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Detached Houses for Sale in Dufferin Under $5M

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Square Yards Canada can assist you in finding the ideal detached homes in Dufferin. Browse the options of several detached homes for sale Under $5M in Dufferin comprising 1 to 5 beds. The detached houses for sale Under $5M in Dufferin are listed by owners and brokers offering first-rate amenities and services in upscale neighbourhoods in Dufferin.

Last Updated: March 26, 2026

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19 Skelton Street, Dufferin, ON , MLS #X12920606 , Image - 1

19 Skelton Street Rural Mono, Mono, Dufferin, ON MLS® X12920606

Residential Freehold (Detached)

$1899000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

Welcome to 19 Skelton Street, a Cheshire model bungaloft - one of the largest in Monos prestigious Fieldstone community. With beautifully designed fin

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609 Simon Street, Dufferin, ON , MLS #X12917174 , Image - 1

609 Simon Street Shelburne, Dufferin, ON MLS® X12917174

Residential Freehold (Detached)

$899900.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

Welcome to 609 Simon Street, a fabulous 3+1 bedroom home in a peaceful family neighbourhood. Brand new finished basement with bathroom, bedroom and ki

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91 French Drive, Dufferin, ON , MLS #X12720198 , Image - 1

91 French Drive Rural Mono, Mono, Dufferin, ON MLS® X12720198

Residential Freehold (Detached)

$1050000.0

Price drop by 4.5%

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

This 2.5-storey red brick Victorian is a true standout in Mono's Fieldstone neighbourhood. Set on a sprawling, just-under-half-acre lot among other ex

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436139 4th Line, Dufferin, ON , MLS #X12820042 , Image - 1

436139 4th Line Rural Melancthon, Melancthon, Dufferin, ON MLS® X12820042

Residential Freehold (Detached)

$999000.0

5 Beds
3 Baths
3500-5000 sq-ft

Acreage. Square footage. Location. It's rare to find all three at this price point .Set on 2 private acres just 5 minutes to Shelburne and under an ho

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593475 Blind Line, Dufferin, ON , MLS #X12370882 , Image - 1

593475 Blind Line Rural Mono, Mono, Dufferin, ON MLS® X12370882

Residential Freehold (Detached)

$1899999.0

3 +2 Beds
4 Baths
2000-2500 sq-ft

Exceptionally Rare and Hard-to-Find Property Offering Approximately 48 Acres and Over 32 Parking Spaces This unique estate features a total of 5+ bedr

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132 First Avenue E, Dufferin, ON , MLS #X12729634 , Image - 1

132 First Avenue E Shelburne, Dufferin, ON MLS® X12729634

Residential Freehold (Detached)

$617750.0

3 Beds
3 Baths
2000-2500 sq-ft

A beautifully updated legal duplex offering standout curb appeal, strong income potential, and thoughtful modern upgrades throughout. This well-mainta

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9 Mcintyre Lane, Dufferin, ON , MLS #X12680672 , Image - 1

9 Mcintyre Lane Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X12680672

Residential Freehold (Detached)

$969000.0

Price drop by 3.0%

3 Beds
3 Baths
2000-2500 sq-ft

Stunning Detached Home with exceptional Craftsmanship & Over 100K in upgrades.Welcome to this Standout home where pride of ownership is reflected in e

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16 Bayberry Road, Dufferin, ON , MLS #X12806992 , Image - 1

16 Bayberry Road Rural Mono, Mono, Dufferin, ON MLS® X12806992

Residential Freehold (Detached)

$1649900.0

4 Beds
3 Baths
2500-3000 sq-ft

Step Into This Extraordinary Estate Featuring Professional Interior Design And Resort-Style Outdoor Living, All Set On Just Over An Acre Of Beautifull

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36 Paula Court, Dufferin, ON , MLS #W12911072 , Image - 1

36 Paula Court Orangeville, Dufferin, ON MLS® W12911072

Residential Freehold (Detached)

$1199000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 36 Paula Court A Refined Family Retreat on a Quiet Court - Tucked at the end of a peaceful cul de sac in sought-after Highland Ridge, this

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294 Broadway N/A, Dufferin, ON , MLS #W12458649 , Image - 1

294 Broadway N/A Orangeville, Dufferin, ON MLS® W12458649

Residential Freehold (Detached)

$899000.0

3 Beds
2 Baths
1500-2000 sq-ft

Opportunity Awaits in the Heart of Beautiful Orangeville! Huge 98.74 x 301.91 Foot Lot approximately 0.696 acres centrally located on Broadway, walkin

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416 Tansley Street, Dufferin, ON , MLS #X12890828 , Image - 1

416 Tansley Street Shelburne, Dufferin, ON MLS® X12890828

Residential Freehold (Detached)

$1049900.0

4 +3 Beds
5 Baths
3000-3500 sq-ft

Tucked into one of Shelburne's most family-friendly streets, 416 Tansley Street offers something that almost never comes up in town... a truly oversiz

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95 Avonmore Crescent, Dufferin, ON , MLS #W12673368 , Image - 1

95 Avonmore Crescent Orangeville, Dufferin, ON MLS® W12673368

Residential Freehold (Detached)

$854999.0

3 +1 Beds
2 Baths
1100-1500 sq-ft

Spacious Raised Bungalow with Full Lower Level In-law Suite. Large Entry with Convenient Front & Back Access Doors. Great Potential For Extra Income.

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237 Main Street, Dufferin, ON , MLS #X12736068 , Image - 1

237 Main Street Rural Melancthon, Melancthon, Dufferin, ON MLS® X12736068

Residential Freehold (Detached)

$718000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 237 Main Street in historical Horning's Mills! This charming and beautifully maintained 3 bedroom, 2 full bathroom offers the perfect blend

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22 Mill Lane E, Dufferin, ON , MLS #X12890340 , Image - 1

22 Mill Lane E Rural Melancthon, Melancthon, Dufferin, ON MLS® X12890340

Residential Freehold (Detached)

$699900.0

3 Beds
2 Baths
2000-2500 sq-ft

Situated in the charming community of Horning's Mills, this beautifully updated home sits on a beautiful one-acre lot with expansive countryside vista

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64149 County Road 3 N/A, Dufferin, ON , MLS #X12585690 , Image - 1

64149 County Road 3 N/A Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X12585690

Residential Freehold (Detached)

$899000.0

3 Beds
2 Baths
1500-2000 sq-ft

Fabulous Country Property. Welcome 64149 County Rd3 East Garafraxa Detached 2 storey 3 Bedroom House, 2 Washrooms, 1800 Sqft Sitting on 3.34 Acres wit

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535 Wansbrough Way, Dufferin, ON , MLS #X12688772 , Image - 1

535 Wansbrough Way Shelburne, Dufferin, ON MLS® X12688772

Residential Freehold (Detached)

$905000.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to 535 Wansborough Way, Shelburne With Gorgeous 4 Bed Detached House, 5 Washrooms With Double Car Garage In The Great Neighbourhood of Shelbur

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39 Passmore Avenue, Dufferin, ON , MLS #W12880674 , Image - 1

39 Passmore Avenue Orangeville, Dufferin, ON MLS® W12880674

Residential Freehold (Detached)

$934000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 39 Passmore Avenue in Orangeville, a well cared for 2 storey home located in a quiet, family friendly neighbourhood. Lovingly maintained by

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38 Big Tree Circle, Dufferin, ON , MLS #X12902728 , Image - 1

38 Big Tree Circle Rural Mulmur, Mulmur, Dufferin, ON MLS® X12902728

Residential Freehold (Detached)

$1525000.0

5 Beds
3 Baths
3500-5000 sq-ft

Every so often, a property comes along that offers more than a place to live-it offers a lifestyle. Perched atop a scenic hill, this exceptional custo

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130 Franklyn Street, Dufferin, ON , MLS #X12847866 , Image - 1

130 Franklyn Street Shelburne, Dufferin, ON MLS® X12847866

Residential Freehold (Detached)

$674900.0

3 Beds
2 Baths
1500-2000 sq-ft

*Huge Yard AND 4 Finished Levels of Living Space* This beautifully maintained 4-level side-split that offers the perfect blend of charm, space, and fu

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8 Nature's Landing Drive, Dufferin, ON , MLS #X12903288 , Image - 1

8 Nature's Landing Drive Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X12903288

Residential Freehold (Detached)

$1998888.0

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

Tranquil And Scenic Living Within This Exclusive Enclave Of Country Estate Homes. Welcome To 8 Nature's Landing Dr In East Garafraxa (Minutes Away Fro

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151547 12th Line Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X12827000

Residential Freehold (Detached)

$1189000.0

Price drop by 4.1%

3 Beds
3 Baths
1100-1500 sq-ft

*****BE SURE TO CLICK THE VIDEOS BUTTON ON REALTOR.CA TO VIEW THE FULL VIDEO TOUR OF THIS AMAZING HOME**** Welcome to this thoughtfully designed, mode

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39 Dinnick Crescent, Dufferin, ON , MLS #W12823044 , Image - 1

39 Dinnick Crescent Orangeville, Dufferin, ON MLS® W12823044

Residential Freehold (Detached)

$865000.0

Price drop by 2.8%

2 Beds
3 Baths
1100-1500 sq-ft

Welcome to this move-in condition bungalow on an oversized mature treed premium sized lot. This extended Black Ash model is much bigger than it looks

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953026 7th Line, Dufferin, ON , MLS #X12637390 , Image - 1

953026 7th Line Rural Mono, Mono, Dufferin, ON MLS® X12637390

Residential Freehold (Detached)

$1050000.0

Price drop by 14.2%

4 Beds
2 Baths
2000-2500 sq-ft

Set on just under 2 acres in beautiful, coveted Mono Township, this upgraded 2+2 bedroom bi-level bungalow offers a rare combination of privacy, flexi

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717218 1st Line E, Dufferin, ON , MLS #X12683684 , Image - 1

717218 1st Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X12683684

Residential Freehold (Detached)

$2350000.0

5 Beds
4 Baths
2000-2500 sq-ft

Escape to the rolling hills of Mulmur and discover this beautifully preserved three-storey brick farmhouse set on 88 acres of pristine countryside and

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634060 Highway 10 Highway, Dufferin, ON , MLS #X12891968 , Image - 1

634060 Highway 10 Highway Rural Mono, Mono, Dufferin, ON MLS® X12891968

Residential Freehold (Detached)

$1888000.0

5 Beds
4 Baths
3500-5000 sq-ft

Offered for the first time, this custom-built home in Mono is a rare opportunity combining luxury, space, and privacy. With over 5,000 sq. ft. of livi

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24 Faulkner Street, Dufferin, ON , MLS #W12890958 , Image - 1

24 Faulkner Street Orangeville, Dufferin, ON MLS® W12890958

Residential Freehold (Detached)

$1699000.0

5 Beds
3 Baths
2000-2500 sq-ft

Welcome to the esteemed 24 Faulkner, where history lives on in pristine perfection. Built in 1908 by John C. Reid, Dufferin County's first clerk, this

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8 Passmore Avenue, Dufferin, ON , MLS #W12716526 , Image - 1

8 Passmore Avenue Orangeville, Dufferin, ON MLS® W12716526

Residential Freehold (Detached)

$949000.0

Price drop by 1.1%

4 Beds
4 Baths
2000-2500 sq-ft

Tucked away on a quiet street in the highly desirable Credit Meadows neighbourhood, this large family home offers the room, layout, and outdoor space

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317 Main Street E, Dufferin, ON , MLS #X12633982 , Image - 1

317 Main Street E Shelburne, Dufferin, ON MLS® X12633982

Residential Freehold (Detached)

$699000.0

Price drop by 5.4%

4 Beds
3 Baths
2500-3000 sq-ft

Step into timeless elegance at 317 Main Street, Shelburne. This 2 1/2 storey Victorian-style home offers a rare blend of historic charm and modern fun

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434555 4th Line, Dufferin, ON , MLS #X12705852 , Image - 1

434555 4th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X12705852

Residential Freehold (Detached)

$2099000.0

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

Your New Country Home is a Spectacular Open Concept Bungalow On Over 3 Professionally Landscaped Acres. Executive Chef Kitchen that Includes A 48 Dual

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706183 County Rd 21 N/A, Dufferin, ON , MLS #X12731514 , Image - 1

706183 County Rd 21 N/A Rural Mulmur, Mulmur, Dufferin, ON MLS® X12731514

Residential Freehold (Detached)

$1399000.0

3 Beds
3 Baths
2000-2500 sq-ft

This stunning custom-built bungalow showcases exceptional craftsmanship, timeless style, and thoughtful design throughout. Built six years ago, the ho

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