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Houses for Sale in Orillia ON Under $2 Million - P4

Showing results 91 - 120 of 217
Last Updated: November 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
11 Photos
Last Updated : 15 Days ago
1095 Mississaga Street W, Simcoe, ON , MLS #S14092926 , Image - 1
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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
Last Updated : 15 Days ago
1095 Mississaga Street W, Simcoe, ON , MLS #S14092920 , Image - 1

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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
8 Photos
Last Updated : 15 Days ago
321 Franklin Street, Simcoe, ON , MLS #S13599742 , Image - 1

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321 Franklin Street Orillia, Simcoe, ON MLS® S13599742

Residential Freehold (Detached)

$529000.0
price drop iconPrice drop by 1.9%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This beautifully maintained bungalow is nestled on a picturesque, family-friendly street in one of Orillia's most desirable neighbourhoods. Offering 3
49 Photos
Last Updated : 15 Days ago
144 Jarvis Street, Simcoe, ON , MLS #S14119954 , Image - 1

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144 Jarvis Street Orillia, Simcoe, ON MLS® S14119954

Residential Freehold (Detached)

$549900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 144 Jarvis Street, a truly special piece of Orillia history in the sought-after North Ward, just steps from the main beach waterfront of La
48 Photos
Last Updated : 15 Days ago
109 Brant Street E, Simcoe, ON , MLS #S13790002 , Image - 1

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109 Brant Street E Orillia, Simcoe, ON MLS® S13790002

Residential Freehold (Detached)

$679900.0
price drop iconPrice drop by 9.3%
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Character. Space. Location. It's rare to get all three-especially in the North Ward. 1) Set on a quiet, treelined street just steps from Lake Couchich
36 Photos
Last Updated : 16 Days ago
40 Victoria Crescent, Simcoe, ON , MLS #S14081332 , Image - 1

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Unit-24, 40 Victoria Crescent Orillia, Simcoe, ON MLS® S14081332

Residential Condo & Other (Condo Townhouse)

$349500.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Lakeside living, everyday convenience and exceptional potential! Welcome to 24-40 Victoria Crescent in Orillia, where opportunity awaits just steps fr
29 Photos
Last Updated : 16 Days ago
40 Lily Drive, Simcoe, ON , MLS #S13862564 , Image - 1

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40 Lily Drive Orillia, Simcoe, ON MLS® S13862564

Residential Freehold (Att/Row/Townhouse)

$575000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 40 Lily Drive, an end-unit bungalow townhome offering easy, no-stairs living in North Lake Village. Situated on a corner lot, this two-bedr
16 Photos
Last Updated : 16 Days ago
00110 James Street E, Simcoe, ON , MLS #S14115674 , Image - 1

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00110 James Street E Orillia, Simcoe, ON MLS® S14115674

Residential Freehold (Vacant Land)

$179000.0
This vacant residential lot in Orillia's south end is a great opportunity to build your own home. Situated on James Street East in an established nei
47 Photos
Last Updated : 18 Days ago
3151 Monarch Drive, Simcoe, ON , MLS #S14109792 , Image - 1

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3151 Monarch Drive Orillia, Simcoe, ON MLS® S14109792

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Bright and beautiful detached home with a double garage is situated on a spacious 50-ft lot and features a welcoming open-concept layout with 4 bedroo
15 Photos
Last Updated : 19 Days ago
3019 Monarch Drive, Simcoe, ON , MLS #S14112046 , Image - 1

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3019 Monarch Drive Orillia, Simcoe, ON MLS® S14112046

Residential Freehold (Detached)

$1149900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 3019 Monarch Dr in Orillia's sought-after West Ridge community! This impressive new build by Mariposa Homes offers over 3,000 sq. ft. of li
23 Photos
Last Updated : 19 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13856932 , Image - 1

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323 Crawford Street Orillia, Simcoe, ON MLS® S13856932

Residential Freehold (Detached)

$559900.0
price drop iconPrice drop by 6.7%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 323 Crawford Street in Orillia's South Ward! This fully vacant legal duplex offers the perfect blend of comfortable living and income poten
35 Photos
Last Updated : 20 Days ago
88 Pearl Drive, Simcoe, ON , MLS #S14091740 , Image - 1

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88 Pearl Drive Orillia, Simcoe, ON MLS® S14091740

Residential Freehold (Detached)

$638900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this well-maintained, first-owner home in the desirable Westridge community! Offering approximately 1,730 sq. ft. of living space, this spa
32 Photos
Last Updated : 20 Days ago
636 Mississaga Street W, Simcoe, ON , MLS #S14107772 , Image - 1

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636 Mississaga Street W Orillia, Simcoe, ON MLS® S14107772

Residential Freehold (Detached)

$564900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully updated brick ranch bungalow in Orillia's desirable West Ward. Offering a convenient location just minutes from highway ac
3 Photos
Last Updated : 20 Days ago
256 Harvey Street, Simcoe, ON , MLS #S14087348 , Image - 1
256 Harvey Street Orillia, Simcoe, ON MLS® S14087348

Residential Freehold (Vacant Land)

$249900.0
price drop iconPrice drop by 12.3%
Great development opportunity in Orillia's desirable West Ward. This vacant residential lot is ideally located on a public transit route and close to
22 Photos
Last Updated : 21 Days ago
163 Shannon Street, Simcoe, ON , MLS #S14101318 , Image - 1

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163 Shannon Street Orillia, Simcoe, ON MLS® S14101318

Residential Freehold (Detached)

$599999.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Embrace the Orillia lifestyle with the waterfront just a short walk away, making it easy to enjoy beach days
46 Photos
Last Updated : 22 Days ago
408 Mooney Crescent, Simcoe, ON , MLS #S14097550 , Image - 1

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408 Mooney Crescent Orillia, Simcoe, ON MLS® S14097550

Residential Freehold (Detached)

$995000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Discover waterfront living in the highly sought-after Couchiching Point community! This spacious 3+1 bedroom bungalow is situated on a generous lot wi
5 Photos
Last Updated : 23 Days ago
Lot 46 Orion Boulevard, Simcoe, ON , MLS #S14084682 , Image - 1
Lot 46 Orion Boulevard Orillia, Simcoe, ON MLS® S14084682

Residential Freehold (Detached)

$769900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
PRICE REFLECTS HST REBATE. Introducing the Stanley Model (Elevation A) in the highly sought-after West Ridge community on Orion Boulevard. This well-d
33 Photos
Last Updated : 23 Days ago
90 Orchard Point, Simcoe, ON , MLS #S13623946 , Image - 1

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Unit-311, 90 Orchard Point Orillia, Simcoe, ON MLS® S13623946

Residential Condo & Other (Condo Apartment)

$639900.0
price drop iconPrice drop by 8.5%
  • 1 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience the best of lakeside living in this beautifully appointed 1-bedroom plus den, 2-bathroom condo offering breathtaking, unobstructed views of
50 Photos
Last Updated : 23 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
8 Photos
Last Updated : 24 Days ago
600 West Street S, Simcoe, ON , MLS #S14083370 , Image - 1

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600 West Street S Orillia, Simcoe, ON MLS® S14083370

Residential Freehold (Detached)

$279899.0
price drop iconPrice drop by 19.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders, Renovators, & Investors! Exceptional opportunity in the highly sought-after Lakeside Estates community. Situated in Orillia's desi
39 Photos
Last Updated : 25 Days ago
506 West Street S, Simcoe, ON , MLS #S13755396 , Image - 1

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506 West Street S Orillia, Simcoe, ON MLS® S13755396

Residential Freehold (Detached)

$639000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 506 West Street South, Orillia! This beautifully fully renovated 1.5-storey home offers modern updates, comfortable living space, and an ex
21 Photos
Last Updated : 26 Days ago
240 Clayborne Place, Simcoe, ON , MLS #S14088928 , Image - 1

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240 Clayborne Place Orillia, Simcoe, ON MLS® S14088928

Residential Freehold (Fourplex)

$989000.0
  • 6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
An excellent opportunity to start or expand your investment portfolio! Less than a five-minute drive to the waterfront, this professionally managed Or
4 Photos
Last Updated : 26 Days ago
371 EAST ST ORILLIA Street, Simcoe, ON , MLS #S13886636 , Image - 1
371 EAST ST ORILLIA Street Orillia, Simcoe, ON MLS® S13886636

Residential Freehold (Fourplex)

$589000.0
  • 9 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
4 PLEX in Orillia ready to rent to your tenants of choice and set to generate immediate income of estimated $7000 per month with excellent parking at
40 Photos
Last Updated : 26 Days ago
275 Gill Street, Simcoe, ON , MLS #S13797376 , Image - 1

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275 Gill Street Orillia, Simcoe, ON MLS® S13797376

Residential Freehold (Duplex)

$674900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Incredible flexibility awaits with two self-contained dwellings in one property, each with their own furnace
36 Photos
Last Updated : 26 Days ago
10 Karen Crescent, Simcoe, ON , MLS #S13715082 , Image - 1

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10 Karen Crescent Orillia, Simcoe, ON MLS® S13715082

Residential Freehold (Detached)

$649000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Move-in ready and beautifully updated, this bright bungalow showcases a modern open-concept layout, four spa
40 Photos
Last Updated : 26 Days ago
326 Lucy Lane, Simcoe, ON , MLS #S13780772 , Image - 1

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326 Lucy Lane Orillia, Simcoe, ON MLS® S13780772

Residential Freehold (Att/Row/Townhouse)

$824999.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy low-maintenance living in this executive bungalow townhome, ideally situated in the sought-after North
20 Photos
Last Updated : 26 Days ago
295 Crawford Street, Simcoe, ON , MLS #S14086378 , Image - 1

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295 Crawford Street Orillia, Simcoe, ON MLS® S14086378

Residential Freehold (Detached)

$519900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome home! 295 Crawford Street is the one you've been waiting for. This Orillia backsplit has been meticulously maintained and all of the major upd
44 Photos
Last Updated : 26 Days ago
2 Vanessa Drive, Simcoe, ON , MLS #S13752982 , Image - 1

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2 Vanessa Drive Orillia, Simcoe, ON MLS® S13752982

Residential Freehold (Detached)

$999999.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly positioned in the heart of Orillia, this spacious legal duplex offers exceptional convenience, wal
32 Photos
Last Updated : 26 Days ago
95 Matchedash Street N, Simcoe, ON , MLS #S13742958 , Image - 1

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Unit-202, 95 Matchedash Street N Orillia, Simcoe, ON MLS® S13742958

Residential Condo & Other (Condo Apartment)

$599000.0
  • 2 Beds
  • 2 Baths
  • 1800-1999 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Set on the second level, this bright and welcoming condo is enhanced by large windows that invite an abunda
16 Photos
Last Updated : 26 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13865626 , Image - 1

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3114 Emperor Drive Orillia, Simcoe, ON MLS® S13865626

Residential Freehold (Detached)

$699999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built ren
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