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Whitchurch-Stouffville, ON Luxury Homes

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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: September 26, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 15 Hours ago
2 Earl Cook Drive, York, ON , MLS #N13655422 , Image - 1
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2 Earl Cook Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13655422

Residential Freehold (Detached)

$2699000.0
price drop iconPrice drop by 18.0%
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome To This Architecturally Stunning Estate, Ideally Situated On A Premium Quiet Cul-De-Sac. Exceptional Living On A Sprawling 2-Acre Lot Backing
50 Photos
Last Updated : 23 Hours ago
63 Market Street, York, ON , MLS #N13829438 , Image - 1

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63 Market Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N13829438

Residential Freehold (Detached)

$2498000.0
  • 6 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
A truly one-of-a-kind custom home where timeless design and exceptional craftsmanship come together. Offering approx. 5,000 sq. ft. of finished living
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 1 Day ago
8 Kingstree Court, York, ON , MLS #N13757200 , Image - 1

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8 Kingstree Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13757200

Residential Freehold (Detached)

$2389000.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 8 Kingstree Court, an impressive Geranium bungaloft tucked away on a quiet court and set on approximately three-quarters of an acre. Offeri
50 Photos
Last Updated : 1 Day ago
3 Marilyn Avenue, York, ON , MLS #N12947876 , Image - 1

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3 Marilyn Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12947876

Residential Freehold (Detached)

$2449000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
A Rare & Versatile Opportunity, Over 1-Acre Corner Lot in Rural Stouffville featuring a ranch bungalow offering two completely separate homes-ideal fo
50 Photos
Last Updated : 1 Day ago
46 Lake Woods Drive, York, ON , MLS #N13622574 , Image - 1

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46 Lake Woods Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13622574

Residential Freehold (Detached)

$3088000.0
price drop iconPrice drop by 3.1%
  • 5 Beds
  • 5 Baths
  • 5000 + sq-ft
Elegant classic stone masterpiece mansion surrounded by beautiful thick private forest in the enchanted Woodlands of Camelot community with private wo
44 Photos
Last Updated : 1 Day 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
49 Photos
Last Updated : 1 Day ago
24 Whitewood Drive, York, ON , MLS #N13654954 , Image - 1

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24 Whitewood Drive Ballantrae, Whitchurch-Stouffville, York, ON MLS® N13654954

Residential Freehold (Detached)

$2999888.0
  • 4 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
Welcome to 24 Whitewood Road, a masterfully designed luxury residence by award-winning Geranium Homes situated in the heart of Ballantrae, one of Stou
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
6 Photos
Last Updated : 2 Days ago
14571 Warden Avenue, York, ON , MLS #N13824852 , Image - 1

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14571 Warden Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13824852

Residential Freehold (Detached)

$4500000.0
  • 4 +1 Beds
  • 5 Baths
  • 5000 + sq-ft
Beautiful 7600+ sq.ft. home built in 1994, set on a peaceful 105 acres with pond just outside of Aurora. Featuring 4+1bedrooms, spacious principal roo
50 Photos
Last Updated : 2 Days ago
61 SHERRICK Drive, York, ON , MLS #N13518060 , Image - 1

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61 SHERRICK Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13518060

Residential Freehold (Detached)

$3068000.0
price drop iconPrice drop by 5.0%
  • 5 +1 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Stunning ravine estate in prestigious Bethesda Estates! Situated on a beautifully landscaped 1.04-acre lot, this 5+1bedroom, 7-bathroom home offers ov
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
36 Photos
Last Updated : 2 Days ago
106 Maytree Avenue, York, ON , MLS #N13822570 , Image - 1

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106 Maytree Avenue Stouffville, Whitchurch-Stouffville, York, ON MLS® N13822570

Residential Freehold (Detached)

$2499999.0
  • 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
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 2 Days ago
3659 Aurora Road, York, ON , MLS #N13819948 , Image - 1

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3659 Aurora Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13819948

Residential Freehold (Detached)

$2988000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Discover the perfect blend of luxury, privacy and endless potential on this spectacular 10+ acre private wooded estate lot, featuring a beautifully re
17 Photos
Last Updated : 2 Days ago
14059 McCowan Road, York, ON , MLS #N13483784 , Image - 1

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14059 McCowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13483784

Residential Freehold (Rural Residential)

$2299000.0
  • 4 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Come check out this fabulous offering of a two-storey home, set on a 7.5 acre property, ready for you to move right in and enjoy the peaceful and tran
49 Photos
Last Updated : 3 Days ago
67 Grayfield Drive, York, ON , MLS #N13483670 , Image - 1

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67 Grayfield Drive Ballantrae, Whitchurch-Stouffville, York, ON MLS® N13483670

Residential Freehold (Detached)

$2798000.0
price drop iconPrice drop by 3.5%
  • 3 +1 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Luxury, privacy and exceptional craftsmanship abound! Welcome to your dream retreat! A stunning custom built executive bungalow sprawling on a 1.24 ac
35 Photos
Last Updated : 3 Days ago
17 Connor Drive, York, ON , MLS #N13816490 , Image - 1

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17 Connor Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13816490

Residential Freehold (Detached)

$2288000.0
  • 4 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Set on an impressive 125-foot frontage lot, this exceptional waterfront residence is offered independently from the adjacent parcel, which is subject
28 Photos
Last Updated : 4 Days ago
42 Loggers Trail, York, ON , MLS #N13754368 , Image - 1

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42 Loggers Trail Stouffville, Whitchurch-Stouffville, York, ON MLS® N13754368

Residential Freehold (Detached)

$3390000.0
  • 4 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Classic European-style architecture, excellent location, commanding views, Italian-style interior design. The interior is bright and airy, offering e
50 Photos
Last Updated : 4 Days ago
6 Stonegate Street, York, ON , MLS #N13743390 , Image - 1

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6 Stonegate Street Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13743390

Residential Freehold (Detached)

$2298000.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 6 Stonegate St - A home that instantly transports you to cottage country the moment you step into the backyard. Set on just under an acre o
36 Photos
Last Updated : 4 Days ago
10 Earl Cook Drive, York, ON , MLS #N13812516 , Image - 1

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10 Earl Cook Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13812516

Residential Freehold (Detached)

$2390000.0
  • 4 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Beautifully Updated 4-Bedroom Stone & Brick Bungaloft on a Breathtaking 2-Acre Lot Offering Privacy, Space, & Beautifully Curated Outdoor Living While
46 Photos
Last Updated : 4 Days ago
18 Mccowan Lane, York, ON , MLS #N13812212 , Image - 1

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18 Mccowan Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13812212

Residential Freehold (Detached)

$2690000.0
  • 4 +3 Beds
  • 6 Baths
  • 5000 + sq-ft
Wrapped in the quiet beauty of Stouffville's countryside, this breathtaking modern stone-front bungalow rests on a private over 2-acre sanctuary where
2 Photos
Last Updated : 5 Days ago
4381 Stouffville Road, York, ON , MLS #N13810188 , Image - 1
4381 Stouffville Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13810188

Residential Freehold (Vacant Land)

$3500000.0
HERE'S YOUR OPPORTUNITY TO OWN A BEAUTIFUL 10 ACRES +/- PARCEL OF LAND LOCATED ON STOUFFVILLE ROAD AND MCCOWAN ROAD. EXCELLENT ROAD FRONTAGE AND RARE
40 Photos
Last Updated : 5 Days ago
24 George Pipher Lane, York, ON , MLS #N13785562 , Image - 1

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24 George Pipher Lane Ballantrae, Whitchurch-Stouffville, York, ON MLS® N13785562

Residential Freehold (Detached)

$2199990.0
  • 3 +3 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome to this bright and beautifully maintained estate bungalow set on an impressive 1.25-acre lot (173 x 312 ft) within the prestigious Oak Ridges
1 Photos
Last Updated : 5 Days ago
8 Fawn Grove, York, ON
8 Fawn Grove Ballantrae, Whitchurch-Stouffville, York, ON MLS® N13742972

Residential Freehold (Detached)

$2629000.0
price drop iconPrice drop by 12.0%
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Wow!**Spactacular Custom-Built Beautiful Home Nestled On The Most Serene And Premium 1 Acre Lots Located In Stouffville's Prestigious Ballantrae Neigh
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
27 Photos
Last Updated : 5 Days ago
4143 Vivian Road, York, ON , MLS #N13779748 , Image - 1

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4143 Vivian Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13779748

Residential Freehold (Detached)

$2399000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 4143 Vivian Road, where modern country living meets the freedom of over two acres, with the Vivian Forest quite literally in your backyard.
50 Photos
Last Updated : 5 Days ago
46 Sawmill Lane, York, ON , MLS #N13660518 , Image - 1

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46 Sawmill Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13660518

Residential Freehold (Detached)

$2480000.0
  • 1 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to your own private natures retreat - an exceptional 12-acre property where timeless elegance meets the beauty of the outdoors.At the heart of
50 Photos
Last Updated : 7 Days ago
35 Somer Rumm Court, York, ON , MLS #N13803742 , Image - 1

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35 Somer Rumm Court Ballantrae, Whitchurch-Stouffville, York, ON MLS® N13803742

Residential Freehold (Detached)

$2275000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Executive 4119sf (5000sf+ of living space) 2-Storey stylish home with separate entrance loft, on rare pie shaped approx 1/2 acre private premium lot w
32 Photos
Last Updated : 8 Days ago
4926 Cherry Street, York, ON , MLS #N13797222 , Image - 1

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4926 Cherry Street Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13797222

Residential Freehold (Detached)

$2150000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Rare renovated 5-bedroom, 5-bathroom multi-generational bungaloft on 4.99 private, mature-treed acres on sought-after Cherry Street with fiber interne
2 Photos
Last Updated : 8 Days ago
2 Heron Trail, York, ON , MLS #N13637638 , Image - 1
2 Heron Trail Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13637638

Residential Freehold (Detached)

$2675000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this exquisite home in the prestigious Trail of the Woods community of multi-million dollar grand estate homes, sitting on 1.7 acres of qui
47 Photos
Last Updated : 9 Days ago
3404 Vivian Road, York, ON , MLS #N13796772 , Image - 1

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3404 Vivian Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13796772

Residential Freehold (Detached)

$3999000.0
  • 3 +2 Beds
  • 7 Baths
  • 3000-3500 sq-ft
What if home wasn't simply where you lived, but where you reconnected, recharged, and found space to breathe? Set behind a private gated entrance on 2
49 Photos
Last Updated : 10 Days ago
3896 St John's Side Road, York, ON , MLS #N13788680 , Image - 1

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3896 St John's Side Road Stouffville, Whitchurch-Stouffville, York, ON MLS® N13788680

Residential Freehold (Detached)

$3160000.0
  • 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
49 Photos
Last Updated : 10 Days ago
351 South Street, York, ON , MLS #N13787536 , Image - 1

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351 South Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N13787536

Residential Freehold (Detached)

$2298888.0
  • 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
37 Photos
Last Updated : 11 Days ago
69 Raeview Drive, York, ON , MLS #N13782882 , Image - 1

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69 Raeview Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13782882

Residential Freehold (Detached)

$2699000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Experience resort-style living in prestigious Sleepy Hollow Estates. Situated on a private1.07-acre cul-de-sac lot, this extensively renovated luxury
Shortlisted Properties
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