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Houses for Sale in Dufferin Under $5 Million

Showing results 1 - 30 of 574

Looking for houses under $5m for sale in Dufferin? With Square Yards Canada, you can find a diverse selection of properties that fit your budget and preferences. Our platform offers Dufferin houses for sale under under $5m, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $5m in Dufferin for residential or investment purposes, our listings allow you to filter through various property types and sizes. Customise your search by the number of bedrooms, bathrooms, and surface areas to find the perfect home that meets your specific preferences. Discover a wide range of options and easily navigate through properties that offer quality and affordability in Dufferin.

Last Updated: August 12, 2026

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25 Brookhaven Crescent, Dufferin, ON , MLS #X13182800 , Image - 1

25 Brookhaven Crescent Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13182800

Residential Freehold (Detached)

$1899000.0

4 +2 Beds
5 Baths
3000-3500 sq-ft

Welcome to an exceptional estate property at 25 Brookhaven Cres in East Garafraxa, ideally located just minutes from Orangeville's west end. Nestled o

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12 Peter Street, Dufferin, ON , MLS #X13664354 , Image - 1

12 Peter Street Rural Amaranth, Amaranth, Dufferin, ON MLS® X13664354

Residential Freehold (Detached)

$949000.0

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

Welcome to 12 Peter Street, a bright and spacious true bungalow situated on a beautiful 0.67-acre lot in the charming hamlet of Waldemar, just 12 minu

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15 - 17 York Street, Dufferin, ON , MLS #W13455468 , Image - 1

15 - 17 York Street Orangeville, Dufferin, ON MLS® W13455468

Residential Freehold (Detached)

$2649900.0

Price drop by 11.7%

4 +3 Beds
5 Baths
3500-5000 sq-ft

Welcome to 15-17 York Street where old original meet new addition and an incredible 4 Car Garage And Carriage house! Located in the heart of Orangevi

Open House : Sat Aug 15, 12:00 PM to 02:00 PM

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44 Woodland Drive, Dufferin, ON , MLS #X13664332 , Image - 1

44 Woodland Drive Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13664332

Residential Freehold (Detached)

$1679000.0

4 Beds
3 Baths
3000-3500 sq-ft

Welcome to Garafraxa Woods. Situated on nearly 1 acre, backed by protected conservation land and mature trees, this exceptional 4-bedroom family home

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597334 2nd Line W, Dufferin, ON , MLS #X13486228 , Image - 1

597334 2nd Line W Rural Mulmur, Mulmur, Dufferin, ON MLS® X13486228

Residential Freehold (Detached)

$995000.0

Price drop by 2.9%

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

Welcome to 597334 2nd Line W, Mulmur, The pinnacle of four-season country living in a highly sought after area of Dufferin County. Scenic, winding roa

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91 Biscayne Crescent, Dufferin, ON , MLS #W13578826 , Image - 1

91 Biscayne Crescent Orangeville, Dufferin, ON MLS® W13578826

Residential Freehold (Detached)

$1229000.0

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

Welcome To 91 Biscayne Crescent In Orangeville. This Stunning, Fully Renovated Family Home Offers Over 2,400 Sq. Ft. Of Beautifully Finished Living Sp

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514164 2nd Line, Dufferin, ON , MLS #X13662958 , Image - 1

514164 2nd Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13662958

Residential Freehold (Rural Residential)

$1399000.0

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

Welcome to 514164 2nd Line Amaranth! This beautiful and well-maintained country home is situated on 1.3 scenic private acres just minutes from Orangev

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419 Black Cherry Crescent, Dufferin, ON , MLS #X13648450 , Image - 1

419 Black Cherry Crescent Shelburne, Dufferin, ON MLS® X13648450

Residential Freehold (Detached)

$670000.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to this beautiful 3-bedroom, 3-washroom detached home, offering a bright and functional layout with modern finishes throughout. The main floor

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110 Zina Street, Dufferin, ON , MLS #W13608918 , Image - 1

110 Zina Street Orangeville, Dufferin, ON MLS® W13608918

Residential Freehold (Detached)

$849000.0

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

This meticulously upgraded, move-in ready home is located on one of the most desirable streets in Orangeville, offering an open concept layout that ba

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678541 Centre Road, Dufferin, ON , MLS #X13656558 , Image - 1

678541 Centre Road Rural Mulmur, Mulmur, Dufferin, ON MLS® X13656558

Residential Freehold (Detached)

$3100000.0

5 Beds
3 Baths
3500-5000 sq-ft

Centre Road Manor is a timeless country estate set on 25 acres in one of Mulmur's most coveted locations, where heritage architecture, beautifully lan

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48 Brookhaven Crescent, Dufferin, ON , MLS #X13663010 , Image - 1

48 Brookhaven Crescent Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13663010

Residential Freehold (Detached)

$1549500.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to 48 Brookhaven Crescent, an executive bungalow set on a premium estate lot in the quiet and sought-after community of East Garafraxa. Surrou

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200 Kingfisher Drive, Dufferin, ON , MLS #X13527908 , Image - 1

Unit-144, 200 Kingfisher Drive Rural Mono, Mono, Dufferin, ON MLS® X13527908

Residential Freehold (Detached)

$940000.0

Price drop by 1.1%

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

Welcome to Watermark, Mono's sought-after adult lifestyle community, where exceptional value meets carefree living. This beautifully maintained bungal

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753333 2nd Line Ehs N/A, Dufferin, ON , MLS #X13147366 , Image - 1

753333 2nd Line Ehs N/A Rural Mono, Mono, Dufferin, ON MLS® X13147366

Residential Freehold (Detached)

$1490000.0

Price drop by 2.3%

4 Beds
2 Baths
3000-3500 sq-ft

Located on a quiet rural country road, in a fantastic Southerly location, this charming 4-bedroom, red brick Century home stately sits on 4.37 mature

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665221 20 Sideroad N/A, Dufferin, ON , MLS #X13662626 , Image - 1

665221 20 Sideroad N/A Rural Melancthon, Melancthon, Dufferin, ON MLS® X13662626

Residential Freehold (Detached)

$960000.0

4 Beds
4 Baths
1500-2000 sq-ft

This beautifully updated home offers true country living with the convenience of being close to town! Set on a picturesque 3.14 acres with really nice

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321 Owen Sound Street, Dufferin, ON , MLS #X13662578 , Image - 1

321 Owen Sound Street Shelburne, Dufferin, ON MLS® X13662578

Residential Freehold (Detached)

$625000.0

3 Beds
2 Baths
1500-2000 sq-ft

Step into timeless charm with this beautifully maintained century home, rich in character and ideally situated within walking distance to downtown She

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14 Paisley Way, Dufferin, ON , MLS #W13588588 , Image - 1

14 Paisley Way Orangeville, Dufferin, ON MLS® W13588588

Residential Freehold (Detached)

$1099000.0

4 Beds
4 Baths
2500-3000 sq-ft

Executive Family Home | Nearly 3,000 Sq. Ft. | 4 Bedrooms | 4 Bathrooms | Main Floor Office Welcome to one of Orangeville's sought-after newer family

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83 Biscayne Crescent, Dufferin, ON , MLS #W13649090 , Image - 1

83 Biscayne Crescent Orangeville, Dufferin, ON MLS® W13649090

Residential Freehold (Detached)

$798000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 83 Biscayne Crescent, a beautifully maintained and thoughtfully updated 4-level backsplit nestled in one of Orangeville's most sought-after

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126 Parkinson Crescent, Dufferin, ON , MLS #W13645176 , Image - 1

126 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13645176

Residential Freehold (Att/Row/Townhouse)

$699900.0

3 Beds
3 Baths
1100-1500 sq-ft

Living In The Heart Of The Meadowlands! This Beautiful End-Unit Freehold Townhome Offers The Perfect Combination Of Space, Style, And Convenience-With

Open House : Sun Aug 16, 12:00 PM to 02:00 PM

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9 FAIRVIEW Place, Dufferin, ON , MLS #W13579236 , Image - 1

9 FAIRVIEW Place Orangeville, Dufferin, ON MLS® W13579236

Residential Freehold (Detached)

$799900.0

Price drop by 11.1%

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

Welcome to 9 Fairview Place-a beautifully renovated and meticulously upgraded home offering exceptional style, comfort, and income potential. Thoughtf

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39 Brookhaven Crescent, Dufferin, ON , MLS #X13601298 , Image - 1

39 Brookhaven Crescent Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13601298

Residential Freehold (Detached)

$2999900.0

4 +2 Beds
7 Baths
5000 + sq-ft

Welcome to your private resort in the heart of East Garafraxa, minutes to Orangeville! This exceptional estate sits on 1.25 usable, private acres with

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82 Spencer Avenue, Dufferin, ON , MLS #W13662000 , Image - 1

82 Spencer Avenue Orangeville, Dufferin, ON MLS® W13662000

Residential Freehold (Detached)

$999999.0

4 Beds
3 Baths
1500-2000 sq-ft

Imagine a home where the kids can leave the house and be at school in under three minutes. A backyard so large there's room for a pool, a trampoline,

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10 Campbell Road, Dufferin, ON , MLS #X13648206 , Image - 1

10 Campbell Road Rural Mono, Mono, Dufferin, ON MLS® X13648206

Residential Freehold (Detached)

$979900.0

4 +1 Beds
2 Baths
1100-1500 sq-ft

Wonderful Home on Rarely offered Estate Neighborhood in Mono, Minutes North of Orangeville on over 1 Acre Private Lot! Outside Enjoy the Calmness on T

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7 Morgandale Crescent, Dufferin, ON , MLS #W13648056 , Image - 1

7 Morgandale Crescent Orangeville, Dufferin, ON MLS® W13648056

Residential Freehold (Detached)

$784999.0

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

Welcome To This Well-Maintained Raised Bungalow Located In Orangeville's West End. Offering 3 Bedrooms On The Main Level And 1 Additional Bedroom In T

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325 William Street, Dufferin, ON , MLS #X13656602 , Image - 1

Unit-1, 325 William Street Shelburne, Dufferin, ON MLS® X13656602

Residential Condo & Other (Condo Townhouse)

$459900.0

3 Beds
3 Baths
1000-1199 sq-ft

This stunning end unit townhome is packed full of surprises and shows 10+++++. Located in great family neighbourhood and within walking distance of a

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423344 25th Side Road, Dufferin, ON , MLS #X13207522 , Image - 1

423344 25th Side Road Rural Amaranth, Amaranth, Dufferin, ON MLS® X13207522

Residential Freehold (Detached)

$999999.0

Price drop by 16.6%

3 +2 Beds
3 Baths
1500-2000 sq-ft

Welcome to your private country retreat in the peaceful community of Amaranth, set on just over 4 acres of picturesque land. This well-maintained deta

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1 Captain Rounding Way, Dufferin, ON , MLS #X13661564 , Image - 1

1 Captain Rounding Way Rural Amaranth, Amaranth, Dufferin, ON MLS® X13661564

Residential Freehold (Vacant Land)

$599000.0

Build Your Dream Home in Amaranth! Discover an exceptional opportunity to own a spacious vacant residential lot in the peaceful Amaranth Estate Lot co

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386113 20 Side Road Rural Mono, Mono, Dufferin, ON MLS® X13661266

Residential Freehold (Detached)

$1499900.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

//Rare To Find Bungalow Situated On 2.83 Acres Lot In Demanding Mono Area// Move-In Ready 3+2 Bedrooms Bungalow Only Few Mins Drive From Orangeville*

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0 Part Lot 1, Concession 12, Part 4, 7R6774 N/A, Dufferin, ON , MLS #X13656644 , Image - 1

0 Part Lot 1, Concession 12, Part 4, 7R6774 N/A Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13656644

Residential Freehold (Vacant Land)

$899000.0

Set just outside the charming village of Orton, this rare 25-acre parcel offers the kind of setting buyers dream about but seldom find. With approxima

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27 Main Street S, Dufferin, ON , MLS #X13661290 , Image - 1

27 Main Street S Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13661290

Residential Freehold (Store W Apartment/Office)

$750000.0

2 Beds
3 Baths
2500-3000 sq-ft

Welcome to 27 Main Street South, a versatile mixed use property offering commercial space, residential income potential, and excellent visibility in a

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65 First Street N, Dufferin, ON , MLS #W13575624 , Image - 1

Unit-B2, 65 First Street N Orangeville, Dufferin, ON MLS® W13575624

Residential Condo & Other (Condo Apartment)

$239000.0

Price drop by 11.2%

1 Beds
1 Baths
500-599 sq-ft

An exceptional opportunity for renovators, investors, or first-time home buyers looking to build equity and create their dream home. This spacious con

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