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Orillia Detached Houses for Sale - P4

Showing results 91 - 120 of 140
Last Updated: November 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
35 Photos
Last Updated : 30 Days ago
3025 Annalysse Drive, Simcoe, ON , MLS #S13872730 , Image - 1
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3025 Annalysse Drive Orillia, Simcoe, ON MLS® S13872730

Residential Freehold (Detached)

$1049990.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Dimanor Home! Former model home.Thousands in upgrades! Finished basement complete with full finished bathroom and wet bar. Oak stairs, hardwood, pot l
23 Photos
Last Updated : 32 Days ago
382 West Street N, Simcoe, ON , MLS #S13860604 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S13860604

Residential Freehold (Detached)

$325000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as
26 Photos
Last Updated : 34 Days ago
177 Atherley Road, Simcoe, ON , MLS #S13749246 , Image - 1

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177 Atherley Road Orillia, Simcoe, ON MLS® S13749246

Residential Freehold (Detached)

$399900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
DON'T JUDGE THIS BOOK BY ITS COVER - THE REAL STORY HERE MAY BE WHAT COMES NEXT! Whether you're looking for an affordable home, an income property or
23 Photos
Last Updated : 34 Days ago
102 West Street N, Simcoe, ON , MLS #S13771100 , Image - 1

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102 West Street N Orillia, Simcoe, ON MLS® S13771100

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 0.0%
  • 5 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
A rare opportunity to own a legal, income-producing triplex in the heart of Orillia. Set on a generous lot with ample surface parking, this property o
13 Photos
Last Updated : 34 Days ago
292 MILLARD Street, Simcoe, ON , MLS #S13857866 , Image - 1

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292 MILLARD Street Orillia, Simcoe, ON MLS® S13857866

Residential Freehold (Detached)

$499900.0
  • 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
33 Photos
Last Updated : 35 Days ago
192 John Street, Simcoe, ON , MLS #S13751758 , Image - 1

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192 John Street Orillia, Simcoe, ON MLS® S13751758

Residential Freehold (Detached)

$750000.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Exceptional Quality and Value! A Worry Free, immaculate, well maintained century home. Renovated and restored creating the perfect blend of original
50 Photos
Last Updated : 35 Days ago
41 Laurentian Lane, Simcoe, ON , MLS #S13854462 , Image - 1

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41 Laurentian Lane Orillia, Simcoe, ON MLS® S13854462

Residential Freehold (Detached)

$694500.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Spacious, Functional, And Full Of Possibility-This 4+2 Bedroom, 4 Bathroom Two-Storey Home Offers Incredible Value For Families Looking For Space To G
50 Photos
Last Updated : 35 Days ago
401 Mississaga Street W, Simcoe, ON , MLS #S13709598 , Image - 1

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401 Mississaga Street W Orillia, Simcoe, ON MLS® S13709598

Residential Freehold (Detached)

$579000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You'll Love This Home. 1- A Huge 55' x 204' Lot Backing Onto Grenville Park. Enjoy a backyard that's hard to find in town. With plenty o
47 Photos
Last Updated : 36 Days ago
94 Fittons Road E, Simcoe, ON , MLS #S13842688 , Image - 1

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94 Fittons Road E Orillia, Simcoe, ON MLS® S13842688

Residential Freehold (Detached)

$609900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 94 Fittons Road East, a beautifully maintained family home in Orillia's highly sought-after North Ward. Set on a beautifully landscaped lot
26 Photos
Last Updated : 38 Days ago
77 June Drive, Simcoe, ON , MLS #S13440692 , Image - 1

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77 June Drive Orillia, Simcoe, ON MLS® S13440692

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated 4-bedroom, 2.5-bathroom home in Orillia's highly sought-after North Ward. Situated on a spacious corner lot with m
45 Photos
Last Updated : 38 Days ago
403 Bay Street, Simcoe, ON , MLS #S13522614 , Image - 1

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403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1378000.0
price drop iconPrice drop by 5.0%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores o
43 Photos
Last Updated : 38 Days ago
3111 Emperor Drive, Simcoe, ON , MLS #S13838964 , Image - 1

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3111 Emperor Drive Orillia, Simcoe, ON MLS® S13838964

Residential Freehold (Detached)

$745000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Pride of ownership abounds in this 3-bedroom bungalow in Orillia's sought-after Westridge neighbourhood. Offering convenient level entry and tasteful
23 Photos
Last Updated : 38 Days ago
356 West Street N, Simcoe, ON , MLS #S13838910 , Image - 1

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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,
46 Photos
Last Updated : 38 Days ago
25 Simcoe Street, Simcoe, ON , MLS #S13684472 , Image - 1

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25 Simcoe Street Orillia, Simcoe, ON MLS® S13684472

Residential Freehold (Detached)

$485000.0
price drop iconPrice drop by 3.0%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discove
49 Photos
Last Updated : 39 Days ago
125 Coldwater Road, Simcoe, ON , MLS #S13690644 , Image - 1

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125 Coldwater Road Orillia, Simcoe, ON MLS® S13690644

Residential Freehold (Detached)

$759000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons to Fall in Love With This Orillia Century Home 1. Fully Renovated and Move-In Ready. Get the personality and charm of a century home wit
6 Photos
Last Updated : 40 Days ago
103 Mississaga Street W, Simcoe, ON , MLS #S13832824 , Image - 1

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103 Mississaga Street W Orillia, Simcoe, ON MLS® S13832824

Residential Freehold (Detached)

$294500.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
This starter bungalow offers up main floor living composed of 2 bedrooms, an upgraded full bath, galley style kitchen with newer cabinets and counter,
25 Photos
Last Updated : 40 Days ago
328 Colborne Street W, Simcoe, ON , MLS #S13733786 , Image - 1

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328 Colborne Street W Orillia, Simcoe, ON MLS® S13733786

Residential Freehold (Detached)

$529900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 328 Colborne St W in Orillia-a charming 4-bedroom, 2-bathroom, 1.5-storey detached home offering a flexible layout, attached single-car gar
33 Photos
Last Updated : 43 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
43 Photos
Last Updated : 44 Days ago
3112 Emperor Drive, Simcoe, ON , MLS #S13778062 , Image - 1

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3112 Emperor Drive Orillia, Simcoe, ON MLS® S13778062

Residential Freehold (Detached)

$739000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
NEW PRICE & MOTIVATED SELLER! Exceptional value in Orillia's highly desirable West Ridge community. This very well maintained 3 bedroom, 3 bathroom de
45 Photos
Last Updated : 45 Days ago
32 Carter Crescent, Simcoe, ON , MLS #S13810230 , Image - 1

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32 Carter Crescent Orillia, Simcoe, ON MLS® S13810230

Residential Freehold (Detached)

$745000.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Well-kept, all-brick bungalow in Orillia's sought-after Rynard Estates, offering a comfortable floor plan, generous finished living space and a privat
1 Photos
Last Updated : 46 Days ago
3139 Orion Boulevard, Simcoe, ON
3139 Orion Boulevard Orillia, Simcoe, ON MLS® S13771404

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Take advantage of NEW HST REBATES with revised pricing! The appeal of Orillia living truly comes to life in communities like Westridge Trailside. Set
40 Photos
Last Updated : 46 Days ago
345 LINWOOD Avenue, Simcoe, ON , MLS #S13810206 , Image - 1

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345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S13810206

Residential Freehold (Detached)

$449400.0
  • 5 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Opportunity awaits in this detached 1-storey family home located on a quiet residential street in south-central Orillia. Situated on a standard-sized
34 Photos
Last Updated : 46 Days ago
97 Laclie Street, Simcoe, ON , MLS #S13761742 , Image - 1

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97 Laclie Street Orillia, Simcoe, ON MLS® S13761742

Residential Freehold (Detached)

$889000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Great Opportunity To Move Into This Immaculate House Located In The Prime Orillia Area.Perfect for families, professionals or investors.Walking Distan
35 Photos
Last Updated : 48 Days ago
25 Lankin Boulevard, Simcoe, ON , MLS #S13802712 , Image - 1

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25 Lankin Boulevard Orillia, Simcoe, ON MLS® S13802712

Residential Freehold (Detached)

$725000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Here is an opportunity that is all about location, potential and a lifestyle that is difficult to duplicate. Situated on 60 feet of frontage on the La
4 Photos
Last Updated : 49 Days ago
3151 Orion Boulevard, Simcoe, ON , MLS #S13802446 , Image - 1
3151 Orion Boulevard Orillia, Simcoe, ON MLS® S13802446

Residential Freehold (Detached)

$825900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Take advantage of NEW HST REBATES with revised pricing! The appeal of Orillia living truly comes to life in communities like Westridge Trailside. Set
8 Photos
Last Updated : 49 Days ago
50 DUNEDIN Street, Simcoe, ON , MLS #S13440270 , Image - 1

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50 DUNEDIN Street Orillia, Simcoe, ON MLS® S13440270

Residential Freehold (Detached)

$399000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
The property includes an approximately 1,100 sq. ft. house currently rented for $950 per month plus utilities and is in poor condition. The house has
50 Photos
Last Updated : 50 Days ago
390 Arthur Street, Simcoe, ON , MLS #S13546356 , Image - 1

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390 Arthur Street Orillia, Simcoe, ON MLS® S13546356

Residential Freehold (Detached)

$625000.0
price drop iconPrice drop by 3.7%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Completely renovated from the studs in, this beautifully updated Orillia home offers modern style, flexible living space, and an unbeatable central lo
47 Photos
Last Updated : 50 Days ago
16 Frontier Avenue, Simcoe, ON , MLS #S13710710 , Image - 1

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16 Frontier Avenue Orillia, Simcoe, ON MLS® S13710710

Residential Freehold (Detached)

$889000.0
price drop iconPrice drop by 3.4%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
2 storey, 6 bedroom home. Great finishings, brick and aluminum sided. Many quality features, new upgraded custom kitchen, features with center island.
34 Photos
Last Updated : 51 Days ago
10 Andrea Crescent, Simcoe, ON , MLS #S13787772 , Image - 1

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10 Andrea Crescent Orillia, Simcoe, ON MLS® S13787772

Residential Freehold (Detached)

$649900.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 10 Andrea Crescent, a beautifully maintained home that perfectly blends comfort, style, and functionality, all complemented by charming cur
50 Photos
Last Updated : 51 Days ago
8 Dunn Avenue, Simcoe, ON , MLS #S13791572 , Image - 1

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8 Dunn Avenue Orillia, Simcoe, ON MLS® S13791572

Residential Freehold (Detached)

$459900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
This charming West Ward bungalow is proof that great things come in small packages! Set on a surprisingly deep, private lot surrounded by mature trees
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