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Orillia, ON Luxury Homes

Showing results 1 - 23 of 23

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: April 25, 2025

50 Photos

416 Bay Street, Simcoe, ON , MLS #40706090 , Image - 1

416 Bay Street Orillia, Simcoe, ON MLS® 40706090

Residential (Single Family Residence)

$2,998,000

4 Beds
3 Baths
2901 sq-ft

Welcome to this exceptional waterfront retreat offering unparalleled views of Lake Couchiching! Just minutes from downtown Orillia & the Trent-Severn

Open House : Sat Apr 26, 11:00 AM to 01:00 PM

41 Photos

376 Brewery Lane, Simcoe, ON , MLS #40710630 , Image - 1

376 Brewery Lane Orillia, Simcoe, ON MLS® 40710630

Residential (Single Family Residence)

$4,799,000

5 Beds
5 Baths
5393 sq-ft

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

40 Photos

376 Brewery Lane, Simcoe, ON , MLS #S12043559 , Image - 1

376 Brewery Lane Orillia, Simcoe, ON MLS® S12043559

Residential Freehold (Detached)

$4,799,000

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

50 Photos

416 Bay Street, Simcoe, ON , MLS #S12033812 , Image - 1

416 Bay Street Orillia, Simcoe, ON MLS® S12033812

Residential Freehold (Detached)

$2,998,000

1 +3 Beds
3 Baths
1100-1500 sq-ft

Welcome to this exceptional waterfront retreat offering unparalleled views of Lake Couchiching! Just minutes from downtown Orillia & the Trent-Severn

50 Photos

624 HIGH Street, Simcoe, ON , MLS #S12023475 , Image - 1

624 HIGH Street Orillia, Simcoe, ON MLS® S12023475

Residential Freehold (Detached)

$2,199,000

3 +0 Beds
3 Baths
3000-3500 sq-ft

Location, location, location. This is your opportunity to own one of Orillia's finest waterfront properties. The 'Sunshine City is located only 100

11 Photos

107 Neywash St, Simcoe, Ontario , MLS #S10441125 , Image - 1

107 Neywash St Orillia, Simcoe, ON MLS® S10441125

Commercial (Sale Of Business)

$2,998,000

price drop icon

Price drop by 6.3%

Discover the possibilities with this charming investment motel, ideally situated near the stunning shores of Lake Couchiching, Couchiching Beach Park,

6 Photos

19 Front St, Simcoe, Ontario , MLS #S8173066 , Image - 1

19 Front St Orillia, Simcoe, ON MLS® S8173066

Commercial (Office)

$3,099,000

price drop icon

Price drop by 6.1%

Exceptional Investment Opportunity in Downtown Orillia! This meticulously maintained property spans 12,336 sq ft across two levels with a wheelchair-a

48 Photos

668 Broadview Avenue, Simcoe, ON , MLS #40698592 , Image - 1

668 Broadview Avenue Orillia, Simcoe, ON MLS® 40698592

Residential (Single Family Residence)

$2,495,000

5 Beds
4 Baths
2596 sq-ft

Welcome to this exquisite, professionally renovated waterfront property on Orillia's highly sought-after Couchiching Point. Sitting along the pristine

40 Photos

668 Broadview Avenue, Simcoe, ON , MLS #S11971203 , Image - 1

668 Broadview Avenue Orillia, Simcoe, ON MLS® S11971203

Residential Freehold (Detached)

$2,495,000

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to this exquisite, professionally renovated waterfront property on Orillia's highly sought-after Couchiching Point. Sitting along the pristine

1 Photos

325 West St S, Simcoe, Ontario

325 West St S Orillia, Simcoe, ON MLS® S9514395

Commercial (Land)

$4,250,000

9.94 acres of Industrial development Land available for Sale in Orillia located near the Coldwater Rd. / Hwy-400 Exit.M3 Zoning allows a variety of us

40 Photos

100 Colborne St W, Simcoe, Ontario , MLS #S9030196 , Image - 1

100 Colborne St W Orillia, Simcoe, ON MLS® S9030196

Commercial (Office)

$6,250,000

23,477 SF professional and medical building located beside Soldiers Memorial Hospital in growing and thriving sunshine city of Orillia! Having undergo

40 Photos

24 James St E, Simcoe, Ontario , MLS #S8429736 , Image - 1

24 James St E Orillia, Simcoe, ON MLS® S8429736

Commercial (Investment)

$2,650,000

Situated in the heart of Orillia, this exceptional 2.2 acre property boasts a prime central location with seamless access to major Highways 11 and 12,

40 Photos

174 West St S, Simcoe, Ontario , MLS #S9030199 , Image - 1

174 West St S Orillia, Simcoe, ON MLS® S9030199

Commercial (Office)

$9,450,000

Prime Office Building Investment in Orillia. Distinguished by its superior maintenance, strategic location, and strong investment potential, the build

12 Photos

406 Gill Street, Simcoe, ON , MLS #40668794 , Image - 1

406 Gill Street Orillia, Simcoe, ON MLS® 40668794

Land (Residential)

$2,770,000

Attention builders! Draft Site Plan approval for this 20 unit townhouse development on 1.28 acres. This is a fantastic opportunity to create highly de

12 Photos

406 Gill St, Simcoe, Ontario , MLS #S9514545 , Image - 1

406 Gill St Orillia, Simcoe, ON MLS® S9514545

Residential (Vacant Land)

$2,770,000

Attention builders! Draft Site Plan approval for this 20 unit townhouse development on 1.28 acres. This is a fantastic opportunity to create highly de

10 Photos

849 West Ridge Blvd, Simcoe, Ontario , MLS #S8172954 , Image - 1

849 West Ridge Blvd Orillia, Simcoe, ON MLS® S8172954

Commercial (Land)

$2,250,000

Situated on bustling West Ridge Boulevard in Orillia, this expansive 1.58-acre lot, one of the area's last remaining gems, boasts M3 zoning, offering

2 Photos

250 West St S, Simcoe, Ontario , MLS #S9030200 , Image - 1

250 West St S Orillia, Simcoe, ON MLS® S9030200

Commercial (Land)

$14,750,000

Strategic Development Opportunity in Orillia's Downtown Core. Presenting a rare investment opportunity: a 19.69-acre development site located within O

1 Photos

560 West St S, Simcoe, Ontario

560 West St S Orillia, Simcoe, ON MLS® S8318306

Commercial (Investment)

$2,495,000

price drop icon

Price drop by 5.8%

Rarely available Orillia location, highly sought after multi-residential opportunity, affordable with great upside potential! 19 Units spanning over n

19 Photos

68 Dunlop St, Simcoe, Ontario , MLS #S8463600 , Image - 1

68 Dunlop St Orillia, Simcoe, ON MLS® S8463600

Commercial (Investment)

$3,660,000

Well-renovated and maintained 16-unit walkup building with increased revenue through stabilization of vacant units. All units and common areas recentl

26 Photos

14 Elgin St, Simcoe, Ontario , MLS #S8127322 , Image - 1

14 Elgin St Orillia, Simcoe, ON MLS® S8127322

Commercial (Investment)

$2,449,000

Great Investment Opportunity. 12 Unit Apartment Building in Orillia. 6 - 1 bedrooms and 6 - bachelors, 7 parking spaces. Great Rental Upside, showing

28 Photos

235 Canice St, Simcoe, Ontario , MLS #S8246070 , Image - 1

235 Canice St Orillia, Simcoe, ON MLS® S8246070

Commercial (Investment)

$2,399,999

Incredible Investment Opportunity. Approximately $141,000 Gross Income. 7 condo quality units situated in the North Ward of orillia. 5 - 2 bedrooms, 1

1 Photos

31 Nelle Carter Crt, Simcoe, Ontario

31 Nelle Carter Crt Orillia, Simcoe, ON MLS® S6757552

Commercial (Land)

$6,440,500

Fully serviced premium industrial development land located in Orillia's Horne Business Park. Flexible Zoning allows a wide variety of industrial uses

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1894 Big Chief Rd, Simcoe, Ontario , MLS #S6208524 , Image - 1

1894 Big Chief Rd Orillia, Simcoe, ON MLS® S6208524

Commercial (Land)

$6,000,000

**ATTENTION BUILDERS & DEVELOPERS** 40 Acre Land in Prime Location. Beside Lake Couchiching and Residential waterfront area. 3 Road Access to the prop

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Rishi Raj Tiwari

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