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Houses for Sale in Grey Highlands ON Under $5 Million - P4

Showing results 91 - 120 of 138
Last Updated: November 10, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
45 Photos
Last Updated : 41 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
46 Photos
Last Updated : 42 Days ago
26 Victoria Avenue, Grey County, ON , MLS #X13215624 , Image - 1

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26 Victoria Avenue Grey Highlands, Grey County, ON MLS® X13215624

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 4.1%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Behind its classic brick exterior and timeless Georgian-style presence, this Markdale property offers more than first meets the eye. Currently arrange
3 Photos
Last Updated : 42 Days ago
LT 8 ELLEN Street, Grey County, ON , MLS #X13836922 , Image - 1
LT 8 ELLEN Street Grey Highlands, Grey County, ON MLS® X13836922

Residential Freehold (Vacant Land)

$149000.0
  • < 700 sq-ft
Residential Building Lot (66 Ft. X 123 Ft.) In A Residential Neighborhood. Easy Access To Highway 10. Water Well Required. Septic Required. Close To D
47 Photos
Last Updated : 43 Days ago
239 Napoleon Street, Grey County, ON , MLS #X13799242 , Image - 1

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239 Napoleon Street Grey Highlands, Grey County, ON MLS® X13799242

Residential Freehold (Detached)

$650000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Set on just over half an acre on a quiet dead-end street in Eugenia, this brick bungalow offers a flexible layout with plenty of room for family and g
1 Photos
Last Updated : 43 Days ago
154 Bowles Bluff Road, Grey County, ON
154 Bowles Bluff Road Grey Highlands, Grey County, ON MLS® X13834996

Residential Freehold (Vacant Land)

$400000.0
A rare opportunity to secure a premium building lot within walking distance of Beaver Valley Ski Club and create a custom retreat tailored to your lif
43 Photos
Last Updated : 43 Days ago
81 Main Street E, Grey County, ON , MLS #X13649100 , Image - 1

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81 Main Street E Grey Highlands, Grey County, ON MLS® X13649100

Residential Freehold (Detached)

$849000.0
price drop iconPrice drop by 5.6%
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to one of the Grand Ladies of Markdale The Haskett House, circa 1890's. This historic Heritage Home features a stately entrance with unique br
46 Photos
Last Updated : 46 Days ago
635317 Euphrasia-Holland Townline, Grey County, ON , MLS #X13758326 , Image - 1

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635317 Euphrasia-Holland Townline Grey Highlands, Grey County, ON MLS® X13758326

Residential Freehold (Detached)

$2450000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Hidden country gem. Winding drive through the trees ushers you to a wonderful country offering. Home is completely redone and a lovely addition built
47 Photos
Last Updated : 47 Days ago
449686 10th Concession Road, Grey County, ON , MLS #X13697776 , Image - 1

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449686 10th Concession Road Grey Highlands, Grey County, ON MLS® X13697776

Residential Freehold (Detached)

$1150000.0
price drop iconPrice drop by 2.5%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Finding 50 acres in Grey Highlands just 15 minutes from Collingwood gives you a pretty great combination of country living, usable land and convenienc
50 Photos
Last Updated : 47 Days ago
235299 Grey Road 13 N/A, Grey County, ON , MLS #X13817812 , Image - 1

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235299 Grey Road 13 N/A Grey Highlands, Grey County, ON MLS® X13817812

Residential Freehold (Detached)

$1390000.0
  • 6 +1 Beds
  • 7 Baths
  • 3000-3500 sq-ft
Welcome to the Jasper Stuart House - a truly exceptional Beaver Valley residence where timeless elegance meets modern comfort. Built in 1915, this mag
50 Photos
Last Updated : 47 Days ago
56 Herbert Avenue, Grey County, ON , MLS #X13520384 , Image - 1

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56 Herbert Avenue Grey Highlands, Grey County, ON MLS® X13520384

Residential Freehold (Detached)

$625000.0
price drop iconPrice drop by 10.7%
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome Home! Discover the perfect place to make lasting family memories in this beautifully maintained, custom-built, one-owner home. Built by a high
38 Photos
Last Updated : 48 Days ago
71 Uplands Drive, Grey County, ON , MLS #X13819310 , Image - 1

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71 Uplands Drive Grey Highlands, Grey County, ON MLS® X13819310

Residential Freehold (Detached)

$698000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully upgraded 3-bedroom backsplit in the heart of Markdale, offering approximately 2,026 sq. ft. of above-grade living space pl
4 Photos
Last Updated : 53 Days ago
103 Bowles Bluff Road, Grey County, ON , MLS #X13801244 , Image - 1
103 Bowles Bluff Road Grey Highlands, Grey County, ON MLS® X13801244

Residential Freehold (Vacant Land)

$398000.0
  • < 700 sq-ft
Full 1 Building Acre Lot! Welcome to Bowles Bluff Rd. An excited opportunity to craft your own home on this remarkable 110 x 328 ft lot. Walking dista
46 Photos
Last Updated : 56 Days ago
120 Beau Lane, Grey County, ON , MLS #X13674834 , Image - 1

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120 Beau Lane Grey Highlands, Grey County, ON MLS® X13674834

Residential Freehold (Rural Residential)

$775000.0
price drop iconPrice drop by 8.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on a corner lot on a quiet dead-end street amid towering maples in the highly sought-after community of Eugenia, this newer three-bedroom, two
35 Photos
Last Updated : 60 Days ago
350 Main Street, Grey County, ON , MLS #X13773778 , Image - 1

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350 Main Street Grey Highlands, Grey County, ON MLS® X13773778

Residential Freehold (Detached)

$598900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Move-in ready, thoughtfully updated and right in the heart of Markdale, this bright bungalow offers easy one-level living with plenty of outdoor space
50 Photos
Last Updated : 60 Days ago
635064 Euphrasia Holland Townline, Grey County, ON , MLS #X13770742 , Image - 1

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635064 Euphrasia Holland Townline Grey Highlands, Grey County, ON MLS® X13770742

Residential Freehold (Detached)

$955000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
There's a certain kind of peace that comes with leaving town behind, turning down a country road and pulling into a property that feels like your own
50 Photos
Last Updated : 60 Days ago
235341 Grey 13 Road, Grey County, ON , MLS #X13770314 , Image - 1

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235341 Grey 13 Road Grey Highlands, Grey County, ON MLS® X13770314

Residential Freehold (Detached)

$714900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 235341 Grey Road 13, a charming three-bedroom bungalow nestled on more than half an acre in the picturesque village of Kimberley. Built in
15 Photos
Last Updated : 60 Days ago
129 Blue Jay Crescent, Grey County, ON , MLS #X13471046 , Image - 1

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129 Blue Jay Crescent Grey Highlands, Grey County, ON MLS® X13471046

Residential Freehold (Detached)

$1298000.0
price drop iconPrice drop by 12.8%
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome To This Beautiful 4 Season Exceptional 7 Bedrooms & 4 Baths Custom-Built Two-Storey Home On 2.14 Acres. No Need To Go On Vacation, This Proper
45 Photos
Last Updated : 62 Days ago
112 Amik Court, Grey County, ON , MLS #X13761206 , Image - 1

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112 Amik Court Grey Highlands, Grey County, ON MLS® X13761206

Residential Freehold (Detached)

$1489000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
112 Amik Court is a masterclass in custom chalet design. Luxuriously nestled on a serene, private lot just over 1/3 of an acre-backing directly onto
20 Photos
Last Updated : 62 Days ago
553763 Road 55 N/A, Grey County, ON , MLS #X13098426 , Image - 1

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553763 Road 55 N/A Grey Highlands, Grey County, ON MLS® X13098426

Residential Freehold (Detached)

$1749900.0
price drop iconPrice drop by 7.9%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to one of Grey County's most extraordinary properties - a masterfully restored 1884 red brick schoolhouse transformed into a remarkable countr
29 Photos
Last Updated : 63 Days ago
235345 Grey Road 13 N/A, Grey County, ON , MLS #X13754488 , Image - 1

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235345 Grey Road 13 N/A Grey Highlands, Grey County, ON MLS® X13754488

Residential Freehold (Detached)

$628000.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This beautiful 3-bedroom bungalow in Beaver Valley is the perfect starter home or a quiet escape from the city. Inside, you will find a bright open la
45 Photos
Last Updated : 63 Days ago
130 St Arnaud Street, Grey County, ON , MLS #X13754440 , Image - 1

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130 St Arnaud Street Grey Highlands, Grey County, ON MLS® X13754440

Residential Freehold (Detached)

$2300000.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
A Stunning Home set on a private 3 acre lot in Eugenia, this property was built to the highest standards of architectural design and environmental sta
33 Photos
Last Updated : 67 Days ago
529648 Osprey-The Blue Mountains Townline, Grey County, ON , MLS #X13435902 , Image - 1

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529648 Osprey-The Blue Mountains Townline Grey Highlands, Grey County, ON MLS® X13435902

Residential Freehold (Detached)

$3330000.0
price drop iconPrice drop by 8.8%
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Set on 66.58 private acres overlooking Pretty River Valley Provincial Park, this extraordinary home offers 6 bedrooms, 4.5 baths, 9-foot ceilings, bam
50 Photos
Last Updated : 70 Days ago
189 Point Road, Grey County, ON , MLS #X13246978 , Image - 1

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189 Point Road Grey Highlands, Grey County, ON MLS® X13246978

Residential Freehold (Detached)

$1920000.0
price drop iconPrice drop by 1.3%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to easy waterfront living on Lake Eugenia. Offered for sale by the original owners it has 135 feet of south-facing shoreline, 3500 sq ft of li
50 Photos
Last Updated : 71 Days ago
196313 Grey 7 Road, Grey County, ON , MLS #X13119910 , Image - 1

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196313 Grey 7 Road Grey Highlands, Grey County, ON MLS® X13119910

Residential Freehold (Detached)

$1149000.0
  • 3 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Set high above the breathtaking Beaver Valley, this home offers the complete country package with a lifestyle to match. You get a sneak peek of the vi
29 Photos
Last Updated : 71 Days ago
182 Lanktree Drive, Grey County, ON , MLS #X13700302 , Image - 1

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182 Lanktree Drive Grey Highlands, Grey County, ON MLS® X13700302

Residential Freehold (Att/Row/Townhouse)

$609000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Located in the Beaver Valley Ski Resort community - this furnished, move-in ready freehold townhouse (no condo fees!) is beautifully updated throughou
38 Photos
Last Updated : 73 Days ago
53 Uplands Drive, Grey County, ON , MLS #X13724072 , Image - 1

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53 Uplands Drive Grey Highlands, Grey County, ON MLS® X13724072

Residential Freehold (Detached)

$775000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 53 Uplands Drive, where modern living meets small-town charm in the exciting new Devonleigh community of Markdale, Ontario. Discover this b
29 Photos
Last Updated : 74 Days ago
734565 West Back Line, Grey County, ON , MLS #X13609676 , Image - 1

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734565 West Back Line Grey Highlands, Grey County, ON MLS® X13609676

Residential Freehold (Detached)

$1375000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Be the first to call this 3+2 bedroom, 4-bathroom modern bungalow home. With just under 2,000 sq ft of living space and set on a flat, usable 2.5-acre
36 Photos
Last Updated : 75 Days ago
27 Herbert Avenue, Grey County, ON , MLS #X13138632 , Image - 1

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27 Herbert Avenue Grey Highlands, Grey County, ON MLS® X13138632

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 9.1%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Fantastic 3 bedroom bungalow, move-in ready. Newer kitchen, newer kitchen appliances, newer main level bathroom. Large picture window in living room,
50 Photos
Last Updated : 78 Days ago
195781 Grey 7 Road, Grey County, ON , MLS #X12545672 , Image - 1

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195781 Grey 7 Road Grey Highlands, Grey County, ON MLS® X12545672

Residential Freehold (Detached)

$2999900.0
price drop iconPrice drop by 24.8%
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to an extraordinary 100-acre estate where breathtaking vistas and modern design come together in perfect harmony. Perched on a ridge overlooki
34 Photos
Last Updated : 87 Days ago
409381 Grey Road 4 N/A, Grey County, ON , MLS #X13678720 , Image - 1

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409381 Grey Road 4 N/A Grey Highlands, Grey County, ON MLS® X13678720

Residential Freehold (Detached)

$2999000.0
  • 6 Beds
  • 5 Baths
  • 3500-5000 sq-ft
WELCOME TO THIS CUSTOM-BUILT HOME SITUATED ON 3.668 ACRES OF LAND, WITH BEAUTIFUL AND SCENIC GREY HIGHLANDS. NO EXPENSE HAS BEEN SPARED TO MAKE THIS H
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