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Whitchurch-Stouffville, ON Luxury Homes

Showing results 1 - 28 of 28

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: June 28, 2026

44 Photos

12068 Mccowan Road, York, ON , MLS #N13493434 , Image - 1

12068 Mccowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13493434

Residential Freehold (Detached)

$8888000.0

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

37 Photos

15 Skyridge Court, York, ON , MLS #N13091814 , Image - 1

15 Skyridge Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13091814

Residential Freehold (Detached)

$2550000.0

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, Top

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6468 Bethesda Road E, York, ON , MLS #N13484580 , Image - 1

6468 Bethesda Road E Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13484580

Residential Freehold (Detached)

$8299000.0

4 +1 Beds
8 Baths
5000 + sq-ft

Experience Unparalleled Luxury In This Exceptional Custom Estate Set On A Gated 10-Acre Property. Thoughtfully Designed And Expertly Curated, This Stu

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67 Grayfield Drive, York, ON , MLS #N13483670 , Image - 1

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

Residential Freehold (Detached)

$2898000.0

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

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16 Lake Woods Drive, York, ON , MLS #N13471454 , Image - 1

16 Lake Woods Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13471454

Residential Freehold (Detached)

$2988000.0

5 Beds
6 Baths
5000 + sq-ft

Custom Built Bungalow Loft in Prestigious Camelot Estates on a 2.12 Acre Lot, Beautifully Updated, Cobblestone Circular Driveway, Thousands Spent Desi

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29 Moraine Forest Trail, York, ON , MLS #N13471280 , Image - 1

29 Moraine Forest Trail Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13471280

Residential Freehold (Detached)

$7980000.0

6 Beds
8 Baths
5000 + sq-ft

Wow, A Rare Gem In Moraine Forest Tr.*Newly Cstm-Reno'd Approx.13,500 SqFt.Lvg Spcs Incldg Fin.W/O Lwr Lvl,Top-Tier Lux.Hm Nstld On10+Acr Frst Lnd & S

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13099 Kennedy Road, York, ON , MLS #N13470086 , Image - 1

13099 Kennedy Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13470086

Residential Freehold (Farm)

$2598000.0

3 Beds
2 Baths
1100-1500 sq-ft

Rare Opportunity To Own This Outstanding 10 Acre Land With Beautiful Pond Situated In The Heart of Stouffville . This Country Style Home With 3 Bedroo

1 Photos

4131 Stouffviille Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12711910

Residential Freehold (Vacant Land)

$6980000.0

< 700 sq-ft

Discover a prime investment opportunity on Stouffville Road in beautiful Whitchurch-Stouffville. This expansive 50-acre parcel offers exceptional pote

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3932 St John Side Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13166192

Residential Freehold (Vacant Land)

$2250000.0

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41 Greenvalley Circle, York, ON , MLS #N12691832 , Image - 1

41 Greenvalley Circle Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12691832

Residential Freehold (Detached)

$3680000.0

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

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19 Wolf Run Court, York, ON , MLS #N13216868 , Image - 1

19 Wolf Run Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13216868

Residential Freehold (Detached)

$4989000.0

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, Top of The Hill, Surrounded By

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132 William Street, York, ON , MLS #N13176260 , Image - 1

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

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15 Pine Vista Avenue, York, ON , MLS #N13147890 , Image - 1

15 Pine Vista Avenue Ballantrae, Whitchurch-Stouffville, York, ON MLS® N13147890

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

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13645 Ninth Line, York, ON , MLS #N13147146 , Image - 1

13645 Ninth Line Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13147146

Residential Freehold (Detached)

$5975000.0

Price drop by 0.0%

2 +2 Beds
2 Baths
2500-3000 sq-ft

Set on an impressive 8.08 acres in the prestigious and highly sought-after hamlet of Bloomington, this exceptional estate presents a rare blend of lux

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6523 Bloomington Road, York, ON , MLS #N11983951 , Image - 1

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

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24 George Pipher Lane, York, ON , MLS #N13058086 , Image - 1

24 George Pipher Lane Ballantrae, Whitchurch-Stouffville, York, ON MLS® N13058086

Residential Freehold (Detached)

$2388000.0

3 +3 Beds
5 Baths
2000-2500 sq-ft

Ballantrae Estates Home.Rare Charming & Spacious Estate Home In Oak Ridges Moraine. Huge Lot 173 x 312 Ft (1.24 Acre) W/3 Car Garages, New Wide Drivew

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557 Aintree Drive, York, ON , MLS #N13048678 , Image - 1

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

34 Photos

17 Sleepy Hollow Lane, York, ON , MLS #N12898954 , Image - 1

17 Sleepy Hollow Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12898954

Residential Freehold (Detached)

$2499999.0

4 +2 Beds
4 Baths
3500-5000 sq-ft

Welcome to this exceptional, newly renovated executive residence in the prestigious community of Sleepy Hollow Estates.Perfectly situated on one of th

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8 Greenvalley Circle, York, ON , MLS #N13021860 , Image - 1

8 Greenvalley Circle Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13021860

Residential Freehold (Detached)

$2490000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

Lucky Number 8. 5000 sqft +Total Living Space. Exquisite Home In Prestigious Trail Of The Woods Siting On 1.4 Acre Of Private Land Overlooking Greener

39 Photos

3141 Vivian Road, York, ON , MLS #N12973764 , Image - 1

3141 Vivian Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12973764

Residential Freehold (Detached)

$5560000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Seldom Find A 8 Year Old Prestigious Custom Built Home Nestled On Premium 30.42 Acre Treed & Wooded Ravine Lot! 2 Acre Private Spectacular Pond At Bac

41 Photos

11 Cranborne Chase, York, ON , MLS #N12953598 , Image - 1

11 Cranborne Chase Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12953598

Residential Freehold (Detached)

$3588000.0

4 +1 Beds
5 Baths
3500-5000 sq-ft

A Rare Custom Built Bungalow Offering Over 8,000 Sqft of Finished Living Space On An Exceptional 1.8 Acre Court Lot With 241 Ft of Frontage!Privately

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14547 Highway 48 N/A, York, ON , MLS #N12966958 , Image - 1

14547 Highway 48 N/A Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12966958

Residential Freehold (Detached)

$4500000.0

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

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3125 Vandorf Side Road, York, ON , MLS #N12956384 , Image - 1

3125 Vandorf Side Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12956384

Residential Freehold (Farm)

$5500000.0

4 +3 Beds
4 Baths
2000-2500 sq-ft

Rare opportunity must see 10-acre lot of equestrian retreat in the heart of Whitchurch-Stouffville. Investors, family, equestrian enthusiates welcome!

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43 Ogden Crescent, York, ON , MLS #N12939190 , Image - 1

43 Ogden Crescent Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12939190

Residential Freehold (Detached)

$4450000.0

4 +1 Beds
8 Baths
5000 + sq-ft

Experience luxury living at this breathtaking modern estate on 2 acres! Portions of interior masterfully designed by award winning interior designer E

41 Photos

9 Pleasant Valley Drive, York, ON , MLS #N12844076 , Image - 1

9 Pleasant Valley Drive Ballantrae, Whitchurch-Stouffville, York, ON MLS® N12844076

Residential Freehold (Detached)

$3990000.0

7 Beds
9 Baths
5000 + sq-ft

Welcome To An Unparalleled Masterpiece Of Design And Craftsmanship. This Custom-Built Estate Offers Luxurious Living Space, Featuring 7 Spacious Bedro

48 Photos

4282 Vivian Road, York, ON , MLS #N12673328 , Image - 1

4282 Vivian Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12673328

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

40 Photos

10 William Andrew Avenue, York, ON , MLS #N12007830 , Image - 1

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

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3658 Stouffville Road, York, ON , MLS #N10408233 , Image - 1

3658 Stouffville Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N10408233

Residential Freehold (Detached)

$38000000.0

3 Beds
1 Baths
< 700 sq-ft

Location, Location, Location! great opportunity for future development. Corner 45 acres land located on Stouffville Rd/Kennedy,Great Investment In The

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