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Whitchurch-Stouffville, ON Luxury Homes

Showing results 1 - 24 of 24

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: March 29, 2026

29 Photos

19 Wolf Run Court, York, ON , MLS #N12931174 , Image - 1

19 Wolf Run Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12931174

Residential Freehold (Detached)

$5390000.0

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

37 Photos

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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67 Grayfield Drive, York, ON , MLS #N12646828 , Image - 1

67 Grayfield Drive Ballantrae, Whitchurch-Stouffville, York, ON MLS® N12646828

Residential Freehold (Detached)

$2998000.0

3 +1 Beds
3 Baths
3000-3500 sq-ft

Exceptional true ranch bungalow offering timeless craftsmanship, thoughtful design, remarkable versatility, set on approx 1.25 acres (frontage to be v

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3957 Bethesda Road, York, ON , MLS #N12917688 , Image - 1

3957 Bethesda Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12917688

Residential Freehold (Detached)

$4950000.0

5 Beds
6 Baths
5000 + sq-ft

Step into this truly exceptional property where luxury, space, and tranquility meet. Set on a breathtaking 10-acre estate surrounded by mature trees a

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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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16271 Highway 48 N/A, York, ON , MLS #N12611342 , Image - 1

16271 Highway 48 N/A Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12611342

Residential Freehold (Detached)

$3360000.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

A rare and secluded country estate set on 53 acres of pristine forest and mature trees, offering unparalleled privacy and tranquility. Surrounded by p

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61 SHERRICK Drive, York, ON , MLS #N12862080 , Image - 1

61 SHERRICK Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12862080

Residential Freehold (Detached)

$3149000.0

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

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

40 Photos

13348 McCowan Road, York, ON , MLS #N12775040 , Image - 1

13348 McCowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12775040

Residential Freehold (Detached)

$2400000.0

5 +1 Beds
6 Baths
5000 + sq-ft

Nestled within tranquil natural surroundings, this exceptional custom-built Victorian estate sits on 1.24 acres and offers a rare blend of elegance an

50 Photos

15 Pine Vista Avenue, York, ON , MLS #N12594254 , Image - 1

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

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3536 Bloomington Road, York, ON , MLS #N12729794 , Image - 1

3536 Bloomington Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12729794

Residential Freehold (Detached)

$3999000.0

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

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132 William Street, York, ON , MLS #N12783824 , Image - 1

132 William Street Stouffville, Whitchurch-Stouffville, York, ON MLS® N12783824

Residential Freehold (Detached)

$2349000.0

4 Beds
6 Baths
3000-3500 sq-ft

Welcome to this exceptional, newly built Fairgate Home nestled in one of Stouffville's most desirable and established neighbourhoods on a 49' x 128' l

50 Photos

3 Earl Cook Drive, York, ON , MLS #N12535744 , Image - 1

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

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3932 St John Side Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12118925

Residential Freehold (Vacant Land)

$2595000.0

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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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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

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8 Greenvalley Circle, York, ON , MLS #N12649710 , Image - 1

8 Greenvalley Circle Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12649710

Residential Freehold (Detached)

$2790000.0

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

37 Photos

15 Skyridge Court, York, ON , MLS #N12467109 , Image - 1

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

40 Photos

29 Moraine Forest Trail, York, ON , MLS #N12603878 , Image - 1

29 Moraine Forest Trail Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12603878

Residential Freehold (Detached)

$8380000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Moraine Forest Trail Manor Country Estate is an elegant European country home located in Stouffville, Ontario, Canada. The estate incorporates the sty

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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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5096 Bloomington Road, York, ON , MLS #N12107737 , Image - 1

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

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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

33 Photos

22 Ratcliff Road, York, ON , MLS #N12145959 , Image - 1

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

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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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