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Grey Highlands, ON Luxury Homes

Showing results 1 - 30 of 38

With Square Yards Canada, you can find your dream luxury homes for sale in Grey Highlands. 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 Grey Highlands

Last Updated: April 21, 2025

20 Photos

348050 Concession 4B N/A, Grey County, ON , MLS #X12088869 , Image - 1

348050 Concession 4B N/A Grey Highlands, Grey County, ON MLS® X12088869

Residential Freehold (Detached)

$3599000.0

3 Beds
3 Baths
2500-3000 sq-ft

A Breathtaking 50 Acre Country Retreat That Is Perfect For The Whole Family. This 2 Story 3Bdrm 2Bath 2,988 Sqft, Residence W/Walnut Kitchen Cabinets,

37 Photos

807035 25th Side Road, Grey County, ON , MLS #X12087069 , Image - 1

807035 25th Side Road Grey Highlands, Grey County, ON MLS® X12087069

Residential Freehold (Detached)

$2325000.0

2 +2 Beds
3 Baths
5000 + sq-ft

Nestled on 25 breathtaking acres overlooking the Beaver Valley, Blue Mountains, and Georgian Bay, this stunning contemporary estate offers the perfect

39 Photos

425158 Irish Lake Road, Grey County, ON , MLS #X11939676 , Image - 1

425158 Irish Lake Road Grey Highlands, Grey County, ON MLS® X11939676

Residential Freehold (Farm)

$2279000.0

Price drop by 3.0%

3 Beds
3 Baths

This 92.5-acre former dairy farm near Irish Lake in Grey Highlands presents an exceptional opportunity for farming or rural living, particularly ideal

47 Photos

409155 Grey Rd 4 N/A, Grey County, ON , MLS #X12033018 , Image - 1

409155 Grey Rd 4 N/A Grey Highlands, Grey County, ON MLS® X12033018

Residential Freehold (Farm)

$3600000.0

Price drop by 5.3%

3 +2 Beds
3 Baths
1500-2000 sq-ft

100 acre farm in Grey Highlands on a paved road. There are 60 acres being used for hay and pasture. Additional income from the wind turbine which brin

40 Photos

385073 4th Concession A N/A, Grey County, ON , MLS #X11987886 , Image - 1

385073 4th Concession A N/A Grey Highlands, Grey County, ON MLS® X11987886

Residential Freehold (Rural Residential)

$3350000.0

5 Beds
6 Baths
3500-5000 sq-ft

Refined, relaxed, and completely unforgettable, 99.6-acre estate blends high-end country living with thoughtful design in every square foot. At its he

50 Photos

385073 4th Concession A N/A, Grey County, ON , MLS #X11987891 , Image - 1

385073 4th Concession A N/A Grey Highlands, Grey County, ON MLS® X11987891

Commercial (Farm)

$3350000.0

6 Baths

This is the kind of property that stops you in your tracks, 99.6 acres of thoughtfully balanced farmland, natural beauty, and a custom-built home that

18 Photos

Lot 9 12th Concession B N/A, Grey County, ON , MLS #X12049522 , Image - 1

Lot 9 12th Concession B N/A Grey Highlands, Grey County, ON MLS® X12049522

Residential Freehold (Vacant Land)

$3200000.0

181 acres fronting on a paved road. There is approximately 150 acres of predominantly maple bush. Currently there is some marketable timber on the pro

40 Photos

545413 4A Side Road N, Grey County, ON , MLS #X10895595 , Image - 1

545413 4A Side Road N Grey Highlands, Grey County, ON MLS® X10895595

Residential Freehold (Detached)

$2495000.0

Price drop by 9.3%

1 +2 Beds
3 Baths
2000-2500 sq-ft

Welcome to your own slice of paradise nestled on a private 94.6-acre sanctuary, where nature's beauty and modern comforts harmonize seamlessly. This g

49 Photos

48 Durham Street, Grey County, ON , MLS #X12041506 , Image - 1

48 Durham Street Grey Highlands, Grey County, ON MLS® X12041506

Residential Freehold (Detached)

$2300000.0

6 Beds
4 Baths
5000 + sq-ft

The Original Flesherton Mill is a rare and extraordinary opportunity to own a piece of history, masterfully transformed into a luxury retreat. Built i

40 Photos

268 FOX RIDGE Rd, Grey County, Ontario , MLS #X11992993 , Image - 1

268 FOX RIDGE Rd Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11992993

Residential (Farm)

$2500000.0

4 +0 Beds
1 Baths

Renovated century brick home on a private 58 acre parcel in a beautiful setting on a quiet road. Updated kitchen with extensive cabinetry, quartz coun

40 Photos

158 WILES Lane, Grey County, Ontario , MLS #X10439932 , Image - 1

158 WILES Lane Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10439932

Residential (Detached)

$2229000.0

Price drop by 7.1%

2 +2 Beds
3 Baths

Welcome to your very own lakefront paradise! Introducing 158 Wiles Lane in Flesherton, a stunning Scott Hayes custom log home located right on Lake Eu

40 Photos

773367 Highway 10, Grey County, Ontario , MLS #X9034746 , Image - 1

773367 Highway 10 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X9034746

Residential (Rural Resid)

$3499000.0

3 Beds
3 Baths
2000-2500 sq-ft

For more info on this property, please click the Brochure button below. Equestrian Facility on 73ac of varied land use. Horse pastures, horse riding t

15 Photos

466408 12th Concession B Line, Grey County, Ontario , MLS #X5146840 , Image - 1

466408 12th Concession B Line Flesherton, Grey Highlands, Grey County, ON MLS® X5146840

Residential (Vacant Land)

$4500000.0

Price drop by 18.2%

92 Acres Of Mixed Hardwood, Pine Forest And Fields And Get This, 1800 Feet Of Lake Frontage On Lake Eugenia, One Of The Most Popular Inland Lakes In S

39 Photos

147 Blue Jay Cres, Grey County, Ontario , MLS #X11910848 , Image - 1

147 Blue Jay Cres Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11910848

Residential (Detached)

$2799147.0

7 +0 Beds
5 Baths
5000+ sq-ft

Introducing 147 Blue Jay Crescent, a stunning new residence set on a peaceful 2-acre lot where modern elegance and functional design converge; the exp

40 Photos

355310 BLUE MOUNTAINS EUPHRASIA TOWNLINE, Grey County, Ontario , MLS #X11971095 , Image - 1

355310 BLUE MOUNTAINS EUPHRASIA TOWNLINE Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11971095

Residential (Detached)

$2499000.0

3 +1 Beds
3 Baths

100 acres of Paradise near Blue, welcome home!! This exquisite 4-Bed 3-Bath Custom Home on 100 Acres of Tranquil Beauty is now for sale! Discover the

1 Photos

774312 Highway 10 Flesherton, Grey Highlands, Grey County, ON MLS® X11942732

Commercial (Land)

$4999000.0

Prime Investment and Development Opportunity in Flesherton, Ontario. The Subject Property site is located in a Northwest Flesherton industrial area, j

15 Photos

466408 12TH CONCESSION B N/A, Grey County, ON , MLS #X10875758 , Image - 1

466408 12TH CONCESSION B N/A Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10875758

Commercial (Farm)

$4500000.0

Price drop by 18.2%

If you've been searching for Nirvana, search no longer; 92 acres of mixed hardwood, pine forest, and fields and get this....1800 feet of lake frontage

25 Photos

467323 Grey Rd 31, Grey County, Ontario , MLS #X8269450 , Image - 1

467323 Grey Rd 31 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X8269450

Residential (Vacant Land)

$2999000.0

143.282 acres Vacant land with Right of way access mostly Treed in Maple and Mixed Forest, this expansive property offers a blend of Peace and Quiet

4 Photos

11 Toronto St S, Grey County, Ontario , MLS #X9267172 , Image - 1

11 Toronto St S Markdale, Grey Highlands, Grey County, ON MLS® X9267172

Commercial (Commercial/Retail)

$3000000.0

Prime Commercial / Residential Building in Markdale. Premium Corner Location at Highway 10 & Grey Road 12. Great Investment Opportunity to be part of

50 Photos

355310 Blue Mountains Euphrasia Townline, Grey County, ON , MLS #40641246 , Image - 1

355310 Blue Mountains Euphrasia Townline Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40641246

Residential (Single Family Residence)

$2499000

4 Beds
3 Baths
3263 sq-ft

Welcome home! This exquisite 4-Bed 3-Bath Custom Home on 100 Acres of Tranquil Beauty is now for sale! Discover the perfect blend of country charm & m

4 Photos

11 15 Toronto Street S, Grey County, ON , MLS #40638023 , Image - 1

11 15 Toronto Street S Markdale, Grey Highlands, Grey County, ON MLS® 40638023

Commercial Sale (Mixed,Building and Land)

$3000000

20419 sq-ft

Prime Commercial / Residential Building in Markdale. Premium Corner Location at Highway 10 & Grey Road 12. Great Investment Opportunity to be part of

42 Photos

268 Fox Ridge Road, Grey County, ON , MLS #40637904 , Image - 1

268 Fox Ridge Road Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40637904

Farm (Agriculture)

$2500000

4 Beds
1 Baths
2448 sq-ft

58 acre farm with a full set of buildings. Approximately 37 acres workable that are currently in hay, 6 acre hardwood bush lot, and 5 acres of mixed b

49 Photos

235145 Grey Road 13, Grey County, ON , MLS #40624167 , Image - 1

235145 Grey Road 13 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40624167

Residential (Single Family Residence)

$2995000

4 Beds
5 Baths
8862 sq-ft

Own a piece of Canadian Heritage with this magnificent log home nestled on a private 5+ acre lot in Beaver Valley. Expertly crafted over five years by

50 Photos

773367 Hwy 10, Grey County, ON , MLS #40619610 , Image - 1

773367 Hwy 10 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40619610

Farm (Agriculture)

$2399000

Price drop by 4.0%

3 Beds
3 Baths
2400 sq-ft

For more info on this property, please click the Brochure button below. 73.5 Acres of Serenity & Privacy. Mexicana inspired 10 stall Stables with cour

50 Photos

385073 4th Concession A, Grey County, ON , MLS #40612762 , Image - 1

385073 4th Concession A Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40612762

Farm (Agriculture)

$3450000

5 Beds
6 Baths
5545 sq-ft

Discover an exceptional 99.6-acre luxury farm estate, where every detail speaks of craftsmanship & thoughtful design. This impressive property boasts

1 Photos

221 Toronto Street S Markdale, Grey Highlands, Grey County, ON MLS® 40608156

Commercial Sale (Retail,Building and Land)

$2295000

3530 sq-ft

Dairy Daughter Gas Bar is a landmark at the entrance to Markdale on Hwy 10. Established over 40 years ago a new owner will be able to build on the str

50 Photos

545413 4a Sideroad, Grey County, ON , MLS #40588983 , Image - 1

545413 4a Sideroad Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40588983

Residential (Single Family Residence)

$2495000

Price drop by 9.3%

3 Beds
3 Baths
3388.26 sq-ft

Welcome to your own slice of paradise nestled on a private 94.6-acre sanctuary, where nature's beauty and modern comforts harmonize seamlessly. This g

50 Photos

194109 Grey Road 13, Grey County, ON , MLS #40579551 , Image - 1

194109 Grey Road 13 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40579551

Residential (Single Family Residence)

$3100000

Price drop by 8.8%

5 Beds
4 Baths
6594 sq-ft

Discover this 21.68-acre estate, offering the perfect opportunity to create a retreat, whether for personal enjoyment or as a profitable wellness or g

30 Photos

467323 GREY RD 31 N/A Concession, Grey County, ON , MLS #40576495 , Image - 1

467323 GREY RD 31 N/A Concession Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40576495

Land (Residential)

$2999000

143.282 acres Vacant land with Right of way access mostly Treed in Maple and Mixed Forest, this expansive property offers a blend of Peace and Quiet a

50 Photos

147 Blue Jay Crescent, Grey County, ON , MLS #40574216 , Image - 1

147 Blue Jay Crescent Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40574216

Residential (Single Family Residence)

$2850000

6 Beds
5 Baths
2973 sq-ft

Introducing 147 Blue Jay Crescent, a masterfully crafted home set on a peaceful 2-acre lot, where modern opulence meets functional design. Upon enteri