Houses for Sale in Orillia ON Under $500K

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Are you looking for houses under $500k for sale in Orillia ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Orillia. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Orillia. Whether you’re looking to buy houses under under $500k in Orillia 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 Orillia houses for sale under under $500k, including freehold homes, condos, and commercial properties.

Last Updated: May 13, 2026

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LOT 24 CON 12 North Orillia N/A W, Simcoe, ON , MLS #S13115956 , Image - 1

LOT 24 CON 12 North Orillia N/A W Orillia, Simcoe, ON MLS® S13115956

Residential Freehold (Vacant Land)

$136900.0

< 700 sq-ft

Nestled in the heart of a serene and lush wooded area, this stunning parcel of land offers a rare opportunity to own a piece of untouched nature. Span

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147 Dufferin Street, Simcoe, ON , MLS #S13049438 , Image - 1

147 Dufferin Street Orillia, Simcoe, ON MLS® S13049438

Residential Freehold (Detached)

$359000.0

1 Beds
2 Baths
< 700 sq-ft

Welcome to your very own small but mighty gem in Orillia's sought-after West Ward! This cute and cozy home is bursting with charm, natural light, and

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382 West Street N, Simcoe, ON , MLS #S13057842 , Image - 1

382 West Street N Orillia, Simcoe, ON MLS® S13057842

Residential Freehold (Detached)

$375000.0

2 Beds
1 Baths
700-1100 sq-ft

Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as

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10 First Street, Simcoe, ON , MLS #S12752458 , Image - 1

10 First Street Orillia, Simcoe, ON MLS® S12752458

Residential Freehold (Vacant Land)

$294500.0

< 700 sq-ft

Prime R2 Lot In Orillia's Desirable North Ward. Multi Unit Residential Lot Offering Outstanding Development Potential, Including A Single-Family Home,

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3 Courtland Street, Simcoe, ON , MLS #S12740528 , Image - 1

3 Courtland Street Orillia, Simcoe, ON MLS® S12740528

Residential Freehold (Detached)

$369000.0

2 Beds
1 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Comfortable and spacious, this charming home offers over 1,600 square feet of above-grade living space, prov

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267 Barrie Road, Simcoe, ON , MLS #S12766256 , Image - 1

267 Barrie Road Orillia, Simcoe, ON MLS® S12766256

Residential Freehold (Vacant Land)

$249900.0

Price drop by 3.9%

< 700 sq-ft

Vacant Land FOR SALE! **SELLER FINANCING AVAILABLE** An exceptional development opportunity on a huge 1/4 acre lot offering the ability to Build A TRI