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Houses for Sale in Grey Highlands ON Under $500K

Showing results 1 - 30 of 37

Are you looking for houses under $500k for sale in Grey Highlands ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Grey Highlands. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Grey Highlands. Whether you’re looking to buy houses under under $500k in Grey Highlands ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Grey Highlands houses for sale under under $500k, including freehold homes, condos, and commercial properties.


Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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21 Photos
Last Updated : 1 Day ago
773462 Highway 10 Road N, Grey County, ON , MLS #X12192075 , Image - 1
Image With Blur overlay

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773462 Highway 10 Road N Grey Highlands, Grey County, ON MLS® X12192075

Residential Freehold (Vacant Land)

$325000.0
Beautifully maintained 3.5 acre building lot fronting onto Highway 10, and bordered by the Saugeen River. Natural trees and forest border lot lines on
16 Photos
Last Updated : 2 Days ago
30 Sydenham Street, Grey County, ON , MLS #X12205937 , Image - 1

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30 Sydenham Street Grey Highlands, Grey County, ON MLS® X12205937

Residential Freehold (Detached)

$359900.0
price drop iconPrice drop by 8.9%
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Flesherton - off the main road (don't let the address fool you) this 1300 square foot home with attached 24x30 garage has space for all your needs. Ne
26 Photos
Last Updated : 4 Days ago
132 SOUTH VIEW Lane, Grey County, ON , MLS #X12185515 , Image - 1

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132 SOUTH VIEW Lane Grey Highlands, Grey County, ON MLS® X12185515

Residential Freehold (Vacant Land)

$299000.0
This 10.45-acre property sits in a peaceful spot between Dundalk and Badjeros, just north of County Road 9, close enough for an easy commute, yet tuck
6 Photos
Last Updated : 16 Days ago
LT 12 Canrobert Street, Grey County, ON , MLS #X12552040 , Image - 1

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LT 12 Canrobert Street Grey Highlands, Grey County, ON MLS® X12552040

Residential Freehold (Vacant Land)

$229000.0
  • < 700 sq-ft
0.5-Acre Lot in Scenic Eugenia-A Rare Opportunity! This 0.5-acre residential lot offers a prime location at the top of the Beaver Valley, just minutes
3 Photos
Last Updated : 22 Days ago
LT 8 ELLEN Street, Grey County, ON , MLS #X12539656 , Image - 1
LT 8 ELLEN Street Grey Highlands, Grey County, ON MLS® X12539656

Residential Freehold (Vacant Land)

$169900.0
  • < 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
13 Photos
Last Updated : 40 Days ago
PT LT 6 BASELINE Road, Grey County, ON , MLS #X12443197 , Image - 1

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PT LT 6 BASELINE Road Grey Highlands, Grey County, ON MLS® X12443197

Residential Freehold (Vacant Land)

$259000.0
  • < 700 sq-ft
Welcome to this exceptional two-acre building lot, tucked away on a quiet dead-end road in the heart of Grey Highlands. Surrounded by mature woodlands
1 Photos
Last Updated : 54 Days ago
154 BOWLES BLUFF Road, Grey County, ON
154 BOWLES BLUFF Road Grey Highlands, Grey County, ON MLS® X12049891

Residential Freehold (Vacant Land)

$350000.0
price drop iconPrice drop by 12.1%
  • < 700 sq-ft
Situated in the heart of Beaver Valley, this exceptional building lot on Bowles Bluff Road offers the perfect opportunity to create your dream home. J
9 Photos
Last Updated : 71 Days ago
n/a Main Street W, Grey County, ON , MLS #X12139884 , Image - 1

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n/a Main Street W Grey Highlands, Grey County, ON MLS® X12139884

Residential Freehold (Vacant Land)

$148000.0
  • < 700 sq-ft
This 0.2-acre vacant lot offers an exceptional opportunity in the rapidly growing community of Markdale. The town of Markdale is experiencing exciting
1 Photos
Last Updated : 71 Days ago
LT 36 CON 9 8 Concession B N/A, Grey County, ON
LT 36 CON 9 8 Concession B N/A Grey Highlands, Grey County, ON MLS® X12132778

Residential Freehold (Vacant Land)

$439000.0
  • < 700 sq-ft
For sale 2.03 acres this property is 75 % hidden from the road by trees it has rurral veiws 5 min away from golfing skiing 20 min away from Collingwoo
4 Photos
Last Updated : 74 Days ago
103 Bowles Bluff Road, Grey County, ON , MLS #X12385227 , Image - 1
103 Bowles Bluff Road Grey Highlands, Grey County, ON MLS® X12385227

Residential Freehold (Vacant Land)

$498000.0
  • < 700 sq-ft
Welcome to Bowles Bluff Rd. An exciting opportunity to craft your own home on this remarkable 110 x 328 ft lot. Walking distance to the Beaver Valley
8 Photos
Last Updated : 434 Days ago
566237 Sideroad 7a Sideroad, Grey County, ON , MLS #40639543 , Image - 1

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Unit-3, 566237 Sideroad 7a Sideroad Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40639543

Residential (Condo/Apartment Unit)

$449900
  • 3 Beds
  • 1 Baths
  • 1200 sq-ft
Great opportunity to own in the Beaver Valley! Fabulous 3 Bedroom, 1 bath, and a large upper level open plan living - kitchen - dining room with high
26 Photos
Last Updated : 434 Days ago
LOT 6 10th Concession, Grey County, ON , MLS #40639401 , Image - 1

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LOT 6 10th Concession Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40639401

Land (Residential)

$399900
Discover the hidden gem of this 3-acre property, where nature's beauty unfolds with every step. As you reach the property's highest point, you'll be c
21 Photos
Last Updated : 434 Days ago
PART LOT 9 CONCESSION  14 Osprey The Blue Mountains Townline, Grey County, ON , MLS #40621627 , Image - 1

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PART LOT 9 CONCESSION 14 Osprey The Blue Mountains Townline Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40621627

Land (Residential)

$399000
Just over 4 acres of vacant land nestled in a remarkable part of Grey Highlands. At the gateway to the Kolapore Uplands, and around the corner from Li
22 Photos
Last Updated : 434 Days ago
185 Raglan Street, Grey County, ON , MLS #40614301 , Image - 1

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185 Raglan Street Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40614301

Land (Residential)

$189000
price drop iconPrice drop by 5.5%
This half-acre gem is nestled on a peaceful dead-end street with a cul-de-sac, offering a safe haven for children learning to ride bikes and for those
14 Photos
Last Updated : 434 Days ago
PART OF LOT 13 Penny Lane, Grey County, ON , MLS #40603469 , Image - 1

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PART OF LOT 13 Penny Lane Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40603469

Land (Residential)

$275000
Build your home or cottage on this 100’x200’ lot with Deeded Access to Waterfront on Lake Eugenia! Site is ready for building plans – bring your own o
10 Photos
Last Updated : 434 Days ago
LT 1 PT 821 Inglis Drive, Grey County, ON , MLS #40599884 , Image - 1

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LT 1 PT 821 Inglis Drive Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40599884

Land (Residential)

$419000
This hidden gem is a 1+ acre treed lot at the end of a quiet cul-de-sac, bordering the tranquil Beaver River. The property boasts a limestone bluff ne
42 Photos
Last Updated : 434 Days ago
201 Cedars Resort, Grey County, ON , MLS #40593648 , Image - 1

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201 Cedars Resort Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40593648

Land (Residential)

$349900
price drop iconPrice drop by 5.4%
Peaceful 0.411 acre building lot tucked away just a short walk from highly sought after lake Eugenia. What makes this property even more special is th
25 Photos
Last Updated : 434 Days ago
132 Southview Lane, Grey County, ON , MLS #40589055 , Image - 1

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132 Southview Lane Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40589055

Land (Residential)

$375000
Discover this wonderful 10.45-acre parcel, perfectly situated between Dundalk and Badjeros, just north of County Road 9. Enjoy the convenience of easy
28 Photos
Last Updated : 434 Days ago
120 Sir Williams Lane, Grey County, ON , MLS #40587496 , Image - 1

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120 Sir Williams Lane Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40587496

Residential (Single Family Residence)

$365000
  • 1 Beds
  • 1 Baths
  • 675 sq-ft
Welcome to 120 Sir Williams Lane. Here is a property waiting on you to turn the page and start a new chapter. We have a private 150' x 200' double lot
11 Photos
Last Updated : 434 Days ago
LT 24 Canrobert Street N, Grey County, ON , MLS #40580867 , Image - 1

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LT 24 Canrobert Street N Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40580867

Land (Residential)

$199900
price drop iconPrice drop by 11.2%
This 130.48 ft x 174.09ft building lot is nestled in the friendly community of Eugenia. Located just minutes away from Eugenia Lake and the stunning E
22 Photos
Last Updated : 434 Days ago
PT LT 170 CON 2 SWTSR ART Road 170, Grey County, ON , MLS #40578635 , Image - 1

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PT LT 170 CON 2 SWTSR ART Road 170 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40578635

Land (Residential)

$259000
price drop iconPrice drop by 29.8%
3 Acres in Grey Highlands! Nestled amidst the breathtaking beauty of nature, this 3.03-acre parcel of vacant land offers you the opportunity to create
15 Photos
Last Updated : 434 Days ago
PT LT 40 Osprey Artemesia Townline, Grey County, ON , MLS #40563345 , Image - 1

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PT LT 40 Osprey Artemesia Townline Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40563345

Land (Residential)

$299000
price drop iconPrice drop by 14.6%
This sprawling 6-acre parcel is tucked away on a quiet gravel road, offering the perfect blend of tranquility and accessibility. Surrounded by a fores
15 Photos
Last Updated : 434 Days ago
PT LT 6 Baseline Road, Grey County, ON , MLS #40554164 , Image - 1

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PT LT 6 Baseline Road Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40554164

Land (Residential)

$279000
price drop iconPrice drop by 12.5%
Discover tranquility on this spacious 2-acre lot nestled within the serene beauty of Grey Highlands. Adorned with lovely maple trees, this property of
3 Photos
Last Updated : 434 Days ago
LT 8 Ellen Street, Grey County, ON , MLS #40537016 , Image - 1
7 Photos
Last Updated : 434 Days ago
97/99 Victoria Avenue, Grey County, ON , MLS #40537007 , Image - 1

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97/99 Victoria Avenue Markdale, Grey Highlands, Grey County, ON MLS® 40537007

Land (Residential)

$329000
price drop iconPrice drop by 5.7%
Two lots must be sold as package due to frontage, designed as multiple family duplex or up down four plex purpose built rental units.Great location 1
6 Photos
Last Updated : 434 Days ago
93/95 Victoria Avenue, Grey County, ON , MLS #40537003 , Image - 1

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93/95 Victoria Avenue Markdale, Grey Highlands, Grey County, ON MLS® 40537003

Land (Residential)

$289000
price drop iconPrice drop by 6.5%
Double lot package, designed as multiple family duplex or up down four plex purpose built rental units.Great location 1 block to new hospital, across
6 Photos
Last Updated : 434 Days ago
PART LOT 102 PART 5 Victoria Avenue, Grey County, ON , MLS #40536558 , Image - 1

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PART LOT 102 PART 5 Victoria Avenue Markdale, Grey Highlands, Grey County, ON MLS® 40536558

Land (Residential)

$189000
price drop iconPrice drop by 13.7%
Large single family residential building lot. Great location 1 block to new hospital, across street from South East Grey Community Health Centre, new
5 Photos
Last Updated : 434 Days ago
PART LOT 102 PART 6 Victoria Avenue, Grey County, ON , MLS #40536994 , Image - 1
PART LOT 102 PART 6 Victoria Avenue Markdale, Grey Highlands, Grey County, ON MLS® 40536994

Land (Residential)

$189000
price drop iconPrice drop by 13.7%
Large single family residential building lot. Great location 1 block to new hospital, across street from South East Grey Community Health Centre, new
4 Photos
Last Updated : 434 Days ago
N/A Bowles Bluff Road, Grey County, ON , MLS #40474082 , Image - 1
N/A Bowles Bluff Road Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40474082

Land (Residential)

$420000
Welcome to vacant lot on Bowles Bluff Road, a captivating 80 x 200ft residential lot ideally situated within walking distance of the slopes at Beaver
11 Photos
Last Updated : 462 Days ago
405012 4 Highway, Grey County, ON , MLS #40619589 , Image - 1

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405012 4 Highway Priceville, Grey Highlands, Grey County, ON MLS® 40619589

Residential (Single Family Residence)

$225000
  • 3 Beds
  • 1 Baths
  • 800 sq-ft
Discover an opportunity in the heart of Priceville! This charming lot offers great highway exposure, making it an ideal location for those seeking vis
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