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Houses for Sale in Grey Highlands ON Under $10 Million - P5

Showing results 121 - 150 of 170
Last Updated: September 26, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
28 Photos
Last Updated : 46 Days ago
116 Main Street W, Grey County, ON , MLS #X13447502 , Image - 1
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116 Main Street W Grey Highlands, Grey County, ON MLS® X13447502

Residential Freehold (Detached)

$487000.0
price drop iconPrice drop by 3.9%
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Looking for the perfect home for you and your family? Live close to all the amenities in this charming two-bedroom house. Enjoy the convenience of bei
44 Photos
Last Updated : 48 Days ago
188 Highpoint Crescent, Grey County, ON , MLS #X13648622 , Image - 1

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188 Highpoint Crescent Grey Highlands, Grey County, ON MLS® X13648622

Residential Freehold (Rural Residential)

$1199000.0
  • 3 +2 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Captivating Waterfront Estate on Brewster's Lake~5.14 Acres with 167 Feet of Shoreline! Welcome to your private lakeside retreat in the heart of Grey
7 Photos
Last Updated : 49 Days ago
772789 Highway 10 N/A, Grey County, ON , MLS #X13642296 , Image - 1

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772789 Highway 10 N/A Grey Highlands, Grey County, ON MLS® X13642296

Residential Freehold (Detached)

$1199000.0
  • < 700 sq-ft
Great Potential 44.1 acres property featuring mainly Land Value , need to damage 1 1/2 storey house, ideally located fronting Highway 10, just minutes
14 Photos
Last Updated : 49 Days ago
110 Old Highway 4 N/A, Grey County, ON , MLS #X13638970 , Image - 1

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110 Old Highway 4 N/A Grey Highlands, Grey County, ON MLS® X13638970

Residential Freehold (Detached)

$799000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A Rare Opportunity with Exceptional Value! Discover the flexibility of this unique property featuring two separately divided parcels being sold togeth
16 Photos
Last Updated : 49 Days ago
PT LT 115-116 Highway 10 N/A, Grey County, ON , MLS #X13614692 , Image - 1

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PT LT 115-116 Highway 10 N/A Grey Highlands, Grey County, ON MLS® X13614692

Residential Freehold (Vacant Land)

$2500000.0
93 acre farm on Highway 10 between Flesherton & Markdale. 83 acres workable in one field. Harriston Loam and Donnybrook Sandy Loam soil. There are cur
42 Photos
Last Updated : 49 Days ago
356598 The Blue Mountains- Euphrasia N/A, Grey County, ON , MLS #X13577608 , Image - 1

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356598 The Blue Mountains- Euphrasia N/A Grey Highlands, Grey County, ON MLS® X13577608

Residential Freehold (Detached)

$1799000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Steeped in history and thoughtfully reimagined, this over-100-year-old former schoolhouse has been lovingly transformed into a one-of-a-kind home. Tak
45 Photos
Last Updated : 49 Days ago
774549 Highway 10 N/A, Grey County, ON , MLS #X13476154 , Image - 1

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774549 Highway 10 N/A Grey Highlands, Grey County, ON MLS® X13476154

Residential Freehold (Detached)

$850000.0
  • 6 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Framed by mature trees and established landscaping, this spacious six-bedroom, three-and-a-half-bath home offers a private setting on 1.5 acres while
7 Photos
Last Updated : 49 Days ago
PT LT27 GREY ROAD 13 N/A, Grey County, ON , MLS #X13242192 , Image - 1

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PT LT27 GREY ROAD 13 N/A Grey Highlands, Grey County, ON MLS® X13242192

Residential Freehold (Vacant Land)

$499000.0
6.195 acres of vacant land in stunning Beaver Valley close to the villages of Eugenia and Kimberly and a few mins from Beaver Valley Ski Club and Lake
11 Photos
Last Updated : 49 Days ago
466408 12th Concession B, R.R. 4 N/A, Grey County, ON , MLS #X12331275 , Image - 1

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466408 12th Concession B, R.R. 4 N/A Grey Highlands, Grey County, ON MLS® X12331275

Residential Freehold (Vacant Land)

$4500000.0
If you've been searching for a lakefront lot, search no longer; 92 acres of mixed hardwood, pine forest, and fields. All of this and 1800 feet of lake
28 Photos
Last Updated : 49 Days ago
634931 Pretty River Road, Grey County, ON , MLS #X12353318 , Image - 1

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634931 Pretty River Road Grey Highlands, Grey County, ON MLS® X12353318

Residential Freehold (Vacant Land)

$2995000.0
price drop iconPrice drop by 7.8%
SPECTACULAR views down the Pretty River Valley to Georgian Bay, Blue Mountain and beyond. 144 acres in this coveted location is rare - with approxima
50 Photos
Last Updated : 51 Days ago
385073 4th Conc A Road, Grey County, ON , MLS #X13624414 , Image - 1

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385073 4th Conc A Road Grey Highlands, Grey County, ON MLS® X13624414

Residential Freehold (Detached)

$2895000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
A rare offering where exceptional craftsmanship, architectural excellence, and breathtaking natural beauty come together on 99.6 acres of rolling coun
5 Photos
Last Updated : 52 Days ago
Lot 16 Markdale Meadows Drive, Grey County, ON , MLS #X13640696 , Image - 1
Lot 16 Markdale Meadows Drive Grey Highlands, Grey County, ON MLS® X13640696

Residential Freehold (Detached)

$500000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
To Be Built | Occupancy 2027 | The Willow, a beautifully crafted 1,400 sq. ft. detached bungalow that offers the perfect blend of modern luxury, comfo
4 Photos
Last Updated : 52 Days ago
Lot 13 Markdale Meadows Drive, Grey County, ON , MLS #X13640570 , Image - 1
Lot 13 Markdale Meadows Drive Grey Highlands, Grey County, ON MLS® X13640570

Residential Freehold (Detached)

$545000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
To Be Built | Occupancy 2027 | The Auburn Oak, a beautifully designed 2,000 sq. ft. 2-storey detached home that offers a grounded, realistic path to h
4 Photos
Last Updated : 52 Days ago
Lot 84 Markdale Meadows Drive, Grey County, ON , MLS #X13640286 , Image - 1
Lot 84 Markdale Meadows Drive Grey Highlands, Grey County, ON MLS® X13640286

Residential Freehold (Detached)

$490000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
To Be Built | Occupancy 2027 | The Tamarack, a beautifully designed 1,500 sq. ft. 2-storey detached home that offers a grounded, realistic path to hom
4 Photos
Last Updated : 52 Days ago
Lot 85 Markdale Meadows Drive, Grey County, ON , MLS #X13639900 , Image - 1
Lot 85 Markdale Meadows Drive Grey Highlands, Grey County, ON MLS® X13639900

Residential Freehold (Detached)

$465000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
To Be Built | Occupancy 2027 | The Tamarack, a beautifully designed 1,300 sq. ft. 2-storey detached home that offers a grounded, realistic path to hom
17 Photos
Last Updated : 57 Days ago
353814 Osprey Artemesia Townline, Grey County, ON , MLS #X13237674 , Image - 1

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353814 Osprey Artemesia Townline Grey Highlands, Grey County, ON MLS® X13237674

Residential Freehold (Vacant Land)

$1699000.0
Discover an extraordinary opportunity to own 89 acres of unspoiled natural beauty. This breathtaking property features the scenic Little Beaver River
50 Photos
Last Updated : 58 Days ago
727070 Side Rd 22C Side Road W, Grey County, ON , MLS #X12493710 , Image - 1

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727070 Side Rd 22C Side Road W Grey Highlands, Grey County, ON MLS® X12493710

Residential Freehold (Detached)

$6950000.0
price drop iconPrice drop by 99.1%
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
A River Runs Through It - A Once-in-a-Lifetime Estate on 244 Acres. Every once in a lifetime, a property comes along that defies comparison. Set on an
3 Photos
Last Updated : 59 Days ago
Pt Lot 80 Grey Road, Grey County, ON , MLS #X13513888 , Image - 1
Pt Lot 80 Grey Road Grey Highlands, Grey County, ON MLS® X13513888

Residential Freehold (Vacant Land)

$214900.0
Located just south of 3rd Concession and Grey Rd this remarkable parcel of land offers an expansive 329.77 feet of frontage and 660.03 deep along Gre
50 Photos
Last Updated : 61 Days ago
305256 South Line A Line, Grey County, ON , MLS #X13608902 , Image - 1

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305256 South Line A Line Grey Highlands, Grey County, ON MLS® X13608902

Residential Freehold (Rural Residential)

$2999000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Experience the perfect blend of luxury country living and sustainable rural lifestyle on this stunning 40-acre hobby farm. At the heart of the propert
38 Photos
Last Updated : 67 Days ago
102 Mill Street, Grey County, ON , MLS #X13559482 , Image - 1

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102 Mill Street Grey Highlands, Grey County, ON MLS® X13559482

Residential Freehold (Detached)

$675000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Experience the best of four-season living on this exceptional property, ideally located near Beaver Valley Ski Club, Hogg's Falls, Blue Mountain, Br
11 Photos
Last Updated : 67 Days ago
127 Hunter Street, Grey County, ON , MLS #X13585890 , Image - 1

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127 Hunter Street Grey Highlands, Grey County, ON MLS® X13585890

Residential Freehold (Detached)

$459900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Good Bones! Affordable Living. This 2+1 All Brick Bungalow is the Perfect Start or Perfect Downsize. Updated Eat In Kitchen with Stainless Steel Appli
43 Photos
Last Updated : 68 Days ago
469273 Grey Rd 31 Road, Grey County, ON , MLS #X13534556 , Image - 1

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469273 Grey Rd 31 Road Grey Highlands, Grey County, ON MLS® X13534556

Residential Freehold (Rural Residential)

$3800000.0
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
West Wind - 100 spectacular acres in the Singhampton Highlands, a short walk to Pretty River Valley Provincial Park and just 15 minutes to Osler and D
47 Photos
Last Updated : 69 Days ago
13 Clugston Drive, Grey County, ON , MLS #X13025330 , Image - 1

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13 Clugston Drive Grey Highlands, Grey County, ON MLS® X13025330

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 7.7%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this well-maintained 4-bedroom, 2-bathroom bungalow tucked away on a peaceful no-exit street in Markdale, just a short stroll from shops, a
37 Photos
Last Updated : 72 Days ago
124 Stanley Drive, Grey County, ON , MLS #X13566866 , Image - 1

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124 Stanley Drive Grey Highlands, Grey County, ON MLS® X13566866

Residential Freehold (Detached)

$999900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Desirable Lake Eugenia! Situated on the north shore of Lake Eugenia, with Spectacular Southern facing exposure views of the lake, this inviting 2 bed
48 Photos
Last Updated : 75 Days ago
469319 Grey Rd 31 Road, Grey County, ON , MLS #X13557820 , Image - 1

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469319 Grey Rd 31 Road Grey Highlands, Grey County, ON MLS® X13557820

Residential Freehold (Rural Residential)

$3400000.0
  • 8 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Pretty Pine, a remarkable 100-acre estate in the Singhampton Highlands, anchored by a striking 3,600 sq. ft. modern barndominium designed f
12 Photos
Last Updated : 76 Days ago
Lot 67 Brewester's Lake Road, Grey County, ON , MLS #X12844308 , Image - 1

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Lot 67 Brewester's Lake Road Grey Highlands, Grey County, ON MLS® X12844308

Residential Freehold (Vacant Land)

$449000.0
Brewster's Lake vacant land for sale. Perfect setting. 1.43 Acres of land with 135 feet of lake frontage. Homes in the area have sold up to 1.7 millio
2 Photos
Last Updated : 80 Days ago
429560 8th B Concession, Grey County, ON , MLS #X13538548 , Image - 1
429560 8th B Concession Grey Highlands, Grey County, ON MLS® X13538548

Residential Freehold (Vacant Land)

$1100000.0
The subject property is located just north of Singhampton with frontage on Concession 8B. This property, in the same family for multiple generations,
50 Photos
Last Updated : 81 Days ago
170 Mary B's Lane, Grey County, ON , MLS #X12786432 , Image - 1

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170 Mary B's Lane Grey Highlands, Grey County, ON MLS® X12786432

Residential Freehold (Detached)

$1750000.0
price drop iconPrice drop by 10.3%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Rare opportunity to own a true ski-in, ski-out chalet at the prestigious Beaver Valley Ski Club, ideally located in Beaver South. Privately set at the
1 Photos
Last Updated : 82 Days ago
164 John Street, Grey County, ON
164 John Street Grey Highlands, Grey County, ON MLS® X13527946

Residential Freehold (Vacant Land)

$169900.0
  • < 700 sq-ft
Live your best rural life inside the brand new home you've built on this prime lot in beautiful grey highlands. Located on a quiet dead end street in
36 Photos
Last Updated : 82 Days ago
585206 10A Side Road, Grey County, ON , MLS #X12834912 , Image - 1

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585206 10A Side Road Grey Highlands, Grey County, ON MLS® X12834912

Residential Freehold (Detached)

$749000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Ten minutes outside the the village of Markdale, off of Grey Rd 12. Tucked into just under 1.5 acres of peaceful countryside, this beautifully maintai
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