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Houses for Sale in Dufferin Under $5 Million

Showing results 1 - 30 of 564

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: September 26, 2026

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22 Winterton Court, Dufferin, ON , MLS #W13797912 , Image - 1

22 Winterton Court Orangeville, Dufferin, ON MLS® W13797912

Residential Freehold (Att/Row/Townhouse)

$699500.0

3 Beds
3 Baths
1100-1500 sq-ft

The kind of home that makes starting your next chapter feel easy...Warm, thoughtfully updated and filled with personality, this 3-bedroom, 3-bathroom

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937082 AIRPORT Road W, Dufferin, ON , MLS #X13607006 , Image - 1

937082 AIRPORT Road W Rural Mulmur, Mulmur, Dufferin, ON MLS® X13607006

Residential Freehold (Vacant Land)

$1340000.0

Engaging 86.67-acre vacant parcel in Mulmur Township. A mix of breathtaking views, hills to climb, green wooded valley with groomed trails, fields sep

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3 Henry Street, Dufferin, ON , MLS #X13449282 , Image - 1

3 Henry Street Rural Amaranth, Amaranth, Dufferin, ON MLS® X13449282

Residential Freehold (Detached)

$799900.0

Price drop by 2.4%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 3 Henry Street located in the Hamlet of Waldemar on a gorgeous .46 Acre lot! This Beautiful True Bungalow is situated just steps to the Tra

Open House : Sun Sep 27, 10:00 AM to 12:00 PM

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9 Mcintyre Lane, Dufferin, ON , MLS #X13828064 , Image - 1

9 Mcintyre Lane Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13828064

Residential Freehold (Detached)

$825000.0

3 Beds
3 Baths
2000-2500 sq-ft

****OPEN HOUSE SUNDAY SEPTEMBER 27TH 11AM-1PM*****Welcome to 9 McIntyre Lane in the charming town of Grand Valley! Finished from top to bottom and tho

Open House : Sun Sep 27, 10:00 AM to 12:00 PM

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27 Rustic Crescent, Dufferin, ON , MLS #W13719760 , Image - 1

27 Rustic Crescent Orangeville, Dufferin, ON MLS® W13719760

Residential Freehold (Detached)

$629900.0

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

Spacious. Versatile. Connected. Welcome to 27 Rustic Street in the heart of Orangeville-a beautifully maintained 3-level side split offering exception

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554068 Mono Amaranth Townline, Dufferin, ON , MLS #X13828566 , Image - 1

554068 Mono Amaranth Townline Rural Amaranth, Amaranth, Dufferin, ON MLS® X13828566

Residential Freehold (Detached)

$2499000.0

3 +1 Beds
5 Baths
3000-3500 sq-ft

An exceptional newly built 2025 contemporary estate set on a private and peaceful 40-acre property, offering approximately 6,600 sq. ft. of total luxu

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48 Rayburn Meadows Road, Dufferin, ON , MLS #X13830606 , Image - 1

48 Rayburn Meadows Road Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13830606

Residential Freehold (Detached)

$1395000.0

3 Beds
4 Baths
2000-2500 sq-ft

Beautifully Renovated Bungalow on a Premium Corner Lot in a Sought-after Estate Subdivision, Gorgeous Curb Appeal and Plenty of Parking. Bright Open-C

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333 Lisa Marie Drive, Dufferin, ON , MLS #W13803010 , Image - 1

333 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13803010

Residential Freehold (Detached)

$889900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained 3-bedroom, 3-bathroom home in a welcoming, family-friendly Orangeville neighbourhood. Set on a corner lot with

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253247 9th Line, Dufferin, ON , MLS #X13726664 , Image - 1

253247 9th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13726664

Residential Freehold (Detached)

$1099000.0

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

Welcome to total privacy and country living on a pristine 1-acre lot, all just steps from a paved road and featuring rare natural gas amenities. This

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68 First Street, Dufferin, ON , MLS #W13632570 , Image - 1

Unit-24, 68 First Street Orangeville, Dufferin, ON MLS® W13632570

Residential Freehold (Att/Row/Townhouse)

$619900.0

3 Beds
3 Baths
1500-2000 sq-ft

End-Unit Freehold Townhome | 3-Storey | Walkable Orangeville Location. Welcome to 68 First Street, Unit 24, a 2023-built, 3-bed, 3-bath end-unit freeh

Open House : Sun Sep 27, 11:00 AM to 01:00 PM

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625421 15 Side Road, Dufferin, ON , MLS #X13827978 , Image - 1

625421 15 Side Road Rural Melancthon, Melancthon, Dufferin, ON MLS® X13827978

Residential Freehold (Detached)

$1150000.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to your country retreat in the heart of the welcoming Horning's Mills community. Set on a private, tree-lined 0.91-acre lot directly across fr

Open House : Tue Sep 29, 10:30 AM to 12:00 PM

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2 Sherman Drive, Dufferin, ON , MLS #X13779674 , Image - 1

2 Sherman Drive Rural Mulmur, Mulmur, Dufferin, ON MLS® X13779674

Residential Freehold (Detached)

$1199000.0

Price drop by 4.0%

3 Beds
3 Baths
2000-2500 sq-ft

Sprawling triple-car-garage ranch-style bungalow set on just under two acres in the coveted Violet Hill neighbourhood. Designed for effortless enterta

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243067 Sideroad Five Side Road, Dufferin, ON , MLS #X13648574 , Image - 1

243067 Sideroad Five Side Road Rural Amaranth, Amaranth, Dufferin, ON MLS® X13648574

Residential Freehold (Detached)

$1347000.0

3 +3 Beds
3 Baths
< 700 sq-ft

A beautiful country property positioned on the edge of Grand Valley on just under 3 acres. Enclosed by a towering privacy hedge, this thoughtfully upg

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307251 Hockley Road, Dufferin, ON , MLS #X13822906 , Image - 1

307251 Hockley Road Rural Mono, Mono, Dufferin, ON MLS® X13822906

Residential Freehold (Detached)

$999000.0

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

Tucked along the iconic and scenic Hockley Road, this beautifully updated bungalow offers the perfect blend of privacy, nature, and modern comfort-jus

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7 Third Avenue, Dufferin, ON , MLS #W13798324 , Image - 1

7 Third Avenue Orangeville, Dufferin, ON MLS® W13798324

Residential Freehold (Detached)

$875000.0

2 Beds
2 Baths
1500-2000 sq-ft

Enjoy exceptional in-town living, timeless character and thoughtful updates in this charming century bungalow. Located on a beautiful, mature tree-lin

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70 Hunter Road, Dufferin, ON , MLS #W13814722 , Image - 1

70 Hunter Road Orangeville, Dufferin, ON MLS® W13814722

Residential Freehold (Detached)

$929000.0

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

WELCOME TO THIS WELL-MAINTAINED DETACHED HOME nestled in a quiet, family-friendly neighbourhood in ORANGEVILLE. Offering approximately 2,001 SQ FT ABO

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334409 7th Line, Dufferin, ON , MLS #X13548048 , Image - 1

334409 7th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13548048

Residential Freehold (Detached)

$1100000.0

Price drop by 10.2%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 334409 7th Line, Amaranth. Nestled in the peaceful countryside on 3.66 acres, this well-maintained raised bungalow offers the perfect blend

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3 Randy Avenue, Dufferin, ON , MLS #X13771306 , Image - 1

3 Randy Avenue Rural Mono, Mono, Dufferin, ON MLS® X13771306

Residential Freehold (Detached)

$1599000.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

Discover a rare blend of luxury, versatility, and lifestyle in the sought-after Purple Hill neighbourhood of Mono, just minutes from Orangeville and a

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77 Zina Street, Dufferin, ON , MLS #W13207758 , Image - 1

77 Zina Street Orangeville, Dufferin, ON MLS® W13207758

Residential Freehold (Detached)

$749900.0

Price drop by 10.7%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to 77 Zina Street, a charming bungalow located on one of Orangeville's most sought-after streets, just steps from downtown shops, restaurants,

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665221 20 Sideroad N/A, Dufferin, ON , MLS #X13828180 , Image - 1

665221 20 Sideroad N/A Rural Melancthon, Melancthon, Dufferin, ON MLS® X13828180

Residential Freehold (Detached)

$924000.0

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

49 Photos

108 Glengarry Road, Dufferin, ON , MLS #W13828208 , Image - 1

108 Glengarry Road Orangeville, Dufferin, ON MLS® W13828208

Residential Freehold (Detached)

$799900.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to 108 Glengarry Road - this beautiful home is situated in an desirable location, just steps away from the recreation centre, vibrant shops, l

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18 Peter Street, Dufferin, ON , MLS #X13608146 , Image - 1

18 Peter Street Rural Amaranth, Amaranth, Dufferin, ON MLS® X13608146

Residential Freehold (Detached)

$1090000.0

3 Beds
3 Baths
1500-2000 sq-ft

WATCH THE REALTOR.ca VIDEO TOURS FOR THE FULL EXPERIENCE! Tucked away in the charming hamlet of Waldemar, just 12 minutes west of Orangeville, this be

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4 Island Lake Road, Dufferin, ON , MLS #X13825102 , Image - 1

4 Island Lake Road Rural Mono, Mono, Dufferin, ON MLS® X13825102

Residential Freehold (Detached)

$1999000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Welcome to 4 Island Lake Road, an impressive 4+1 bedroom bungalow with loft nestled in the prestigious Island Lake Estates community of Mono. Offering

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267 Montgomery Boulevard, Dufferin, ON , MLS #W13817980 , Image - 1

267 Montgomery Boulevard Orangeville, Dufferin, ON MLS® W13817980

Residential Freehold (Detached)

$775000.0

3 Beds
2 Baths
1100-1500 sq-ft

Fantastic 4-Level Backsplit on a 37.99 x 95 Feet Premium Corner Lot located in the highly desirable Montgomery Village neighbourhood.This beautiful &

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628190 15 SideRd N/A, Dufferin, ON , MLS #X13224854 , Image - 1

628190 15 SideRd N/A Rural Mulmur, Mulmur, Dufferin, ON MLS® X13224854

Residential Freehold (Vacant Land)

$1150000.0

Welcome to Valleyview, an exceptional 41-acre parcel offering a rare opportunity to build your country masterpiece. Elevated and private, the land fea

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515490 2nd Line, Dufferin, ON , MLS #X13733412 , Image - 1

515490 2nd Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13733412

Residential Freehold (Farm)

$1456910.0

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

Nestled on 34 PICTURESQUE ACRES just minutes from Shelburne, this beautiful EAST FACING BUNGALOW offers the perfect blend of comfort, functionality, a

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

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14 Devonleigh Drive, Dufferin, ON , MLS #X13764610 , Image - 1

14 Devonleigh Drive Rural Amaranth, Amaranth, Dufferin, ON MLS® X13764610

Residential Freehold (Detached)

$1275000.0

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

Welcome to 14 Devonleigh in Amaranth, where space, privacy, & thoughtful design come together on an impressive 1.6-acre property. With no neighbours d

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

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798227 Third Line E, Dufferin, ON , MLS #X13824036 , Image - 1

798227 Third Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X13824036

Residential Freehold (Detached)

$995000.0

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

Great value in Mulmur! Located on a quiet country road just 15 minutes from the Village of Creemore, this 7-acre hobby farm offers a peaceful and priv

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200 Kingfisher Drive, Dufferin, ON , MLS #X13232926 , Image - 1

Unit-158, 200 Kingfisher Drive Rural Mono, Mono, Dufferin, ON MLS® X13232926

Residential Freehold (Detached)

$924900.0

Price drop by 7.5%

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

Welcome to 158 Carolina Crescent, located in the highly sought-after Watermark community in Mono. This beautifully appointed bungalow offers approxima

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433527 4th Line, Dufferin, ON , MLS #X13823160 , Image - 1

433527 4th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13823160

Residential Freehold (Rural Residential)

$1349900.0

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

Drive into the long driveway and immediately exhale. That's what coming home to this property feels like! Lovingly maintained, this 3 bedroom, 2 bat

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

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