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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: April 27, 2025

23 Photos

29 Albert Street N, Simcoe, ON , MLS #S11957235 , Image - 1

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

Commercial (Office)

$469,900

Price drop by 6.0%

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

6 Photos

380 Memorial Avenue, Simcoe, ON , MLS #S12010573 , Image - 1

380 Memorial Avenue Orillia, Simcoe, ON MLS® S12010573

Commercial (Sale Of Business)

$125,000

Price drop by 16.7%

2 Baths

WingsUp! is a quick service takeout and delivery restaurant concept specializing in chicken wings and other comfort food items. For over 35 years, the

32 Photos

486 Laclie Street, Simcoe, ON , MLS #40719767 , Image - 1

Unit-304, 486 Laclie Street Orillia, Simcoe, ON MLS® 40719767

Residential (Condo/Apartment Unit)

$494,900

2 Beds
2 Baths
1230 sq-ft

Premium Corner Suite in Maple Arbour Condominiums – Sought-After North Ward Location!Welcome to this spacious and beautifully updated 2-bedroom, 2-bat

3 Photos

575 Harvie Settlement Road, Simcoe, ON , MLS #S12092308 , Image - 1

575 Harvie Settlement Road Orillia, Simcoe, ON MLS® S12092308

Commercial (Sale Of Business)

$139,900

A ROLLING OPPORTUNITY WITH REPEAT CLIENTS IN A FESTIVAL-FAVOURITE FOOD TRUCK! This is an exciting opportunity to take over a well-established mobile f

6 Photos

124 Norweld Drive, Simcoe, ON , MLS #S12101396 , Image - 1

124 Norweld Drive Orillia, Simcoe, ON MLS® S12101396

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

37 Photos

21 Matchedash Street S, Simcoe, ON , MLS #40719780 , Image - 1

Unit-322, 21 Matchedash Street S Orillia, Simcoe, ON MLS® 40719780

Residential (Condo/Apartment Unit)

$434,900

1 Beds
1 Baths
632 sq-ft

WELCOME TO MATCHEDASH LOFTS NESTLED IN HISTORIC DOWNTOWN ORILLIA. THIS BRIGHT, OPEN CONCEPT 3RD FLOOR UNIT FEATURES 632 SQ FT WITH 1 BEDROOM & 1 BATH.

11 Photos

102 Victoria Street, Simcoe, ON , MLS #S11943463 , Image - 1

102 Victoria Street Orillia, Simcoe, ON MLS® S11943463

Residential Freehold (Detached)

$339,900

3 Beds
1 Baths
700-1100 sq-ft

Attention First-Time Home buyers, Investors, and Home Renovators! This charming 3-bedroom, 1-bathroom home sits on a 37 x 89 ft lot and offers fantast

24 Photos

492 Laclie Street, Simcoe, ON , MLS #S12091406 , Image - 1

Unit-17, 492 Laclie Street Orillia, Simcoe, ON MLS® S12091406

Residential Condo & Other (Condo Townhouse)

$469,900

3 +1 Beds
1 Baths
1200-1399 sq-ft

Worry free living! Beautiful Townhome at the sought-after Lakeridge Condo community, backing onto trees offering a private & tranquil setting In Orill

4 Photos

354 atherley Road, Simcoe, ON , MLS #S12086650 , Image - 1

354 atherley Road Orillia, Simcoe, ON MLS® S12086650

Commercial (Land)

$299,900

Waterfront condo development under power of sale and priced to be sold now! This is phase 2 of Panoramic Point development and a fantastic opportunity

2 Photos

1366 wilson Point Road, Simcoe, ON , MLS #S11959172 , Image - 1

1366 wilson Point Road Orillia, Simcoe, ON MLS® S11959172

Commercial (Land)

$289,000

A Beautiful, building lot in the City of Orillia. New city water and sewer services installed. Driveway permits pulled. Great location, in Orillia's

18 Photos

87 Victoria Street, Simcoe, ON , MLS #40716606 , Image - 1

87 Victoria Street Orillia, Simcoe, ON MLS® 40716606

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

18 Photos

87 Victoria Street, Simcoe, ON , MLS #S12080617 , Image - 1

87 Victoria Street Orillia, Simcoe, ON MLS® S12080617

Residential Freehold (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

14 Photos

267 Barrie Road, Simcoe, ON , MLS #S11979213 , Image - 1

267 Barrie Road Orillia, Simcoe, ON MLS® S11979213

Residential Freehold (Vacant Land)

$299,000

Price drop by 0.3%

9 Beds
< 700 sq-ft

Vacant Land FOR SALE! Fantastic Opportunity: Build A TRIPLEX On A Huge 1/4 Acre Lot. Great For Multi-Generational Families Or Savvy Investors. The Int

30 Photos

26 Dunn Avenue, Simcoe, ON , MLS #S12077196 , Image - 1

Unit-22, 26 Dunn Avenue Orillia, Simcoe, ON MLS® S12077196

Residential Freehold (MobileTrailer)

$385,000

2 Beds
1 Baths
700-1100 sq-ft

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

22 Photos

41 George Street, Simcoe, ON , MLS #40710518 , Image - 1

41 George Street Orillia, Simcoe, ON MLS® 40710518

Residential (Single Family Residence)

$469,900

Price drop by 5.9%

3 Beds
1 Baths
1491 sq-ft

Looking for an affordable 3 bedroom home in a family friendly neighbourhood? Please come check out 41 George St in Orillia!! This home is larger than

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)

$425,000

Price drop by 8.6%

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

14 Photos

41 George Street, Simcoe, ON , MLS #S12044189 , Image - 1

41 George Street Orillia, Simcoe, ON MLS® S12044189

Residential Freehold (Detached)

$469,900

Price drop by 5.9%

3 Beds
1 Baths
1100-1500 sq-ft

Looking for an affordable 3 bedroom home in a family friendly neighbourhood? Please check out 41 George St. This home is larger than it looks and ba

38 Photos

1095 MISSISSAGA Street, Simcoe, ON , MLS #S11964040 , Image - 1

Unit-152, 1095 MISSISSAGA Street Orillia, Simcoe, ON MLS® S11964040

Residential Condo & Other (Condo Townhouse)

$425,000

Price drop by 8.6%

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

26 Photos

107 Bond Street

Unit-303, 107 Bond Street Orillia, Simcoe, ON MLS® S9376228

Residential Condo & Other (Condo Apartment)

$398,000

Price drop by 1.7%

2 Beds
2 Baths
900-999 sq-ft

Welcome to Unit 303 at 107 Bond St, Orillia! Step inside this This 2-bedroom, 2-bathroom gem to discover an inviting open-concept layout where the kit

18 Photos

975 W Ridge Boulevard, Simcoe, ON , MLS #S12041034 , Image - 1

975 W Ridge Boulevard Orillia, Simcoe, ON MLS® S12041034

Commercial (Sale Of Business)

$349,000

2 Baths

Profitable Tahini's franchise available in the main box store area of Orillia. One of the biggest markets north of Barrie on Highway 11 and on the rou

42 Photos

364 Regent Street, Simcoe, ON , MLS #S12038714 , Image - 1

364 Regent Street Orillia, Simcoe, ON MLS® S12038714

Commercial (Commercial Retail)

$475,000

2 Baths

Calling all Montessori schools, nurseries, daycares or places of worship. Perfectly rectangular 75x115 ft corner lot in a prime residential area. Prev

36 Photos

40 VICTORIA Crescent, Simcoe, ON , MLS #S12030728 , Image - 1

Unit-27, 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

35 Photos

282 Gill Street, Simcoe, ON , MLS #S12023611 , Image - 1

282 Gill Street Orillia, Simcoe, ON MLS® S12023611

Residential Freehold (Detached)

$449,990

3 Beds
1 Baths
1100-1500 sq-ft

Welcome To Your New Home At 282 Gill Street! This Renovated Single Detached Home Is Perfect For First-Time Home Buyers, Young Families & Downsizers! Y

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

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

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

1 Photos

463 Atherley Rd Orillia, Simcoe, ON MLS® S11965349

Residential (Vacant Land)

$488,800

2 Photos

238 Barrie Road, Simcoe, ON , MLS #S11943318 , Image - 1

238 Barrie Road Orillia, Simcoe, ON MLS® S11943318

Commercial (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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