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Grey Highlands, ON Luxury Homes

Showing results 1 - 30 of 34

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: February 25, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
38 Photos
Last Updated : 7 Days ago
807035 25th Side Rd, Grey County, Ontario , MLS #X11896652 , Image - 1
807035 25th Side Rd Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11896652

Residential (Detached)

$2,325,000
  • 2 +2 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Nestled on 25 breathtaking acres overlooking the Beaver Valley, Blue Mountains, and Georgian Bay, this stunning contemporary estate offers the perfect
40 Photos
Last Updated : 10 Days ago
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)

$3,499,000
  • 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
Last Updated : 10 Days ago
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)

$4,500,000
price drop iconPrice 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
40 Photos
Last Updated : 10 Days ago
553763 ROAD 55, Grey County, Ontario , MLS #X11952149 , Image - 1
553763 ROAD 55 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11952149

Residential (Detached)

$2,495,000
  • 5 +0 Beds
  • 4 Baths
  • 3500-5000 sq-ft
This unique property consists of a historic, completely renovated red brick schoolhouse, and a large modern addition and a freestanding timber frame g
39 Photos
Last Updated : 10 Days ago
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)

$2,799,147
  • 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
Last Updated : 11 Days ago
194109 GREY ROAD 13, Grey County, Ontario , MLS #X11971759 , Image - 1
194109 GREY ROAD 13 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11971759

Residential (Detached)

$2,850,000
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
40 Photos
Last Updated : 12 Days ago
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)

$2,499,000
  • 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
Last Updated : 13 Days ago
774312 Highway 10, Grey County, Ontario
774312 Highway 10 Flesherton, Grey Highlands, Grey County, ON MLS® X11942732

Commercial (Land)

$4,999,000
Prime Investment and Development Opportunity in Flesherton, Ontario. The Subject Property site is located in a Northwest Flesherton industrial area, j
40 Photos
Last Updated : 14 Days ago
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)

$2,259,900
price drop iconPrice drop by 5.8%
  • 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
Last Updated : 18 Days ago
545413 4A Sdrd N, Grey County, Ontario , MLS #X10895595 , Image - 1
545413 4A Sdrd N Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10895595

Residential (Detached)

$2,495,000
price drop iconPrice drop by 9.3%
  • 1 +2 Beds
  • 3 Baths
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
25 Photos
Last Updated : 22 Days ago
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)

$2,999,000
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
39 Photos
Last Updated : 27 Days ago
425158 Irish Lake Rd, Grey County, Ontario , MLS #X11939676 , Image - 1
425158 Irish Lake Rd Markdale, Grey Highlands, Grey County, ON MLS® X11939676

Residential (Farm)

$2,350,000
  • 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
4 Photos
Last Updated : 74 Days ago
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)

$3,000,000
Prime Commercial / Residential Building in Markdale. Premium Corner Location at Highway 10 & Grey Road 12. Great Investment Opportunity to be part of
40 Photos
Last Updated : 76 Days ago
195851 Grey Road 7 Kimberly Rd, Grey County, Ontario , MLS #X11888830 , Image - 1
195851 Grey Road 7 Kimberly Rd Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11888830

Residential (Detached)

$4,100,000
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome To A Truly Spectacular Lifestyle Property Spanning 48.5 Acres Of Breathtaking Views And Trails Across The Enchanting Beaver Valley. Features A
40 Photos
Last Updated : 90 Days ago
177 OSPREY HEIGHTS Rd, Grey County, Ontario , MLS #X10434955 , Image - 1
177 OSPREY HEIGHTS Rd Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10434955

Residential (Detached)

$2,490,000
  • 4 +0 Beds
  • 3 Baths
Nestled amidst breathtaking natural beauty, this remarkable gem offers a truly priceless vista overlooking the serene Pretty River Valley and the stun
50 Photos
Last Updated : 151 Days ago
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)

$2,499,000
  • 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
Last Updated : 151 Days ago
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)

$3,000,000
  • 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
Last Updated : 151 Days ago
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)

$2,500,000
  • 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
Last Updated : 151 Days ago
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)

$2,995,000
  • 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
Last Updated : 151 Days ago
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)

$2,399,000
price drop iconPrice drop by 4.0%
  • 3 Beds
  • 3 Baths
  • 2400 sq-ft
50 Photos
Last Updated : 151 Days ago
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)

$3,450,000
  • 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
Last Updated : 151 Days ago
221 Toronto Street S, Grey County, ON
221 Toronto Street S Markdale, Grey Highlands, Grey County, ON MLS® 40608156

Commercial Sale (Retail,Building and Land)

$2,295,000
  • 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
Last Updated : 151 Days ago
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)

$2,495,000
price drop iconPrice 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
Last Updated : 151 Days ago
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)

$3,100,000
price drop iconPrice 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
Last Updated : 151 Days ago
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)

$2,999,000
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
Last Updated : 151 Days ago
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)

$2,850,000
  • 6 Beds
  • 5 Baths
  • 2973 sq-ft
15 Photos
Last Updated : 151 Days ago
466408 12th Concession B, Grey County, ON , MLS #40076291 , Image - 1
466408 12th Concession B Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40076291

Land (Mixed Use)

$4,500,000
price drop iconPrice 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
45 Photos
Last Updated : 184 Days ago
467370 12th Concession B Road, Grey County, ON , MLS #40636566 , Image - 1
467370 12th Concession B Road Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40636566

Residential (Single Family Residence)

$2,099,000
  • 6 Beds
  • 4 Baths
  • 4970 sq-ft
RETREAT LOCATED ON 50 ACRES WITH PRIVATE LAKE!Welcome to your peaceful luxury retreat! This stunning 6 bedroom log-sided home is fully furnished both
40 Photos
Last Updated : 189 Days ago
305455 Southline A Rd, Grey County, Ontario , MLS #X8429978 , Image - 1
305455 Southline A Rd Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X8429978

Commercial (Sale Of Business)

$3,600,000
44 Photos
Last Updated : 193 Days ago
177 Osprey Heights Road, Grey County, ON , MLS #40562402 , Image - 1
177 Osprey Heights Road Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40562402

Residential (Single Family Residence)

$2,550,000
price drop iconPrice drop by 8.6%
  • 4 Beds
  • 3 Baths
  • 3590 sq-ft
Nestled amidst breathtaking natural beauty, this remarkable gem offers a truly priceless vista overlooking the serene Pretty River Valley and the stun
Shortlisted Properties
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Rishi Raj Tiwari
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