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Orangeville Detached Houses for Sale - P2

Showing results 31 - 60 of 96
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)
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
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
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
26 Photos
Last Updated : 6 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)

$789900.0
price drop iconPrice drop by 5.4%
  • 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
47 Photos
Last Updated : 6 Days ago
37 Abbey Road, Dufferin, ON , MLS #W13644094 , Image - 1

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37 Abbey Road Orangeville, Dufferin, ON MLS® W13644094

Residential Freehold (Detached)

$984800.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 37 Abbey Road - a timeless and thoughtfully designed 4-level backsplit situated in one of Orangeville's most desirable residential pockets
36 Photos
Last Updated : 6 Days ago
310 Bailey Drive, Dufferin, ON , MLS #W13643472 , Image - 1

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310 Bailey Drive Orangeville, Dufferin, ON MLS® W13643472

Residential Freehold (Detached)

$749999.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Exceptionally Maintained All-Brick 3-Bed, 2-Bath Bungalow in Orangeville's Desirable Credit Meadows Community. Close to Schools, Parks, Trails & Downt
50 Photos
Last Updated : 7 Days ago
436 College Avenue, Dufferin, ON , MLS #W13641772 , Image - 1

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436 College Avenue Orangeville, Dufferin, ON MLS® W13641772

Residential Freehold (Detached)

$979999.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Summer Starts Here!! Nestled on a mature premium corner lot in one of Orangeville's most sought-after school districts, this extensively renovated fam
39 Photos
Last Updated : 7 Days ago
19 Mckitrick Drive, Dufferin, ON , MLS #W13496450 , Image - 1

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19 Mckitrick Drive Orangeville, Dufferin, ON MLS® W13496450

Residential Freehold (Detached)

$799000.0
  • 3 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
This is the move-in-ready home in town a modern updated all-brick raised bungalow offering 3+1bedrooms and 3 bathrooms, with quick and easy access to
43 Photos
Last Updated : 8 Days ago
7 Third Avenue, Dufferin, ON , MLS #W13242230 , Image - 1

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7 Third Avenue Orangeville, Dufferin, ON MLS® W13242230

Residential Freehold (Detached)

$927900.0
price drop iconPrice drop by 1.9%
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
All the charm of yesteryear with the convenience of modern amenities - this 1880's classic, century bungalow is situated on an outstanding lot 54 ft.
41 Photos
Last Updated : 8 Days ago
42 First Street, Dufferin, ON , MLS #W13082582 , Image - 1

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42 First Street Orangeville, Dufferin, ON MLS® W13082582

Residential Freehold (Detached)

$834900.0
price drop iconPrice drop by 5.1%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
This is more than just a house; it's a beautifully preserved piece of history updated for the modern lifestyle. Great central location, close to shops
41 Photos
Last Updated : 8 Days ago
225 Zina Street, Dufferin, ON , MLS #W13550588 , Image - 1

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225 Zina Street Orangeville, Dufferin, ON MLS® W13550588

Residential Freehold (Detached)

$1100000.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 225 Zina Street, a breathtaking brick bungalow that perfectly blends sophisticated interior updates with a massive, country-sized property.
49 Photos
Last Updated : 11 Days ago
292 Lisa Marie Drive, Dufferin, ON , MLS #W13147506 , Image - 1

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292 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13147506

Residential Freehold (Detached)

$1049000.0
  • 4 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 292 Lisa Marie Drive in Orangeville, a spacious 4+3 bedroom, 4 bath, detached home. Featuring a walk-out basement, double car garage, and a
29 Photos
Last Updated : 12 Days ago
19 Cardwell Street, Dufferin, ON , MLS #W13626820 , Image - 1

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19 Cardwell Street Orangeville, Dufferin, ON MLS® W13626820

Residential Freehold (Detached)

$699000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
*LEGAL BASEMENT*Welcome to 19 Cardwell Street a beautifully maintained bungalow nestled in one of Orangeville's most family-friendly neighbourhood.Ste
50 Photos
Last Updated : 13 Days ago
22 John Street, Dufferin, ON , MLS #W13621854 , Image - 1

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22 John Street Orangeville, Dufferin, ON MLS® W13621854

Residential Freehold (Detached)

$1249999.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Perfectly situated in the heart of Orangeville, this beautifully renovated home delivers an exceptional lifestyle just steps from Kaycee Gardens, scen
32 Photos
Last Updated : 13 Days ago
323 Michael Drive, Dufferin, ON , MLS #W13493904 , Image - 1

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323 Michael Drive Orangeville, Dufferin, ON MLS® W13493904

Residential Freehold (Detached)

$839099.0
price drop iconPrice drop by 2.9%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to a home where thoughtful design meets everyday living. Situated on a gigantic corner lot, this move in ready home offers the perfect blend o
43 Photos
Last Updated : 13 Days ago
327 Perry Road, Dufferin, ON , MLS #W13573910 , Image - 1

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327 Perry Road Orangeville, Dufferin, ON MLS® W13573910

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated family home, perfectly situated in one of Orangeville's most sought-after neighborhoods! Enjoy the convenience of
50 Photos
Last Updated : 13 Days ago
77 Zina Street, Dufferin, ON , MLS #W13207758 , Image - 1

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77 Zina Street Orangeville, Dufferin, ON MLS® W13207758

Residential Freehold (Detached)

$789900.0
price drop iconPrice drop by 6.0%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 77 Zina Street, a charming bungalow located on one of Orangeville's most sought-after streets, just steps from downtown shops, restaurants,
50 Photos
Last Updated : 14 Days ago
77 McMaster Road, Dufferin, ON , MLS #W13615120 , Image - 1

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77 McMaster Road Orangeville, Dufferin, ON MLS® W13615120

Residential Freehold (Detached)

$1180000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 77 Macmaster Road, Orangeville. This stunning home boasts amazing curb appeal, situated on a 55 by 121-foot lot with a three-car garage and
30 Photos
Last Updated : 17 Days ago
9 PORTER Drive, Dufferin, ON , MLS #W13578668 , Image - 1

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9 PORTER Drive Orangeville, Dufferin, ON MLS® W13578668

Residential Freehold (Detached)

$899995.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this stunning detached home in the highly sought-after West Orangeville community. Built in 2017 and situated on a premium 56-ft frontage l
34 Photos
Last Updated : 19 Days ago
164 Courtney Crescent, Dufferin, ON , MLS #W13519726 , Image - 1

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164 Courtney Crescent Orangeville, Dufferin, ON MLS® W13519726

Residential Freehold (Detached)

$719999.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Bright & Welcoming 3+1 Bedroom Home in Family Friendly Location. Covered Front Porch Entry into Open Foyer with Convenient 2pc Powder Room. Traditiona
26 Photos
Last Updated : 19 Days ago
30 Parkview Drive, Dufferin, ON , MLS #W13603272 , Image - 1

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30 Parkview Drive Orangeville, Dufferin, ON MLS® W13603272

Residential Freehold (Detached)

$675000.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Home Sweet Home! If the walls could talk, they would actually sing many of the songs that were played here over the years! First time offered for sal
50 Photos
Last Updated : 19 Days ago
9 Wellington Street, Dufferin, ON , MLS #W13602198 , Image - 1

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9 Wellington Street Orangeville, Dufferin, ON MLS® W13602198

Residential Freehold (Detached)

$1449900.0
  • 6 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Historic Elegance Meets Modern Luxury at 9 Wellington St. Experience the perfect blend of century-old charm and high-end functionality in this grand 1
49 Photos
Last Updated : 19 Days ago
267 Montgomery Boulevard, Dufferin, ON , MLS #W13601452 , Image - 1

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267 Montgomery Boulevard Orangeville, Dufferin, ON MLS® W13601452

Residential Freehold (Detached)

$875000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Fantastic 4-Level Backsplit on a 37.99 x 95 Feet Premium Corner Lot located in the highly desirable Montgomery Village neighbourhood.This beautiful &
39 Photos
Last Updated : 20 Days ago
71 Hunter Road, Dufferin, ON , MLS #W13600690 , Image - 1

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71 Hunter Road Orangeville, Dufferin, ON MLS® W13600690

Residential Freehold (Detached)

$999000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Nestled on a quiet, family-friendly street, this beautifully maintained Bungaloft offers the perfect blend of comfort, functionality, and lifestyle. T
50 Photos
Last Updated : 20 Days ago
59 Sherwood Street, Dufferin, ON , MLS #W13598658 , Image - 1

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59 Sherwood Street Orangeville, Dufferin, ON MLS® W13598658

Residential Freehold (Detached)

$899900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained 2002 sq ft Dover model in Orangeville's sought-after west end - a layout loved for its open flow, soaring cathe
50 Photos
Last Updated : 21 Days ago
27 Drew Brown Boulevard, Dufferin, ON , MLS #W13539166 , Image - 1

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27 Drew Brown Boulevard Orangeville, Dufferin, ON MLS® W13539166

Residential Freehold (Detached)

$1099000.0
  • 4 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Located in one of Orangeville's most sought-after family neighbourhoods, surrounded by parks, scenic walking trails, excellent schools, and some of th
50 Photos
Last Updated : 22 Days ago
16 Brenda Boulevard, Dufferin, ON , MLS #W13590678 , Image - 1

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16 Brenda Boulevard Orangeville, Dufferin, ON MLS® W13590678

Residential Freehold (Detached)

$749000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 16 Brenda Boulevard - a beautifully maintained bungalow that checks every box for first-time buyers and savvy investors alike. This move-in
50 Photos
Last Updated : 23 Days ago
1 Third Avenue, Dufferin, ON , MLS #W13586556 , Image - 1

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1 Third Avenue Orangeville, Dufferin, ON MLS® W13586556

Residential Freehold (Detached)

$950000.0
  • 3 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Opportunity Is Knocking! Prime premium corner location in the heart of Downtown Orangeville, zoned C5 and offering endless possibilities.This well-car
35 Photos
Last Updated : 23 Days ago
7 Graham Crescent, Dufferin, ON , MLS #W13585654 , Image - 1

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7 Graham Crescent Orangeville, Dufferin, ON MLS® W13585654

Residential Freehold (Detached)

$859000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Beautiful Detached home Located In A Highly Desired Neighbourhood! Steps to Island Public School, Plaza and Headwaters Health care. Open Concept Main
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