✨ Luxury ($2M+) in Orillia

Luxury Homes for Sale in Orillia

High-end custom builds, acreage properties, and executive homes. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings22Properties available
Residential Freehold for sale - 6 Bed, 5 Bath Home at 354 Brewery Lane Orillia ON listed at $3,799,000 (MLS# S13744674)
Added 12 days ago
$3,799,000
6bd
5ba
Residential Freehold

354 Brewery Lane, Orillia

Sep 4, 2026
DOM: 13

Top 5 Reasons You Will Love This Home: 1) Experience executive waterfront living in one of Orillia's...

MLS#: S13744674
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 445 Laclie Street Orillia ON listed at $3,050,000 (MLS# S13746636)
Added 12 days ago
$3,050,000
0bd
0ba
Commercial

445 Laclie Street, Orillia

Sep 4, 2026
DOM: 13

3.26-acre industrial property featuring a 14,665 SF truck shop and large gravel yard. The facility i...

MLS#: S13746636
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 19 Front Street Orillia ON listed at $2,800,000 (MLS# S13518506)
$2,800,000
0bd
0ba
Commercial

19 Front Street, Orillia

Jul 3, 2026
DOM: 76

Exceptional Investment Opportunity in Downtown Orillia! This meticulously maintained property spans ...

MLS#: S13518506
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 465 Mooney Crescent Orillia ON listed at $2,490,000 (MLS# S13464810)
$2,490,000
6bd
6ba
Residential Freehold

465 Mooney Crescent, Orillia

Jun 18, 2026
DOM: 91

83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,7...

MLS#: S13464810
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 45 Cochrane Street Orillia ON listed at $3,650,000 (MLS# S13439464)
$3,650,000
0bd
0ba
Commercial

45 Cochrane Street, Orillia

Jun 12, 2026
DOM: 97

Rare 4.04-acre commercial / mixed-use development opportunity in the heart of Orillia. Zoned C4i (H1...

MLS#: S13439464
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 55 Queen Street Orillia ON listed at $5,500,000 (MLS# S13439716)
$5,500,000
0bd
0ba
Commercial

55 Queen Street, Orillia

Jun 12, 2026
DOM: 97

9.56 Acres accommodates wide variety of Commercial Uses permitted. 30,000 SF concrete pad is already...

MLS#: S13439716
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 250 West Street Orillia ON listed at $6,000,000 (MLS# S13422822)
$6,000,000
0bd
0ba
Commercial

250 West Street, Orillia

Jun 9, 2026
DOM: 100

Rare 6.057-acre commercial / mixed-use development opportunity in the heart of Orillia. Zoned C4i (H...

MLS#: S13422822
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 376 Brewery Lane Orillia ON listed at $4,499,999 (MLS# S13251518)
$4,499,999
5bd
5ba
Residential Freehold

376 Brewery Lane, Orillia

Jun 5, 2026
DOM: 104

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest st...

MLS#: S13251518
For Sale
Commercial for sale - 0 Bed, 2 Bath Home at 11 Progress Drive Orillia ON listed at $2,100,000 (MLS# S13256796)
$2,100,000
0bd
2ba
Commercial

11 Progress Drive, Orillia

Jun 5, 2026
DOM: 104

Rare opportunity to own a functional industrial property in one of Orillia's established business ar...

MLS#: S13256796
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 161-165 Mississaga Street Orillia ON listed at $2,195,000 (MLS# S13213612)
$2,195,000
0bd
0ba
Commercial

161-165 Mississaga Street, Orillia

May 28, 2026
DOM: 112

Rare opportunity to own a freestanding mixed-use commercial building on the corner of Mississaga Str...

MLS#: S13213612
For Sale
Residential Freehold for sale - 12 Bed, 12 Bath Home at 263 Canice Street Orillia ON listed at $2,599,000 (MLS# S13075776)
$2,599,000
12bd
12ba
Residential Freehold

263 Canice Street, Orillia

Apr 30, 2026
DOM: 140

Incredible investment opportunity in Orillia. Fully occupied 12-unit apartment building with stable ...

MLS#: S13075776
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 14 Elgin Street Orillia ON listed at $2,299,000 (MLS# S13062022)
$2,299,000
0bd
0ba
Commercial

14 Elgin Street, Orillia

Apr 27, 2026
DOM: 143

Great investment opportunity in Otilia! This well-maintained 12-unit property offers a strong income...

MLS#: S13062022
For Sale
Residential Freehold for sale - 12 Bed, 7 Bath Home at 235 Canice Street Orillia ON listed at $2,299,000 (MLS# S12994258)
$2,299,000
12bd
7ba
Residential Freehold

235 Canice Street, Orillia

Apr 12, 2026
DOM: 158

Exceptional opportunity to own a fully renovated 7-unit apartment building with high in-place income...

MLS#: S12994258
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 205 Memorial Avenue Orillia ON listed at $3,050,000 (MLS# S12848430)
$3,050,000
0bd
0ba
Commercial

205 Memorial Avenue, Orillia

Mar 5, 2026
DOM: 196

One of a kind investment/commercial property on Main Street Orillia, right off Highway 11.Fully occu...

MLS#: S12848430
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 759 Broadview Avenue Orillia ON listed at $2,549,000 (MLS# S12844718)
$2,549,000
5bd
4ba
Residential Freehold

759 Broadview Avenue, Orillia

Mar 4, 2026
DOM: 197

Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac wi...

MLS#: S12844718
For Sale
Residential Freehold for sale - 18 Bed, 13 Bath Home at 66 Neywash Street Orillia ON listed at $3,550,000 (MLS# S12821260)
$3,550,000
18bd
13ba
Residential Freehold

66 Neywash Street, Orillia

Feb 24, 2026
DOM: 205

Stately Built Brick Multi 12 Plex in Prime Downtown Orillia. 12 Units plus Owners Bachelor Unit. Co...

MLS#: S12821260
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 495 West Street Orillia ON listed at $3,590,000 (MLS# S12545234)
Price Change
$3,590,000
0bd
0ba
Commercial

495 West Street, Orillia

Nov 14, 2025
DOM: 307

Outstanding opportunity featuring five self storage buildings, a commercially tenanted main building...

MLS#: S12545234
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 19 Front Street Orillia ON listed at $2,999,999 (MLS# S12499626)
$2,999,999
0bd
0ba
Commercial

19 Front Street, Orillia

Nov 1, 2025
DOM: 320

Situated in the vibrant downtown core, 19 Front Street offers an exceptional commercial opportunity ...

MLS#: S12499626
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 208 & 210 MEMORIAL Avenue Orillia ON listed at $10,888,000 (MLS# S12367708)
$10,888,000
0bd
0ba
Commercial

208 & 210 MEMORIAL Avenue, Orillia

Aug 26, 2025
DOM: 387

Plaza + Vacant Lane For Sale 208 ( 0.477 Acres) and 210 ( 4.366 Acres) ! AN EXCEPTIONAL COMMERCIAL P...

MLS#: S12367708
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 201 Cedar Island Road Orillia ON listed at $2,599,900 (MLS# S12151443)
$2,599,900
3bd
4ba
Residential Freehold

201 Cedar Island Road, Orillia

May 15, 2025
DOM: 490

Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home of...

MLS#: S12151443
For Sale
Commercial for sale - 0 Bed, 26 Bath Home at 174 West Street Orillia ON listed at $9,450,000 (MLS# S9030199)
$9,450,000
0bd
26ba
Commercial

174 West Street, Orillia

Jul 5, 2024
DOM: 804

Prime Office Building Investment in Orillia. Distinguished by its superior maintenance, strategic lo...

MLS#: S9030199
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 55 Queen, West, Cochran Street Orillia ON listed at $14,750,000 (MLS# S9030200)
$14,750,000
0bd
0ba
Commercial

55 Queen, West, Cochran Street, Orillia

Jul 4, 2024
DOM: 805

Strategic Development Opportunity in Orillia's Downtown Core. Presenting a rare investment opportuni...

MLS#: S9030200
For Sale
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Luxury Estates & Executive Homes in Orillia FAQs

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Yes! Click the "Notify Me of Price Drops" bell icon on any property card or the alert button on this page to receive instant alerts the moment a seller reduces their asking price.