minPriceVal

maxPriceVal

minSize

maxSize

Houses for Sale in Grey Highlands ON Under $5 Million

Showing results 1 - 30 of 167

Are you looking for houses under $5m 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 $5m 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 $5m, including freehold homes, condos, and commercial properties.

Last Updated: September 26, 2026

25 Photos

494618 Grey Road 2 N/A, Grey County, ON , MLS #X13751530 , Image - 1

494618 Grey Road 2 N/A Grey Highlands, Grey County, ON MLS® X13751530

Residential Freehold (Detached)

$769000.0

Price drop by 3.8%

3 Beds
2 Baths
2000-2500 sq-ft

Set on 2 acres along a paved road outside the desirable community of Feversham, this country property offers plenty of space both inside and out, with

Open House : Sun Oct 04, 05:00 AM to 07:00 AM

47 Photos

467063 12th Concession B N/A, Grey County, ON , MLS #X13830018 , Image - 1

467063 12th Concession B N/A Grey Highlands, Grey County, ON MLS® X13830018

Residential Freehold (Detached)

$1275000.0

2 Beds
1 Baths
700-1100 sq-ft

Set on just over 60 acres, with trails winding through the trees, this property gives you room for the quiet moments you crave and the dinner parties

1 Photos

111 STONEBROOK Way Grey Highlands, Grey County, ON MLS® X13773706

Residential Freehold (Att/Row/Townhouse)

$499900.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

Beautiful Townhouse In Markdale. Double Car Garage. Main Floor Features 9 Ft Ceiling. Finished Basement With 2 Bedrooms And A 3 Piece Bath.35 Minutes

46 Photos

26 Victoria Avenue, Grey County, ON , MLS #X13215624 , Image - 1

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

Residential Freehold (Detached)

$599000.0

Price 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

1 Photos

154 Bowles Bluff Road Grey Highlands, Grey County, ON MLS® X13467932

Residential Freehold (Detached)

$400000.0

Price drop by 68.0%

3 Beds
3 Baths
1500-2000 sq-ft

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

81 Main Street E, Grey County, ON , MLS #X13649100 , Image - 1

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

Residential Freehold (Detached)

$849000.0

Price 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

8 Photos

Reg Comp Plan 828 Lot 2 Flewelling Road, Grey County, ON , MLS #X13827390 , Image - 1

Reg Comp Plan 828 Lot 2 Flewelling Road Grey Highlands, Grey County, ON MLS® X13827390

Residential Freehold (Vacant Land)

$169900.0

Discover a rare opportunity to create your own retreat on beautiful Lake Eugenia. This private waterfront building lot offers approximately 75 feet of

23 Photos

605303 13a Side Road, Grey County, ON , MLS #X13827308 , Image - 1

605303 13a Side Road Grey Highlands, Grey County, ON MLS® X13827308

Residential Freehold (Vacant Land)

$699000.0

Welcome to Paradise Acres! A spectacular 25-acre parcel on the corner of Grey Road 12 and Sideroad 13A. The majority of the property is workable, offe

46 Photos

635317 Euphrasia-Holland Townline, Grey County, ON , MLS #X13758326 , Image - 1

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

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)

$389000.0

Price drop by 4.9%

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.

30 Photos

106 Mullin Street E, Grey County, ON , MLS #X13706936 , Image - 1

106 Mullin Street E Grey Highlands, Grey County, ON MLS® X13706936

Residential Freehold (Att/Row/Townhouse)

$537900.0

3 Beds
3 Baths
1100-1500 sq-ft

Located just two minutes from Highway 10 in Markdale, this beautifully maintained, four-year-old townhome built by renowned local builder Devonleigh H

Open House : Sun Oct 04, 11:00 AM to 01:00 PM

46 Photos

172 Park Street, Grey County, ON , MLS #X13784168 , Image - 1

172 Park Street Grey Highlands, Grey County, ON MLS® X13784168

Residential Freehold (Detached)

$605000.0

3 Beds
2 Baths
1500-2000 sq-ft

Nestled on a beautifully landscaped nearly half-acre property, this charming 3-bedroom, 2-bathroom bungalow offers the perfect blend of country charm

Open House : Sat Sep 26, 12:00 PM to 02:00 PM

47 Photos

449686 10th Concession Road, Grey County, ON , MLS #X13697776 , Image - 1

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

Residential Freehold (Detached)

$1150000.0

Price 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

235299 Grey Road 13 N/A, Grey County, ON , MLS #X13817812 , Image - 1

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

56 Herbert Avenue, Grey County, ON , MLS #X13520384 , Image - 1

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

Residential Freehold (Detached)

$625000.0

Price 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

71 Uplands Drive, Grey County, ON , MLS #X13819310 , Image - 1

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

50 Photos

468080 Concession 12B Concession, Grey County, ON , MLS #X13767394 , Image - 1

468080 Concession 12B Concession Grey Highlands, Grey County, ON MLS® X13767394

Residential Freehold (Detached)

$995000.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to a place where country living feels like a getaway, while everything you need is still close at hand. Set on a beautiful 2-acre property wi

Open House : Sat Sep 26, 11:00 AM to 01:00 PM

50 Photos

467435 12th Concession B Concession, Grey County, ON , MLS #X13490164 , Image - 1

467435 12th Concession B Concession Grey Highlands, Grey County, ON MLS® X13490164

Residential Freehold (Detached)

$1575000.0

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to Trivue Ridge Ranch. Set on a beautifully landscaped 2.7 acre parcel with sweeping countryside views, this versatile property offers a fully

32 Photos

320035 170 Road, Grey County, ON , MLS #X13772456 , Image - 1

320035 170 Road Grey Highlands, Grey County, ON MLS® X13772456

Residential Freehold (Detached)

$498888.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

**RARE 3-ACRE OPPORTUNITY IN GREY HIGHLANDS!** Discover privacy, tranquility & incredible potential at **320035 170 Road**, located just minutes south

45 Photos

307027 Centre Line A N/A, Grey County, ON , MLS #X13799780 , Image - 1

307027 Centre Line A N/A Grey Highlands, Grey County, ON MLS® X13799780

Residential Freehold (Farm)

$1550000.0

4 Beds
2 Baths
1500-2000 sq-ft

An incredible opportunity to own 100+ acres of beautiful Grey County countryside, ideally situated just outside Flesherton and the charming hamlet of

24 Photos

105 Wodehouse Court, Grey County, ON , MLS #X13743060 , Image - 1

105 Wodehouse Court Grey Highlands, Grey County, ON MLS® X13743060

Residential Freehold (Detached)

$959000.0

Price drop by 2.0%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 105 Wodehouse Court, a sophisticated ranch-style bungalow that perfectly balances modern designer living with soul-warming cabin comfort. L

6 Photos

349749 4th Concession B N/A, Grey County, ON , MLS #X13810142 , Image - 1

349749 4th Concession B N/A Grey Highlands, Grey County, ON MLS® X13810142

Residential Freehold (Vacant Land)

$499000.0

Vacant Land - 60 wooded/treed acres south of Singhampton. Ideal location to build a home/retreat with easy access to the city, Collingwood etc. Proper

50 Photos

139 South Shores Road, Grey County, ON , MLS #X13809796 , Image - 1

139 South Shores Road Grey Highlands, Grey County, ON MLS® X13809796

Residential Freehold (Detached)

$2295000.0

4 +2 Beds
4 Baths
3500-5000 sq-ft

This exceptional Lake Eugenia residence has been meticulously maintained by its original owners and represents one of the most compelling full-time wa

50 Photos

349502 4TH B Concession, Grey County, ON , MLS #X13809932 , Image - 1

349502 4TH B Concession Grey Highlands, Grey County, ON MLS® X13809932

Residential Freehold (Detached)

$4390000.0

4 Beds
4 Baths
2000-2500 sq-ft

An extraordinary opportunity to acquire approximately 100 acres, your own private lake, a custom log residence and an established income-producing acc

50 Photos

219 Bowles Bluff Road, Grey County, ON , MLS #X13079316 , Image - 1

219 Bowles Bluff Road Grey Highlands, Grey County, ON MLS® X13079316

Residential Freehold (Detached)

$924900.0

Price drop by 2.5%

2 +1 Beds
2 Baths
1100-1500 sq-ft

The term 'cozy' is an understatement when it comes to this picturesque A-frame chalet situated directly on the escarpment, in the heart of the spectac

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)

$399900.0

Price drop by 6.6%

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

50 Photos

137 Devonleigh Gate, Grey County, ON , MLS #X13807850 , Image - 1

137 Devonleigh Gate Grey Highlands, Grey County, ON MLS® X13807850

Residential Freehold (Detached)

$679900.0

2 Beds
2 Baths
1500-2000 sq-ft

An exceptional opportunity to own an extensively upgraded & fully furnished Muskoka bungalow in Centre Point South. Offering nearly 1,800 sq ft of liv

49 Photos

137 Mark Street W, Grey County, ON , MLS #X13802500 , Image - 1

137 Mark Street W Grey Highlands, Grey County, ON MLS® X13802500

Residential Freehold (Detached)

$789000.0

3 +1 Beds
3 Baths
2000-2500 sq-ft

Welcome to 137 Mark Street, tucked away on a quiet street in Markdale. This meticulously maintained, quality-built brick bungalow offers generous livi

45 Photos

325719 Durham Road B N/A, Grey County, ON , MLS #X13803212 , Image - 1

325719 Durham Road B N/A Grey Highlands, Grey County, ON MLS® X13803212

Residential Freehold (Detached)

$1999000.0

4 Beds
2 Baths
1500-2000 sq-ft

A rare opportunity to own a beautifully refreshed waterfront farm where country living and lake life come together on one exceptional property. Set on

35 Photos

67 Cambrai Road, Grey County, ON , MLS #X13592910 , Image - 1

67 Cambrai Road Grey Highlands, Grey County, ON MLS® X13592910

Residential Freehold (Detached)

$579900.0

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

Brick bungalow with attached garage on one of the most desirable streets in Markdale. Beautifully maintained, this home features a spacious living roo

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.