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Houses for Sale in Dufferin Under $5 Million - P2

Showing results 31 - 60 of 574
Last Updated: August 12, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 1 Day ago
48 Brookhaven Crescent, Dufferin, ON , MLS #X13663010 , Image - 1
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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
50 Photos
Last Updated : 1 Day ago
753333 2nd Line Ehs N/A, Dufferin, ON , MLS #X13147366 , Image - 1

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

Residential Freehold (Detached)

$1490000.0
price drop iconPrice 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
49 Photos
Last Updated : 1 Day ago
665221 20 Sideroad N/A, Dufferin, ON , MLS #X13662626 , Image - 1

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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
44 Photos
Last Updated : 1 Day ago
321 Owen Sound Street, Dufferin, ON , MLS #X13662578 , Image - 1

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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
50 Photos
Last Updated : 1 Day ago
14 Paisley Way, Dufferin, ON , MLS #W13588588 , Image - 1

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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
36 Photos
Last Updated : 1 Day ago
83 Biscayne Crescent, Dufferin, ON , MLS #W13649090 , Image - 1

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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
44 Photos
Last Updated : 1 Day ago
126 Parkinson Crescent, Dufferin, ON , MLS #W13645176 , Image - 1

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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
33 Photos
Last Updated : 1 Day ago
9 FAIRVIEW Place, Dufferin, ON , MLS #W13579236 , Image - 1

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9 FAIRVIEW Place Orangeville, Dufferin, ON MLS® W13579236

Residential Freehold (Detached)

$799900.0
price drop iconPrice 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
50 Photos
Last Updated : 1 Day ago
39 Brookhaven Crescent, Dufferin, ON , MLS #X13601298 , Image - 1

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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
40 Photos
Last Updated : 1 Day ago
10 Campbell Road, Dufferin, ON , MLS #X13648206 , Image - 1

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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
39 Photos
Last Updated : 1 Day ago
7 Morgandale Crescent, Dufferin, ON , MLS #W13648056 , Image - 1

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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
18 Photos
Last Updated : 1 Day ago
325 William Street, Dufferin, ON , MLS #X13656602 , Image - 1

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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
48 Photos
Last Updated : 1 Day ago
423344 25th Side Road, Dufferin, ON , MLS #X13207522 , Image - 1

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

Residential Freehold (Detached)

$999999.0
price drop iconPrice 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
2 Photos
Last Updated : 1 Day ago
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
1 Photos
Last Updated : 1 Day ago
386113 20 Side Road, Dufferin, ON
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*
30 Photos
Last Updated : 1 Day ago
0 Part Lot 1, Concession 12, Part 4, 7R6774 N/A, Dufferin, ON , MLS #X13656644 , Image - 1

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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
37 Photos
Last Updated : 1 Day ago
27 Main Street S, Dufferin, ON , MLS #X13661290 , Image - 1

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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
14 Photos
Last Updated : 1 Day ago
65 First Street N, Dufferin, ON , MLS #W13575624 , Image - 1

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

Residential Condo & Other (Condo Apartment)

$239000.0
price drop iconPrice 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
47 Photos
Last Updated : 1 Day ago
266 Chippewa Avenue, Dufferin, ON , MLS #X13415904 , Image - 1

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266 Chippewa Avenue Shelburne, Dufferin, ON MLS® X13415904

Residential Freehold (Detached)

$899000.0
price drop iconPrice drop by 14.4%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 266 Chippewa Avenue, a stunning Fieldgate-built home offering approximately 2,575 sq. ft. of upgraded living space on a premium 175-ft ravi
45 Photos
Last Updated : 1 Day ago
434424 4th Line, Dufferin, ON , MLS #X13148660 , Image - 1

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434424 4th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13148660

Residential Freehold (Detached)

$1599900.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this beautiful custom raised bungalow set on over 6 fully fenced acres. Offering nearly 5,000 sq. ft. of living space, this property is ide
48 Photos
Last Updated : 1 Day ago
064349 County Rd 3 N/A, Dufferin, ON , MLS #X13660930 , Image - 1

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064349 County Rd 3 N/A Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13660930

Residential Freehold (Detached)

$1599000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Enough room for animals, vegetables, host a wedding, golf or even your own airstrip! Beautiful flowers and meticulously cared for grounds envelop one'
39 Photos
Last Updated : 1 Day ago
358 JELLY Street S, Dufferin, ON , MLS #X13597630 , Image - 1

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358 JELLY Street S Shelburne, Dufferin, ON MLS® X13597630

Residential Freehold (Detached)

$750000.0
price drop iconPrice drop by 3.8%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
With the hot summer we've been having, THIS is the backyard you'll wish you had! Set on a beautifully landscaped 55' x 125' lot in a mature Shelburne
47 Photos
Last Updated : 1 Day ago
194 Lisa Marie Drive, Dufferin, ON , MLS #W13561752 , Image - 1

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194 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13561752

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 2.2%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Move in Before September and Start the School year in your new home! A Family Home in One of Orangeville's Most Desirable Neighbourhoods! Nestled in a
Open House : Sat Aug 15, 11:00 AM to 01:00 PM
21 Photos
Last Updated : 1 Day ago
6 Orange Street, Dufferin, ON , MLS #W13660730 , Image - 1

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6 Orange Street Orangeville, Dufferin, ON MLS® W13660730

Residential Freehold (Detached)

$665000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming Brick Bungalow in a Prime Orangeville Location. Welcome to this well-maintained all-brick bungalow offering the perfect blend of comfort, fun
47 Photos
Last Updated : 2 Days ago
30 Mountainview Road, Dufferin, ON , MLS #X13631280 , Image - 1

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30 Mountainview Road Rural Mulmur, Mulmur, Dufferin, ON MLS® X13631280

Residential Freehold (Rural Residential)

$899999.0
price drop iconPrice drop by 5.3%
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Breathtaking Views For Miles! Attractive Open Layout, Windows Everywhere! In-Law Ensuite In Lower Level Has Separate Entrance, Roughed-In Kitchen, Bam
19 Photos
Last Updated : 2 Days ago
320 Centre Street, Dufferin, ON , MLS #X13642150 , Image - 1

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320 Centre Street Shelburne, Dufferin, ON MLS® X13642150

Residential Freehold (Semi-Detached )

$559900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 320 Centre Street, where space, comfort, and exceptional value come together in one of Shelburne's most desirable and family-friendly neigh
34 Photos
Last Updated : 2 Days ago
16 Fourth Street, Dufferin, ON , MLS #W13660232 , Image - 1

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Unit-25, 16 Fourth Street Orangeville, Dufferin, ON MLS® W13660232

Residential Condo & Other (Condo Apartment)

$459990.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Welcome to this bright and spacious 2-bedroom condo. Situated in the well maintained Orangeway Garden building and within walking distance to local sh
48 Photos
Last Updated : 2 Days ago
18 School Road, Dufferin, ON , MLS #X13648642 , Image - 1

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18 School Road Shelburne, Dufferin, ON MLS® X13648642

Residential Freehold (Detached)

$839900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Built in 2020 and thoughtfully customized throughout, this contemporary 4 bedroom, 3 bathroom home offers over 2,400 sq. ft. of well designed living s
50 Photos
Last Updated : 2 Days ago
401 Tansley Street, Dufferin, ON , MLS #X13607452 , Image - 1

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401 Tansley Street Shelburne, Dufferin, ON MLS® X13607452

Residential Freehold (Detached)

$859900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Some homes simply make family life easier, and 401 Tansley Street is one of them. Offering over 3,200 square feet above grade, five bedrooms, four bat
49 Photos
Last Updated : 2 Days ago
958375 E 7th Line, Dufferin, ON , MLS #X13621896 , Image - 1

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958375 E 7th Line Rural Mulmur, Mulmur, Dufferin, ON MLS® X13621896

Residential Freehold (Detached)

$1090000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Renovated Home, Detached Shop with Loft, Multigenerational Options in the Beautiful Mulmur Hills! Situated on just under 5 acres this home was built w
Shortlisted Properties
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