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Orillia Detached Houses for Sale - P4

Showing results 91 - 120 of 164
Last Updated: September 22, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
33 Photos
Last Updated : 14 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)

$774999.0
  • 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
14 Photos
Last Updated : 14 Days ago
93 Bond Street, Simcoe, ON , MLS #S13752114 , Image - 1

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93 Bond Street Orillia, Simcoe, ON MLS® S13752114

Residential Freehold (Detached)

$399900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
COZY BUNGALOW WITH TASTEFUL FINISHES ON A 239-FT-DEEP LOT, A DETACHED OUTBUILDING & A PRIME ORILLIA LOCATION! The backyard stretches far beyond the ho
39 Photos
Last Updated : 14 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
43 Photos
Last Updated : 14 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
43 Photos
Last Updated : 14 Days ago
269 Cedarmere Road, Simcoe, ON , MLS #S13147574 , Image - 1

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269 Cedarmere Road Orillia, Simcoe, ON MLS® S13147574

Residential Freehold (Detached)

$1259000.0
price drop iconPrice drop by 2.4%
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 269 Cedarmere Road, in one of Orillia's most desirable neighbourhoods, minutes from Lake Couchiching. This beautifully maintained home offe
15 Photos
Last Updated : 14 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
44 Photos
Last Updated : 14 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
31 Photos
Last Updated : 14 Days ago
396 Mary Street, Simcoe, ON , MLS #S13751738 , Image - 1

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396 Mary Street Orillia, Simcoe, ON MLS® S13751738

Residential Freehold (Detached)

$674999.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set in a welcoming, family-friendly neighbourhood and backing directly onto Homewood Park, this spacious fiv
44 Photos
Last Updated : 14 Days ago
743 Broadview Avenue, Simcoe, ON , MLS #S13751444 , Image - 1

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743 Broadview Avenue Orillia, Simcoe, ON MLS® S13751444

Residential Freehold (Detached)

$1299800.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Desirable Couchiching Point 86' WATERFRONT All-Year Round 2+2 Raised Detached Bungalow on Premium Lot. **Over 2,500 Sq Ft Of Living Space. Recently Re
6 Photos
Last Updated : 15 Days ago
3119 Emperor Drive, Simcoe, ON , MLS #S13723024 , Image - 1

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3119 Emperor Drive Orillia, Simcoe, ON MLS® S13723024

Residential Freehold (Detached)

$849000.0
  • 6 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 3119 Emperor Drive, an extraordinary estate in Orillia's coveted Westridge community, where timeless elegance harmonizes with modern luxury
26 Photos
Last Updated : 15 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
41 Photos
Last Updated : 18 Days ago
354 Arthur Street, Simcoe, ON , MLS #S13745886 , Image - 1

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354 Arthur Street Orillia, Simcoe, ON MLS® S13745886

Residential Freehold (Detached)

$669000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Well Here It Is!! Great Location and well maintained 2 storey home with 3 plus 1 bedrooms. Perfect family home close to amenities including hospital a
23 Photos
Last Updated : 18 Days ago
382 West Street N, Simcoe, ON , MLS #S13057842 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S13057842

Residential Freehold (Detached)

$350000.0
price drop iconPrice drop by 6.7%
  • 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
36 Photos
Last Updated : 18 Days ago
23A George Street, Simcoe, ON , MLS #S13110238 , Image - 1

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23A George Street Orillia, Simcoe, ON MLS® S13110238

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 7.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this well kept brick bungalow located in a family-friendly neighbourhood close to schools, parks, and everyday amenities. With no rear neig
41 Photos
Last Updated : 18 Days ago
5 INVERMARA Court, Simcoe, ON , MLS #S13743234 , Image - 1

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Unit-49, 5 INVERMARA Court Orillia, Simcoe, ON MLS® S13743234

Residential Freehold (Detached)

$998000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 49-5 Invermara, a beautifully maintained 3+1 bedroom, 3-bathroom home in the sought-after waterfront community of Sophie's Landing. Residen
25 Photos
Last Updated : 19 Days ago
336 Forest Avenue N, Simcoe, ON , MLS #S13742100 , Image - 1

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336 Forest Avenue N Orillia, Simcoe, ON MLS® S13742100

Residential Freehold (Detached)

$499000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Great quiet location close to Lake Couchiching. Large 4 level side split with over 2100 square feet above grade with 3 plus 2 bedrooms. 2 decks of bac
32 Photos
Last Updated : 20 Days ago
3135 Emperor Drive, Simcoe, ON , MLS #S13639144 , Image - 1

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3135 Emperor Drive Orillia, Simcoe, ON MLS® S13639144

Residential Freehold (Detached)

$739900.0
  • 3 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to this move-in ready 5-bedroom bungalow in Orillia's sought-after West Ridge community, offering the perfect blend of space, versatility, and
9 Photos
Last Updated : 20 Days ago
166 Laclie Street, Simcoe, ON , MLS #S13224634 , Image - 1

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166 Laclie Street Orillia, Simcoe, ON MLS® S13224634

Residential Freehold (Detached)

$359000.0
price drop iconPrice drop by 28.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Not every opportunity comes wrapped in fresh paint and granite countertops. Some come with vision. Located in Orillia's desirable North Ward and just
49 Photos
Last Updated : 21 Days ago
29 TECUMSETH Street, Simcoe, ON , MLS #S13622146 , Image - 1

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29 TECUMSETH Street Orillia, Simcoe, ON MLS® S13622146

Residential Freehold (Detached)

$849000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just a
45 Photos
Last Updated : 21 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)

$1398000.0
price drop iconPrice drop by 3.6%
  • 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
8 Photos
Last Updated : 21 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)

$539000.0
  • 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
42 Photos
Last Updated : 22 Days ago
3063 Stone Ridge Boulevard, Simcoe, ON , MLS #S13695548 , Image - 1

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3063 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S13695548

Residential Freehold (Detached)

$1099000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Custom-built family bungalow offering a bright, open-concept layout with quality finishes throughout, built
21 Photos
Last Updated : 22 Days ago
15 Watson Court, Simcoe, ON , MLS #S13726470 , Image - 1

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15 Watson Court Orillia, Simcoe, ON MLS® S13726470

Residential Freehold (Detached)

$749900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
All Brick Family Home on a Quiet Cul-de-Sac! Situated on the second largest lot in sought after Rynard Estates, this home features a new stove, new mi
41 Photos
Last Updated : 26 Days ago
137 Dufferin Street, Simcoe, ON , MLS #S13654852 , Image - 1

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137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$274900.0
price drop iconPrice drop by 3.5%
  • 1 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
WOW! Check out this updated price! OPEN HOUSE Saturday, August 29th 1-3pm. Seller is motivated! Seller says, bring any reasonable Offer. Ideal
48 Photos
Last Updated : 26 Days ago
139 Borland Street E, Simcoe, ON , MLS #S13471808 , Image - 1

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139 Borland Street E Orillia, Simcoe, ON MLS® S13471808

Residential Freehold (Detached)

$534900.0
price drop iconPrice drop by 2.7%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
North Ward Charm with Inground Pool & Covered Verandah! Welcome to this well-maintained 1 storey home nestled in Orillia's sought-after North Ward, j
21 Photos
Last Updated : 26 Days ago
423 Mary Street, Simcoe, ON , MLS #S13662954 , Image - 1

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423 Mary Street Orillia, Simcoe, ON MLS® S13662954

Residential Freehold (Detached)

$565000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
CORNER LOT SIDESPLIT WITH BIG-TICKET UPDATES, A BACKYARD BUNKIE, FINISHED BASEMENT & OVERSIZED GARAGE! 423 Mary Street starts strong where buyers tend
4 Photos
Last Updated : 26 Days ago
3001 Monarch Drive, Simcoe, ON , MLS #S13716950 , Image - 1
3001 Monarch Drive Orillia, Simcoe, ON MLS® S13716950

Residential Freehold (Detached)

$989900.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Dimanor Homes Built. Premium greenbelt lot! Home comes with thousands of upgrades and features including hardwood to main and upper hallway, central a
4 Photos
Last Updated : 26 Days ago
2999 Monarch Drive, Simcoe, ON , MLS #S13716902 , Image - 1
2999 Monarch Drive Orillia, Simcoe, ON MLS® S13716902

Residential Freehold (Detached)

$1089900.0
price drop iconPrice drop by 0.0%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Dimanor Homes Built. Premium greenbelt lot! Home comes with thousands of upgrades and features including hardwood to main and upper hallway, central
22 Photos
Last Updated : 27 Days ago
386 Peter Street N, Simcoe, ON , MLS #S13616160 , Image - 1

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386 Peter Street N Orillia, Simcoe, ON MLS® S13616160

Residential Freehold (Detached)

$849900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
FULLY RENOVATED BUNGALOW WITH OVER 3,100 SQ FT, DETACHED GARAGE & 64 X 202 FT LOT BACKING ONTO COUCHICHING GOLF & COUNTRY CLUB! This is the fully reno
22 Photos
Last Updated : 27 Days ago
246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

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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
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