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Detached Houses for Sale in Dufferin Under $5M - P2

Showing results 31 - 60 of 82
Last Updated: June 25, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
39 Photos
Last Updated : 8 Days ago
2 Ashlea Lane, Dufferin, ON , MLS #X13451600 , Image - 1
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2 Ashlea Lane Rural Melancthon, Melancthon, Dufferin, ON MLS® X13451600

Residential Freehold (Detached)

$1449000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
This breathtaking, custom-built 1.26-acre estate on a quiet cul-de-sac features a private wooded trail, a 16x32 ft heated pool, and a luxury primary r
50 Photos
Last Updated : 8 Days ago
16 Mill Street, Dufferin, ON , MLS #X13046738 , Image - 1

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16 Mill Street Rural Amaranth, Amaranth, Dufferin, ON MLS® X13046738

Residential Freehold (Detached)

$879900.0
price drop iconPrice drop by 2.1%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A beautiful home with a stunning RIVER VIEW! Overlooking the Grand River, this extensively updated century home, in the quiet hamlet of Waldemar, has
37 Photos
Last Updated : 8 Days ago
994490 Mono-Adjala Townline, Dufferin, ON , MLS #X13196456 , Image - 1

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994490 Mono-Adjala Townline Rural Mono, Mono, Dufferin, ON MLS® X13196456

Residential Freehold (Detached)

$1374900.0
price drop iconPrice drop by 5.1%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Set amidst the rolling hills of the Hockley Valley countryside, this exceptional turnkey 4 bedroom 3 bathroom home on a 2-acre lot offers breathtakin
50 Photos
Last Updated : 8 Days ago
3 Henry Street, Dufferin, ON , MLS #X13449282 , Image - 1

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

Residential Freehold (Detached)

$819900.0
  • 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
40 Photos
Last Updated : 11 Days ago
250 Chippewa Avenue, Dufferin, ON , MLS #X13441390 , Image - 1

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250 Chippewa Avenue Shelburne, Dufferin, ON MLS® X13441390

Residential Freehold (Detached)

$1059900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
*** RAVINE LOT & WALK-OUT BASEMENT *** Absolutely Stunning & Spotless, Less than 1 Year New, Approx. 3106 S/F (As per MPAC) Detached Home Situated on
26 Photos
Last Updated : 13 Days ago
215 Zina Street, Dufferin, ON , MLS #W12995938 , Image - 1

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215 Zina Street Orangeville, Dufferin, ON MLS® W12995938

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 4.2%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Lovely 3 Bedroom Brick Backsplit Awaits New Owners In One Of Orangeville's Most Desired Areas. Great Property For Those Looking To Downsize & Yet Host
50 Photos
Last Updated : 13 Days 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
40 Photos
Last Updated : 13 Days ago
375753 6th Line, Dufferin, ON , MLS #X13431914 , Image - 1

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375753 6th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13431914

Residential Freehold (Detached)

$1479000.0
  • 5 +4 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Calling all investors, truck owners, and multi-generational families! Gorgeous fully renovated bungalow on 5 acres with incredible income potential. T
38 Photos
Last Updated : 14 Days ago
18 Spruyt Avenue, Dufferin, ON , MLS #X12783254 , Image - 1

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18 Spruyt Avenue Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X12783254

Residential Freehold (Detached)

$759000.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
A versatile, move-in ready home offering a rare combination of space, updates, and backyard amenities. With 5 bedrooms, 3 full bathrooms, and a finish
19 Photos
Last Updated : 14 Days ago
588458 County Rd 17 Road, Dufferin, ON , MLS #X12966112 , Image - 1

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588458 County Rd 17 Road Rural Mulmur, Mulmur, Dufferin, ON MLS® X12966112

Residential Freehold (Detached)

$549900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Excellent duplex opportunity in the heart of Mansfield, Ontario-ideal for renovators, investors, or multi-generational living. This unique, fully abov
13 Photos
Last Updated : 14 Days ago
122 Parkview Drive, Dufferin, ON , MLS #W13424106 , Image - 1

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122 Parkview Drive Orangeville, Dufferin, ON MLS® W13424106

Residential Freehold (Detached)

$835000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning 5-Bedroom Upgraded Detached Home! This elegant and modern 5-bedroom detached home offers an inviting and open concept layout on the main floo
39 Photos
Last Updated : 15 Days ago
836081 4th Line E, Dufferin, ON , MLS #X13061644 , Image - 1

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836081 4th Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X13061644

Residential Freehold (Detached)

$1995000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
A maple tree lined driveway welcomes you to a 65 acre park setting in the rolling hills of Mulmur. This is Baie Manor, a fabulous country retreat with
19 Photos
Last Updated : 16 Days ago
334 Cottonwood Street, Dufferin, ON , MLS #W13413880 , Image - 1

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334 Cottonwood Street Orangeville, Dufferin, ON MLS® W13413880

Residential Freehold (Detached)

$799999.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Discover this beautifully updated family home in Orangeville's desirable Montgomery Village neighbourhood. Featuring 3 generous bedrooms plus a flexib
46 Photos
Last Updated : 18 Days ago
487151 30 Side Road, Dufferin, ON , MLS #X13249666 , Image - 1

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487151 30 Side Road Rural Mono, Mono, Dufferin, ON MLS® X13249666

Residential Freehold (Detached)

$1325000.0
  • 5 +3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to your own private 10-acre retreat, nestled among mature trees and completely hidden from the road, offering unparalleled privacy just minute
45 Photos
Last Updated : 19 Days ago
82 Spencer Avenue, Dufferin, ON , MLS #W13173144 , Image - 1

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82 Spencer Avenue Orangeville, Dufferin, ON MLS® W13173144

Residential Freehold (Detached)

$1079000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated Canterbury model in Orangeville's sought-after Settlers Creek neighbourhood - a family home designed for both ever
50 Photos
Last Updated : 20 Days ago
717218 1st Line E, Dufferin, ON , MLS #X13042318 , Image - 1

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717218 1st Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X13042318

Residential Freehold (Detached)

$2250000.0
  • 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 wit
50 Photos
Last Updated : 21 Days ago
237 Main Street, Dufferin, ON , MLS #X13158246 , Image - 1

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237 Main Street Rural Melancthon, Melancthon, Dufferin, ON MLS® X13158246

Residential Freehold (Detached)

$695000.0
  • 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
40 Photos
Last Updated : 22 Days ago
190 Lisa Marie Drive, Dufferin, ON , MLS #W13231032 , Image - 1

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190 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13231032

Residential Freehold (Detached)

$869900.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this 190 Lisa Marie Drive, a family home located in one of Orangeville's mature and desirable neighbourhoods-offering privacy, space, and c
50 Photos
Last Updated : 22 Days ago
706249 County Road 21 N/A, Dufferin, ON , MLS #X12686808 , Image - 1

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706249 County Road 21 N/A Rural Mulmur, Mulmur, Dufferin, ON MLS® X12686808

Residential Freehold (Detached)

$1649900.0
  • 2 +2 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Just imagine waking up to wide open skies and rolling views in Mulmur. Nearly nine acres stretch out before you, quiet and scenic, as your modern farm
50 Photos
Last Updated : 23 Days ago
836138 4th Line E, Dufferin, ON , MLS #X13179406 , Image - 1

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836138 4th Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X13179406

Residential Freehold (Detached)

$3350000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Discover a rare blend of heritage, privacy, and refined country living on this extraordinary 44.89-acre estate. Tucked away at the end of a long priva
32 Photos
Last Updated : 26 Days ago
525 Red Elm Road, Dufferin, ON , MLS #X13216108 , Image - 1

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525 Red Elm Road Shelburne, Dufferin, ON MLS® X13216108

Residential Freehold (Detached)

$799900.0
  • 5 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Discover This Spectacular 5-Bedroom, 5-Bathroom Detached Home in One of Shelburne's Most Sought-After Communities, Built by the Highly Reputable Field
50 Photos
Last Updated : 26 Days ago
317 Main Street E, Dufferin, ON , MLS #X12633982 , Image - 1

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

Residential Freehold (Detached)

$699000.0
price drop iconPrice 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
41 Photos
Last Updated : 26 Days ago
18 Peter Street, Dufferin, ON , MLS #X12923780 , Image - 1

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18 Peter Street Rural Amaranth, Amaranth, Dufferin, ON MLS® X12923780

Residential Freehold (Detached)

$1119900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
*CLICK VIDEOS ON REALTOR.CA TO GET THE FULL EXPERIENCE* Tucked into the heart of the charming hamlet of Waldemar in the highly sought-after community
33 Photos
Last Updated : 27 Days ago
44 Madison Avenue, Dufferin, ON , MLS #W13206198 , Image - 1

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44 Madison Avenue Orangeville, Dufferin, ON MLS® W13206198

Residential Freehold (Detached)

$749000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome To 44 Madison Ave In The Heart Of Orangeville. A Warm And Inviting 3level Backsplit Nestled In A Quiet, Family-Friendly Neighbourhood Just Ste
50 Photos
Last Updated : 27 Days ago
428510 25th Side Road, Dufferin, ON , MLS #X12114588 , Image - 1

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428510 25th Side Road Rural Mono, Mono, Dufferin, ON MLS® X12114588

Residential Freehold (Detached)

$2850000.0
price drop iconPrice drop by 3.4%
  • 3 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to Ash Croft set on 47 acres with stunning views, manicured grounds, 2.5 km of groomed hiking trails, bubbling spring stream and the most amaz
35 Photos
Last Updated : 27 Days ago
595133 Blind Line, Dufferin, ON , MLS #X13069360 , Image - 1

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595133 Blind Line Rural Mono, Mono, Dufferin, ON MLS® X13069360

Residential Freehold (Detached)

$2200000.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Trade the traffic for trails and reclaim your peace. This isn't just a home; it's a sprawling 150-acre sanctuary designed for those who crave the room
33 Photos
Last Updated : 30 Days ago
130 Franklyn Street, Dufferin, ON , MLS #X13152064 , Image - 1

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130 Franklyn Street Shelburne, Dufferin, ON MLS® X13152064

Residential Freehold (Detached)

$669999.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
*Attention First Time Home Buyers* This Home has a Huge Yard AND 4 Finished Levels of Living Space* This beautifully maintained 4-level side-split tha
38 Photos
Last Updated : 34 Days ago
595130 Blind Line, Dufferin, ON , MLS #X12450300 , Image - 1

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595130 Blind Line Rural Mono, Mono, Dufferin, ON MLS® X12450300

Residential Freehold (Detached)

$2599000.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Escape to Mono... Allow yourself to experience the elegance and sophistication of this Homestead while overlooking your own 62.25 acres of pristine co
9 Photos
Last Updated : 35 Days ago
934284 Airport Road, Dufferin, ON , MLS #X13146138 , Image - 1

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934284 Airport Road Rural Mono, Mono, Dufferin, ON MLS® X13146138

Residential Freehold (Detached)

$1900000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
94 Acres of Opportunity in the Heart of Mono! Stunning corner property with approx. 1,450 ft frontage on Airport Rd featuring a charming 4-bedroom bri
40 Photos
Last Updated : 36 Days ago
351219 SEVENTEENTH Line E, Dufferin, ON , MLS #X12996052 , Image - 1

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351219 SEVENTEENTH Line E Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X12996052

Residential Freehold (Detached)

$1650000.0
price drop iconPrice drop by 11.5%
  • 4 +1 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Peace & Serenity. What an incredible opportunity to own your piece of heaven. Nearly 50 acres of land w/ barns, farm fields, forest & your private pon
Shortlisted Properties
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