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Houses Under $500K for Sale in Grey Highlands, ON

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Are you looking for houses under 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: February 24, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
37 Photos
Last Updated : 1 Day ago
18 Collingwood St, Grey County, Ontario , MLS #X11979367 , Image - 1
18 Collingwood St Flesherton, Grey Highlands, Grey County, ON MLS® X11979367

Residential (Store W/Apartment/Office)

$425,000
  • 2 Beds
  • 3 Baths
Renovator, GC or Investor!! 2000+ sq ft building & 7,800+ ft(0.180 ac)Lot size in downtown Flesherton offers 3 separate units with excellent visual ex
13 Photos
Last Updated : 2 Days ago
194436 Grey Road 13, Grey County, Ontario , MLS #X11982695 , Image - 1
194436 Grey Road 13 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11982695

Residential (Detached)

$459,000
  • 1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Unique property offering a relatively new unit consisting of ground floor shop with 1 bdrm residential unit on the second both requiring minor finishi
4 Photos
Last Updated : 2 Days ago
00 North St, Grey County, Ontario , MLS #X11983937 , Image - 1
00 North St Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11983937

Residential (Vacant Land)

$199,000
Nicely treed vacant 1/2 acre lot awaiting your plans located just off Beaver Valley road in the hamlet of Eugenia 5 minutes from Lake Eugenia and Euge
17 Photos
Last Updated : 4 Days ago
566237 Sideroad 7A, Grey County, Ontario , MLS #X11949695 , Image - 1
Unit-3, 566237 Sideroad 7A Markdale, Grey Highlands, Grey County, ON MLS® X11949695

Condo (Condo Townhouse)

$449,900
  • 3 Beds
  • 1 Baths
  • 1200-1399 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
22 Photos
Last Updated : 6 Days ago
PT LT 170 CON 2  ROAD 170, Grey County, Ontario , MLS #X11896089 , Image - 1
PT LT 170 CON 2 ROAD 170 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11896089

Residential (Vacant Land)

$259,000
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
1 Photos
Last Updated : 10 Days ago
793550 Grey 124 Rd, Grey County, Ontario
793550 Grey 124 Rd Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X9387870

Residential (Vacant Land)

$299,000
Located just south of 3rd Concession and Grey Rd 124, this remarkable parcel of land offers an expansive 310 feet of frontage along Grey Rd 124. Spann
38 Photos
Last Updated : 10 Days ago
793510 Grey Road 124 Rd, Grey County, Ontario , MLS #X11911969 , Image - 1
793510 Grey Road 124 Rd Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11911969

Residential (Vacant Land)

$349,900
Discover your own slice of paradise with this expansive 5-acre vacant lot, perfectly suited for your dream home! This property features an approved bu
13 Photos
Last Updated : 15 Days ago
429570 8th B Concession Rd, Grey County, Ontario , MLS #X11891186 , Image - 1
429570 8th B Concession Rd Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11891186

Residential (Vacant Land)

$450,000
Private 2 Acre lot on a well maintained country road just 3 Km from Singhampton(The Hamptons). Elevated building envelope is partially cleared. Driv
18 Photos
Last Updated : 17 Days ago
Lt 24 Canrobert St N, Grey County, Ontario , MLS #X10405592 , Image - 1
Lt 24 Canrobert St N Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10405592

Residential (Vacant Land)

$199,900
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
14 Photos
Last Updated : 17 Days ago
130 Inkerman St N, Grey County, Ontario , MLS #X11900015 , Image - 1
130 Inkerman St N Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11900015

Residential (Vacant Land)

$249,000
3 Photos
Last Updated : 25 Days ago
LT 8 ELLEN St, Grey County, Ontario , MLS #X10846501 , Image - 1
LT 8 ELLEN St Flesherton, Grey Highlands, Grey County, ON MLS® X10846501

Residential (Vacant Land)

$169,900
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 : 27 Days ago
194588 GREY ROAD 13, Grey County, Ontario , MLS #X10438926 , Image - 1
194588 GREY ROAD 13 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10438926

Residential (Detached)

$499,000
  • 2 +0 Beds
  • 1 Baths
Dream Property in the Heart of Beaver Valley! Escape to this stunning county property located just moments from the Beaver Valley Ski Club, where a
4 Photos
Last Updated : 31 Days ago
Pt Lt 8 North St, Grey County, Ontario , MLS #X11939979 , Image - 1
Pt Lt 8 North St Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11939979

Residential (Vacant Land)

$199,900
150'x100' lot in Eugenia. Three sides are fenced including split rail fencing along the road. Partially treed setting would provide some privacy whi
29 Photos
Last Updated : 63 Days ago
44 COLLINGWOOD St, Grey County, Ontario , MLS #X10847075 , Image - 1
44 COLLINGWOOD St Flesherton, Grey Highlands, Grey County, ON MLS® X10847075

Residential (Detached)

$399,000
price drop iconPrice drop by 12.3%
  • 2 +0 Beds
  • 1 Baths
34 Photos
Last Updated : 66 Days ago
22 GREENVIEW Lane, Grey County, Ontario , MLS #X11898846 , Image - 1
22 GREENVIEW Lane Markdale, Grey Highlands, Grey County, ON MLS® X11898846

Residential (Detached)

$449,000
  • 3 +0 Beds
  • 1 Baths
Opportunity knocks! Take advantage of this older home on an oversized double in-town lot to either update the home or move in at a very competitive p
21 Photos
Last Updated : 70 Days ago
PT PARKLT 7 Inkerman St, Grey County, Ontario , MLS #X11894310 , Image - 1
PT PARKLT 7 Inkerman St Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11894310

Residential (Vacant Land)

$250,000
Set on a spacious 1-acre parcel at the edge of the Village of Eugenia, this property offers the perfect canvas for your new home. Conveniently located
8 Photos
Last Updated : 81 Days ago
PT LT27 GREY ROAD 13, Grey County, Ontario , MLS #X10435811 , Image - 1
PT LT27 GREY ROAD 13 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10435811

Residential (Vacant Land)

$499,000
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
9 Photos
Last Updated : 90 Days ago
LOT 31 8th Concession B, Grey County, Ontario , MLS #X8485552 , Image - 1
LOT 31 8th Concession B Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X8485552

Residential (Vacant Land)

$225,000
Discover the perfect spot for your dream home or cottage retreat on this serene, almost 1-acre building lot. Nestled in a peaceful country setting, th
25 Photos
Last Updated : 120 Days ago
408002 Grey  Rd 4, Grey County, Ontario , MLS #X9392344 , Image - 1
408002 Grey Rd 4 Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X9392344

Commercial (Investment)

$449,000
Investment or redevelopment opportunity: 58.5ft x 150 ft corner lot with prime mixed-use building at Grey Rd 4 & 2 in Maxwell. 4,212 sq ft with income
8 Photos
Last Updated : 151 Days ago
566237 Sideroad 7a Sideroad, Grey County, ON , MLS #40639543 , Image - 1
Unit-3, 566237 Sideroad 7a Sideroad Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40639543

Residential (Condo/Apartment Unit)

$449,900
  • 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 : 151 Days ago
LOT 6 10th Concession, Grey County, ON , MLS #40639401 , Image - 1
LOT 6 10th Concession Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40639401

Land (Residential)

$399,900
21 Photos
Last Updated : 151 Days ago
PART LOT 9 CONCESSION  14 Osprey The Blue Mountains Townline, Grey County, ON , MLS #40621627 , Image - 1
PART LOT 9 CONCESSION 14 Osprey The Blue Mountains Townline Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40621627

Land (Residential)

$399,000
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 : 151 Days ago
185 Raglan Street, Grey County, ON , MLS #40614301 , Image - 1
185 Raglan Street Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40614301

Land (Residential)

$189,000
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
27 Photos
Last Updated : 151 Days ago
30 Walker Street, Grey County, ON , MLS #40607644 , Image - 1
30 Walker Street Markdale, Grey Highlands, Grey County, ON MLS® 40607644

Commercial Sale (Mixed,Building and Land)

$450,000
  • 1792 sq-ft
Commercial building located in the growing town of Markdale with ample space and numerous amenities to suit your needs. On the first floor, find the h
14 Photos
Last Updated : 151 Days ago
PART OF LOT 13 Penny Lane, Grey County, ON , MLS #40603469 , Image - 1
PART OF LOT 13 Penny Lane Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40603469

Land (Residential)

$275,000
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 : 151 Days ago
LT 1 PT 821 Inglis Drive, Grey County, ON , MLS #40599884 , Image - 1
LT 1 PT 821 Inglis Drive Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40599884

Land (Residential)

$419,000
42 Photos
Last Updated : 151 Days ago
201 Cedars Resort, Grey County, ON , MLS #40593648 , Image - 1
201 Cedars Resort Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40593648

Land (Residential)

$349,900
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 : 151 Days ago
132 Southview Lane, Grey County, ON , MLS #40589055 , Image - 1
132 Southview Lane Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40589055

Land (Residential)

$375,000
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 : 151 Days ago
120 Sir Williams Lane, Grey County, ON , MLS #40587496 , Image - 1
120 Sir Williams Lane Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40587496

Residential (Single Family Residence)

$365,000
  • 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 : 151 Days ago
LT 24 Canrobert Street N, Grey County, ON , MLS #40580867 , Image - 1
LT 24 Canrobert Street N Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® 40580867

Land (Residential)

$199,900
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
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