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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

31 Photos

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

Welcome Home!!!!! The executive freehold townhouse offers all the bells and whistles, Perfect for first time home buyers, families, new comers, retire

35 Photos

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

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

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

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

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

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

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

147 Dufferin Street, Simcoe, ON , MLS #S10429059 , Image - 1

147 Dufferin Street Orillia, Simcoe, ON MLS® S10429059

Residential Freehold (Detached)

$380,000

Price 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

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

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

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

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

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

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

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

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

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

Top 5 Reasons You Will Love This Home: 1) Prime location just moments from Moose Beach on Lake Couchiching, and downtown Orillia, with easy access to

38 Photos

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

463 Atherley Rd Orillia, Simcoe, ON MLS® S11965349

Residential (Vacant Land)

$488,800

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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

29 Albert St N, Simcoe, Ontario , MLS #S11957235 , Image - 1

29 Albert St N Orillia, Simcoe, ON MLS® S11957235

Commercial (Office)

$499,900

Located in the heart of Orillia, 29 Albert St N offers unmatched potential with HC2 zoning, allowing for diverse commercial and health-related uses. T

12 Photos

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

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 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

221 Matchedash St S, Simcoe, Ontario , MLS #S9512629 , Image - 1

221 Matchedash St S Orillia, Simcoe, ON MLS® S9512629

Residential (Vacant Land)

$285,000

Attention builders and investors! Vacant land for sale, corner lot on a quiet street. Building permit is ready and paid for. Fantastic opportunity to

8 Photos

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

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

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

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

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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