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Houses for Sale in Dufferin Under $5 Million - P5

Showing results 121 - 150 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)
50 Photos
Last Updated : 6 Days ago
394175 County Rd 12 N/A, Dufferin, ON , MLS #X14083850 , Image - 1
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394175 County Rd 12 N/A Rural Amaranth, Amaranth, Dufferin, ON MLS® X14083850

Residential Freehold (Detached)

$1729000.0
price drop iconPrice drop by 2.8%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Enjoy the best of country living on 5.8 private acres, just 15 minutes from Orangeville! Offering approx 3200 sq ft of living space, this beautifully
50 Photos
Last Updated : 7 Days ago
210 Chippewa Avenue, Dufferin, ON , MLS #X14114212 , Image - 1

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210 Chippewa Avenue Shelburne, Dufferin, ON MLS® X14114212

Residential Freehold (Detached)

$999000.0
  • 6 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Luxury Living on a Premium Wooded Lot !! Stunning 2-year-new Fieldgate-built Savile Row model detached home offering approx. 3,280 sq. ft. of upgraded
44 Photos
Last Updated : 7 Days ago
70 Hunter Road, Dufferin, ON , MLS #W13814722 , Image - 1

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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
27 Photos
Last Updated : 7 Days ago
139 Town Line, Dufferin, ON , MLS #W14118666 , Image - 1

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139 Town Line Orangeville, Dufferin, ON MLS® W14118666

Residential Freehold (Semi-Detached )

$599000.0
price drop iconPrice drop by 9.2%
  • 3 +3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Room for the whole family, under one roof, without living on top of each other. This fully renovated 3+3 semi-detached bungalow offers a complete lowe
1 Photos
Last Updated : 7 Days ago
29 John Street, Dufferin, ON
29 John Street Orangeville, Dufferin, ON MLS® W14136338

Residential Freehold (Detached)

$749000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 29 John Street in Orangeville! This well-maintained home offers a fantastic opportunity for homeowners and investors alike. Featuring an up
50 Photos
Last Updated : 7 Days ago
59 Young Court, Dufferin, ON , MLS #W13842232 , Image - 1

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59 Young Court Orangeville, Dufferin, ON MLS® W13842232

Residential Freehold (Detached)

$1349998.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Set on a quiet cul-de-sac in Orangeville's Credit Springs Estates, 59 Young Court pairs the ease of bungalow living with a setting that feels private,
25 Photos
Last Updated : 7 Days ago
31500 9th Line, Dufferin, ON , MLS #X14142518 , Image - 1

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31500 9th Line Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X14142518

Residential Freehold (Detached)

$699000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
A rare opportunity to own 12.7 acres of beautiful countryside in East Garafraxa! Set on an impressive 548 x 950 ft parcel, this property offers privac
41 Photos
Last Updated : 7 Days ago
388303 20th Side Road, Dufferin, ON , MLS #X13879274 , Image - 1

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388303 20th Side Road Rural Mono, Mono, Dufferin, ON MLS® X13879274

Residential Freehold (Detached)

$1986750.0
price drop iconPrice drop by 25.0%
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to a custom-built country retreat set on 2.1acres spectacular home in the rolling hills of Mono*Designed to capture breathtaking 360-degree vi
37 Photos
Last Updated : 7 Days ago
719 Hammond Street, Dufferin, ON , MLS #X14129690 , Image - 1

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719 Hammond Street Shelburne, Dufferin, ON MLS® X14129690

Residential Freehold (Detached)

$820000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this bright and spacious 4 bedroom, 3.5 bathroom detached home in Shelburne. Featuring an open-concept layout, large windows, and generousl
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
50 Photos
Last Updated : 7 Days ago
555118 MONO AMARANTH Townline, Dufferin, ON , MLS #X13808224 , Image - 1

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555118 MONO AMARANTH Townline Rural Mono, Mono, Dufferin, ON MLS® X13808224

Residential Freehold (Detached)

$1599900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
THE ULTIMATE COUNTRY ESTATE: 12 PRIVATE ACRES, TWO HOMES & ENDLESS OPPORTUNITY! Stunning country retreat off a paved road, just minutes to Orangeville
17 Photos
Last Updated : 7 Days ago
504110 Highway 89 N/A, Dufferin, ON , MLS #X13642828 , Image - 1

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504110 Highway 89 N/A Rural Amaranth, Amaranth, Dufferin, ON MLS® X13642828

Residential Freehold (Detached)

$2499999.0
price drop iconPrice drop by 6.7%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Discover the endless potential of this exceptional 96+-acre property with aprox 2,675 ft front on Busy Highway 89 with 2 road frontage, just minutes f
15 Photos
Last Updated : 7 Days ago
65 Scott Street, Dufferin, ON , MLS #X14090932 , Image - 1

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Unit-2, 65 Scott Street Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X14090932

Residential Condo & Other (Condo Townhouse)

$524999.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Not Your Typical Scott St. Townhouse! Welcome to the charming community of Grand Valley, where a beautifully reimagined main floor sets this home apar
41 Photos
Last Updated : 7 Days ago
5 Benson Avenue, Dufferin, ON , MLS #X14099588 , Image - 1

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5 Benson Avenue Rural Mono, Mono, Dufferin, ON MLS® X14099588

Residential Freehold (Detached)

$1599900.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome To This Exceptional Cheshire Model, offering Over 4,500 Sq/Ft of Meticulously Designed Living Space In One Of The Area's Most Prestigious Neig
2 Photos
Last Updated : 7 Days ago
PT LT 11, CON 9 10 Side Road, Dufferin, ON , MLS #X13103616 , Image - 1
PT LT 11, CON 9 10 Side Road Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13103616

Residential Freehold (Vacant Land)

$1399000.0
Set just outside the charming village of Belwood, this rare 15+ acre parcel offers the kind of setting buyers dream about but rarely find. Surrounded
27 Photos
Last Updated : 7 Days ago
501098 Hwy # 89 N/A, Dufferin, ON , MLS #X13582560 , Image - 1

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501098 Hwy # 89 N/A Rural East Luther Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13582560

Residential Freehold (Farm)

$4250000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
205 Acre Farm, with House and Barn. Approx160 Acres workable acres, not tiled, plus 40 acre bush, Has opportunity to tile if needed has been looked at
50 Photos
Last Updated : 7 Days ago
488297 30th Side Road, Dufferin, ON , MLS #X14140556 , Image - 1

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488297 30th Side Road Rural Mono, Mono, Dufferin, ON MLS® X14140556

Residential Freehold (Farm)

$2500000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
AGRICULTURAL LAND - always a GREAT INVESTMENT - approximately 94 ACRES total with approximately 90 ACRES of PRIME AG land in corn/soybean/wheat rotati
35 Photos
Last Updated : 7 Days ago
29 Alder Street, Dufferin, ON , MLS #W14140424 , Image - 1

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29 Alder Street Orangeville, Dufferin, ON MLS® W14140424

Residential Freehold (Detached)

$956900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 29 Alder Street in Orangeville, a beautifully maintained 3+1 bedroom, 4 bathroom home offering spacious family living w/ the added bonus of
50 Photos
Last Updated : 7 Days ago
50 Leeson Street S, Dufferin, ON , MLS #X13883554 , Image - 1

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50 Leeson Street S Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13883554

Residential Freehold (Detached)

$799999.0
price drop iconPrice drop by 3.0%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Why choose between character and modern updates when you can have both? This is the kind of property that proves you don't have to buy newer to get th
24 Photos
Last Updated : 8 Days ago
252 Berry Street, Dufferin, ON , MLS #X13548998 , Image - 1

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252 Berry Street Shelburne, Dufferin, ON MLS® X13548998

Residential Freehold (Detached)

$768888.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Perfectly situated in the heart of Shelburne, 252 Berry Street offers the ideal combination of comfort, space, and functionality for growing families.
40 Photos
Last Updated : 8 Days ago
18 James Arnott Crescent, Dufferin, ON , MLS #W14132036 , Image - 1

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18 James Arnott Crescent Orangeville, Dufferin, ON MLS® W14132036

Residential Freehold (Link)

$719000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 18 James Arnott Crescent, a home that offers the space you need, a layout that makes sense and a wonderful Orangeville neighbourhood to cal
17 Photos
Last Updated : 8 Days ago
63 First Street, Dufferin, ON , MLS #W13836416 , Image - 1

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Unit-11, 63 First Street Orangeville, Dufferin, ON MLS® W13836416

Residential Condo & Other (Condo Apartment)

$279900.0
price drop iconPrice drop by 6.7%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to 63 First Street, Unit #11 in Orangeville! This bright and inviting 2-bedroom, 1-bathroom apartment offers comfortable, low-maintenance livi
48 Photos
Last Updated : 8 Days ago
308451 Hockley Road, Dufferin, ON , MLS #X13422242 , Image - 1

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308451 Hockley Road Rural Mono, Mono, Dufferin, ON MLS® X13422242

Residential Freehold (Detached)

$659000.0
price drop iconPrice drop by 5.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Amazing opportunity to own your own home/cottage with the Nottawasaga River running through the yard. Recently renovated country bungalow. Private lar
44 Photos
Last Updated : 8 Days ago
716 Russel Court, Dufferin, ON , MLS #X13693380 , Image - 1

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716 Russel Court Shelburne, Dufferin, ON MLS® X13693380

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 6.7%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Completely renovated from the inside out, 716 Russel Court is truly move in ready. This beautifully transformed 2 storey home sits on a quiet court in
37 Photos
Last Updated : 8 Days ago
66 Benjamin Crescent, Dufferin, ON , MLS #W14121684 , Image - 1

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66 Benjamin Crescent Orangeville, Dufferin, ON MLS® W14121684

Residential Freehold (Att/Row/Townhouse)

$719000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully updated 3-bedroom, 2-bathroom end-unit townhouse in a highly sought-after, family-friendly Orangeville neighbourhood! Fini
50 Photos
Last Updated : 8 Days ago
637166 Prince Of Wales Road, Dufferin, ON , MLS #X13773388 , Image - 1

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637166 Prince Of Wales Road Rural Mulmur, Mulmur, Dufferin, ON MLS® X13773388

Residential Freehold (Detached)

$1500000.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Set among the rolling hills of Mulmur, this exceptional 31-acre property offers panoramic views, incredible privacy, and the rare opportunity to own 2
50 Photos
Last Updated : 8 Days ago
637202 Prince of Wales Road, Dufferin, ON , MLS #X14118208 , Image - 1

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637202 Prince of Wales Road Rural Mulmur, Mulmur, Dufferin, ON MLS® X14118208

Residential Freehold (Detached)

$889000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Escape to your all-season haven! Cozy up by the crackling woodburning fireplace in winter, with cross country skiing and Bruce Trail right at your doo
38 Photos
Last Updated : 8 Days ago
128 Elaine Drive, Dufferin, ON , MLS #W14096904 , Image - 1

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128 Elaine Drive Orangeville, Dufferin, ON MLS® W14096904

Residential Freehold (Detached)

$749987.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
At 128 Elaine Dr, you do not have to choose between a central Orangeville location, useful living space and a backyard that still feels private. This
39 Photos
Last Updated : 8 Days ago
45 Fieldgate Drive, Dufferin, ON , MLS #W13786788 , Image - 1

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45 Fieldgate Drive Orangeville, Dufferin, ON MLS® W13786788

Residential Freehold (Detached)

$895000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this exceptional 4 Bedroom, 2,000+ sq. ft. detached home, ideally located in one of Orangeville's most sought-after family neighbourhoods.
36 Photos
Last Updated : 8 Days ago
103 AMARANTH ST E N/A, Dufferin, ON , MLS #X13865480 , Image - 1

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103 AMARANTH ST E N/A Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13865480

Residential Freehold (Detached)

$699000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 103 Amaranth Street, where small-town charm meets exceptional outdoor space. Situated on an impressive 50' x 165' lot backing onto the Gra
1 Photos
Last Updated : 8 Days ago
41 Madison Avenue, Dufferin, ON
41 Madison Avenue Orangeville, Dufferin, ON MLS® W13788360

Residential Freehold (Semi-Detached )

$619900.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this great semi-detached bungalow perfect for first-time buyers, down-sizers or anyone looking to add their own personal touches, this home
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