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Houses for Rent in Orangeville ON Under $500K

Showing results 1 - 30 of 36

Check out our extensive selection of houses under $500k for rent in Orangeville on Square Yards Canada. With over 36 options available, we provide a variety of affordable rental choices to suit your needs in different municipalities. Our listings offer detailed information about bedroom and bathroom configurations, as well as other amenities. Use our filters to search by budget, location, and features to find the perfect rental. You simply need to choose your desired budget range filter and you will be provided with the sorted options available for your range. Discover the best Dufferin houses for rent under Orangeville today and start your journey to affordable living with Square Yards Canada.

Last Updated: August 05, 2026

13 Photos

84 Second Street, Dufferin, ON , MLS #W13464984 , Image - 1

Unit-102, 84 Second Street Orangeville, Dufferin, ON MLS® W13464984

Residential Freehold (Multiplex)

$1799.0

1 Beds
1 Baths
< 700 sq-ft

Welcome to this updated 1 bedroom apartment offering stylish, move-in ready living just steps from vibrant downtown amenities. Enjoy the convenience o

50 Photos

75 Benjamin Crescent, Dufferin, ON , MLS #W13636530 , Image - 1

75 Benjamin Crescent Orangeville, Dufferin, ON MLS® W13636530

Residential Freehold (Att/Row/Townhouse)

$3200.0

3 Beds
3 Baths
1100-1500 sq-ft

This Townhome is a exceptional opportunity with total livable space of 1832 sq ft. Discover the charm of this beautifully maintained end-unit townhome

16 Photos

60 First Street, Dufferin, ON , MLS #W13634304 , Image - 1

Unit-27, 60 First Street Orangeville, Dufferin, ON MLS® W13634304

Residential Freehold (Att/Row/Townhouse)

$2800.0

2 Beds
3 Baths
1100-1500 sq-ft

This Beautiful End-Unit Townhouse Is Ready For It's New Tenant. All 1,164 Square Feet Home Is In Impeccable Condition With All Walls Freshly Painted

40 Photos

629 College Avenue, Dufferin, ON , MLS #W13516998 , Image - 1

629 College Avenue Orangeville, Dufferin, ON MLS® W13516998

Residential Freehold (Detached)

$3860.0

Reduced by 2.3%

4 +2 Beds
5 Baths
2500-3000 sq-ft

Gorgeous Detached House Back On Ravine W/Walk-Out Bsmt;All Three Levels 9' High Ceiling, Open Above Foyer W/Double Door Entry.Engineered Floor On Fami

19 Photos

91 Mill Street, Dufferin, ON , MLS #W13627894 , Image - 1

91 Mill Street Orangeville, Dufferin, ON MLS® W13627894

Residential Freehold (Detached)

$3200.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to 91 Mill Street - a beautifully renovated century home offering the perfect blend of historic charm and modern comfort in the heart of Downt

21 Photos

26 Sarah Street, Dufferin, ON , MLS #W13549108 , Image - 1

26 Sarah Street Orangeville, Dufferin, ON MLS® W13549108

Residential Freehold (Detached)

$3150.0

3 Beds
2 Baths
1100-1500 sq-ft

There's something refreshing about finding a rental that actually feels like a home. From the moment you step inside, natural light pours through over

17 Photos

319 Broadway N/A, Dufferin, ON , MLS #W13626102 , Image - 1

Unit-Unit 1, 319 Broadway N/A Orangeville, Dufferin, ON MLS® W13626102

Residential Freehold (Link)

$2500.0

3 Beds
2 Baths
1100-1500 sq-ft

Enjoy This 3 Spacious Bedroom unit with seprate entrance. Part of a large home. Remodeled And Extensively Renovated In 2024 To Include a New Roof, 5 N

9 Photos

79A Dawson Road, Dufferin, ON , MLS #W13467884 , Image - 1

79A Dawson Road Orangeville, Dufferin, ON MLS® W13467884

Residential Freehold (Semi-Detached )

$1800.0

2 Beds
1 Baths
700-1100 sq-ft

Legal 2-bedroom basement apartment available for lease with a private separate entrance. This unit features a functional layout, full kitchen, 4-piece

20 Photos

54 Victor Large Way, Dufferin, ON , MLS #W13623760 , Image - 1

Unit-Lower, 54 Victor Large Way Orangeville, Dufferin, ON MLS® W13623760

Residential Freehold (Att/Row/Townhouse)

$1550.0

1 Baths
< 700 sq-ft

Recently renovated walk out basement bachelor/studio apartment offering a bright living space with a private entrance and plenty of natural light. Fea

35 Photos

124 Parkinson Crescent, Dufferin, ON , MLS #W13543906 , Image - 1

Unit-70, 124 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13543906

Residential Freehold (Att/Row/Townhouse)

$2900.0

Reduced by 1.7%

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to unit 70 at 124 Parkinson Crescent, a beautifully maintained end- unit townhome in one of Orangeville's most sought- after family-friendly c

20 Photos

186 Parkinson Crescent, Dufferin, ON , MLS #W13608098 , Image - 1

186 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13608098

Residential Freehold (Att/Row/Townhouse)

$2650.0

3 Beds
4 Baths
1500-2000 sq-ft

186 Parkinson Crescent, Orangeville is a well-appointed 3-bedroom, 4-bathroom home in one of Orangeville's most family-friendly neighbourhoods. The op

15 Photos

50 Third Street, Dufferin, ON , MLS #W13607672 , Image - 1

Unit-B - Unit 4 (lower level), 50 Third Street Orangeville, Dufferin, ON MLS® W13607672

Residential Freehold (Fourplex)

$2300.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this bright and well-maintained 2-bedroom, 1-bathroom rental offering comfortable living in a desirable location. The spacious living room

5 Photos

60 First Street, Dufferin, ON , MLS #W13559412 , Image - 1

Unit-28, 60 First Street Orangeville, Dufferin, ON MLS® W13559412

Residential Freehold (Att/Row/Townhouse)

$2799.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome To This Gorgeous Beautifully Maintained End-Unit Townhome Offering Approximately 1,507 Sq. Ft. Of Bright And Functional Living Space In One Of

11 Photos

15 Faulkner Street, Dufferin, ON , MLS #W13600874 , Image - 1

Unit-104, 15 Faulkner Street Orangeville, Dufferin, ON MLS® W13600874

Residential Freehold (Multiplex)

$1650.0

1 +0 Beds
1 Baths
< 700 sq-ft

Discover this move-in-ready 1-bedroom unit, available for immediate occupancy at $1,650 per month, Perfectly situated to offer unmatched convenience r

11 Photos

64 Second Street, Dufferin, ON , MLS #W13578242 , Image - 1

Unit-Lower, 64 Second Street Orangeville, Dufferin, ON MLS® W13578242

Residential Freehold (Detached)

$1900.0

1 +1 Beds
1 Baths
< 700 sq-ft

Available August 1, this bright and inviting 1 bedroom plus den split-level apartment offers comfortable living in an unbeatable downtown Orangeville

36 Photos

118 Jordan Drive, Dufferin, ON , MLS #W13598760 , Image - 1

118 Jordan Drive Orangeville, Dufferin, ON MLS® W13598760

Residential Freehold (Detached)

$3250.0

4 Beds
3 Baths
1500-2000 sq-ft

Newly Renovated Bright & Spacious Detached 4 Bedroom House With Lots Of Natural Light. Main Floor Laundry, Eat-In Kitchen, Walk Out To Fully Fenced Ba

18 Photos

98 Second Street N, Dufferin, ON , MLS #W13586654 , Image - 1

98 Second Street N Orangeville, Dufferin, ON MLS® W13586654

Residential Freehold (Detached)

$2850.0

3 +2 Beds
2 Baths
1100-1500 sq-ft

The Perfect Place To Call Home In This Beautiful Raised Bungalow Walk Into A Sunroom, Perfect To Relax & Enjoy Drink Or Entertain With Family And Frie

19 Photos

383 Jay Crescent, Dufferin, ON , MLS #W13521318 , Image - 1

Unit-Upper, 383 Jay Crescent Orangeville, Dufferin, ON MLS® W13521318

Residential Freehold (Detached)

$2850.0

4 Beds
3 Baths
1500-2000 sq-ft

Location Location and Location, Welcome to this beautifully updated family home, perfectly situated in one of Orangeville's most sought-after neighbor

24 Photos

64 Brenda Boulevard, Dufferin, ON , MLS #W13583712 , Image - 1

Unit-Basement, 64 Brenda Boulevard Orangeville, Dufferin, ON MLS® W13583712

Residential Freehold (Detached)

$1700.0

1 Beds
1 Baths
< 700 sq-ft

Bright & Spacious 1-Bedroom Apartment for Lease in a Desirable Orangeville Neighbourhood! This well-maintained self-contained lower-level suite offers

40 Photos

256 Broadway Avenue, Dufferin, ON , MLS #W13145748 , Image - 1

256 Broadway Avenue Orangeville, Dufferin, ON MLS® W13145748

Residential Freehold (Detached)

$3350.0

3 Beds
3 Baths
1500-2000 sq-ft

Charming 2 1/2 Storey House For Rent! Updated and well maintained home with a large fenced backyard. Primary Bedroom features a 4 pc ensuite bathroom.

10 Photos

351 Lisa Marie Drive, Dufferin, ON , MLS #W13567758 , Image - 1

351 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13567758

Residential Freehold (Detached)

$2750.0

3 Beds
1 Baths
1100-1500 sq-ft

This Beautiful 3-Bedroom Home Is Available For Rent And Offers A Spacious And Comfortable Living Environment. The Property Features A Generous Living

1 Photos

Unit-106, 48 C Line Orangeville, Dufferin, ON MLS® W13561482

Residential Freehold (Att/Row/Townhouse)

$2950.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to this exceptional 3-bed, 3-bath townhome, offering spacious, thoughtfully designed living in one of Orangeville's most desirable west-end ne

2 Photos

15 Steven Street, Dufferin, ON , MLS #W13501030 , Image - 1

Unit-LOWER, 15 Steven Street Orangeville, Dufferin, ON MLS® W13501030

Residential Freehold (Semi-Detached )

$1800.0

1 Beds
1 Baths
700-1100 sq-ft

Bright and spacious 1-bedroom, 1-bathroom basement apartment in a family-friendly Orangeville neighbourhood. Features a modern kitchen with contempora

1 Photos

Unit-303, 15 Brenda Boulevard Orangeville, Dufferin, ON MLS® W13554428

Residential Freehold (Other)

$2300.0

2 Beds
1 Baths
700-1100 sq-ft

1 Photos

Unit-308, 15 Brenda Boulevard S Orangeville, Dufferin, ON MLS® W13552864

Residential Freehold (Multiplex)

$3000.0

3 Beds
2 Baths
1100-1500 sq-ft

19 Photos

79A Dawson Road, Dufferin, ON , MLS #W13529750 , Image - 1

Unit-Main, 79A Dawson Road Orangeville, Dufferin, ON MLS® W13529750

Residential Freehold (Semi-Detached )

$2500.0

3 Beds
1 Baths
700-1100 sq-ft

Main Floor Legal 3-bedroom apartment available for lease with a private separate entrance. This unit features a functional layout, full kitchen, 4piec

47 Photos

37 Armstrong Street, Dufferin, ON , MLS #W13236960 , Image - 1

Unit-3, 37 Armstrong Street Orangeville, Dufferin, ON MLS® W13236960

Residential Freehold (Other)

$6750.0

2 Beds
3 Baths
3500-5000 sq-ft

This has to be the most extraordinary apartment in all of Dufferin! 10 ft soaring ceilings! Over 4300 sq ft of indoor and outdoor space! 2+1 beautiful

12 Photos

22 First Street, Dufferin, ON , MLS #W13487364 , Image - 1

Unit-Main, 22 First Street Orangeville, Dufferin, ON MLS® W13487364

Residential Freehold (Duplex)

$2300.0

2 Beds
1 Baths
1100-1500 sq-ft

Charming Main Floor Unit with Historic Character. Welcome to this bright main floor unit offering two spacious bedrooms and beautiful hardwood floors

18 Photos

52 First Street, Dufferin, ON , MLS #W13499804 , Image - 1

Unit-Upper, 52 First Street Orangeville, Dufferin, ON MLS® W13499804

Residential Freehold (Detached)

$2300.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome home to this character filled upper level apartment in a beautiful century home, located on the corner of First St and Fead St in the heart of

22 Photos

8 Caledonia Road, Dufferin, ON , MLS #W13498234 , Image - 1

8 Caledonia Road Orangeville, Dufferin, ON MLS® W13498234

Residential Freehold (Upper Level)

$2750.0

3 Beds
1 Baths
1100-1500 sq-ft

Be The First To Live In This Pristine, Fully Renovated 3-Bedroom, 1-Bath Main Floor Detached Bungalow. Nestled In A Quiet, Family-Friendly Neighbourho

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