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

Showing results 1 - 28 of 28

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: June 22, 2026

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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

40 Photos

17083 Warden Avenue, York, ON , MLS #N13470438 , Image - 1

17083 Warden Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13470438

Residential Freehold (Detached)

$1500000.0

3 +2 Beds
2 Baths
2000-2500 sq-ft

Discover the perfect blend of country calm and modern convenience in this fully rebuilt 2023 home, set on picturesque Warden Ave with peaceful pond vi

3 Photos

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

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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 home in the heart of Stouffville-where timeless character meets modern pe

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36 Elmvale Boulevard, York, ON , MLS #N13437104 , Image - 1

36 Elmvale Boulevard Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13437104

Residential Freehold (Detached)

$1099000.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Just Move In ! Fabulous bungalow nestled on a quiet cul-de-sac, with access to Musselman's Lake. Beautifully renovated and tastefully decorated, this

28 Photos

22 Lincolnville Lane, York, ON , MLS #N13433316 , Image - 1

22 Lincolnville Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13433316

Residential Freehold (Vacant Land)

$898000.0

3500-5000 sq-ft

Vacant Lot next to dream home! Drive by 22 Lincolnville Lane today! Come build Your Dream Home Here in Work Region! Clear Building Lot Approved on 1.3

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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)

$1995000.0

Price drop by 5.0%

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

3 Photos

40 Connor Drive, York, ON , MLS #N13279568 , Image - 1

40 Connor Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13279568

Residential Freehold (Detached)

$1099000.0

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

47 Photos

12066 48 Highway, York, ON , MLS #N13245852 , Image - 1

12066 48 Highway Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13245852

Residential Freehold (Detached)

$1199000.0

4 Beds
2 Baths
1100-1500 sq-ft

Welcome to 12066 Highway 48, a Picturesque .87-Acre Property Offering the Perfect Blend of Country Charm and Everyday Convenience, With Shopping, Dini

1 Photos

3932 St John Side Road, York, ON

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 Connor Drive, York, ON , MLS #N13130554 , Image - 1

41 Connor Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13130554

Residential Freehold (Detached)

$1118000.0

3 Beds
2 Baths
700-1100 sq-ft

Client RemarksDon't Miss This Rare Direct Waterfront Property! Beautiful Lake View! Enjoin Your Happy Life! Huge Lot 95 X 101 Ft Located On A Quiet De

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

29 Photos

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

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)

$859000.0

Price drop by 10.4%

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

25 Photos

30 Parkhill Drive, York, ON , MLS #N13117980 , Image - 1

30 Parkhill Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13117980

Residential Freehold (Detached)

$569999.0

1 Beds
1 Baths
< 700 sq-ft

Enjoy Preston Lake! A rare opportunity to own a year-round home or cottage getaway just 10 mins east of Aurora and 30 mins from Toronto. This 674 sq.

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

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

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

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

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

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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