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Rural Whitchurch-Stouffville, 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 Rural 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 Rural Whitchurch-Stouffville

Last Updated: May 15, 2026

38 Photos

3225 Davis Drive, York, ON , MLS #N13099552 , Image - 1

3225 Davis Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13099552

Residential Freehold (Detached)

$4500000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Extraordinary Custom Masterpiece Set On Approx. 25 Acres Offering Over 8,500 Sqft Of Total Living Space W/ Exceptional Privacy And Timeless Design! Dr

40 Photos

11 Sleepy Hollow Lane, York, ON , MLS #N13052804 , Image - 1

11 Sleepy Hollow Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13052804

Residential Freehold (Detached)

$2099000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

A Must See! Don't Miss This Exceptional Family Home In Prestigious Sleepy Hollow Estates. Offering Approximately 3,800 Sq Ft Above Grade, This Residen

45 Photos

14634 Woodbine Avenue, York, ON , MLS #N13115856 , Image - 1

14634 Woodbine Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13115856

Residential Freehold (Detached)

$3788000.0

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

Some homes are built, but this one was designed to be experienced. Welcome to 14634 Woodbine Avenue, where sleek architecture, grand spaces, and a bac

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

25 Photos

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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13348 McCowan Road, York, ON , MLS #N13089114 , Image - 1

13348 McCowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13089114

Residential Freehold (Detached)

$2350000.0

5 +1 Beds
6 Baths
5000 + sq-ft

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

50 Photos

3 Earl Cook Drive, York, ON , MLS #N13012896 , Image - 1

3 Earl Cook Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13012896

Residential Freehold (Detached)

$2998000.0

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

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

27 Photos

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

44 Photos

12068 Mccowan Road, York, ON , MLS #N12975402 , Image - 1

12068 Mccowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12975402

Residential Freehold (Detached)

$9888000.0

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

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

2 Photos

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

43 Photos

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!

48 Photos

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

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

50 Photos

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

1 Photos

3932 St John Side Road, York, ON

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

Residential Freehold (Vacant Land)

$2595000.0

1 Photos

4131 Stouffviille Road, York, ON

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

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

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

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

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

3 Photos

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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