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Houses for Sale in Dufferin Under $5 Million - P2

Showing results 31 - 60 of 534
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
38 Photos
Last Updated : 1 Day ago
373413 6th Line, Dufferin, ON , MLS #X14093358 , Image - 1
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373413 6th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X14093358

Residential Freehold (Detached)

$1750000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 373413 6th Line in Amaranth! Set on 3.35 acres, this beautiful raised bungalow offers approximately 1,764 sq. ft. above grade, a finished l
26 Photos
Last Updated : 1 Day ago
10 Lawton Court, Dufferin, ON , MLS #W14132816 , Image - 1

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10 Lawton Court Orangeville, Dufferin, ON MLS® W14132816

Residential Freehold (Detached)

$919000.0
  • 3 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
Welcome to 10 Lawton Court, a beautifully renovated 3+1 bedroom, 3 bathroom raised bungalow tucked away on a quiet court in Orangeville's north end. U
45 Photos
Last Updated : 1 Day ago
7 Henry Street, Dufferin, ON , MLS #W13824932 , Image - 1

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7 Henry Street Orangeville, Dufferin, ON MLS® W13824932

Residential Freehold (Detached)

$1077000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 7 Henry Street, a beautifully crafted newly built, two storey home blending refined design with thoughtful everyday functionality. Built wi
47 Photos
Last Updated : 1 Day ago
194 Lisa Marie Drive, Dufferin, ON , MLS #W13739652 , Image - 1

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194 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13739652

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 5.9%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Beautiful Inside & Out, This Modern, all Brick Detached Is Ready to Welcome You Home. Beautifully polished & thoughtfully designed, the 4-bedroom, 3-b
Open House : Sat Nov 14, 01:00 PM to 03:00 PM
39 Photos
Last Updated : 1 Day ago
555136 Mono-Amaranth Townline, Dufferin, ON , MLS #X14161770 , Image - 1

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555136 Mono-Amaranth Townline Rural Amaranth, Amaranth, Dufferin, ON MLS® X14161770

Residential Freehold (Detached)

$1299000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover the peace and privacy of country living on almost 10 acres, just 10 minutes from Orangeville! Set on a picturesque mix of open land and trees
10 Photos
Last Updated : 1 Day ago
0 3rd Line, Dufferin, ON , MLS #X12027878 , Image - 1

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0 3rd Line Rural Melancthon, Melancthon, Dufferin, ON MLS® X12027878

Residential Freehold (Vacant Land)

$349900.0
price drop iconPrice drop by 23.9%
  • < 700 sq-ft
10.014 Acre Parcel Awaits your New Home Design. This private property is conveniently located on a Paved Road 5 minutes to Shelburne. Neighbours on ea
28 Photos
Last Updated : 1 Day ago
46 Orange Crescent, Dufferin, ON , MLS #W14161496 , Image - 1

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46 Orange Crescent Orangeville, Dufferin, ON MLS® W14161496

Residential Freehold (Detached)

$634900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to your peaceful sanctuary in the heart of Orangeville!Situated at the quiet end of a cul-de-sac, this classic home offers the ideal foundatio
Open House : Sat Nov 14, 02:00 PM to 04:00 PM
41 Photos
Last Updated : 1 Day ago
954461 7th Line Ehs Line, Dufferin, ON , MLS #X13616492 , Image - 1

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954461 7th Line Ehs Line Rural Mono, Mono, Dufferin, ON MLS® X13616492

Residential Freehold (Detached)

$2399999.0
price drop iconPrice drop by 4.0%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Set on 50 acres of tiered land with the residence perfectly positioned on a natural plateau, this Hockley Valley estate captures spectacular panoramic
36 Photos
Last Updated : 1 Day ago
414 Main Street E, Dufferin, ON , MLS #X14148982 , Image - 1

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414 Main Street E Shelburne, Dufferin, ON MLS® X14148982

Residential Freehold (Detached)

$619000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Solid Double Brick Home Circa 1922 , Resplendent With Expansive Covered Front Porch Plus Upper Veranda. Nicely Upgraded While Keeping Gorgeous Origina
24 Photos
Last Updated : 2 Days ago
21 Mill Street, Dufferin, ON , MLS #X14160584 , Image - 1

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21 Mill Street Rural Amaranth, Amaranth, Dufferin, ON MLS® X14160584

Residential Freehold (Detached)

$549900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to your charming small-town escape in Waldemar! Nestled in the peaceful rural community of Amaranth, this beautifully maintained 1.5 storey de
Open House : Sun Nov 15, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 2 Days ago
71145 10th Line N/A, Dufferin, ON , MLS #X14149726 , Image - 1

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71145 10th Line N/A Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X14149726

Residential Freehold (Detached)

$1799000.0
  • 3 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
EXCEPTIONAL 74.94 ACRE COUNTRY ESTATE featuring approx 23 acres of usable farmland and 51 acres of wooded landscape with 3 spring-fed ponds, offering
35 Photos
Last Updated : 2 Days ago
125 Jelly Street N, Dufferin, ON , MLS #X14158972 , Image - 1

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125 Jelly Street N Shelburne, Dufferin, ON MLS® X14158972

Residential Freehold (Detached)

$649999.0
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
BEAUTIFULLY UPDATED 4-LEVEL BACKSPLIT WITH IN-LAW SUITE POTENTIAL, 2 KITCHENS, 2 DRIVEWAYS & A BACKYARD OASIS! Welcome to 125 Jelly Street North, a tr
27 Photos
Last Updated : 2 Days ago
10 Stonegate Avenue, Dufferin, ON , MLS #X14095576 , Image - 1

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10 Stonegate Avenue Rural Mono, Mono, Dufferin, ON MLS® X14095576

Residential Freehold (Detached)

$1200000.0
price drop iconPrice drop by 7.7%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Discover refined living in this exceptional executive home by Brookfield Homes, gracefully positioned on a substantial premium corner lot in the highl
17 Photos
Last Updated : 2 Days ago
99 Burbank Crescent, Dufferin, ON , MLS #W14150990 , Image - 1

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99 Burbank Crescent Orangeville, Dufferin, ON MLS® W14150990

Residential Freehold (Semi-Detached )

$649000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This 3 bedroom home on Burbank has been well cared for - professionally painted top to bottom (2026). The main floor features an eat-in kitchen alo
49 Photos
Last Updated : 2 Days ago
483 Black Cherry Crescent, Dufferin, ON , MLS #X14145074 , Image - 1

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483 Black Cherry Crescent Shelburne, Dufferin, ON MLS® X14145074

Residential Freehold (Detached)

$699900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Designed with modern family living in mind, this impressive 4-bedroom, 4-bathroom detached home offers a functional layout, generous room sizes, and p
50 Photos
Last Updated : 2 Days ago
678541 Centre Road, Dufferin, ON , MLS #X13656558 , Image - 1

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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
30 Photos
Last Updated : 2 Days ago
21 Ontario Street, Dufferin, ON , MLS #W14093086 , Image - 1

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21 Ontario Street Orangeville, Dufferin, ON MLS® W14093086

Residential Freehold (Semi-Detached )

$629900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
ORANGEVILLE | FAMILY-CENTRIC COMMUNITY | PRIDE OF OWNERSHIP --- PRESENTING 21 ONTARIO STREET - a meticulously maintained home in a family-centric comm
48 Photos
Last Updated : 2 Days ago
32 Laverty Crescent, Dufferin, ON , MLS #W14135586 , Image - 1

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32 Laverty Crescent Orangeville, Dufferin, ON MLS® W14135586

Residential Freehold (Att/Row/Townhouse)

$728000.0
price drop iconPrice drop by 1.6%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 32 Laverty Crescent! This beautifully maintained end-unit townhome offers the perfect blend of comfort, style and functionality. Featuring
Open House : Sat Nov 14, 01:00 PM to 03:00 PM
22 Photos
Last Updated : 2 Days ago
82 Edelwild Drive, Dufferin, ON , MLS #W13858862 , Image - 1

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82 Edelwild Drive Orangeville, Dufferin, ON MLS® W13858862

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 7.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 82 Edelwild Drive, a beautifully maintained 3+1 bedroom bungalow set on a generous 60 x 100 ft lot in the heart of Orangeville. Ideally loc
50 Photos
Last Updated : 3 Days ago
21 Paula Court, Dufferin, ON , MLS #W13153844 , Image - 1

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21 Paula Court Orangeville, Dufferin, ON MLS® W13153844

Residential Freehold (Detached)

$1179999.0
price drop iconPrice drop by 1.7%
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Stunning 2015 Summit model with high-end craftsmanship and thoughtful design throughout. Enter through double doors into a grand foyer with ceramic ti
50 Photos
Last Updated : 3 Days ago
537266 Main Street, Dufferin, ON , MLS #X14158298 , Image - 1

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537266 Main Street Rural Melancthon, Melancthon, Dufferin, ON MLS® X14158298

Residential Freehold (Detached)

$1369000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Brand new 2,086 sq ft bungalow on 2.5 wooded acres near village of Hornings Mills. Steps to park with playground & ball diamond. Minutes to Shelburn
49 Photos
Last Updated : 3 Days ago
108 Glengarry Road, Dufferin, ON , MLS #W13828208 , Image - 1

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108 Glengarry Road Orangeville, Dufferin, ON MLS® W13828208

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 6.3%
  • 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
46 Photos
Last Updated : 3 Days ago
307251 Hockley Road, Dufferin, ON , MLS #X13822906 , Image - 1

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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
23 Photos
Last Updated : 3 Days ago
935545 Airport Road, Dufferin, ON , MLS #X14159064 , Image - 1

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935545 Airport Road Rural Mono, Mono, Dufferin, ON MLS® X14159064

Residential Freehold (Detached)

$1030000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Gorgeous Location!! Classic Bungalow is nested on rolling 8 acres land with lots of walking trials and pictures, panoramic views to the west. This bun
24 Photos
Last Updated : 3 Days ago
357 Simon Street, Dufferin, ON , MLS #X14157850 , Image - 1

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357 Simon Street Shelburne, Dufferin, ON MLS® X14157850

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Rare opportunity to own a beautifully renovated home on an exceptional double lot measuring approximately 116 x 119 ft offering endless possibilities
4 Photos
Last Updated : 3 Days ago
200 kingfisher Drive, Dufferin, ON , MLS #X14155296 , Image - 1
Unit-136, 200 kingfisher Drive Rural Mono, Mono, Dufferin, ON MLS® X14155296

Residential Condo & Other (Common Element Condo)

$904900.0
  • 5 Beds
  • 4 Baths
  • 2500-2749 sq-ft
Welcome to Watermark, Mono's sought-after adult lifestyle community, where exceptional value meets carefree living. This beautifully maintained bungal
50 Photos
Last Updated : 3 Days ago
244337 5 Side Road, Dufferin, ON , MLS #X13838722 , Image - 1

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244337 5 Side Road Rural Amaranth, Amaranth, Dufferin, ON MLS® X13838722

Residential Freehold (Detached)

$1189000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 244337 5th Side Road Amaranth, Step inside this beautifully renovated one of a kind 1929 Schoolhouse. A home full of character and space fo
46 Photos
Last Updated : 3 Days ago
132 Goldgate Crescent, Dufferin, ON , MLS #W14107394 , Image - 1

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132 Goldgate Crescent Orangeville, Dufferin, ON MLS® W14107394

Residential Freehold (Detached)

$649900.0
  • 4 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to this spacious detached 4+1 bedroom, 4-bathroom home backing onto a meandering creek/conservation in the welcoming community of Orangeville!
9 Photos
Last Updated : 4 Days ago
250 Andrew Street, Dufferin, ON , MLS #X14079852 , Image - 1

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250 Andrew Street Shelburne, Dufferin, ON MLS® X14079852

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 4.6%
  • 6 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Opportunity to own one of the Grand homes of Shelburne! Set on a quite street with laneway access to driveway and garage, Located walking distance to
48 Photos
Last Updated : 4 Days ago
175 Burbank Crescent, Dufferin, ON , MLS #W14135506 , Image - 1

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175 Burbank Crescent Orangeville, Dufferin, ON MLS® W14135506

Residential Freehold (Semi-Detached )

$665000.0
price drop iconPrice drop by 2.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This is no ordinary semi! Offering a rare combination of space, character and versatility, this beautifully updated home features a built-in garage, a
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