Skip to main content

Back

Top Areas

Other Areas

Sell Your Home

Shortlisted Properties

New Homes
For Sale
For Rent

Danger! Indicates a dangerous or potentially negative action.

Error

Maximum 4 project can be compared at one go.

Rural Whitchurch-Stouffville, Whitchurch-Stouffville, ON Luxury Homes

Showing results 1 - 30 of 56

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: September 28, 2026

50 Photos

46 Sawmill Lane, York, ON , MLS #N13660518 , Image - 1

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

Residential Freehold (Detached)

$2250000.0

Price drop by 9.3%

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

31 Photos

15660 Kennedy Road, York, ON , MLS #N12987660 , Image - 1

15660 Kennedy Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12987660

Residential Freehold (Detached)

$3450000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 15660 Kennedy Rd - a breathtaking private 24-acre sanctuary of privacy and natural beauty. Rolling hills, mature forest, and a spectacular

50 Photos

46 Lake Woods Drive, York, ON , MLS #N13622574 , Image - 1

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

Residential Freehold (Detached)

$3088000.0

Price 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

50 Photos

3 Marilyn Avenue, York, ON , MLS #N12947876 , Image - 1

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

8 Kingstree Court, York, ON , MLS #N13757200 , Image - 1

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

6 Photos

14571 Warden Avenue, York, ON , MLS #N13824852 , Image - 1

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

2 Earl Cook Drive, York, ON , MLS #N13655422 , Image - 1

2 Earl Cook Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13655422

Residential Freehold (Detached)

$2699000.0

Price 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

61 SHERRICK Drive, York, ON , MLS #N13518060 , Image - 1

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

Residential Freehold (Detached)

$3068000.0

Price 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

50 Photos

3659 Aurora Road, York, ON , MLS #N13819948 , Image - 1

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

14059 McCowan Road, York, ON , MLS #N13483784 , Image - 1

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

35 Photos

17 Connor Drive, York, ON , MLS #N13816490 , Image - 1

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

50 Photos

6 Stonegate Street, York, ON , MLS #N13743390 , Image - 1

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

10 Earl Cook Drive, York, ON , MLS #N13812516 , Image - 1

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

18 Mccowan Lane, York, ON , MLS #N13812212 , Image - 1

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

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

27 Photos

4143 Vivian Road, York, ON , MLS #N13779748 , Image - 1

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.

32 Photos

4926 Cherry Street, York, ON , MLS #N13797222 , Image - 1

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

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

3404 Vivian Road, York, ON , MLS #N13796772 , Image - 1

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

37 Photos

69 Raeview Drive, York, ON , MLS #N13782882 , Image - 1

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

50 Photos

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)

$7999000.0

Price drop by 3.6%

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

50 Photos

28 Sam Davis Court, York, ON , MLS #N13419252 , Image - 1

28 Sam Davis Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13419252

Residential Freehold (Detached)

$3180000.0

Price drop by 6.1%

7 Beds
7 Baths
5000 + sq-ft

Welcome to an extraordinary estate residence where luxury, scale, and craftsmanship converge on a premium 1-acre lot in an exclusive court setting. Of

34 Photos

111 Lake Woods Drive, York, ON , MLS #N13643798 , Image - 1

111 Lake Woods Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13643798

Residential Freehold (Detached)

$4250000.0

5 +5 Beds
10 Baths
5000 + sq-ft

Welcome to one of Whitchurch-Stouffville's most exceptional luxury estates, where timeless elegance meets modern family living. Situated on approximat

26 Photos

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

33 Photos

4901 Vandorf Road W, York, ON , MLS #N12855240 , Image - 1

4901 Vandorf Road W Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12855240

Residential Freehold (Farm)

$3860000.0

Price drop by 3.2%

4 Beds
4 Baths
3000-3500 sq-ft

Set on a serene 25-Acre Equestrian Property, this Exceptional Estate Blends Country Privacy with Unbeatable Convenience-just 12 Minutes to Downtown St

34 Photos

17 Sleepy Hollow Lane, York, ON , MLS #N13565328 , Image - 1

17 Sleepy Hollow Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13565328

Residential Freehold (Detached)

$2449999.0

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 t

11 Photos

4971 Bloomington Road, York, ON , MLS #N13039970 , Image - 1

4971 Bloomington Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13039970

Residential Freehold (Farm)

$9988888.0

1500-2000 sq-ft

Exceptional 108 Acre Prime Farm Parcel in the Heart of Stouffville, Ideally Positioned at the High-Traffic Intersection of Bloomington Road and Highwa

39 Photos

16979 Ninth Line, York, ON , MLS #N13693570 , Image - 1

16979 Ninth Line Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13693570

Residential Freehold (Farm)

$7980000.0

4 Beds
3 Baths
2000-2500 sq-ft

Rare 48-Acre Equestrian Estate & Turnkey Business Opportunity. Welcome to this exceptional 48-acre private equestrian estate, combining luxury country

33 Photos

3228 Bloomington Road, York, ON , MLS #N13576782 , Image - 1

3228 Bloomington Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13576782

Residential Freehold (Farm)

$3800000.0

3 Beds
3 Baths
1100-1500 sq-ft

Incredible 25 acre parcel of land with stunning scenic views. Emerald Hills Golf Course to the North, beautiful equestrian centre to the East... and

33 Photos

17050 McCowan Road, York, ON , MLS #N13687930 , Image - 1

17050 McCowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13687930

Residential Freehold (Detached)

$4850000.0

6 Beds
7 Baths
5000 + sq-ft

A Rare Expression of Opulent Estate Living!! Set amidst over 6 picturesque acres, this newly built, custom-designed manor is an extraordinary testamen

1
2

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Related to your search

Property Types Available in Rural Whitchurch-Stouffville

View More

Bedroom Types Available in Rural Whitchurch-Stouffville

View More

Properties By Budget in Rural Whitchurch-Stouffville

View More

Top Neighbourhood in York

View More

Tell us a Little about yourself!