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Houses for Sale in Grey Highlands ON Under $500K

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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: August 12, 2026

28 Photos

116 Main Street W, Grey County, ON , MLS #X13447502 , Image - 1

116 Main Street W Grey Highlands, Grey County, ON MLS® X13447502

Residential Freehold (Detached)

$487000.0

Price 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

5 Photos

Pt LT 80 Grey Rd 124 Grey Road, Grey County, ON , MLS #X13513918 , Image - 1

Pt LT 80 Grey Rd 124 Grey Road Grey Highlands, Grey County, ON MLS® X13513918

Residential Freehold (Vacant Land)

$249900.0

Located just south of 3rd Concession and Grey Rd 124, this remarkable parcel of land offers an expansive 336 feet of frontage and 645 deep along Grey

14 Photos

194588 Grey Road 13 N/A, Grey County, ON , MLS #X13513728 , Image - 1

194588 Grey Road 13 N/A Grey Highlands, Grey County, ON MLS® X13513728

Residential Freehold (Vacant Land)

$329000.0

700-1100 sq-ft

Build the lifestyle you've always imagined in the heart of Beaver Valley. Set on just over one acre, this beautiful 145' x 300' property offers an inc

23 Photos

405014 Grey Road 4 N/A, Grey County, ON , MLS #X13458802 , Image - 1

405014 Grey Road 4 N/A Grey Highlands, Grey County, ON MLS® X13458802

Residential Freehold (Detached)

$497000.0

2 Beds
1 Baths
700-1100 sq-ft

Brick bungalow with attached garage in Priceville. New bathroom, new lighting, new breaker panel, freshly painted - this home has modern touches and i

7 Photos

PT LT27 GREY ROAD 13 N/A, Grey County, ON , MLS #X13242192 , Image - 1

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

40 Photos

280131 Artemesia-Southgate Townline, Grey County, ON , MLS #X13568970 , Image - 1

280131 Artemesia-Southgate Townline Grey Highlands, Grey County, ON MLS® X13568970

Residential Freehold (Detached)

$419900.0

2 Beds
1 Baths
1100-1500 sq-ft

Thoughtfully renovated from top to bottom, this charming bungalow offers the perfect blend of modern comfort, timeless style, and easy one-level livin

4 Photos

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

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

28 Photos

162 Main Street E, Grey County, ON , MLS #X13204216 , Image - 1

162 Main Street E Grey Highlands, Grey County, ON MLS® X13204216

Residential Freehold (Detached)

$415000.0

Price drop by 3.0%

2 Beds
2 Baths
700-1100 sq-ft

Bungalows like this continue to make sense for a lot of buyers. The layout is practical, the lot is a great size, and the location puts you close to e

12 Photos

209 Evans Street, Grey County, ON , MLS #X13618694 , Image - 1

209 Evans Street Grey Highlands, Grey County, ON MLS® X13618694

Residential Freehold (Detached)

Price On Request

3 Beds
1 Baths
1100-1500 sq-ft

Discover this newly renovated, well-maintained 3-bedroom detached bungalow in the desirable Grey Highlands community. Bright, inviting living spaces a

3 Photos

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

11 Photos

127 Hunter Street, Grey County, ON , MLS #X13585890 , Image - 1

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

33 Photos

104 Isla Street, Grey County, ON , MLS #X13437248 , Image - 1

104 Isla Street Grey Highlands, Grey County, ON MLS® X13437248

Residential Freehold (Detached)

$409000.0

3 Beds
2 Baths
2000-2500 sq-ft

Built in 1900 and located in the growing, vibrant community of Markdale, this 3-bedroom, 2-bathroom home is rich in character, history, and potential.

12 Photos

Lot 67 Brewester's Lake Road, Grey County, ON , MLS #X12844308 , Image - 1

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

33 Photos

13 Collingwood Street, Grey County, ON , MLS #X13037100 , Image - 1

13 Collingwood Street Grey Highlands, Grey County, ON MLS® X13037100

Residential Freehold (Detached)

$399000.0

Price drop by 9.0%

3 Beds
2 Baths
2000-2500 sq-ft

The Oscar Phillips House is one of those homes people already feel connected to before they ever step inside. Sitting proudly at the top of the hill,

1 Photos

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

11 Photos

429571 8th B Concession, Grey County, ON , MLS #X12957924 , Image - 1

429571 8th B Concession Grey Highlands, Grey County, ON MLS® X12957924

Residential Freehold (Vacant Land)

$399000.0

Price drop by 6.1%

Build your rural retreat or getaway chalet amongst gentle nature, mature cedar and wild apple trees. Peaceful location close to quaint villages, ski h

7 Photos

117 Butternut Court, Grey County, ON , MLS #X13521198 , Image - 1

117 Butternut Court Grey Highlands, Grey County, ON MLS® X13521198

Residential Freehold (Vacant Land)

$398000.0

3500-5000 sq-ft

1.26-acre lot, ready to build on a prestigious court with custom-built homes. Steps from Beaver Valley private ski club. Driveway and culvert installe

12 Photos

41 Collingwood Street, Grey County, ON , MLS #X13443634 , Image - 1

41 Collingwood Street Grey Highlands, Grey County, ON MLS® X13443634

Residential Freehold (Detached)

$349900.0

2 Beds
1 Baths
700-1100 sq-ft

Great affordable home for first time buyers! or someone looking for a professional business office or retail shop! Situated on a large lot close to do

11 Photos

LOT 22 Park Street S, Grey County, ON , MLS #X13420484 , Image - 1

LOT 22 Park Street S Grey Highlands, Grey County, ON MLS® X13420484

Residential Freehold (Vacant Land)

$175000.0

Build your dream home or cottage in the quaint town of Eugenia. This .50 acre treed lot is on a quiet street with 132 ft frontage x 165 ft depth and o

37 Photos

15 Ellen Street, Grey County, ON , MLS #X12853390 , Image - 1

15 Ellen Street Grey Highlands, Grey County, ON MLS® X12853390

Residential Freehold (Detached)

$459000.0

Price drop by 8.0%

3 Beds
1 Baths
1100-1500 sq-ft

There's something special about a classic brick home set proudly on a corner lot, and this solid double-brick property offers character and opportunit

4 Photos

405251 Grey Rd 4 Road, Grey County, ON , MLS #X12946714 , Image - 1

405251 Grey Rd 4 Road Grey Highlands, Grey County, ON MLS® X12946714

Residential Freehold (Vacant Land)

$180000.0

Price drop by 9.5%

Build Your Dream Home On Just Over 1/2 Acre. Driveway Already In. 20 X 8 Rustic Cabin. Building Envelope Already In Place. Close To Many Lakes, Not F

18 Photos

Lot 8 Green Acres Road, Grey County, ON , MLS #X13008300 , Image - 1

Lot 8 Green Acres Road Grey Highlands, Grey County, ON MLS® X13008300

Residential Freehold (Vacant Land)

$385000.0

Lake Eugenia Waterfront access is included in this 100 x 318 lot. On the corner of Grey Road 13 and Green Acres, this property enjoys access on a priv

11 Photos

00000 PENNY Lane, Grey County, ON , MLS #X12940410 , Image - 1

00000 PENNY Lane Grey Highlands, Grey County, ON MLS® X12940410

Residential Freehold (Vacant Land)

$273500.0

Lake Eugenia - Deeded Access to the Waterfront is included with this 100' x 200' building lot. With mature trees at the back and along the property bo

3 Photos

LT 8 ELLEN Street, Grey County, ON , MLS #X13225286 , Image - 1

LT 8 ELLEN Street Grey Highlands, Grey County, ON MLS® X13225286

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

39 Photos

405009 Grey 4 Road, Grey County, ON , MLS #X12908198 , Image - 1

405009 Grey 4 Road Grey Highlands, Grey County, ON MLS® X12908198

Residential Freehold (Detached)

$459000.0

Price drop by 6.1%

1 Beds
1 Baths
700-1100 sq-ft

This adorable like new bungalow in lovely Priceville is full of charm and comfort, Completely updated from top to bottom, its ready for you to move r

13 Photos

PT LT 2 Lakewood Lane, Grey County, ON , MLS #X13162768 , Image - 1

PT LT 2 Lakewood Lane Grey Highlands, Grey County, ON MLS® X13162768

Residential Freehold (Vacant Land)

$389900.0

There's something about waking up to the glistening water of a lakefront property that instantly makes you feel more relaxed. From quiet mornings with

6 Photos

LT 12 Canrobert Street, Grey County, ON , MLS #X12552040 , Image - 1

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

Residential Freehold (Vacant Land)

$199000.0

Price drop by 13.1%

< 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

26 Photos

132 SOUTH VIEW Lane, Grey County, ON , MLS #X13071530 , Image - 1

132 SOUTH VIEW Lane Grey Highlands, Grey County, ON MLS® X13071530

Residential Freehold (Vacant Land)

$275000.0

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

4 Photos

103 Bowles Bluff Road, Grey County, ON , MLS #X12887986 , Image - 1

103 Bowles Bluff Road Grey Highlands, Grey County, ON MLS® X12887986

Residential Freehold (Vacant Land)

$398000.0

Price drop by 20.1%

< 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

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