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.

Houses for Sale in Rural Whitchurch-Stouffville Whitchurch-Stouffville Under $5 Million

Showing results 1 - 30 of 30

Looking for houses under $5m for sale in Rural Whitchurch-Stouffville, Whitchurch-Stouffville? With Square Yards Canada, discover a vast range of properties within your budget in Rural Whitchurch-Stouffville across Toronto. If you plan to buy houses under $5m in Rural Whitchurch-Stouffville, Whitchurch-Stouffville, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Rural Whitchurch-Stouffville houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: May 08, 2026

28 Photos

4746 Vandorf Road, York, ON , MLS #N12977470 , Image - 1

4746 Vandorf Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12977470

Residential Freehold (Vacant Land)

$1900000.0

< 700 sq-ft

A Rare Find Premium Lot Offers Extra W--I--D--E 475 Foot Wide Lot Frontage With Full Frontal Clearing and Rear Forest On Approximately 15 Acres. Gorge

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

20 Photos

13676 Ninth Line, York, ON , MLS #N13093232 , Image - 1

13676 Ninth Line Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13093232

Residential Freehold (Detached)

$1599000.0

4 Beds
3 Baths
2000-2500 sq-ft

Over $150K spent in upgrades!! Rare opportunity to own a beautifully updated century home in the heart of Stouffville-where timeless character meets m

Open House : Sat May 16, 01:00 PM to 03:00 PM

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

28 Photos

22 Lincolnville Lane, York, ON , MLS #N12750016 , Image - 1

22 Lincolnville Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12750016

Residential Freehold (Vacant Land)

$959000.0

< 700 sq-ft

Build Your Dream Home Here! Approved 1.396 Acre Vacant Building Lot For Sale With Plans For A Executive Home W/10Ft Ceilings On Main Fl, 9Ft On 2nd Fl

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

33 Photos

6030 Hillsdale Drive, York, ON , MLS #N13060702 , Image - 1

6030 Hillsdale Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13060702

Residential Freehold (Detached)

$1088000.0

3 Beds
4 Baths
1500-2000 sq-ft

Welcome to 6030 Hillsdale Dr! Rare Opportunity to Own a Modern Custom Built Home featuring Premium 74 ft Frontage near the Lake. Cottage Inspired Livi

40 Photos

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

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

34 Photos

41 Connor Drive, York, ON , MLS #N13033476 , Image - 1

41 Connor Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13033476

Residential Freehold (Detached)

$1118000.0

3 Beds
2 Baths
700-1100 sq-ft

Don't Miss This Rare Direct Waterfront Property! Beautiful Lake View! Enjoin Your Happy Life! Huge Lot 95 X 101 Ft Located On A Quiet Dead End Street*

47 Photos

12066 48 Highway, York, ON , MLS #N12829552 , Image - 1

12066 48 Highway Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12829552

Residential Freehold (Detached)

$1388000.0

4 Beds
2 Baths
1100-1500 sq-ft

Situated on a generous lot surrounded by open farmland, this well maintained 4 bedroom, 2 bathroom home offers privacy, wide open views, and a calm re

Open House : Sat May 09, 01:00 PM to 03:00 PM

14 Photos

27 Connor Drive, York, ON , MLS #N12649304 , Image - 1

27 Connor Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12649304

Residential Freehold (Detached)

$869000.0

Price drop by 9.4%

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to 27 Connor Drive, a charming waterfront bungalow in the heart of Musselman's Lake offering peaceful lakeside living on a beautiful 50 141 f

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

37 Photos

3210 Regional Road 30 Road, York, ON , MLS #N13042334 , Image - 1

3210 Regional Road 30 Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13042334

Residential Freehold (Detached)

$1799900.0

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

Welcome To Your Dream Home! Nestled On An Extraordinary 2.2-Acre Lot With A Serene Private Pond, This Custom-Built Masterpiece Is A True Gem. Complete

25 Photos

18 Coultice Drive, York, ON , MLS #N13041442 , Image - 1

18 Coultice Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13041442

Residential Freehold (Vacant Land)

$880000.0

Rare Shovel-ready building lot in the Glendale beach community, Foundation complete & ready for spring 2026 Construction! 18 Coultice Drive offers the

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

39 Photos

57 Rosehill Drive, York, ON , MLS #N12986768 , Image - 1

57 Rosehill Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12986768

Residential Freehold (Detached)

$1299888.0

4 Beds
3 Baths
1500-2000 sq-ft

***HST HOLIDAY**** LISTING PRICE REDUCED TO REFLECT NEWLY IMPLEMENTED HST TAX HOLIDAY*** Welcome To 57 Rosehill Dr - A 2-Story 4 Bed 3 Full Bath Upg

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

44 Photos

2104 St John's Side Road, York, ON , MLS #N12947672 , Image - 1

2104 St John's Side Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12947672

Residential Freehold (Detached)

$1399900.0

3 Beds
3 Baths
1500-2000 sq-ft

BUNGALOW Nestled On 2 Acres Lot. Close To The City, Mins To Aurora, Newmarket And Close To Hwy 404. Open Concept Kitchen . 4 Bedrooms &3 Bathrooms. Hu

50 Photos

13415 McCowan Road, York, ON , MLS #N12078160 , Image - 1

13415 McCowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12078160

Residential Freehold (Detached)

$1290000.0

Price drop by 13.7%

6 Beds
3 Baths
3000-3500 sq-ft

Nestled on 1.06acres this stunning 160 year-old storybook home offers over 3000 square feet of timeless charm. With its grand living room, cozy family

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

17 Photos

3303 Davis Drive, York, ON , MLS #N12889256 , Image - 1

3303 Davis Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12889256

Residential Freehold (Vacant Land)

$1898000.0

< 700 sq-ft

Investors, Land Bankers, Outdoor Enthusiasts, and Visionaries - this is an opportunity worth exploring. Situated in the highly-desirable Stouffville i

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

3 Photos

40 Connor Drive, York, ON , MLS #N12856548 , Image - 1

40 Connor Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12856548

Residential Freehold (Detached)

$1150000.0

2 Beds
1 Baths
700-1100 sq-ft

Build Your Luxury Dream Home With Breathtaking Lake Views In The Desirable Musselman's Lake Community! Approved Plans And Permits Are Available For A

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

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

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

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Related to your search

Tell us a Little about yourself!