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Orillia Single Family Homes for Sale - P4

Showing results 91 - 120 of 182
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
43 Photos
Last Updated : 14 Days ago
3075 Orion Boulevard, Simcoe, ON , MLS #S13779894 , Image - 1
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3075 Orion Boulevard Orillia, Simcoe, ON MLS® S13779894

Residential Freehold (Detached)

$879999.0
  • 3 +2 Beds
  • 7 Baths
  • 2500-3000 sq-ft
Luxurious Bungaloft with In-Law Suite and over $250,000 in High-End Upgrades!! Experience the perfect blend of luxury, comfort, and functionality, des
45 Photos
Last Updated : 14 Days ago
93 North Street W, Simcoe, ON , MLS #S13779350 , Image - 1

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93 North Street W Orillia, Simcoe, ON MLS® S13779350

Residential Freehold (Detached)

$569900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Opportunity meets versatility in Orillia's highly sought-after North Ward. This legal duplex presents an exceptional investment opportunity while offe
44 Photos
Last Updated : 14 Days ago
331 Moffat Street, Simcoe, ON , MLS #S13778702 , Image - 1

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331 Moffat Street Orillia, Simcoe, ON MLS® S13778702

Residential Freehold (Detached)

$565000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
A charming 1 1/2 storey, move-in ready 3 bedroom home in Orillia. A short distance to the beach, downtown, and shopping. This home is located on a lar
28 Photos
Last Updated : 15 Days ago
93 Westmount Drive S, Simcoe, ON , MLS #S13464512 , Image - 1

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93 Westmount Drive S Orillia, Simcoe, ON MLS® S13464512

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 5.0%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Fantastic investment opportunity at 93 Westmount Drive S in Orillia! This versatile two-unit income property sits on a huge lot and offers ample parki
32 Photos
Last Updated : 16 Days ago
453 Mooney Crescent, Simcoe, ON , MLS #S13751904 , Image - 1

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453 Mooney Crescent Orillia, Simcoe, ON MLS® S13751904

Residential Freehold (Detached)

$739800.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Tucked away near the end of a quiet dead-end street and just steps from the canal, this bright and welcoming home is located in one of Orillia's most
23 Photos
Last Updated : 17 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
4 Photos
Last Updated : 17 Days ago
Lot 44 Orion Boulevard, Simcoe, ON , MLS #S13773858 , Image - 1
Lot 44 Orion Boulevard Orillia, Simcoe, ON MLS® S13773858

Residential Freehold (Detached)

$796900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
PRICE REFLECTS HST REBATE. Construction has started. Introducing the Carmel Model (Elevation A) in the highly sought-after West Ridge community on Ori
23 Photos
Last Updated : 17 Days ago
345 East Street, Simcoe, ON , MLS #S13696788 , Image - 1

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345 East Street Orillia, Simcoe, ON MLS® S13696788

Residential Freehold (Detached)

$424000.0
price drop iconPrice drop by 3.4%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
A detached home in an established Orillia neighbourhood, offered under $450,000. A rare entry point into the market at this price, with room to add yo
1 Photos
Last Updated : 17 Days ago
69 Olive Crescent, Simcoe, ON
69 Olive Crescent Orillia, Simcoe, ON MLS® S13461502

Residential Freehold (Detached)

$845999.0
price drop iconPrice drop by 6.0%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your dream lakeside escape on the sparkling shores of Lake Simcoe, where comfort, style, and breathtaking southern lake views come together
47 Photos
Last Updated : 17 Days ago
377 MARY Street, Simcoe, ON , MLS #S13770980 , Image - 1

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377 MARY Street Orillia, Simcoe, ON MLS® S13770980

Residential Freehold (Detached)

$699900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained two story home that's ready for its next family. Offering 4 spacious bedrooms and 3.5 bathrooms, as well as mai
44 Photos
Last Updated : 17 Days ago
10 Wyn Wood Lane, Simcoe, ON , MLS #S13770604 , Image - 1

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10 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13770604

Residential Freehold (Att/Row/Townhouse)

$699999.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
10 Wyn Wood Lane - A luxury townhome nestled in an exclusive lakeside community. Steps from the lake, this exceptional residence offers over 2000 sq.f
32 Photos
Last Updated : 18 Days ago
2974 Monarch Drive, Simcoe, ON , MLS #S13539430 , Image - 1

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2974 Monarch Drive Orillia, Simcoe, ON MLS® S13539430

Residential Freehold (Detached)

$826900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
*PRICE REFLECTS HST REBATE* Fully built Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. Home consists of many
38 Photos
Last Updated : 18 Days ago
117 Isabella Drive, Simcoe, ON , MLS #S13663374 , Image - 1

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117 Isabella Drive Orillia, Simcoe, ON MLS® S13663374

Residential Freehold (Att/Row/Townhouse)

$619900.0
price drop iconPrice drop by 1.6%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Opportunity knocks-motivated sellers and an incredible turn-key property loaded with pristine upgrades make this a Westridge home you won't want to mi
46 Photos
Last Updated : 18 Days ago
408 Mooney Crescent, Simcoe, ON , MLS #S13620122 , Image - 1

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408 Mooney Crescent Orillia, Simcoe, ON MLS® S13620122

Residential Freehold (Detached)

$999900.0
price drop iconPrice drop by 4.8%
  • 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
48 Photos
Last Updated : 19 Days ago
25 Atlantis Drive, Simcoe, ON , MLS #S13763122 , Image - 1

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25 Atlantis Drive Orillia, Simcoe, ON MLS® S13763122

Residential Freehold (Detached)

$840000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 25 Atlantis Drive, a beautifully maintained home built in 2020, nestled in Orillia's highly sought-after West Ridge community. Set in one o
14 Photos
Last Updated : 20 Days ago
3063 Emperor Drive, Simcoe, ON , MLS #S13756380 , Image - 1

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3063 Emperor Drive Orillia, Simcoe, ON MLS® S13756380

Residential Freehold (Detached)

$784900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Located in the heart of the highly sought-after West Ridge community in Orillia, this exceptional 4-bedroom, 2.5-bathroom home is a true show-stopper!
33 Photos
Last Updated : 20 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 : 20 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 : 20 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 : 20 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
44 Photos
Last Updated : 20 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 : 20 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 : 20 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 : 21 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 : 21 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 : 24 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 : 24 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 : 24 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
37 Photos
Last Updated : 24 Days ago
46 Michelle Drive, Simcoe, ON , MLS #S13744744 , Image - 1

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46 Michelle Drive Orillia, Simcoe, ON MLS® S13744744

Residential Freehold (Att/Row/Townhouse)

$550000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained end-unit townhouse offering over 1,500sq. ft. of finished living space in one of Orillia's most convenient loca
40 Photos
Last Updated : 25 Days ago
59 Wyn Wood Lane, Simcoe, ON , MLS #S13673206 , Image - 1

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59 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13673206

Residential Freehold (Att/Row/Townhouse)

$564990.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NEW CONSTRUCTION! HST REBATE IN EFFECT! FULL TARION NEW HOME WARRANTY! Welcome To 59 Wyn Wood In The Thriving Orillia Fresh Towns Community! Be The Fi
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