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Houses for Sale in Orillia ON Under $2 Million

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Are you looking for houses under $2m 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 $2m 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 $2m, including freehold homes, condos, and commercial properties.


Last Updated: September 26, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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50 Photos
Last Updated : 11 Hours ago
104 WOODSIDE Drive, Simcoe, ON , MLS #S13795118 , Image - 1
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104 WOODSIDE Drive Orillia, Simcoe, ON MLS® S13795118

Residential Freehold (Detached)

$699900.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
LENDER SALE Easy to Re-Establish Operational Inlaw Apartment w Separate Entrance via Garage/Spotless and Move In ready/Freshly painted main & second
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
16 Photos
Last Updated : 13 Hours ago
299 Bay Street, Simcoe, ON , MLS #S13715032 , Image - 1

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299 Bay Street Orillia, Simcoe, ON MLS® S13715032

Residential Freehold (Detached)

$639000.0
price drop iconPrice drop by 11.9%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 299 Bay Street, ideally situated in one of Orillia's most sought-after areas, directly across from beautiful Lake Couchiching. This charmin
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
27 Photos
Last Updated : 13 Hours ago
381 Forest Avenue S, Simcoe, ON , MLS #S13831684 , Image - 1

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381 Forest Avenue S Orillia, Simcoe, ON MLS® S13831684

Residential Freehold (Detached)

$379900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 381 Forest Avenue, South! This bright and cozy 3-bedroom, 1-bath bungalow is located in a peaceful and friendly neighbourhood. Bright and i
22 Photos
Last Updated : 14 Hours ago
54 Fittons Road W, Simcoe, ON , MLS #S13780956 , Image - 1

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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
12 Photos
Last Updated : 14 Hours ago
43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

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

Residential Freehold (Detached)

$499999.0
  • 4 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
A unique opportunity at 43 Fittons Road West in Orillia, with options for today and exciting possibilities for the future. The existing home is full o
Open House : Sat Oct 03, 10:00 AM to 12:00 PM
22 Photos
Last Updated : 15 Hours ago
580 West Street S, Simcoe, ON , MLS #S13814274 , Image - 1

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

Residential Freehold (MobileTrailer)

$209900.0
  • 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
48 Photos
Last Updated : 1 Day ago
234 Oxford Street, Simcoe, ON , MLS #S13826778 , Image - 1

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234 Oxford Street Orillia, Simcoe, ON MLS® S13826778

Residential Freehold (Detached)

$549000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Mornings are easier when school is a walk away! This bright, well-kept 3-bedroom raised bungalow is within walking distance of both St. Bernard's Cath
34 Photos
Last Updated : 1 Day ago
44 Ruby Crescent, Simcoe, ON , MLS #S13619714 , Image - 1

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44 Ruby Crescent Orillia, Simcoe, ON MLS® S13619714

Residential Freehold (Att/Row/Townhouse)

$755000.0
price drop iconPrice drop by 0.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Have you ever imagined yourself living in a gated lakefront community on Lake Simcoe in? If you have then this beautiful private end-unit home is for
Open House : Sun Sep 27, 12:00 PM to 02:00 PM
21 Photos
Last Updated : 1 Day ago
247 Diana Drive, Simcoe, ON , MLS #S13723606 , Image - 1

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247 Diana Drive Orillia, Simcoe, ON MLS® S13723606

Residential Freehold (Detached)

$899000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
RAISED BUNGALOW WITH A LEGAL SECOND SUITE, OVER 3,000 FINISHED SQ. FT. & A TREED WESTRIDGE BACKDROP! Built in 2017 and offering nearly 3,100 finished
35 Photos
Last Updated : 1 Day ago
55 Laurentian Lane, Simcoe, ON , MLS #S13601612 , Image - 1

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55 Laurentian Lane Orillia, Simcoe, ON MLS® S13601612

Residential Freehold (Detached)

$710000.0
price drop iconPrice drop by 2.1%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Low traffic area, original owners, established residential neighborhood. Steel roof, entirely fenced (6' height wood) rear yard, S.G.D. from dining ar
Open House : Sun Sep 27, 12:00 PM to 02:00 PM
34 Photos
Last Updated : 1 Day ago
67 Fittons Road E, Simcoe, ON , MLS #S13829864 , Image - 1

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Unit-18, 67 Fittons Road E Orillia, Simcoe, ON MLS® S13829864

Residential Condo & Other (Condo Townhouse)

$379900.0
  • 4 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Discover an exceptional opportunity for first-time buyers, investors, or those looking to downsize into low-maintenance living. Ideally situated in th
35 Photos
Last Updated : 1 Day ago
90 Orchard Point Road, Simcoe, ON , MLS #S13120214 , Image - 1

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Unit-401, 90 Orchard Point Road Orillia, Simcoe, ON MLS® S13120214

Residential Condo & Other (Condo Apartment)

$638888.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Experience elevated waterfront living in this stunning 1-bedroom plus den condo with breathtaking panoramic views of Lake Simcoe. Nestled in one of So
29 Photos
Last Updated : 1 Day ago
3 Lawson Avenue, Simcoe, ON , MLS #S13783890 , Image - 1

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3 Lawson Avenue Orillia, Simcoe, ON MLS® S13783890

Residential Freehold (Detached)

$572900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Turn the key and move into this clean, beautifully maintained home. This nicely renovated 3-bedroom side split has plenty to offer. The open-concept
32 Photos
Last Updated : 1 Day ago
424 Homewood Avenue, Simcoe, ON , MLS #S13610426 , Image - 1

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424 Homewood Avenue Orillia, Simcoe, ON MLS® S13610426

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 3.2%
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 424 Homewood located in Orillia, this exceptional property offers a rare combination of spacious living and private outdoor space on a doub
Open House : Sun Sep 27, 11:00 AM to 01:00 PM
33 Photos
Last Updated : 1 Day ago
585 Atherley Road, Simcoe, ON , MLS #S13812606 , Image - 1

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Unit-2, 585 Atherley Road Orillia, Simcoe, ON MLS® S13812606

Residential Condo & Other (Condo Townhouse)

$599900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Lakefront Luxury at Invermara Bay Club where serene lakefront living meets effortless modern convenience. This spacious 1,332 sq ft condo o
29 Photos
Last Updated : 1 Day ago
585 Atherley Road, Simcoe, ON , MLS #S13692118 , Image - 1

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Unit-2, 585 Atherley Road Orillia, Simcoe, ON MLS® S13692118

Residential Condo & Other (Condo Townhouse)

$624900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Lakefront Luxury at Invermara Bay Club where serene lakefront living meets effortless modern convenience. This spacious 1,332 sq ft condo
40 Photos
Last Updated : 1 Day ago
140 Cedar Island Road, Simcoe, ON , MLS #S13713844 , Image - 1

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Unit-102, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S13713844

Residential Condo & Other (Condo Apartment)

$999995.0
  • 3 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Experience luxury waterfront living at Elgin Bay Club. This exceptional main-floor condo offers panoramic views of beautiful Lake Couchiching and an e
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
40 Photos
Last Updated : 1 Day ago
38 Louise Lane, Simcoe, ON , MLS #S13730202 , Image - 1

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38 Louise Lane Orillia, Simcoe, ON MLS® S13730202

Residential Freehold (Link)

$589900.0
price drop iconPrice drop by 1.7%
  • 4 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this Inviting Raised Bungalow, thoughtfully designed with plenty of space for a Growing Family. The main level features Separate Dining roo
41 Photos
Last Updated : 1 Day ago
33 Ruby Crescent, Simcoe, ON , MLS #S13826130 , Image - 1

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33 Ruby Crescent Orillia, Simcoe, ON MLS® S13826130

Residential Freehold (Att/Row/Townhouse)

$799000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 33 Ruby Crescent in Sophie's Landing, a sought-after waterfront community on the shores of Lake Simcoe. Beautifully designed and thoughtful
39 Photos
Last Updated : 2 Days ago
10 Canterbury Circle, Simcoe, ON , MLS #S13714390 , Image - 1

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10 Canterbury Circle Orillia, Simcoe, ON MLS® S13714390

Residential Freehold (Link)

$655000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully maintained 3 bedroom, 3 bathroom bungalow on a quiet cul-de-sac in Orillia's sought after North Ward. Curb appeal abounds in this private
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
15 Photos
Last Updated : 2 Days ago
3195 Orion Boulevard, Simcoe, ON , MLS #S13677548 , Image - 1

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3195 Orion Boulevard Orillia, Simcoe, ON MLS® S13677548

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Looking for a premier location close to schools, shopping, parks and trails? Looking for the quality of a custom built home without all the decisions
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
36 Photos
Last Updated : 2 Days ago
364 Arthur Street, Simcoe, ON , MLS #S13772556 , Image - 1

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364 Arthur Street Orillia, Simcoe, ON MLS® S13772556

Residential Freehold (Detached)

$524900.0
price drop iconPrice drop by 4.4%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Don't Miss This Extensively Updated & Renovated Bungalow In Orillia's West Ward. Absolutely Perfect For First-Time Homebuyers, Investors Or Those Loo
50 Photos
Last Updated : 2 Days ago
4 Karen Crescent, Simcoe, ON , MLS #S13752718 , Image - 1

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4 Karen Crescent Orillia, Simcoe, ON MLS® S13752718

Residential Freehold (Detached)

$699999.0
price drop iconPrice drop by 3.4%
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
MOTIVATED SELLER!!! Spacious Family Home with an In-Law Suite. Over 3,000 sq. ft. of finished living space! This beautifully maintained 4-bedroom home
23 Photos
Last Updated : 2 Days ago
356 West Street N, Simcoe, ON , MLS #S13686360 , Image - 1

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356 West Street N Orillia, Simcoe, ON MLS® S13686360

Residential Freehold (Detached)

$449900.0
  • 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-timebuyers, o
Open House : Sat Sep 26, 09:00 AM to 11:00 AM
43 Photos
Last Updated : 2 Days ago
90 Pearl Drive, Simcoe, ON , MLS #S13753364 , Image - 1

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90 Pearl Drive Orillia, Simcoe, ON MLS® S13753364

Residential Freehold (Detached)

$589900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your next chapter-a stylish, sun-filled 2-storey home offering 1,692 sq ft of thoughtfully designed living space with 3 bedrooms and 2.5 ba
Open House : Sun Sep 27, 09:00 AM to 11:00 AM
33 Photos
Last Updated : 2 Days ago
8 GEORGE Street N, Simcoe, ON , MLS #S13823708 , Image - 1

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8 GEORGE Street N Orillia, Simcoe, ON MLS® S13823708

Residential Freehold (Detached)

$589900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Set on an impressive double-wide lot in a family-friendly neighbourhood, this well-maintained 3-bedroom, 2-bathroom home combines comfortable everyday
Open House : Sun Sep 27, 10:00 AM to 12:00 PM
50 Photos
Last Updated : 2 Days ago
7 Rice Lane Road, Simcoe, ON , MLS #S13822686 , Image - 1

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7 Rice Lane Road Orillia, Simcoe, ON MLS® S13822686

Residential Freehold (Att/Row/Townhouse)

$859500.0
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 7 Rice Lane, a gorgeous home offering exceptional flexibility, privacy and an incredible waterfront lifestyle in Orillia's most recent gate
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
36 Photos
Last Updated : 2 Days ago
195 North Street E, Simcoe, ON , MLS #S13741282 , Image - 1

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195 North Street E Orillia, Simcoe, ON MLS® S13741282

Residential Freehold (Detached)

$549990.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 195 North Street E, a fantastic opportunity nestled in Orillia's coveted North End! This spacious and versatile home offers the perfect com
23 Photos
Last Updated : 2 Days ago
17 Hughes Road E, Simcoe, ON , MLS #S13752344 , Image - 1

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17 Hughes Road E Orillia, Simcoe, ON MLS® S13752344

Residential Freehold (Detached)

$574900.0
price drop iconPrice drop by 4.2%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Set on a quiet street in a fantastic North ward neighbourhood, this well-cared-for home sits on a beautiful mature lot surrounded by towering trees an
50 Photos
Last Updated : 3 Days ago
37 Ashton Street, Simcoe, ON , MLS #S13820152 , Image - 1

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37 Ashton Street Orillia, Simcoe, ON MLS® S13820152

Residential Freehold (Detached)

$599000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 37 Ashton Street, a charming bungalow in a desirable Orillia neighbourhood, just steps from Homewood Park and conveniently close to local g
Open House : Sat Sep 26, 01:00 PM to 03:00 PM
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