gables Crescent Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12184416

Residential Freehold (Detached)

$3490000.0
  • 7 Beds
  • 6 Baths
  • 5000 + sq-ft
~SALE BY BUILDER~ Fantastic & Rare Opportunity To Own A Brand New Custom Built Mansion by Firstview Homes (6154 Sq/Ft) On 3/4 Acre R-A-V-I-N-E Lot (13
48 Photos
Last Updated : 37 Days ago
43 Ogden Crescent, York, ON , MLS #N12081745 , Image - 1

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43 Ogden Crescent Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12081745

Residential Freehold (Detached)

$4350000.0
  • 4 +1 Beds
  • 8 Baths
  • 5000 + sq-ft
Absolutely breathtaking modern estate on 2 acres! Meticulous maintained stone, stucco and cedar exterior with professionally landscaped gardens, outdo
37 Photos
Last Updated : 40 Days ago
15 Skyridge Court, York, ON , MLS #N12467109 , Image - 1

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15 Skyridge Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12467109

Residential Freehold (Detached)

$2799000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
15 Skyridge Crt Offering 5 Acres | Approximately 7,000 Sq Ft Total | Mature Forest | Stream | & a Premium Location. Just Minutes from Highway 404, To
39 Photos
Last Updated : 43 Days ago
3536 Bloomington Road, York, ON , MLS #N12198708 , Image - 1

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3536 Bloomington Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12198708

Residential Freehold (Detached)

$4550000.0
  • 3 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Breathtaking approximate 30 acre property with your own private approx. 6 acre kettle lake! Spectacular combination of hills, forests, areas of cleare
25 Photos
Last Updated : 44 Days ago
6523 Bloomington Road, York, ON , MLS #N11983951 , Image - 1

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6523 Bloomington Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N11983951

Residential Freehold (Vacant Land)

$3799000.0
  • < 700 sq-ft
This VACANT Lot has 853 ft of premium wide frontage with incredible sunset views! This lot islocated in an area near many multi-million dollar Estates
29 Photos
Last Updated : 46 Days ago
19 Wolf Run Court, York, ON , MLS #N12469267 , Image - 1

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19 Wolf Run Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12469267

Residential Freehold (Detached)

$5900000.0
  • 4 +1 Beds
  • 5 Baths
  • 5000 + sq-ft
Stunning 7200Sf Luxurious Estate in The Prestige Trail of The Woods, Ultimate Luxury & Privacy, On A Quiet Cul-De-Sac, Surrounded By Trees, Enough Spa
45 Photos
Last Updated : 49 Days ago
3957 Bethesda Road, York, ON , MLS #N12465409 , Image - 1

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3957 Bethesda Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12465409

Residential Freehold (Detached)

$5159000.0
  • 5 Beds
  • 6 Baths
  • 5000 + sq-ft
Welcome To 3957 Bethesda. This Spectacular Custom Build 5 Bedroom Bungalow. Nestled On A 10 Acre Mature Lot With Wonderful Green Park Views. One Of A
50 Photos
Last Updated : 50 Days ago
6468 Bethesda Road E, York, ON , MLS #N12426013 , Image - 1

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6468 Bethesda Road E Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12426013

Residential Freehold (Detached)

$8900000.0
  • 4 +1 Beds
  • 8 Baths
  • 5000 + sq-ft
Welcome to an extraordinary residence where timeless elegance meets contemporary design. Nestled on a gated 10-acre estate, this architectural gem spa
8 Photos
Last Updated : 51 Days ago
5096 Bloomington Road, York, ON , MLS #N12107737 , Image - 1

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5096 Bloomington Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12107737

Residential Freehold (Farm)

$3998500.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Beautiful more than 33 acres with detached house, be able to see Downtown Toronto night lights, non-farm residence with portion being farmed, one of
50 Photos
Last Updated : 56 Days ago
13969 Kennedy Road, York, ON , MLS #N12456778 , Image - 1

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13969 Kennedy Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12456778

Residential Freehold (Detached)

$9300000.0
  • 4 +5 Beds
  • 8 Baths
  • 3500-5000 sq-ft
Rare 45.42-Acre Property in Prime Stouffville Location. Endless Potential! Welcome to 13969 Kennedy Rd, a unique opportunity to own over 45 acres of f
50 Photos
Last Updated : 56 Days ago
4448 Jesse Thomson Road, York, ON , MLS #N12449239 , Image - 1

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4448 Jesse Thomson Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12449239

Residential Freehold (Detached)

$3588000.0
  • 5 +2 Beds
  • 7 Baths
  • 5000 + sq-ft
A Golden Opportunity Knocks! Welcome to this Exquisite Contemporary Custom Estate Home, privately nestled on just under 5 acres with 319 of frontage,
50 Photos
Last Updated : 62 Days ago
45 McMullen Drive, York, ON , MLS #N12443959 , Image - 1

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45 McMullen Drive Ballantrae, Whitchurch-Stouffville, York, ON MLS® N12443959

Residential Freehold (Detached)

$2199000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to a stylish and meticulously maintained 2568sf bungalow with cathedral ceiling grand dining room, approximately 3/4 acre lusciously landscape
40 Photos
Last Updated : 69 Days ago
10 William Andrew Avenue, York, ON , MLS #N12007830 , Image - 1

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10 William Andrew Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12007830

Residential Freehold (Detached)

$3450000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
40 Minutes Away From Toronto, Away From The Hustle And Bustle, Enjoy This Rare Timber Cottage Of Almost 5500 Sq Ft Resort Living Space Every day. The
33 Photos
Last Updated : 73 Days ago
22 Ratcliff Road, York, ON , MLS #N12145959 , Image - 1

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22 Ratcliff Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12145959

Residential Freehold (Detached)

$2900000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Exclusive Bethesda Estate location Approx. 7.62 private scenic acres boasts a 3.5acres of pond. Solid multi level 4 bedrooms home. Spacious rooms with
1 Photos
Last Updated : 73 Days ago
3932 St John Side Road, York, ON
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