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Houses for Sale in Dufferin Under $2 Million - P5

Showing results 121 - 150 of 518
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
33 Photos
Last Updated : 4 Days ago
200 Broadway N/A, Dufferin, ON , MLS #W13556978 , Image - 1
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Unit-507, 200 Broadway N/A Orangeville, Dufferin, ON MLS® W13556978

Residential Condo & Other (Condo Apartment)

$539900.0
price drop iconPrice drop by 3.6%
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Experience carefree condo living in the heart of downtown Orangeville! This bright and spacious 2-bedroom, 1-bathroom suite offers approximately 965 s
49 Photos
Last Updated : 4 Days ago
39 Townline N/A, Dufferin, ON , MLS #W13537296 , Image - 1

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39 Townline N/A Orangeville, Dufferin, ON MLS® W13537296

Residential Freehold (Detached)

$798000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Step into a piece of Orangeville's history with this beautifully preserved 1876 century home, situated on an impressive 1/3 acre lot with the rare ben
20 Photos
Last Updated : 4 Days ago
300 A Broadway N/A, Dufferin, ON , MLS #W13473022 , Image - 1

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300 A Broadway N/A Orangeville, Dufferin, ON MLS® W13473022

Residential Freehold (Duplex)

$1349000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Excellent opportunities with this well maintained and updated duplex in a great location on Broadway. Close to all amenities that Orangeville has to
26 Photos
Last Updated : 4 Days ago
166 Broadway N/A, Dufferin, ON , MLS #W13042524 , Image - 1

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Unit-3, 166 Broadway N/A Orangeville, Dufferin, ON MLS® W13042524

Residential Condo & Other (Condo Apartment)

$460000.0
  • 2 Beds
  • 1 Baths
  • 1200-1399 sq-ft
Whether You're Searching For Your First Home Or Need More Space For Your Growing Family, This Stunning 2-BedroomCondo In Historic Downtown Orangeville
15 Photos
Last Updated : 4 Days ago
150 Winters Way, Dufferin, ON , MLS #X13652758 , Image - 1

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150 Winters Way Shelburne, Dufferin, ON MLS® X13652758

Residential Freehold (Att/Row/Townhouse)

$619900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Immaculate and elegant discover the refined amenities of this sophisticated executing style residence.4 Bedroom Huge Modern Built, Premium Upgrades In
41 Photos
Last Updated : 4 Days ago
172 Parkinson Crescent, Dufferin, ON , MLS #W13636410 , Image - 1

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Unit-25, 172 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13636410

Residential Freehold (Att/Row/Townhouse)

$689000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 25-172 Parkinson Crescent, a beautifully maintained 3-bedroom, 3-bathroom end unit townhouse in one of Orangeville's most sought after fami
50 Photos
Last Updated : 4 Days ago
404 Andrew Street, Dufferin, ON , MLS #X13612260 , Image - 1

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404 Andrew Street Shelburne, Dufferin, ON MLS® X13612260

Residential Freehold (Detached)

$699999.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
WELCOME TO 404 ANDREW ST, SHELBURNE. BEAUTIFUL 3+1 BEDROOM 2 BATH BUNGALOW FEATURING MODERN UPDATES THROUGHOUT, FINISHED FROM TOP TO BOTTOM. THIS MOVE
49 Photos
Last Updated : 4 Days ago
39 Amelia Street, Dufferin, ON , MLS #W13571934 , Image - 1

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39 Amelia Street Orangeville, Dufferin, ON MLS® W13571934

Residential Freehold (Detached)

$899999.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Spacious and beautifully updated 4-bed, 4-bath two-storey home on a desirable corner lot in Orangeville. A charming covered front porch and double-doo
3 Photos
Last Updated : 4 Days ago
435 Black Cherry Crescent, Dufferin, ON , MLS #X13553578 , Image - 1
435 Black Cherry Crescent Shelburne, Dufferin, ON MLS® X13553578

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Modern 2023 Detached Home Built by Fieldgate In The Most Demanding Community of Shelburne - Piccadilly Model A features 2497Sq Ft of Value! Perfect Fo
50 Photos
Last Updated : 4 Days ago
59 Young Court, Dufferin, ON , MLS #W12938062 , Image - 1

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59 Young Court Orangeville, Dufferin, ON MLS® W12938062

Residential Freehold (Detached)

$1399900.0
  • 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,
50 Photos
Last Updated : 4 Days ago
757 Cook Crescent, Dufferin, ON , MLS #X13646272 , Image - 1

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757 Cook Crescent Shelburne, Dufferin, ON MLS® X13646272

Residential Freehold (Detached)

$725000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained 4-bedroom, 4-bathroom detached home situated on a premium corner lot in one of Shelburne's most family-friendly
50 Photos
Last Updated : 4 Days ago
321311 Concession Road, Dufferin, ON , MLS #X13467540 , Image - 1

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Unit-6-7, 321311 Concession Road Rural East Luther Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13467540

Residential Freehold (Detached)

$1399000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This beautiful 1.5-storey home offers approximately 2,200 sq ft above grade and sits on a private 0.99-acre lot. The bright, open-concept main floor i
37 Photos
Last Updated : 4 Days ago
5 Armstrong Street, Dufferin, ON , MLS #W13221718 , Image - 1

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Unit-9, 5 Armstrong Street Orangeville, Dufferin, ON MLS® W13221718

Residential Condo & Other (Condo Townhouse)

$470000.0
price drop iconPrice drop by 5.1%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this beautifully laid out 2-bedroom, 2 bathroom stacked condo townhouse in the heart of Orangeville. Perfectly positioned just steps from B
28 Photos
Last Updated : 4 Days ago
37 Woodland Drive, Dufferin, ON , MLS #X13651662 , Image - 1

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37 Woodland Drive Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13651662

Residential Freehold (Detached)

$1499000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Discover the perfect blend of space, comfort, and endless potential in this beautifully appointed estate home, set on a private 1.5-acre lot. Featurin
24 Photos
Last Updated : 5 Days ago
357 Simon Street, Dufferin, ON , MLS #X13613422 , Image - 1

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357 Simon Street Shelburne, Dufferin, ON MLS® X13613422

Residential Freehold (Detached)

$689900.0
  • 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
36 Photos
Last Updated : 5 Days ago
944 O'reilly Crescent, Dufferin, ON , MLS #X13647392 , Image - 1

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944 O'reilly Crescent Shelburne, Dufferin, ON MLS® X13647392

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Immaculate Executive Home on a Premium Ravine Lot! This stunning Rockport Model offers approximately 3,000 sq. ft. of beautifully designed living spac
23 Photos
Last Updated : 5 Days ago
346409 Mono Centre Road, Dufferin, ON , MLS #X13651158 , Image - 1

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346409 Mono Centre Road Rural Mono, Mono, Dufferin, ON MLS® X13651158

Residential Freehold (Detached)

$1890000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Gooseville is located on six acres of idyllic North Hockley Valley countryside. This professionally restored and modernized 1886 Victorian farmhouse
32 Photos
Last Updated : 5 Days ago
402 Main Street E, Dufferin, ON , MLS #X13429364 , Image - 1

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402 Main Street E Shelburne, Dufferin, ON MLS® X13429364

Residential Freehold (Detached)

$650000.0
price drop iconPrice drop by 9.6%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rebuilt, refined, and reimagined, 402 Main Street East has been completely updated from top to bottom, inside and out. Beyond the beautiful finishes,
48 Photos
Last Updated : 5 Days ago
594356 Blind Line, Dufferin, ON , MLS #X13650120 , Image - 1

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594356 Blind Line Rural Mono, Mono, Dufferin, ON MLS® X13650120

Residential Freehold (Detached)

$899900.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Welcome to this charming bungalow set on a picturesque 1-acre lot in the highly sought-after Township of Mono. Offering the perfect balance of peacefu
13 Photos
Last Updated : 5 Days ago
105 Spencer Avenue, Dufferin, ON , MLS #W13482610 , Image - 1

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105 Spencer Avenue Orangeville, Dufferin, ON MLS® W13482610

Residential Condo & Other (Condo Apartment)

$513130.0
price drop iconPrice drop by 14.3%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Location, Location, Location! Welcome to Westview Condos in a highly sought-after location. This spacious 1-bedroom, 1-bathroom condo includes 1 parki
39 Photos
Last Updated : 5 Days ago
420 Simon Street, Dufferin, ON , MLS #X13508018 , Image - 1

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420 Simon Street Shelburne, Dufferin, ON MLS® X13508018

Residential Freehold (Detached)

$715000.0
  • 3 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome 420 Simon Street, an exceptional family home in charming Shelburne, Ontario. This home offers an unusual wealth of living space, a highly desi
43 Photos
Last Updated : 5 Days ago
243067 5th Side Road, Dufferin, ON , MLS #X13648574 , Image - 1

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243067 5th 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
45 Photos
Last Updated : 5 Days ago
9 York Street, Dufferin, ON , MLS #W13560922 , Image - 1

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9 York Street Orangeville, Dufferin, ON MLS® W13560922

Residential Freehold (Detached)

$1229900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Built with craftsmanship that's stood the test of time and thoughtfully updated where it matters most, this beautiful character home offers warmth and
46 Photos
Last Updated : 5 Days ago
113 Meadow Drive, Dufferin, ON , MLS #W13629292 , Image - 1

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113 Meadow Drive Orangeville, Dufferin, ON MLS® W13629292

Residential Freehold (Detached)

$1049900.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this spacious family home backing onto a premium ravine lot with breathtaking views of forested conservation land. Designed with growing or
40 Photos
Last Updated : 5 Days ago
133 Fleming Way, Dufferin, ON , MLS #X13649432 , Image - 1

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133 Fleming Way Shelburne, Dufferin, ON MLS® X13649432

Residential Freehold (Detached)

$699900.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautifully upgraded 4+1 bedroom home is located in one of Shelburne's most sought-after family-friendly neighbourhoods. Featuring a spacious eat
44 Photos
Last Updated : 5 Days ago
260 Lisa Marie Drive, Dufferin, ON , MLS #W13649724 , Image - 1

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260 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13649724

Residential Freehold (Detached)

$959999.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Gorgeous Family Home that Backs onto Greenbelt in Established Orangeville Neighbourhood. Numerous Upgrades including Lower Level In Law Suite with Ful
40 Photos
Last Updated : 5 Days ago
478278 3rd Line, Dufferin, ON , MLS #X13649322 , Image - 1

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478278 3rd Line Rural Melancthon, Melancthon, Dufferin, ON MLS® X13649322

Residential Freehold (Detached)

$1299900.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) This timeless century home presents historic character and modern comfort through soaring ceilings, rich har
45 Photos
Last Updated : 5 Days ago
510 Monica Court, Dufferin, ON , MLS #X13246972 , Image - 1

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510 Monica Court Shelburne, Dufferin, ON MLS® X13246972

Residential Freehold (Detached)

$649900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 510 Monica Court, this fully updated 2 storey 4 bedroom 2 bath home with finished basement and one car garage sitting on a fully fenced 57x
31 Photos
Last Updated : 5 Days ago
20 Henderson Street, Dufferin, ON , MLS #W13649210 , Image - 1

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20 Henderson Street Orangeville, Dufferin, ON MLS® W13649210

Residential Freehold (Detached)

$829900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 20 Henderson Street, a beautifully updated family home nestled in one of Orangeville's most sought-after neighbourhoods. Offering finished
7 Photos
Last Updated : 5 Days ago
837 O'Reilly Crescent, Dufferin, ON , MLS #X13648630 , Image - 1

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837 O'Reilly Crescent Shelburne, Dufferin, ON MLS® X13648630

Residential Freehold (Vacant Land)

$199000.0
  • < 700 sq-ft
Build your dream home in the town of Shelburne. This building lot is located in a quiet, family-friendly subdivision, close to all amenities. City wat
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