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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: November 12, 2026

35 Photos

12 Lankin Boulevard, Simcoe, ON , MLS #S14094722 , Image - 1

Unit-12, 12 Lankin Boulevard Orillia, Simcoe, ON MLS® S14094722

Residential Condo & Other (Condo Townhouse)

$374990.0

3 Beds
1 Baths
1000-1199 sq-ft

Freshly updated and move-in ready, this bright 3-bedroom condo townhouse offers outstanding value in a well-managed Orillia community. Featuring a fre

8 Photos

440 Gill Street, Simcoe, ON , MLS #S14172546 , Image - 1

440 Gill Street Orillia, Simcoe, ON MLS® S14172546

Residential Freehold (Detached)

$400000.0

4 Beds
1 Baths
1100-1500 sq-ft

Opportunity awaits. This classic brick 2-storey home is ideal for first time buyers, savvy rental investors or young families looking to move into a h

20 Photos

302 Moffat Street, Simcoe, ON , MLS #S14173446 , Image - 1

302 Moffat Street Orillia, Simcoe, ON MLS® S14173446

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Discover the perfect opportunity to enter the housing market with this charming two-storey detached home, of

Open House : Sat Nov 14, 12:00 PM to 01:30 PM

26 Photos

177 Atherley Road, Simcoe, ON , MLS #S13749246 , Image - 1

177 Atherley Road Orillia, Simcoe, ON MLS® S13749246

Residential Freehold (Detached)

$299900.0

Price drop by 25.0%

3 Beds
1 Baths
700-1100 sq-ft

HUGE PRICE REDUCTION! $399 DOWN TO $299! THE REAL STORY HERE MAY BE WHAT COMES NEXT! Whether you're looking for an affordable home, an income proper

32 Photos

115 Bond Street, Simcoe, ON , MLS #S13875932 , Image - 1

Unit-Unit 201, 115 Bond Street Orillia, Simcoe, ON MLS® S13875932

Residential Condo & Other (Condo Apartment)

$299900.0

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to this Spacious Two-Bedroom Corner Unit Condo! This Unit features a desirable floor plan with Extra Windows that fill the home with an abunda

48 Photos

174 Barrie Road, Simcoe, ON , MLS #S14151422 , Image - 1

174 Barrie Road Orillia, Simcoe, ON MLS® S14151422

Residential Freehold (Duplex)

$439900.0

1 +1 Beds
2 Baths
1100-1500 sq-ft

Owner Occupied duplex featuring a vacant second unit, no tenants to assume or vacant posession to arrange! This legal 2-unit home (duplex) sits on an

43 Photos

13 Grace Avenue, Simcoe, ON , MLS #S14124188 , Image - 1

13 Grace Avenue Orillia, Simcoe, ON MLS® S14124188

Residential Freehold (Detached)

$389000.0

2 Beds
1 Baths
700-1100 sq-ft

TOP 5 REASONS YOU'LL LOVE THIS HOME! 1. INCREDIBLE LOT: Situated on a beautiful, oversized 86 ft x 174 ft lot in Orillia's desirable North Ward, this

23 Photos

345 East Street, Simcoe, ON , MLS #S13696788 , Image - 1

345 East Street Orillia, Simcoe, ON MLS® S13696788

Residential Freehold (Detached)

$424000.0

Price drop by 3.4%

2 Beds
1 Baths
700-1100 sq-ft

A detached home in an established Orillia neighbourhood, offered under $450,000. A rare entry point into the market at this price, with room to add yo

23 Photos

492 Laclie Street, Simcoe, ON , MLS #S13841544 , Image - 1

Unit-204, 492 Laclie Street Orillia, Simcoe, ON MLS® S13841544

Residential Condo & Other (Condo Apartment)

$320000.0

Price drop by 1.5%

2 Beds
1 Baths
900-999 sq-ft

Just minutes away you'll find the sparkling waterfront at Couchiching Beach Park, scenic walking and cycling trails, marinas, and golf at the nearby C

46 Photos

9 Westmount Drive S, Simcoe, ON , MLS #S14103362 , Image - 1

Unit-Unit 302, 9 Westmount Drive S Orillia, Simcoe, ON MLS® S14103362

Residential Condo & Other (Condo Apartment)

$483900.0

2 Beds
2 Baths
1000-1199 sq-ft

Enjoy the ease and comfort of condo living at 9 Westmount Drive in Orillia. Set back from the street and surrounded by trees and beautifully landscape

Open House : Sat Nov 14, 12:00 PM to 02:00 PM

34 Photos

140 Cedar Island Road, Simcoe, ON , MLS #S14113014 , Image - 1

Unit-311, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S14113014

Residential Condo & Other (Condo Apartment)

$498700.0

2 +0 Beds
2 Baths
1000-1199 sq-ft

Welcome to Unit 311 at the prestigious Elgin Bay Club - one of Orillia's most desirable waterfront condominium communities. This spacious and beautifu

Open House : Sun Nov 15, 01:00 PM to 03:00 PM

23 Photos

356 West Street N, Simcoe, ON , MLS #S13838910 , Image - 1

356 West Street N Orillia, Simcoe, ON MLS® S13838910

Residential Freehold (Detached)

$414900.0

4 Beds
1 Baths
1100-1500 sq-ft

Welcome to 356 West St N in Orillia's desirable North Ward. This affordable four-bedroom home offers plenty of space for families, first-time buyers,

32 Photos

105 Cedar Street, Simcoe, ON , MLS #S14163010 , Image - 1

105 Cedar Street Orillia, Simcoe, ON MLS® S14163010

Residential Freehold (Detached)

$429000.0

3 Beds
1 Baths
1100-1500 sq-ft

Opportunity awaits at 105 Cedar Street, situated on a huge lot in a great location close to the water, this estate sale offers plenty of potential for

33 Photos

67 Fittons Road E, Simcoe, ON , MLS #S14094144 , Image - 1

Unit-6, 67 Fittons Road E Orillia, Simcoe, ON MLS® S14094144

Residential Condo & Other (Condo Townhouse)

$375000.0

Price drop by 3.8%

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to Fittons Mews! This North Ward townhome offers an open-concept kitchen, living and dining area with a walkout to a private patio. The main l

28 Photos

148 Coldwater Road W, Simcoe, ON , MLS #S14099924 , Image - 1

148 Coldwater Road W Orillia, Simcoe, ON MLS® S14099924

Residential Freehold (Detached)

$369000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 148 Coldwater Rd W. Excellent location with amenities at your fingertips & Victoria Park down the street. Endless potential awaits inthis s

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

34 Photos

1095 Mississaga Street W, Simcoe, ON , MLS #S14142642 , Image - 1

Unit-121, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® S14142642

Residential Condo & Other (Condo Townhouse)

$389900.0

3 Beds
2 Baths
900-999 sq-ft

Welcome to 1095 Mississaga Street W., Unit 121, a bright and well-maintained end-unit townhome offering comfort, convenience, and exceptional value in

45 Photos

54 Wyandotte Street, Simcoe, ON , MLS #S14154242 , Image - 1

54 Wyandotte Street Orillia, Simcoe, ON MLS® S14154242

Residential Freehold (Duplex)

$499900.0

3 +3 Beds
2 Baths
700-1100 sq-ft

Welcome to this updated legal duplex located in an extremely convenient location, just a short walk to the hospital and downtown Orillia! Offering tw

12 Photos

167 Laclie Street, Simcoe, ON , MLS #S13794736 , Image - 1

167 Laclie Street Orillia, Simcoe, ON MLS® S13794736

Residential Freehold (Detached)

$329900.0

Price drop by 10.6%

1 Beds
1 Baths
700-1100 sq-ft

Welcome to 167 Laclie St, Orillia - a well-located property offering flexibility, recent improvements and exciting value-add potential. Set in an esta

49 Photos

531 High Street, Simcoe, ON , MLS #S14087034 , Image - 1

Unit-18, 531 High Street Orillia, Simcoe, ON MLS® S14087034

Residential Condo & Other (Condo Townhouse)

$319500.0

3 Beds
2 Baths
1000-1199 sq-ft

Looking for an affordable entry into the real estate market or an opportunity to simplify your lifestyle? Welcome to 18-531 High Street in Orillia! Th

28 Photos

275 Harvey Street, Simcoe, ON , MLS #S14145494 , Image - 1

275 Harvey Street Orillia, Simcoe, ON MLS® S14145494

Residential Freehold (Detached)

$469900.0

4 Beds
1 Baths
1100-1500 sq-ft

Inviting & Thoughtfully Maintained Detached 2-Storey Family Home Nestled On Large 60 x 165Ft Lot Just Under 0.25 Acres, In Friendly Community Of Orill

5 Photos

463 Atherley Road, Simcoe, ON , MLS #S12966858 , Image - 1

463 Atherley Road Orillia, Simcoe, ON MLS® S12966858

Residential Freehold (Vacant Land)

$450000.0

41 Photos

137 Dufferin Street, Simcoe, ON , MLS #S13654852 , Image - 1

137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$250000.0

Price drop by 12.3%

1 +1 Beds
2 Baths
700-1100 sq-ft

WOW! Check out this updated price! Seller is motivated! Seller says, bring any reasonable Offer. Be sure to check out the Sold prices of vacant Bu

22 Photos

54 Fittons Road W, Simcoe, ON , MLS #S13780956 , Image - 1

Unit-202, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13780956

Residential Condo & Other (Condo Apartment)

$279000.0

2 Beds
2 Baths
1000-1199 sq-ft

This is an excellent opportunity for those looking to enjoy a comfortable, low-maintenance lifestyle in Orillia's popular North Ward. Everything you n

36 Photos

67 Fittons Road E, Simcoe, ON , MLS #S14131128 , Image - 1

Unit-28, 67 Fittons Road E Orillia, Simcoe, ON MLS® S14131128

Residential Condo & Other (Condo Townhouse)

$329900.0

4 Beds
2 Baths
1000-1199 sq-ft

Welcome to Fittons Mews in Orillia's desirable North Ward! This four-bedroom, two-bathroom townhome offers low-maintenance living with room to grow an

22 Photos

580 West Street S, Simcoe, ON , MLS #S13814274 , Image - 1

Unit-33, 580 West Street S Orillia, Simcoe, ON MLS® S13814274

Residential Freehold (MobileTrailer)

$199900.0

Price drop by 4.8%

3 Beds
1 Baths
1100-1500 sq-ft

Renovated three-bedroom in Lakeside Estates with the big-ticket items already handled. A high-efficiency gas furnace and central air system were both

22 Photos

246 Mary Street, Simcoe, ON , MLS #S14125536 , Image - 1

246 Mary Street Orillia, Simcoe, ON MLS® S14125536

Residential Freehold (Detached)

$450000.0

5 Beds
2 Baths
2000-2500 sq-ft

VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th

27 Photos

381 Forest Avenue S, Simcoe, ON , MLS #S14132336 , Image - 1

381 Forest Avenue S Orillia, Simcoe, ON MLS® S14132336

Residential Freehold (Detached)

$369900.0

3 Beds
1 Baths
700-1100 sq-ft

Discover the charm of 381 Forest Avenue South! This welcoming 3-bedroom, 1-bathroom bungalow offers comfortable living in a quiet, established neighbo

14 Photos

93 Bond Street, Simcoe, ON , MLS #S14099028 , Image - 1

93 Bond Street Orillia, Simcoe, ON MLS® S14099028

Residential Freehold (Detached)

$379000.0

1 Beds
1 Baths
< 700 sq-ft

CHARMING BUNGALOW WITH BEAUTIFUL FINISHES ON A MASSIVE 239-FT-DEEP LOT WITH A DETACHED OUTBUILDING IN A PRIME ORILLIA LOCATION! The backyard stretches

11 Photos

1095 Mississaga Street W, Simcoe, ON , MLS #S14092926 , Image - 1

Unit-78, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® S14092926

Residential Condo & Other (Condo Townhouse)

$379900.0

3 Beds
1 Baths
1000-1199 sq-ft

Welcome to Village Green, a well-established condominium townhome community in Orillia! This recently updated and freshly painted 3-bedroom, 2-bathroo

10 Photos

1095 Mississaga Street W, Simcoe, ON , MLS #S14092920 , Image - 1

Unit-44, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® S14092920

Residential Condo & Other (Condo Townhouse)

$379900.0

3 Beds
1 Baths
1000-1199 sq-ft

Discover comfortable, low-maintenance living in Orillia's established Village Green condominium community! Recently updated and freshly painted, this

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