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

Showing results 1 - 30 of 96

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: September 20, 2026

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18 Mccowan Lane, York, ON , MLS #N13669458 , Image - 1

18 Mccowan Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13669458

Residential Freehold (Detached)

$2780000.0

4 +3 Beds
6 Baths
5000 + sq-ft

Welcome to your private 2-acre sanctuary at 18 McCowan Lane, where peaceful country living meets everyday convenience. Set against a beautiful, scenic

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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.

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

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

Residential Freehold (Detached)

$2480000.0

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

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29 Hawaiian Circle, York, ON , MLS #N13129422 , Image - 1

29 Hawaiian Circle Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13129422

Residential Freehold (MobileTrailer)

$70000.0

Price drop by 44.0%

3 Beds
1 Baths
< 700 sq-ft

New Listing Price offered at $70,000.00. Secure your autumn escape today and beat the spring rush at 29 Hawaiian Circle! Located in the highly desirab

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4192 Vivian Road, York, ON , MLS #N13636848 , Image - 1

4192 Vivian Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13636848

Residential Freehold (Detached)

$1259000.0

2 Beds
1 Baths
700-1100 sq-ft

Excellent opportunity for investors! Make this beautiful property and cozy house your new dream home or hold as a long-term investment. Private trail

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29 Balson Boulevard, York, ON , MLS #N13780862 , Image - 1

29 Balson Boulevard Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13780862

Residential Freehold (Detached)

$678000.0

2 +1 Beds
1 Baths
700-1100 sq-ft

R-A-R-E Opportunity To Live A Cottage Lifestyle By The Lake Less Than One Hour From Toronto! This Cozy Bungalow Is Located In The Prestiges Community

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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

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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

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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

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15014 Ninth Line, York, ON , MLS #N13658962 , Image - 1

Unit-Eastdale 24, 15014 Ninth Line Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13658962

Residential Freehold (MobileTrailer)

$110000.0

Price drop by 7.6%

1 Beds
1 Baths
< 700 sq-ft

Welcome to Cedar Beach Resort on Musselman Lake! It's a family-friendly seasonal community just a short drive from Toronto and Aurora. This beautifull

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

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9 Island Lake Drive, York, ON , MLS #N13596018 , Image - 1

9 Island Lake Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13596018

Residential Freehold (Detached)

$1998000.0

4 +3 Beds
6 Baths
3000-3500 sq-ft

Rare lakefront Custom Built House on a approx. 1.51 acres Estate Lot with direct waterfront, 3-car garage with 12 parking, in a private, exclusive com

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

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41 Valley Road, York, ON , MLS #N13781424 , Image - 1

41 Valley Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13781424

Residential Freehold (Detached)

$1450000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 41 Valley Road! Modern custom-built 4-bedroom, 4-bathroom detached home offering approx. 2,500sf of above-ground living space on an excepti

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12702 Warden Avenue, York, ON , MLS #N13743684 , Image - 1

12702 Warden Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13743684

Residential Freehold (Detached)

$1599000.0

Price drop by 15.8%

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

**Exceptional 1-Acre Property Beside the Golf Course in Whitchurch-Stouffville!**Welcome to **12702 Warden Avenue**, a rare opportunity to own approxi

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3250 Vivian Road, York, ON , MLS #N13791436 , Image - 1

3250 Vivian Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13791436

Residential Freehold (Detached)

$1599000.0

4 Beds
3 Baths
2500-3000 sq-ft

If a very charming circa 1878 farm house is on your wish list, Square Nail Farm is a must. From an open front porch to and trails, a wildlife pond and

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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

35 Photos

17 Connor Drive, York, ON , MLS #N13021524 , Image - 1

17 Connor Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13021524

Residential Freehold (Detached)

$2999000.0

4 Beds
4 Baths
3500-5000 sq-ft

An extraordinary waterfront offering, this residence exemplifies architectural presence and timeless lakeside luxury. Peacefully positioned along 100+

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

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26 Cranborne Chase, York, ON , MLS #N13426526 , Image - 1

26 Cranborne Chase Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13426526

Residential Freehold (Vacant Land)

$1474999.0

3500-5000 sq-ft

An exceptional and rare opportunity to own a 2.5-acre manicured estate lot on one of the most coveted cul-de-sac streets in Stouffville. This private

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36 Elmvale Boulevard, York, ON , MLS #N13602542 , Image - 1

36 Elmvale Boulevard Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13602542

Residential Freehold (Detached)

$1088000.0

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

A hidden gem offering a perfect blend of lifestyle to relax and unwind , a short walk to the Lake with nature all around ! Fabulous bungalow nestled

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27 Connor Drive, York, ON , MLS #N13533694 , Image - 1

27 Connor Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13533694

Residential Freehold (Detached)

$799900.0

Price drop by 5.9%

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 x 141

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13676 Ninth Line, York, ON , MLS #N13775318 , Image - 1

13676 Ninth Line Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13775318

Residential Freehold (Detached)

$1575000.0

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 pea

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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

39 Photos

57 Rosehill Drive, York, ON , MLS #N13771548 , Image - 1

57 Rosehill Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13771548

Residential Freehold (Detached)

$1229000.0

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 Upgra

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25 Marjorie Drive, York, ON , MLS #N13750236 , Image - 1

25 Marjorie Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13750236

Residential Freehold (Detached)

$1499000.0

4 +1 Beds
4 Baths
1500-2000 sq-ft

Welcome To 25 Marjorie Dr - An Exquisitely Renovated 4+1 Bedroom Home Set On A Spectacular Approx. 3/4-Acre Lot In The Highly Sought-After Vandorf Est

48 Photos

19 Emerald Heights Drive, York, ON , MLS #N13688588 , Image - 1

19 Emerald Heights Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13688588

Residential Freehold (Detached)

$1639000.0

5 Beds
5 Baths
3000-3500 sq-ft

Stylish 2-storey home boasting soaring ceilings (10'-12' main floor and 9' second and basement) with finished basement that backs and fronts to presti

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14 Emerald Heights Drive, York, ON , MLS #N13668772 , Image - 1

14 Emerald Heights Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13668772

Residential Freehold (Detached)

$1699000.0

4 Beds
4 Baths
3000-3500 sq-ft

Experience luxurious upgrades and meticulous maintenance in this stylish two-story home, offering approx. 3,300sf of vacation living. Perfectly situat

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16895 Mccowan Road, York, ON , MLS #N13559116 , Image - 1

16895 Mccowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13559116

Residential Freehold (Vacant Land)

$990000.0

Rare opportunity to build your dream home on a spectacular, beautifully treed 77' x 200'lot in the charming hamlet of Cedar Valley, Stouffville. Offer

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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

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