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Houses for Sale in Orangeville ON Under $5 Million - P4

Showing results 91 - 120 of 148
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
8 Photos
Last Updated : 23 Days ago
292 Broadway N/A, Dufferin, ON , MLS #W13743668 , Image - 1
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292 Broadway N/A Orangeville, Dufferin, ON MLS® W13743668

Residential Freehold (Detached)

$869999.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Rare redevelopment opportunity on Broadway! Attention builders, developers, and investors-this expansive 99.77 ft x 295.74 ft lot (approximately 0.682
3 Photos
Last Updated : 23 Days ago
290 Broadway N/A, Dufferin, ON , MLS #W13743666 , Image - 1
290 Broadway N/A Orangeville, Dufferin, ON MLS® W13743666

Residential Freehold (Detached)

$599999.0
  • 1 Baths
  • 1100-1500 sq-ft
Prime Development Opportunity on Broadway! Rare chance to acquire a high-visibility property on a 66.51 x 292.47 ft. lot(approx. 0.445 acres) in the h
39 Photos
Last Updated : 24 Days ago
39 Passmore Avenue, Dufferin, ON , MLS #W13565194 , Image - 1

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39 Passmore Avenue Orangeville, Dufferin, ON MLS® W13565194

Residential Freehold (Detached)

$897900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 39 Passmore Avenue in Orangeville, a well cared for 2 storey home located in a quiet, family friendly neighbourhood. Lovingly maintained by
3 Photos
Last Updated : 25 Days ago
17 Centre Street, Dufferin, ON , MLS #W13432322 , Image - 1
Unit-104, 17 Centre Street Orangeville, Dufferin, ON MLS® W13432322

Residential Condo & Other (Condo Townhouse)

$685000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome To 17 Centre Street - A Warm, Inviting, And Beautifully Bright Condo Located In The Heart Of Orangeville. This Spacious Two-Bedroom, Two-Bathr
35 Photos
Last Updated : 25 Days ago
7 Graham Crescent, Dufferin, ON , MLS #W13708896 , Image - 1

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7 Graham Crescent Orangeville, Dufferin, ON MLS® W13708896

Residential Freehold (Detached)

$749000.0
  • 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
30 Photos
Last Updated : 26 Days ago
3 Newton Drive, Dufferin, ON , MLS #W13660836 , Image - 1

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3 Newton Drive Orangeville, Dufferin, ON MLS® W13660836

Residential Freehold (Detached)

$799999.0
price drop iconPrice drop by 3.0%
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to this fabulous two-storey in a fantastic family-friendly neighbourhood! Ideally located within walking distance to three schools, parks and
29 Photos
Last Updated : 29 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)

$849999.0
  • 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
35 Photos
Last Updated : 30 Days ago
20 Sarah Street, Dufferin, ON , MLS #W13717870 , Image - 1

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20 Sarah Street Orangeville, Dufferin, ON MLS® W13717870

Residential Freehold (Semi-Detached )

$549000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming semi-detached brick bungalow offering affordable living with plenty of potential! Ideally situated close to schools and provi
13 Photos
Last Updated : 31 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)

$775000.0
price drop iconPrice drop by 7.2%
  • 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
22 Photos
Last Updated : 31 Days ago
154 Bythia Street, Dufferin, ON , MLS #W13714954 , Image - 1

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154 Bythia Street Orangeville, Dufferin, ON MLS® W13714954

Residential Freehold (Detached)

$949000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
A FLEXIBLE RAISED BUNGALOW WITH IN-LAW POTENTIAL & PLENTY TO LOVE OUTSIDE! This renovated home pairs nearly 2,000 finished square feet with four bedro
46 Photos
Last Updated : 32 Days ago
18 Karen Court, Dufferin, ON , MLS #W13665766 , Image - 1

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18 Karen Court Orangeville, Dufferin, ON MLS® W13665766

Residential Freehold (Att/Row/Townhouse)

$569000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Move-In Ready Freehold Townhome on a Quiet Family Court!Why buy a home that still needs work when you can move right into this beautifully updated fre
21 Photos
Last Updated : 33 Days ago
6 Orange Street, Dufferin, ON , MLS #W13660730 , Image - 1

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6 Orange Street Orangeville, Dufferin, ON MLS® W13660730

Residential Freehold (Detached)

$665000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming Brick Bungalow in a Prime Orangeville Location. Welcome to this well-maintained all-brick bungalow offering the perfect blend of comfort, fun
24 Photos
Last Updated : 33 Days ago
100 Century Drive, Dufferin, ON , MLS #W13152500 , Image - 1

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Unit-16, 100 Century Drive Orangeville, Dufferin, ON MLS® W13152500

Residential Condo & Other (Condo Townhouse)

$519900.0
price drop iconPrice drop by 5.5%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
This lovely townhouse offers the perfect blend of comfort, convenience and location. With 3 spacious Bedrooms and 2 well-appointed updated bathrooms.
32 Photos
Last Updated : 35 Days ago
116 Burbank Crescent, Dufferin, ON , MLS #W13704262 , Image - 1

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116 Burbank Crescent Orangeville, Dufferin, ON MLS® W13704262

Residential Freehold (Semi-Detached )

$644900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover the possibilities in this modern, updated, centrally located home. Close proximity to schools, parks, shopping, and transit offering easy acc
32 Photos
Last Updated : 35 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
28 Photos
Last Updated : 36 Days ago
9 Fitzgerald Street, Dufferin, ON , MLS #W13684146 , Image - 1

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9 Fitzgerald Street Orangeville, Dufferin, ON MLS® W13684146

Residential Freehold (Detached)

$919888.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Come check out this gorgeous detached home in one of Orangeville's most sought-after, family-friendly neighbourhoods. As you enter, the open-concept m
46 Photos
Last Updated : 36 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)

$999999.0
price drop iconPrice drop by 4.8%
  • 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
12 Photos
Last Updated : 37 Days ago
112 Jordan Drive, Dufferin, ON , MLS #W13697854 , Image - 1

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112 Jordan Drive Orangeville, Dufferin, ON MLS® W13697854

Residential Freehold (Detached)

$768000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome To This Spacious All-Brick, Fully Detached Stoneybrook Model Offering 1,933 Square Feet In One Of Orangeville's Most Sought-After Family Neigh
47 Photos
Last Updated : 37 Days ago
16 Althorp Drive, Dufferin, ON , MLS #W13693604 , Image - 1

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16 Althorp Drive Orangeville, Dufferin, ON MLS® W13693604

Residential Freehold (Detached)

$949000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this well-maintained 4 level open concept backsplit, lovingly cared for by its original owners for 23 years in Orangeville's sought after w
47 Photos
Last Updated : 38 Days ago
53 Abbey Road, Dufferin, ON , MLS #W13490510 , Image - 1

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53 Abbey Road Orangeville, Dufferin, ON MLS® W13490510

Residential Freehold (Detached)

$1149900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained, carpet-free 4-bedroom family home backing directly onto conservation land in one of Orangeville's desirable ne
40 Photos
Last Updated : 38 Days ago
23 Clarke Avenue, Dufferin, ON , MLS #W13534286 , Image - 1

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23 Clarke Avenue Orangeville, Dufferin, ON MLS® W13534286

Residential Freehold (Detached)

$1149900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 23 Clarke Avenue, a beautifully appointed 4-bedroom family home nestled in one of the area's most sought-after neighbourhoods. From the mom
21 Photos
Last Updated : 40 Days ago
63 First Street, Dufferin, ON , MLS #W13685170 , Image - 1

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Unit-20, 63 First Street Orangeville, Dufferin, ON MLS® W13685170

Residential Condo & Other (Condo Apartment)

$369900.0
  • 2 Beds
  • 1 Baths
  • 600-699 sq-ft
Fully renovated 2-bedroom main-floor condo in the heart of Orangeville with over $55,000 inrecent upgrades. Bright open-concept layout featuring a str
50 Photos
Last Updated : 40 Days ago
15 - 17 York Street, Dufferin, ON , MLS #W13455468 , Image - 1

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15 - 17 York Street Orangeville, Dufferin, ON MLS® W13455468

Residential Freehold (Detached)

$2549900.0
price drop iconPrice drop by 15.0%
  • 4 +3 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 15-17 York Street where old original meet new addition and an incredible 4 Car Garage And Carriage house! Located in the heart of Orangevi
12 Photos
Last Updated : 43 Days ago
68 First Street, Dufferin, ON , MLS #W13677134 , Image - 1

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Unit-22, 68 First Street Orangeville, Dufferin, ON MLS® W13677134

Residential Freehold (Att/Row/Townhouse)

$699000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautiful, well-maintained 3-storey middle-unit townhouse, ideally situated in a highly desirable location. Featuring 3 spacious bedro
3 Photos
Last Updated : 45 Days ago
103 Bythia Street, Dufferin, ON , MLS #W13667498 , Image - 1
103 Bythia Street Orangeville, Dufferin, ON MLS® W13667498

Residential Freehold (Semi-Detached )

$799000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
With HST savings and the new home purchase tax rebate applied, this pre-construction opportunity is more compelling than ever - and paired with the ab
27 Photos
Last Updated : 47 Days ago
70 First Street, Dufferin, ON , MLS #W13658472 , Image - 1

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Unit-102, 70 First Street Orangeville, Dufferin, ON MLS® W13658472

Residential Condo & Other (Condo Apartment)

$330000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
An excellent opportunity for first-time buyers or investors to step into the market. This well-maintained and thoughtfully updated unit features a bri
33 Photos
Last Updated : 50 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 : 50 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 : 50 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 : 50 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
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