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Rural Whitchurch-Stouffville, Whitchurch-Stouffville, ON Luxury Homes - P2

Showing results 31 - 56 of 56

Last Updated: September 28, 2026

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3957 Bethesda Road, York, ON , MLS #N13436114 , Image - 1

3957 Bethesda Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13436114

Residential Freehold (Detached)

$4511000.0

Price drop by 4.0%

5 Beds
6 Baths
5000 + sq-ft

Welcome To This Rare Find 10-acre Estate Surrounded By Mature Trees And Park-like Views. This Custom-Built 5 Bedroom Bungalow Offers Over 5,000 sqft O

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55 Ogden Crescent, York, ON , MLS #N13652812 , Image - 1

55 Ogden Crescent Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13652812

Residential Freehold (Detached)

$2100000.0

3 Beds
4 Baths
2500-3000 sq-ft

55 OGDEN CRESCENT CUSTOM ESTATE BUNGALOW | APPROX. 2 ACRES | 3-CAR GARAGE | ESTABLISHED ESTATE COMMUNITY [HOUSE] Beautifully maintained custom stone a

50 Photos

9 Emerald Heights Drive, York, ON , MLS #N13634594 , Image - 1

9 Emerald Heights Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13634594

Residential Freehold (Detached)

$2099000.0

3 Beds
3 Baths
3000-3500 sq-ft

Stunning and Rarely Found 3-Car Garage BUNGALOW situated on an Ultra premium 85' Lot Backing onto One of the Top-rated & Private Emerald Hills Golf Co

1 Photos

13695 Kennedy Road, York, ON

13695 Kennedy Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13647716

Residential Freehold (Detached)

$3890000.0

3 Beds
1 Baths
1100-1500 sq-ft

Client Remarks Incredible 25 acre parcel of land with two 2 Houses On Property Plus Huge Barn at Corner Of Kennedy And Bloomington. Close to major hig

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17236 Kennedy Road, York, ON , MLS #N13618960 , Image - 1

17236 Kennedy Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13618960

Residential Freehold (Vacant Land)

$4100000.0

An Outstanding Opportunity To Own Over 50 Acres In The Prime Location Of Whitchurch-Stouffville! Discover the endless potential of this 51.65 acre par

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1 Foxlair Court, York, ON , MLS #N13627988 , Image - 1

1 Foxlair Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13627988

Residential Freehold (Detached)

$2599000.0

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

Welcome to 1 Foxlair Court! A Beautifully Updated Home Nestled on Nearly 1.5 Acres on a Quiet Cul-de-sac in the Prestigious Trail of the Woods Communi

29 Photos

19 Wolf Run Court, York, ON , MLS #N13627330 , Image - 1

19 Wolf Run Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13627330

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

34 Photos

2 Sam Davis Court, York, ON , MLS #N13627242 , Image - 1

2 Sam Davis Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13627242

Residential Freehold (Detached)

$2999888.0

6 +4 Beds
7 Baths
5000 + sq-ft

2 Sam Davis Court, Stouffville- A residence of extraordinary scale, elegance, and presence set on a rare 1.05-acre estate lot in one of Stouffville's

50 Photos

76 Cedar Ridge Road, York, ON , MLS #N13615968 , Image - 1

76 Cedar Ridge Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13615968

Residential Freehold (Detached)

$6995000.0

7 +3 Beds
14 Baths
5000 + sq-ft

Some homes are built. This one was composed. Bethesda Forest Estates is one of York Region's most distinguished custom estate enclaves -private conser

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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

5 Photos

14467 Warden Avenue, York, ON , MLS #N13596034 , Image - 1

14467 Warden Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13596034

Residential Freehold (Detached)

$2590000.0

1500-2000 sq-ft

RARE 10-ACRE CORNER LOT W/ APPROVED PERMITS & DRAWINGS! Prime Estate Lot On Warden Ave (Between Bloomington & Vandorf), Directly Adjacent To Emerald H

50 Photos

50 Maxson Lane, York, ON , MLS #N13580406 , Image - 1

50 Maxson Lane Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13580406

Residential Freehold (Detached)

$3250000.0

6 Beds
6 Baths
5000 + sq-ft

Welcome to 50 Maxson Lane, a spectacular 2024-built luxury estate situated on a premium end lot of just under one acre in one of Stouffville's most pr

2 Photos

5 SHERRICK Drive, York, ON , MLS #N12567782 , Image - 1

5 SHERRICK Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12567782

Residential Freehold (Detached)

$3000000.0

Price drop by 14.3%

5 +1 Beds
6 Baths
5000 + sq-ft

Discover an extraordinary living in the prestigious Bethesda Estate, a Billionaire's Row of south Stouffville bordering Richmond Hill. Renowned for it

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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45 Loggers Trail, York, ON , MLS #N13540932 , Image - 1

45 Loggers Trail Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13540932

Residential Freehold (Detached)

$3080000.0

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

Rare Modern French Luxury Bungalow Estate. A rare offering in today's market, this exceptional Modern French-inspired luxury bungalow redefines high-e

48 Photos

17 Hill Top Trail, York, ON , MLS #N13496388 , Image - 1

17 Hill Top Trail Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13496388

Residential Freehold (Detached)

$2480000.0

3 +1 Beds
5 Baths
2000-2500 sq-ft

Luxurious custom built bungalow on approximately 1.3 acre lot, approximately 5,000 sq.ft. of beautifully renovated living space including basement on

50 Photos

15502 York Durham Line, York, ON , MLS #N13245954 , Image - 1

15502 York Durham Line Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13245954

Residential Freehold (Detached)

$8999900.0

5 +2 Beds
10 Baths
5000 + sq-ft

Step into your private oasis - where design becomes art and every detail tells a story. Set in one of York Region's most coveted neighbourhoods, this

50 Photos

4074 St. John's Side Road, York, ON , MLS #N13487596 , Image - 1

4074 St. John's Side Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13487596

Residential Freehold (Detached)

$2488888.0

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

Architect/Engineer custom built home on 10 forested acres with groomed trails, views in every direction & a quiet and highly desirable location on St.

40 Photos

29 Moraine Forest Trail, York, ON , MLS #N13471280 , Image - 1

29 Moraine Forest Trail Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13471280

Residential Freehold (Detached)

$7980000.0

6 Beds
8 Baths
5000 + sq-ft

Wow, A Rare Gem In Moraine Forest Tr.*Newly Cstm-Reno'd Approx.13,500 SqFt.Lvg Spcs Incldg Fin.W/O Lwr Lvl,Top-Tier Lux.Hm Nstld On10+Acr Frst Lnd & S

32 Photos

6 Kingstree Court, York, ON , MLS #N13423112 , Image - 1

6 Kingstree Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13423112

Residential Freehold (Detached)

$2198000.0

4 Beds
4 Baths
3000-3500 sq-ft

Welcome to this exceptional estate home in the prestigious Bloomington Woods community of Whitchurch-Stouffville, built by renowned builder Geranium H

3 Photos

16718 Pleasantville Curve Court, York, ON , MLS #N13125436 , Image - 1

16718 Pleasantville Curve Court Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13125436

Residential Freehold (Vacant Land)

$2200000.0

Make this amazing Pleasantville is one of the most sought after Whitchurch-Stoufville location to build or own homes. Over 9 Acres Of Vacant Land To B

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

8 Photos

15672 Warden Avenue, York, ON , MLS #N12643350 , Image - 1

15672 Warden Avenue Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12643350

Residential Freehold (Vacant Land)

$5550000.0

Price drop by 3.5%

Excellent opportunity to own 94 (Per MPAC) acres of serene land ideally located just minutes from Stouffville, Aurora, Markham, and Highway 404. This

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!

38 Photos

13123 Mccowan Road, York, ON , MLS #N12951180 , Image - 1

13123 Mccowan Road Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N12951180

Residential Freehold (Detached)

$9990000.0

3 +2 Beds
4 Baths
3000-3500 sq-ft

A once-in-a-generation opportunity to own an extraordinary private estate in Rural Whitchurch-Stouffville, set on approximately 42.35 acres at McCowan

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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