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Orillia, ON Luxury Homes

Showing results 1 - 9 of 9

With Square Yards Canada, you can find your dream luxury homes for sale in Orillia. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Orillia

Last Updated: August 08, 2026

50 Photos

28 Maple Drive, Simcoe, ON , MLS #S13582762 , Image - 1

28 Maple Drive Orillia, Simcoe, ON MLS® S13582762

Residential Freehold (Detached)

$3999900.0

4 Beds
6 Baths
3500-5000 sq-ft

Some homes exist in a category all their own, and this is that home. Set on 116 feet of prized east-exposure shoreline on Lake Couchiching, on one of

36 Photos

759 Broadview Avenue, Simcoe, ON , MLS #S12844718 , Image - 1

759 Broadview Avenue Orillia, Simcoe, ON MLS® S12844718

Residential Freehold (Detached)

$2549000.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most

39 Photos

199 Victoria Crescent, Simcoe, ON , MLS #S13446442 , Image - 1

199 Victoria Crescent Orillia, Simcoe, ON MLS® S13446442

Residential Freehold (Detached)

$2299900.0

3 Beds
3 Baths
2000-2500 sq-ft

ARCHITECTURAL WATERFRONT MASTERPIECE ON SHANNON BAY! 199 Victoria Crescent, an extraordinary 2,400 sq. ft. executive bungalow perfectly positioned on

38 Photos

465 Mooney Crescent, Simcoe, ON , MLS #S13464810 , Image - 1

465 Mooney Crescent Orillia, Simcoe, ON MLS® S13464810

Residential Freehold (Detached)

$2490000.0

3 +3 Beds
6 Baths
3500-5000 sq-ft

83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,700 sq. foot custom home built in 2018 with 6+ bedr

40 Photos

376 Brewery Lane, Simcoe, ON , MLS #S13251518 , Image - 1

376 Brewery Lane Orillia, Simcoe, ON MLS® S13251518

Residential Freehold (Detached)

$4499999.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet o

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263 Canice Street Orillia, Simcoe, ON MLS® S13075776

Residential Freehold (Multiplex)

$2599000.0

12 Beds
12 Baths
2500-3000 sq-ft

Incredible investment opportunity in Orillia. Fully occupied 12-unit apartment building with stable income from day one.The property generates approxi

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201 Cedar Island Road, Simcoe, ON , MLS #S12151443 , Image - 1

201 Cedar Island Road Orillia, Simcoe, ON MLS® S12151443

Residential Freehold (Detached)

$2599900.0

3 Beds
4 Baths
2000-2500 sq-ft

Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming o

38 Photos

235 Canice Street, Simcoe, ON , MLS #S12994258 , Image - 1

235 Canice Street Orillia, Simcoe, ON MLS® S12994258

Residential Freehold (Multiplex)

$2299000.0

8 +4 Beds
7 Baths
3500-5000 sq-ft

Exceptional opportunity to own a fully renovated 7-unit apartment building with high in-place income and excellent tenant profile. Completely occupied

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66 Neywash Street Orillia, Simcoe, ON MLS® S12821260

Residential Freehold (Multiplex)

$3550000.0

Price drop by 5.3%

18 Beds
13 Baths
5000 + sq-ft

Stately Built Brick Multi 12 Plex in Prime Downtown Orillia. 12 Units plus Owners Bachelor Unit. Consists of 7 one bedroom apartments, 4 two bedroom

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