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Houses for Sale in Orillia ON Under $500K

Showing results 1 - 30 of 68

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: August 13, 2026

12 Photos

43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

43 FITTONS Road W Orillia, Simcoe, ON MLS® S13661072

Residential Freehold (Detached)

$499999.0

4 +0 Beds
2 Baths
1500-2000 sq-ft

Builders, developers and investors, take a closer look at the potential of 43 Fittons Road West in Orillia. The real value here is in the property and

43 Photos

12 LANKIN Boulevard, Simcoe, ON , MLS #S13459880 , Image - 1

Unit-31, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13459880

Residential Condo & Other (Condo Townhouse)

$418880.0

3 +0 Beds
1 Baths
1200-1399 sq-ft

SOLD CONDITIONAL PENDING DEPOSIT...Discover the perfect blend of comfort, value, and lakeside living in this charming 3-bedroom townhome at the revita

50 Photos

337 Colborne Street W, Simcoe, ON , MLS #S13222012 , Image - 1

337 Colborne Street W Orillia, Simcoe, ON MLS® S13222012

Residential Freehold (Detached)

$395000.0

Price drop by 14.1%

3 Beds
1 Baths
1100-1500 sq-ft

Charming West Ward Opportunity - Perfect for First-Time Buyers or InvestorsWelcome to this well-loved 3-bedroom, 1-storey home located in Orillia's We

50 Photos

243 Harvey Street W, Simcoe, ON , MLS #S13522568 , Image - 1

243 Harvey Street W Orillia, Simcoe, ON MLS® S13522568

Residential Freehold (Detached)

$297500.0

Price drop by 20.7%

2 Beds
1 Baths
700-1100 sq-ft

NEW LOW PRICE!! IT'S GOT TO GO. SELLER PURCHASED ! Welcome to 243 Harvey Street, a rare Orillia opportunity offering an expansive Estate 60' x 176' l

35 Photos

412 COUCHICHING POINT Road, Simcoe, ON , MLS #S13582694 , Image - 1

412 COUCHICHING POINT Road Orillia, Simcoe, ON MLS® S13582694

Residential Freehold (Detached)

$499900.0

Price drop by 3.8%

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to this charming home in one of Orillia's most established locations, where lifestyle and convenience come together. Just steps from the shore

Open House : Sat Aug 15, 10:00 AM to 11:30 AM

17 Photos

107 Bond Street, Simcoe, ON , MLS #S13512384 , Image - 1

Unit-208, 107 Bond Street Orillia, Simcoe, ON MLS® S13512384

Residential Condo & Other (Condo Apartment)

$319900.0

2 Beds
1 Baths
700-799 sq-ft

Bright and freshly painted 2-bedroom, 1-bathroom condo in Orillia, located on the second floor.This well-designed unit features a functional layout, h

41 Photos

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

137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$285000.0

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

Amazing Price! Seller is motivated! Seller says, bring any reasonable Offer. Ideal as a starter home, bring your ideas and muscle, gain sweat equit

14 Photos

267 Barrie Road, Simcoe, ON , MLS #S13234824 , Image - 1

267 Barrie Road Orillia, Simcoe, ON MLS® S13234824

Residential Freehold (Vacant Land)

$234000.0

Price drop by 2.0%

Vacant Land For Sale! Seller Financing AvailableA great opportunity to build on a large 1/4 acre lot in a convenient Orillia location. This property o

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486 Laclie Street, Simcoe, ON , MLS #S13450842 , Image - 1

Unit-Unit 111, 486 Laclie Street Orillia, Simcoe, ON MLS® S13450842

Residential Condo & Other (Condo Apartment)

$449900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Maple Arbour Condominiums, one of Orillia's most sought-after communities. This bright and spacious ground-floor unit offers convenient, lo

11 Photos

385 Mary Street, Simcoe, ON , MLS #S13101284 , Image - 1

385 Mary Street Orillia, Simcoe, ON MLS® S13101284

Residential Freehold (Detached)

$425000.0

2 Beds
1 Baths
700-1100 sq-ft

Affordability in Orillia's West Ward. Featuring Two Bedroom Bungalow on a Large Corner Lot with Detached Garage. Featuring Metal Roof, Newer Windows,

23 Photos

492 Laclie Street, Simcoe, ON , MLS #S13504794 , Image - 1

Unit-204, 492 Laclie Street Orillia, Simcoe, ON MLS® S13504794

Residential Condo & Other (Condo Apartment)

$325000.0

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

42 Photos

580 West Street S, Simcoe, ON , MLS #S13604176 , Image - 1

Unit-74, 580 West Street S Orillia, Simcoe, ON MLS® S13604176

Residential Freehold (MobileTrailer)

$209900.0

3 Beds
1 Baths
700-1100 sq-ft

Move-in ready at $209,900- SELLERS ARE OPEN TO ALL REASONABLE OFFERS, SO DON'T BE SHY!! QUICK CLOSING AVAILABLE This beautifully renovated 3-bedroom,

38 Photos

441 Barrie Road, Simcoe, ON , MLS #S13491610 , Image - 1

Unit-16, 441 Barrie Road Orillia, Simcoe, ON MLS® S13491610

Residential Condo & Other (Condo Townhouse)

$399000.0

Price drop by 2.2%

3 Beds
2 Baths
1000-1199 sq-ft

Well cared for and tastefully updated two-storey townhouse situated in the highly desirable Orillia Woodlands Condominium community. This inviting thr

4 Photos

79 Frederick Street, Simcoe, ON , MLS #S13655208 , Image - 1

79 Frederick Street Orillia, Simcoe, ON MLS® S13655208

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
1100-1500 sq-ft

ESTATE SALE - A Rare Opportunity in the Heart of Historic Orillia! Offered for the first time in generations, this cherished family home was lovingly

13 Photos

292 MILLARD Street, Simcoe, ON , MLS #S13209562 , Image - 1

292 MILLARD Street Orillia, Simcoe, ON MLS® S13209562

Residential Freehold (Detached)

$499900.0

Price drop by 8.4%

3 +2 Beds
2 Baths
1100-1500 sq-ft

Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South Ward sits on an oversized 43 x 175 ft lot and offers

18 Photos

125 Bond Street, Simcoe, ON , MLS #S13651858 , Image - 1

Unit-207, 125 Bond Street Orillia, Simcoe, ON MLS® S13651858

Residential Condo & Other (Condo Apartment)

$329900.0

1 Beds
1 Baths
800-899 sq-ft

This meticulous condo will impress you as soon as you arrive! Extremely neat and clean. All the rooms are laminate flooring or tile making for easy cl

39 Photos

54 Fittons Road W, Simcoe, ON , MLS #S13591736 , Image - 1

Unit-306, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13591736

Residential Condo & Other (Condo Apartment)

$305000.0

Price drop by 4.7%

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to effortless condo living. This well maintained 2 bedroom, 2 bath condo unit in the north ward is move in ready. Whether you're looking to d

20 Photos

10 Argyle Avenue, Simcoe, ON , MLS #S13446110 , Image - 1

10 Argyle Avenue Orillia, Simcoe, ON MLS® S13446110

Residential Freehold (Detached)

$405000.0

2 +0 Beds
1 Baths
< 700 sq-ft

Charming. Affordable. Full of Potential. A fantastic opportunity for first-time buyers, downsizers, or anyone looking to get into the market in a matu

2 Photos

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

22 Photos

246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

246 Mary Street Orillia, Simcoe, ON MLS® S13652024

Residential Freehold (Detached)

$499900.0

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

26 Photos

232 Mary Street, Simcoe, ON , MLS #S13525368 , Image - 1

232 Mary Street Orillia, Simcoe, ON MLS® S13525368

Residential Freehold (Duplex)

$499900.0

Price drop by 5.5%

4 Beds
2 Baths
1500-2000 sq-ft

ATTENTION INVESTORS & SAVVY HOMEOWNERS-REGISTERED DUPLEX WITH IMMEDIATE CASH FLOW POTENTIAL. Spacious 2-bedroom upper unit plus a separate 1-bedroom l

48 Photos

174 Barrie Road, Simcoe, ON , MLS #S13099924 , Image - 1

174 Barrie Road Orillia, Simcoe, ON MLS® S13099924

Residential Freehold (Duplex)

$478900.0

Price drop by 7.7%

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

The Price is Right!!! This legal 2-unit home (duplex) sits on an exceptionally deep lot (46.42ft x 196.66ft x 40.29ft x 173.19ft) just off Memorial Dr

32 Photos

173 Barrie Road, Simcoe, ON , MLS #S13486552 , Image - 1

173 Barrie Road Orillia, Simcoe, ON MLS® S13486552

Residential Freehold (Detached)

$399000.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-timebuyers or investors, located in the heart of Orillia

22 Photos

313 John Street, Simcoe, ON , MLS #S13100194 , Image - 1

313 John Street Orillia, Simcoe, ON MLS® S13100194

Residential Freehold (Detached)

$329000.0

Price drop by 17.7%

1 Beds
1 Baths
< 700 sq-ft

Bungalow on large lot in excellent area. 50' feet X 171' feet as per MPAC. Great curb appeal beautiful front and rear decks, shrubs, bushes, flowers a

4 Photos

0 James Street, Simcoe, ON , MLS #S13100600 , Image - 1

0 James Street Orillia, Simcoe, ON MLS® S13100600

Residential Freehold (Vacant Land)

$218000.0

Exceptional opportunity to own a vacant residential lot in Orillia's east end. Located on James St E, this property offers excellent potential within

33 Photos

55 Elgin Street, Simcoe, ON , MLS #S13568470 , Image - 1

55 Elgin Street Orillia, Simcoe, ON MLS® S13568470

Residential Freehold (Detached)

$369900.0

4 +0 Beds
2 Baths
1100-1500 sq-ft

Would you live here? This 4-bedroom home offers space, flexibility, and value in a growing Orillia neighbourhood just minutes from downtown and beauti

50 Photos

12 LANKIN Boulevard, Simcoe, ON , MLS #S13481748 , Image - 1

Unit-#22, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13481748

Residential Condo & Other (Condo Townhouse)

$408000.0

Price drop by 2.8%

3 +0 Beds
1 Baths
1200-1399 sq-ft

Experience lakeside living in this fully renovated, multi-level condo townhouse just a few hundred yards from Lake Simcoe. Unit 22, 12 Lankin Blvd, si

21 Photos

107 Bond Street, Simcoe, ON , MLS #S13215402 , Image - 1

Unit-202, 107 Bond Street Orillia, Simcoe, ON MLS® S13215402

Residential Condo & Other (Condo Apartment)

$342000.0

Price drop by 2.0%

2 Beds
1 Baths
900-999 sq-ft

Welcome to this bright and beautifully updated 2-bedroom, 1-bath end-unit condo that truly feels like home. With its open-concept layout, natural ligh

41 Photos

1047 Mississaga Street W, Simcoe, ON , MLS #S13631396 , Image - 1

Unit-307, 1047 Mississaga Street W Orillia, Simcoe, ON MLS® S13631396

Residential Condo & Other (Condo Apartment)

$329000.0

2 Beds
1 Baths
800-899 sq-ft

Simple Living Starts Here. Whether you're purchasing your first home, downsizing into a more manageable space, or simply looking for a low-maintenance

34 Photos

1095 Mississaga Street W, Simcoe, ON , MLS #S13222416 , Image - 1

Unit-121, 1095 Mississaga Street W Orillia, Simcoe, ON MLS® S13222416

Residential Condo & Other (Condo Townhouse)

$425000.0

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

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