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Houses Under $500K for Sale in Grey Highlands ON

Showing results 1 - 30 of 55

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: March 30, 2025

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154 BOWLES BLUFF Road Grey Highlands, Grey County, ON MLS® X12049891

Residential Freehold (Vacant Land)

$398,000

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

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164 John Street Grey Highlands, Grey County, ON MLS® X12044786

Residential Freehold (Vacant Land)

$189,900

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

15 Photos

400035 Grey Road, Grey County, ON , MLS #X11994900 , Image - 1

Unit-4, 400035 Grey Road Grey Highlands, Grey County, ON MLS® X11994900

Residential Freehold (Detached)

$375,000

Price drop by 8.8%

3 Beds
1 Baths
700-1100 sq-ft

Come see this cute, single-family, detached home in Ceylon at the corner of Grey Road 4 and Jane Street. The main floor has a foyer, living and dining

17 Photos

566237 Sideroad 7A N/A, Grey County, ON , MLS #X11949695 , Image - 1

Unit-3, 566237 Sideroad 7A N/A Grey Highlands, Grey County, ON MLS® X11949695

Residential Condo & Other (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

29 Photos

54 MARK Street W, Grey County, ON , MLS #X11880041 , Image - 1

54 MARK Street W Grey Highlands, Grey County, ON MLS® X11880041

Residential Freehold (Detached)

$449,967

Price drop by 8.0%

3 +0 Beds
1 Baths

First time home buyers and young families take note: this is your chance to enjoy affordable home ownership & small-town life at its best in the growi

29 Photos

44 COLLINGWOOD Street, Grey County, ON , MLS #X12017320 , Image - 1

44 COLLINGWOOD Street Grey Highlands, Grey County, ON MLS® X12017320

Residential Freehold (Detached)

$384,900

2 +0 Beds
1 Baths
700-1100 sq-ft

1 1/2 storey home in Flesherton on 66'x140' lot with a 12'x20' shop. Main level is a good layout with a spacious living room, dining room, kitchen and

18 Photos

Lt 24 Canrobert St N, Grey County, Ontario , MLS #X10405592 , Image - 1

Lt 24 Canrobert St N 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

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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

8 Photos

201 Cedars Resort Lane, Grey County, ON , MLS #X11823839 , Image - 1

201 Cedars Resort Lane Grey Highlands, Grey County, ON MLS® X11823839

Residential Freehold (Vacant Land)

$319,999

Price drop by 7.2%

Welcome to some of the nicest natural scenery Southern Ontario has to offer. This is your opportunity to build your dream home or cottage on a 0.411 a

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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

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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

21 Photos

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

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LT 1 PT 821 INGLIS Dr, Grey County, Ontario , MLS #X11898797 , Image - 1

LT 1 PT 821 INGLIS Dr Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X11898797

Residential (Vacant Land)

$410,000

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LT 1 PT 821 INGLIS Drive, Grey County, ON , MLS #X10850029 , Image - 1

LT 1 PT 821 INGLIS Drive Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10850029

Residential Freehold (Vacant Land)

$410,000

Price drop by 2.1%

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54 Mark Street W, Grey County, ON , MLS #X10408737 , Image - 1

54 Mark Street W Markdale, Grey Highlands, Grey County, ON MLS® X10408737

Residential Freehold (Detached)

$474,967

Price drop by 2.9%

3 Beds
1 Baths
1500-2000 sq-ft

First time home buyers and young families take note: this is your chance to enjoy affordable home ownership & small-town life at its best in the growi

1 Photos

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

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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

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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

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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

Nice building lot is high and dry in a prime location in the village of Eugenia. Almost one acre is ready for building your dream home with excellent

11 Photos

194588 GREY ROAD 13 N/A, Grey County, ON , MLS #X10438902 , Image - 1

194588 GREY ROAD 13 N/A Rural Grey Highlands, Grey Highlands, Grey County, ON MLS® X10438902

Residential Freehold (Vacant Land)

$499,000

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

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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

34 Photos

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

25 Photos

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

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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

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

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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

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 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

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

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