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Houses for Sale in Orangeville ON Under $500K

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Are you looking for houses under $500k for sale in Orangeville ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Orangeville. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Orangeville. Whether you’re looking to buy houses under under $500k in Orangeville ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Orangeville houses for sale under under $500k, including freehold homes, condos, and commercial properties.

Last Updated: August 12, 2026

14 Photos

65 First Street N, Dufferin, ON , MLS #W13575624 , Image - 1

Unit-B2, 65 First Street N Orangeville, Dufferin, ON MLS® W13575624

Residential Condo & Other (Condo Apartment)

$239000.0

Price drop by 11.2%

1 Beds
1 Baths
500-599 sq-ft

An exceptional opportunity for renovators, investors, or first-time home buyers looking to build equity and create their dream home. This spacious con

34 Photos

16 Fourth Street, Dufferin, ON , MLS #W13660232 , Image - 1

Unit-25, 16 Fourth Street Orangeville, Dufferin, ON MLS® W13660232

Residential Condo & Other (Condo Apartment)

$459990.0

2 Beds
1 Baths
900-999 sq-ft

Welcome to this bright and spacious 2-bedroom condo. Situated in the well maintained Orangeway Garden building and within walking distance to local sh

27 Photos

70 First Street, Dufferin, ON , MLS #W13658472 , Image - 1

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

20 Photos

166 Broadway Avenue, Dufferin, ON , MLS #W13587934 , Image - 1

Unit-5, 166 Broadway Avenue Orangeville, Dufferin, ON MLS® W13587934

Residential Condo & Other (Condo Apartment)

$395000.0

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to top-floor living in the heart of Downtown Orangeville. This bright and airy condo offers 10-foot ceilings, oversized windows facing north,

23 Photos

100 Century Drive, Dufferin, ON , MLS #W13588370 , Image - 1

Unit-19, 100 Century Drive Orangeville, Dufferin, ON MLS® W13588370

Residential Condo & Other (Condo Townhouse)

$449000.0

Price drop by 6.3%

3 Beds
2 Baths
1200-1399 sq-ft

Incredible Value! This Is One Of The Few Opportunities To Own A 3 Bedroom, 2 Bathroom Home In Orangeville At This Price Point. Step Inside To Discover

26 Photos

166 Broadway N/A, Dufferin, ON , MLS #W13042524 , Image - 1

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

37 Photos

5 Armstrong Street, Dufferin, ON , MLS #W13221718 , Image - 1

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

Residential Condo & Other (Condo Townhouse)

$470000.0

Price 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

33 Photos

90 Lawrence Avenue, Dufferin, ON , MLS #W13447680 , Image - 1

Unit-93, 90 Lawrence Avenue Orangeville, Dufferin, ON MLS® W13447680

Residential Condo & Other (Condo Townhouse)

$489900.0

2 Beds
2 Baths
900-999 sq-ft

Fantastic value in this charming townhome located in a desirable neighbourhood of the beautiful Town of Orangeville. Bright and inviting, this excepti

18 Photos

16 Fourth Street, Dufferin, ON , MLS #W13602948 , Image - 1

Unit-32, 16 Fourth Street Orangeville, Dufferin, ON MLS® W13602948

Residential Condo & Other (Condo Apartment)

$399900.0

2 Beds
1 Baths
900-999 sq-ft

This bright and welcoming 2-bedroom condo is designed for comfortable, easy living. The open-concept layout seamlessly connects the main living spaces

33 Photos

123 Broadway Avenue, Dufferin, ON , MLS #W13589048 , Image - 1

Unit-E, 123 Broadway Avenue Orangeville, Dufferin, ON MLS® W13589048

Residential Condo & Other (Condo Apartment)

$379000.0

2 Beds
1 Baths
900-999 sq-ft

*** See Video Walkthrough *** Located in historic downtown Orangeville, this trendy two-storey, two-bedroom condo is a truly unique offering at an exc

32 Photos

2 Parkview Drive, Dufferin, ON , MLS #W13152514 , Image - 1

Unit-4, 2 Parkview Drive Orangeville, Dufferin, ON MLS® W13152514

Residential Condo & Other (Condo Townhouse)

$494900.0

Price drop by 3.9%

3 Beds
2 Baths
1000-1199 sq-ft

Look no further with this beautifully maintained 3 bedroom, 2 bathroom end unit townhome with sought after 2 car tandem parking outside of your front

18 Photos

65 First Street, Dufferin, ON , MLS #W13430278 , Image - 1

Unit-10, 65 First Street Orangeville, Dufferin, ON MLS® W13430278

Residential Condo & Other (Condo Apartment)

$405000.0

2 Beds
1 Baths
500-599 sq-ft

Gorgeous main floor condo apartment in convenient location close to all amenities that Orangeville has to offer. Parks, trails, shopping, fine dining

21 Photos

63 First Street, Dufferin, ON , MLS #W13172618 , Image - 1

Unit-20, 63 First Street Orangeville, Dufferin, ON MLS® W13172618

Residential Condo & Other (Condo Apartment)

$399999.0

Price drop by 3.6%

2 Beds
1 Baths
600-699 sq-ft

Fully renovated 2-bedroom main-floor condo in the heart of Orangeville with over $55,000 in recent upgrades. Bright open-concept layout featuring a st

24 Photos

8 Fead Street, Dufferin, ON , MLS #W13176540 , Image - 1

Unit-311, 8 Fead Street Orangeville, Dufferin, ON MLS® W13176540

Residential Condo & Other (Condo Apartment)

$419900.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to Bromount Place! This well-maintained 1-bedroom condo offers comfortable, low-maintenance living in one of Orangeville's most recognized and

12 Photos

63 First Street, Dufferin, ON , MLS #W13133590 , Image - 1

Unit-A2, 63 First Street Orangeville, Dufferin, ON MLS® W13133590

Residential Condo & Other (Condo Apartment)

$289000.0

1 Beds
1 Baths
0-499 sq-ft

Welcome to this charming 1-bedroom condo that combines character with great potential. Featuring laminate floors and large windows that bring in plent

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