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Orillia Multi Family Homes for Sale

Showing results 1 - 20 of 20

Find over 20 Multi Family houses for sale in Orillia with Square Yards Canada. As per the current property price trend shows an increase in demand for Multi family homes with furnishings and amenities. You can choose from townhouses, detached houses, and semi-detached houses in Multi family for sale in Orillia. Get your upscale and luxury Multi family houses for sale in Orillia.


Last Updated: November 05, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
48 Photos
Last Updated : 4 Days ago
174 Barrie Road, Simcoe, ON , MLS #S13099924 , Image - 1
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174 Barrie Road Orillia, Simcoe, ON MLS® S13099924

Residential Freehold (Duplex)

$469900.0
price drop iconPrice drop by 9.5%
  • 1 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
The Price is Right!!! This legal 2-unit home (duplex) sits on an exceptionally deep lot (46.42ft x 196.66ft x 40.29ft x 173.19ft) just off Memorial Dr
26 Photos
Last Updated : 10 Days ago
100 Cameron Street, Simcoe, ON , MLS #S14115240 , Image - 1

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100 Cameron Street Orillia, Simcoe, ON MLS® S14115240

Residential Freehold (Duplex)

$639000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
CHARMING WEST WARD DUPLEX WITH INCOME POTENTIAL! Discover an exceptional opportunity to enter the housing market while generating rental income in on
21 Photos
Last Updated : 19 Days ago
240 Clayborne Place, Simcoe, ON , MLS #S14088928 , Image - 1

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240 Clayborne Place Orillia, Simcoe, ON MLS® S14088928

Residential Freehold (Fourplex)

$989000.0
  • 6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
An excellent opportunity to start or expand your investment portfolio! Less than a five-minute drive to the waterfront, this professionally managed Or
4 Photos
Last Updated : 19 Days ago
371 EAST ST ORILLIA Street, Simcoe, ON , MLS #S13886636 , Image - 1
371 EAST ST ORILLIA Street Orillia, Simcoe, ON MLS® S13886636

Residential Freehold (Fourplex)

$589000.0
  • 9 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
4 PLEX in Orillia ready to rent to your tenants of choice and set to generate immediate income of estimated $7000 per month with excellent parking at
40 Photos
Last Updated : 19 Days ago
275 Gill Street, Simcoe, ON , MLS #S13797376 , Image - 1

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275 Gill Street Orillia, Simcoe, ON MLS® S13797376

Residential Freehold (Duplex)

$674900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Incredible flexibility awaits with two self-contained dwellings in one property, each with their own furnace
1 Photos
Last Updated : 20 Days ago
116 Albert Street S, Simcoe, ON
116 Albert Street S Orillia, Simcoe, ON MLS® S14081642

Residential Freehold (Triplex)

$599000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover an exceptional opportunity to invest in the heart of Orillia with this legal triplex, offering thr
50 Photos
Last Updated : 29 Days ago
315 Oxford Street, Simcoe, ON , MLS #S13714740 , Image - 1

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315 Oxford Street Orillia, Simcoe, ON MLS® S13714740

Residential Freehold (Duplex)

$649900.0
price drop iconPrice drop by 3.7%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 315 Oxford Street, a turnkey legal duplex offering an excellent combination of income potential, functionality, parking, and outdoor living
40 Photos
Last Updated : 35 Days ago
371 Barrie Road, Simcoe, ON , MLS #S13464316 , Image - 1

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371 Barrie Road Orillia, Simcoe, ON MLS® S13464316

Residential Freehold (Duplex)

$1098000.0
  • 8 +2 Beds
  • 9 Baths
  • 2500-3000 sq-ft
Investor Alert! SAVE ON TAXES. VTB AVAILABLE (to qualified buyers) Seize a rare, high-yield opportunity with this modern, purpose-built legal duplex a
14 Photos
Last Updated : 36 Days ago
416 Gill Street, Simcoe, ON , MLS #S13078240 , Image - 1

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416 Gill Street Orillia, Simcoe, ON MLS® S13078240

Residential Freehold (Fourplex)

$1150000.0
price drop iconPrice drop by 8.0%
  • 8 Beds
  • 4 Baths
  • 3500-5000 sq-ft
The Perfect Fourplex doesn't come around very often....Until Today!! 416 Gill Street is a purpose built, all brick fourplex with four 2 Bedroom , 1 Ba
21 Photos
Last Updated : 37 Days ago
109 Albert Street S, Simcoe, ON , MLS #S13835250 , Image - 1

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109 Albert Street S Orillia, Simcoe, ON MLS® S13835250

Residential Freehold (Triplex)

$799900.0
  • 6 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This beautifully updated 100+ year old home offers a rare opportunity with three self-contained residential units including a detached garden suite ap
28 Photos
Last Updated : 63 Days ago
134 North Street W, Simcoe, ON , MLS #S13739102 , Image - 1

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134 North Street W Orillia, Simcoe, ON MLS® S13739102

Residential Freehold (Duplex)

$735000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Turnkey Investment or Live & Rent! Immaculate Legal Duplex in the Heart of OrilliaDiscover the perfect blend of steady rental income and premium livin
17 Photos
Last Updated : 63 Days ago
199 Nottawasaga Street, Simcoe, ON , MLS #S13739074 , Image - 1

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199 Nottawasaga Street Orillia, Simcoe, ON MLS® S13739074

Residential Freehold (Triplex)

$950000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Turnkey Investment or Live & Rent! Premium Legal Triplex with Garden Suite PotentialMaximize your real estate portfolio with this exceptionally well-m
1 Photos
Last Updated : 65 Days ago
66 Neywash Street, Simcoe, ON
66 Neywash Street Orillia, Simcoe, ON MLS® S12821260

Residential Freehold (Multiplex)

$3550000.0
price drop iconPrice 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
1 Photos
Last Updated : 69 Days ago
22 Olive Crescent, Simcoe, ON
22 Olive Crescent Orillia, Simcoe, ON MLS® S13649236

Residential Freehold (Fourplex)

$1179000.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTIAL! Secure an income-focused legal fourplex on nea
20 Photos
Last Updated : 76 Days ago
102 Dunlop Street, Simcoe, ON , MLS #S13699162 , Image - 1

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102 Dunlop Street Orillia, Simcoe, ON MLS® S13699162

Residential Freehold (Triplex)

$759900.0
  • 8 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Well built three unit investment property offering a great opportunity for investors or owner occupiers. Constructed with ICF, the building features a
22 Photos
Last Updated : 91 Days ago
541 High Street, Simcoe, ON , MLS #S13583630 , Image - 1

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541 High Street Orillia, Simcoe, ON MLS® S13583630

Residential Freehold (Duplex)

$599900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Attention investors - this is a must-see opportunity! Beautifully finished legal duplex situated on a wonderful oversized lot in an unbeatable locatio
34 Photos
Last Updated : 91 Days ago
84 Mississaga Street W, Simcoe, ON , MLS #S13571966 , Image - 1

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84 Mississaga Street W Orillia, Simcoe, ON MLS® S13571966

Residential Freehold (Fourplex)

$825000.0
  • 6 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Downtown Orillia, Legal Fourplex, has been continually upgraded, offering great income producing potential. Secure an income-focused legal fourplex in
50 Photos
Last Updated : 103 Days ago
571 High Street, Simcoe, ON , MLS #S13568890 , Image - 1

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571 High Street Orillia, Simcoe, ON MLS® S13568890

Residential Freehold (Triplex)

$750000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 571 High Street. This turn-Key Triplex is Ideal for Multi-Generational Living or Smart Investors. Located in the heart of Orillia, just a s
8 Photos
Last Updated : 106 Days ago
65 Front Street S, Simcoe, ON , MLS #S13469612 , Image - 1

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65 Front Street S Orillia, Simcoe, ON MLS® S13469612

Residential Freehold (Multiplex)

$849900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Rare Opportunity! Legal triplex bungalow in the heart of Orillia. Steps to shopping, dining, library, trails, and the Lake Couchiching waterfront. Loc
5 Photos
Last Updated : 241 Days ago
136 Barrie Road, Simcoe, ON , MLS #S12856768 , Image - 1
136 Barrie Road Orillia, Simcoe, ON MLS® S12856768

Residential Freehold (Duplex)

$499999.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Check out this outstanding investment opportunity featuring zoning and permitted use information available in the documents section. This legal duplex
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