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Houses Under $500K for Sale in Orillia, ON

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Are you looking for houses under 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: March 20, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
31 Photos
Last Updated : 10 Hours ago
28 CHURCHLEA Mews, Simcoe, ON , MLS #S12032297 , Image - 1
28 CHURCHLEA Mews Orillia, Simcoe, ON MLS® S12032297

Residential Freehold (Att/Row/Townhouse)

$499,888
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
35 Photos
Last Updated : 10 Hours ago
318 Moffat Street, Simcoe, ON , MLS #S12017647 , Image - 1
318 Moffat Street Orillia, Simcoe, ON MLS® S12017647

Residential Freehold (Detached)

$399,900
  • 3 Beds
  • 2 Baths
Investors, contractors, and first-time buyers, this is your chance to transform a prime property! Sitting on approximately a 50' x 208' lot with R4 zo
30 Photos
Last Updated : 11 Hours ago
26 Dunn Avenue, Simcoe, ON , MLS #S12031696 , Image - 1
26 Dunn Avenue Orillia, Simcoe, ON MLS® S12031696

Residential Freehold (MobileTrailer)

$399,999
  • 2 Beds
  • 1 Baths
This low-maintenance double-wide mobile home in the Dunn Avenue mobile home park has everything you need for easy, stress-free living! Step inside to
36 Photos
Last Updated : 14 Hours ago
40 VICTORIA Crescent, Simcoe, ON , MLS #S12030728 , Image - 1
40 VICTORIA Crescent Orillia, Simcoe, ON MLS® S12030728

Residential Condo & Other (Condo Townhouse)

$479,000
  • 3 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to your new home across from Lake Simcoe! This charming multi-level condo offers the perfect blend of comfort and convenience, featuring 3 spa
11 Photos
Last Updated : 1 Day ago
295 Bay Street, Simcoe, ON , MLS #S12026871 , Image - 1
295 Bay Street Orillia, Simcoe, ON MLS® S12026871

Residential Freehold (Detached)

$499,000
  • 3 Beds
  • 2 Baths
The property at 295 Bay Street in Orillia is a four-level side-split home featuring 3 bedrooms and 1.5 bathrooms, encompassing approximately 1,200 squ
20 Photos
Last Updated : 1 Day ago
580 West Street S, Simcoe, ON , MLS #S11950187 , Image - 1
580 West Street S Orillia, Simcoe, ON MLS® S11950187

Residential Freehold (MobileTrailer)

$164,900
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Charming 2-Bedroom Mobile Home for Sale! Looking for a cozy, low-maintenance home with fantastic amenities just around the corner? Check out this deli
38 Photos
Last Updated : 5 Days ago
1095 Mississaga Street W, Simcoe, ON , MLS #40690019 , Image - 1
Unit-152, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® 40690019

Residential (Row/Townhouse)

$465,000
  • 3 Beds
  • 2 Baths
  • 1108 sq-ft
Tucked in a central location with easy access to the highway, 1095 Mississauga St offers a fantastic opportunity for those looking to invest or enter
18 Photos
Last Updated : 6 Days ago
87 Victoria Street, Simcoe, ON , MLS #40706219 , Image - 1
87 Victoria Street Orillia, Simcoe, ON MLS® 40706219

Residential (Single Family Residence)

$499,900
  • 2 Beds
  • 1 Baths
  • 700 sq-ft
CHARMING, UPDATED, & READY FOR YOU TO MAKE IT HOME! You'll instantly fall in love with this delightful bungalow the moment you step inside! Set on a c
24 Photos
Last Updated : 6 Days ago
147 Dufferin Street, Simcoe, ON , MLS #S10429059 , Image - 1
147 Dufferin Street Orillia, Simcoe, ON MLS® S10429059

Residential Freehold (Detached)

$380,000
price drop iconPrice drop by 9.3%
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Welcome to this cute and cozy home located in Orillia's West Ward neighbourhood. This home has lots of natural light and plenty of potential for any f
18 Photos
Last Updated : 6 Days ago
87 Victoria St, Simcoe, Ontario , MLS #S12019181 , Image - 1
87 Victoria St Orillia, Simcoe, ON MLS® S12019181

Residential (Detached)

$499,900
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
CHARMING, UPDATED, & READY FOR YOU TO MAKE IT HOME! You'll instantly fall in love with this delightful bungalow the moment you step inside! Set on a c
40 Photos
Last Updated : 7 Days ago
235 HARVEY St, Simcoe, Ontario , MLS #S12017142 , Image - 1
235 HARVEY St Orillia, Simcoe, ON MLS® S12017142

Residential (Detached)

$499,900
  • 3 +0 Beds
  • 1 Baths
Welcome to 235 Harvey Street! A charming 2 storey home in Orillia's West ward. Located just a short walk to Orillia's downtown core, Library, Hospital
38 Photos
Last Updated : 9 Days ago
1095 MISSISSAGA St, Simcoe, Ontario , MLS #S11964040 , Image - 1
Unit-152, 1095 MISSISSAGA St Orillia, Simcoe, ON MLS® S11964040

Condo (Condo Townhouse)

$465,000
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Tucked in a central location with easy access to the highway, 1095 Mississauga St offers a fantastic opportunity for those looking to invest or enter
20 Photos
Last Updated : 9 Days ago
40 Victoria Cres, Simcoe, Ontario , MLS #S12011914 , Image - 1
40 Victoria Cres
Unit-14, 40 Victoria Cres Orillia, Simcoe, ON MLS® S12011914

Condo (Condo Apartment)

$499,900
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Exceptionally designed condo offering unobstructed panoramic views across Shannon Bay, with the tranquility
6 Photos
Last Updated : 10 Days ago
380 Memorial Ave, Simcoe, Ontario , MLS #S12010573 , Image - 1
380 Memorial Ave Orillia, Simcoe, ON MLS® S12010573

Commercial (Sale Of Business)

$150,000
WingsUp! is a quick service takeout and delivery restaurant concept specializing in chicken wings and other comfort food items. For over 35 years, the
10 Photos
Last Updated : 10 Days ago
3220 Monarch Dr, Simcoe, Ontario , MLS #S12007955 , Image - 1
3220 Monarch Dr Orillia, Simcoe, ON MLS® S12007955

Commercial (Sale Of Business)

$145,000
Fast Food / Take Out Business For Sale. The business is Located In a New Business Area In Orillia. High Volume Of Traffic Every Day. New Plaza is Surr
26 Photos
Last Updated : 13 Days ago
531 High St, Simcoe, Ontario , MLS #S12005349 , Image - 1
531 High St
Unit-13, 531 High St Orillia, Simcoe, ON MLS® S12005349

Condo (Condo Townhouse)

$464,900
  • 3 Beds
  • 3 Baths
  • 1000-1199 sq-ft
This neat and tidy 3 bedroom 1065 sq ft townhouse condo offers up a great floor plan with plenty of room. The main floor boasts a good sized living r
5 Photos
Last Updated : 14 Days ago
124 Norweld Dr, Simcoe, Ontario , MLS #S11982815 , Image - 1
124 Norweld Dr Orillia, Simcoe, ON MLS® S11982815

Commercial (Land)

$329,000
Industrial Zoning Permitting A Wide Range Of Uses. Immediate Occupancy Available. Ideal Location Featuring Access To Highway 11 Nearby. Partially Fenc
15 Photos
Last Updated : 21 Days ago
335 Moffat St, Simcoe, Ontario , MLS #S11990826 , Image - 1
335 Moffat St Orillia, Simcoe, ON MLS® S11990826

Residential (Detached)

$499,000
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
38 Photos
Last Updated : 22 Days ago
64 MISSISSAGA St, Simcoe, Ontario , MLS #S11990141 , Image - 1
Unit-4, 64 MISSISSAGA St Orillia, Simcoe, ON MLS® S11990141

Commercial (Sale Of Business)

$199,900
Spring is just around the corner. Turnkey well known casual fine dining in Orillia's downtown core for sale.15 successful years in business. Licensed
1 Photos
Last Updated : 22 Days ago
463 Atherley Rd, Simcoe, Ontario
25 Photos
Last Updated : 26 Days ago
32 South St, Simcoe, Ontario , MLS #S11953146 , Image - 1
32 South St Orillia, Simcoe, ON MLS® S11953146

Residential (Detached)

$464,900
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
This Charming 2-Bedroom, 1-Bathroom Home Features Recent Renovations, Including New Flooring And A Modern Kitchen That Enhances Its Appeal. Nestled On
23 Photos
Last Updated : 29 Days ago
29 Albert St N, Simcoe, Ontario , MLS #S11957235 , Image - 1
29 Albert St N Orillia, Simcoe, ON MLS® S11957235

Commercial (Office)

$499,900
12 Photos
Last Updated : 29 Days ago
107 Bond St, Simcoe, Ontario , MLS #S11894659 , Image - 1
107 Bond St
Unit-107, 107 Bond St Orillia, Simcoe, ON MLS® S11894659

Condo (Condo Apartment)

$365,000
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Beautifully kept, bright 2-bedroom corner unit condo on main floor, in mature neighbourhood, quiet low traffic area, well maintained building. Close t
2 Photos
Last Updated : 36 Days ago
147 Dufferin Street, Simcoe, ON , MLS #40680343 , Image - 1
147 Dufferin Street Orillia, Simcoe, ON MLS® 40680343

Residential (Single Family Residence)

$380,000
price drop iconPrice drop by 9.3%
  • 1 Beds
  • 2 Baths
  • 700 sq-ft
Welcome to this cute and cozy home located in Orillia's West Ward neighbourhood. This home has lots of natural light andplenty of potential for any fi
4 Photos
Last Updated : 38 Days ago
221 Matchedash St S, Simcoe, Ontario , MLS #S9512629 , Image - 1
221 Matchedash St S Orillia, Simcoe, ON MLS® S9512629

Residential (Vacant Land)

$285,000
8 Photos
Last Updated : 40 Days ago
33 Mississaga St W, Simcoe, Ontario , MLS #S11919810 , Image - 1
33 Mississaga St W Orillia, Simcoe, ON MLS® S11919810

Commercial (Commercial/Retail)

$460,000
PRIME DOWNTOWN LOCATION. COMPLETELY RENOVATED LATE 2024. FRONT AND REAR DOORS. ACROSS FROM LIBRARY. LOCATED IN THE MIDDLE OF 2 UPSCALE RESTAURANTS. PU
15 Photos
Last Updated : 41 Days ago
107 BOND St, Simcoe, Ontario , MLS #S11962049 , Image - 1
Unit-201, 107 BOND St Orillia, Simcoe, ON MLS® S11962049

Condo (Condo Apartment)

$379,999
  • 2 +0 Beds
  • 1 Baths
  • 900-999 sq-ft
Step into comfort and convenience with this beautifully maintained two bedroom condo in the heart of Orillia. This charming unit features an open-conc
32 Photos
Last Updated : 44 Days ago
173 Barrie Rd, Simcoe, Ontario , MLS #S11955641 , Image - 1
173 Barrie Rd Orillia, Simcoe, ON MLS® S11955641

Residential (Detached)

$469,999
  • 3 Beds
  • 2 Baths
Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-time buyers or investors, located in the heart of Orilli
10 Photos
Last Updated : 49 Days ago
102 Victoria Street, Simcoe, ON , MLS #40693296 , Image - 1
102 Victoria Street Orillia, Simcoe, ON MLS® 40693296

Residential (Single Family Residence)

$339,900
  • 3 Beds
  • 1 Baths
  • 830 sq-ft
Attention First-Time Homebuyers, Investors, and Home Renovators!This charming 3-bedroom, 1-bathroom home sits on a 37 x 89 ft lot and offers fantastic
2 Photos
Last Updated : 51 Days ago
238 Barrie Rd, Simcoe, Ontario , MLS #S11943315 , Image - 1
238 Barrie Rd Orillia, Simcoe, ON MLS® S11943315

Residential (Vacant Land)

$299,990
Welcome To 238 Barrie Road! This Exceptional Building Lot Is Conditionally Approved For A Side-By-Side Duplex With Walk-Up Basements. Four Units In To
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