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Simcoe Multi Family Homes for Sale

Showing results 1 - 30 of 32

Find over 32 Multi Family houses for sale in Simcoe 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 Simcoe. Get your upscale and luxury Multi family houses for sale in Simcoe.


Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
12 Photos
Last Updated : 2 Days ago
3071 Mosley Street, Simcoe, ON , MLS #S12571288 , Image - 1
Image With Blur overlay

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3071 Mosley Street Wasaga Beach, Simcoe, ON MLS® S12571288

Residential Freehold (Multiplex)

$1890000.0
  • 21 Beds
  • 12 Baths
  • 5000 + sq-ft
A prime opportunity for investors and developers in the heart of Wasaga Beach. Steps from the shoreline and minutes from the new casino, this 12-unit
44 Photos
Last Updated : 4 Days ago
99 Wellington Street E, Simcoe, ON , MLS #S12112856 , Image - 1

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99 Wellington Street E City Centre, Barrie, Simcoe, ON MLS® S12112856

Residential Freehold (Duplex)

$750000.0
price drop iconPrice drop by 6.2%
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Turn-Key Legal Duplex Bungalow in the Heart of Barrie. Welcome to 99 Wellington Street East, a beautifully maintained and thoughtfully upgraded legal
47 Photos
Last Updated : 15 Days ago
141 Ardagh Road, Simcoe, ON , MLS #S12476541 , Image - 1

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141 Ardagh Road Ardagh, Barrie, Simcoe, ON MLS® S12476541

Residential Freehold (Duplex)

$745000.0
  • 4 Beds
  • 2 Baths
  • 700-1100 sq-ft
Attention Investors, Developers and Builders. A well maintained duplex situated on an oversized lot in an area the City of Barrie has identified as an
7 Photos
Last Updated : 23 Days ago
5880 Rama Dalton Boundary Road, Simcoe, ON , MLS #S12532236 , Image - 1

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5880 Rama Dalton Boundary Road Rural Ramara, Ramara, Simcoe, ON MLS® S12532236

Residential Freehold (Fourplex)

$999900.0
  • 9 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) This fully renovated 4-unit income property generates over $100,000 in gross annual income and offers flexib
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
13 Photos
Last Updated : 29 Days ago
265 Barrie Road, Simcoe, ON , MLS #S12514850 , Image - 1

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265 Barrie Road Orillia, Simcoe, ON MLS® S12514850

Residential Freehold (Multiplex)

$1098000.0
  • 10 Beds
  • 5 Baths
  • 3500-5000 sq-ft
This charming 5-unit multiplex in the heart of Orillia is an excellent opportunity for a seasoned investor grow their portfolio or a new investor look
45 Photos
Last Updated : 29 Days ago
3 Peel Street, Simcoe, ON , MLS #S12434721 , Image - 1

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3 Peel Street Wellington, Barrie, Simcoe, ON MLS® S12434721

Residential Freehold (Multiplex)

$1099000.0
  • 8 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to 3 Peel Street, a unique and versatile property offering strong income potential in a sought-after downtown location. Situated on a spacious
50 Photos
Last Updated : 33 Days ago
285 Maple Street, Simcoe, ON , MLS #S12204621 , Image - 1

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285 Maple Street Collingwood, Simcoe, ON MLS® S12204621

Residential Freehold (Duplex)

$1649000.0
price drop iconPrice drop by 10.9%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Charming Century Home on Coveted Tree Street in Central Collingwood. Nestled on one of Collingwood's most sought-after tree-lined streets, this beauti
43 Photos
Last Updated : 35 Days ago
156 Dunlop Street W, Simcoe, ON , MLS #S12490704 , Image - 1

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156 Dunlop Street W City Centre, Barrie, Simcoe, ON MLS® S12490704

Residential Freehold (Multiplex)

$849900.0
  • 5 Beds
  • 5 Baths
  • 2000-2500 sq-ft
5 unit multi residential property With A Newly In An Area Where Major Development Changes Are In Play Solid Construction With Many Improvements And Ba
26 Photos
Last Updated : 41 Days ago
8 Summerset Place, Simcoe, ON , MLS #N11945884 , Image - 1

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8 Summerset Place Angus, Essa, Simcoe, ON MLS® N11945884

Residential Freehold (Duplex)

$624900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
2 Unit home (Duplex) on a massive in town property 82.30 ft x 164.99 ft/ 0.31 acres in a very nice Angus neighborhood across from retail. Each unit ha
16 Photos
Last Updated : 41 Days ago
253 Craig Side Road, Simcoe, ON , MLS #S9383449 , Image - 1

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253 Craig Side Road Moonstone, Oro-Medonte, Simcoe, ON MLS® S9383449

Residential Freehold (Triplex)

$928900.0
  • 6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This property offers so much, so quit clicking just a moment and see if this opportunity on 2.6 acres only 10 minutes to beautiful Mount St. Louis Moo
39 Photos
Last Updated : 50 Days ago
32 ST PAUL Street, Simcoe, ON , MLS #S12290231 , Image - 1

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32 ST PAUL Street Collingwood, Simcoe, ON MLS® S12290231

Residential Freehold (Triplex)

$1169000.0
  • 5 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
CALLING ALL INVESTORS. This beautifully renovated TRIPLEX in the heart of downtown Collingwood presents an exceptional opportunity to own a fully upda
1 Photos
Last Updated : 59 Days ago
586 Dominion Avenue, Simcoe, ON
586 Dominion Avenue Midland, Simcoe, ON MLS® S12447186

Residential Freehold (Duplex)

$599000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
This is a charming 4-bedroom, 4-bathroom, low maintenance duplex in a heart of downtown Midland. It's Within walking distance to all amenities, over 1
35 Photos
Last Updated : 72 Days ago
1614 Ridge Road E, Simcoe, ON , MLS #S6142920 , Image - 1

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1614 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S6142920

Residential Freehold (Multiplex)

$3299000.0
price drop iconPrice drop by 1.8%
  • 6 Beds
  • 5 Baths
Welcome To 'Hawkstone Manor' In Old Charm Historical Hawkestone, Oro-Medonte. First Time Offer For Sale After Completing A Full Preservation Of This U
18 Photos
Last Updated : 72 Days ago
78 Front Street S, Simcoe, ON , MLS #S12298866 , Image - 1

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78 Front Street S Orillia, Simcoe, ON MLS® S12298866

Residential Freehold (Fourplex)

$1099000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This Legal Fourplex 4 unit income property is your answer to positive cash flow and securing your financial freedom! These 4 units have all been fresh
41 Photos
Last Updated : 72 Days ago
46 Eugenia Street, Simcoe, ON , MLS #S12183375 , Image - 1

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46 Eugenia Street Codrington, Barrie, Simcoe, ON MLS® S12183375

Residential Freehold (Duplex)

$999999.0
price drop iconPrice drop by 28.6%
  • 8 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Legal Duplex! Two 4 bedroom apartments side-by-side. Upgraded with many new stainless steel appliances, including washer and dryers. Two kitchens, 2 l
19 Photos
Last Updated : 72 Days ago
54 Marilyn Avenue S, Simcoe, ON , MLS #S12032504 , Image - 1

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54 Marilyn Avenue S Wasaga Beach, Simcoe, ON MLS® S12032504

Residential Freehold (Triplex)

$1254000.0
price drop iconPrice drop by 9.8%
  • 6 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Modern Construction, And Two Blocks Away From The Lake! Legal Duplex With In-Laws Suite Basement Apartment, With Walkout. Has A Potential Rental Incom
29 Photos
Last Updated : 72 Days ago
52 Marilyn Avenue S, Simcoe, ON , MLS #S12032036 , Image - 1

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52 Marilyn Avenue S Wasaga Beach, Simcoe, ON MLS® S12032036

Residential Freehold (Triplex)

$1254000.0
price drop iconPrice drop by 9.8%
  • 6 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Modern Construction, And Two Blocks Away From The Lake! Legal Duplex With In-Laws Suite Basement Apartment, With Walkout. Has A Potential Rental Inc
37 Photos
Last Updated : 72 Days ago
679 Montreal Street, Simcoe, ON , MLS #S12028300 , Image - 1

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679 Montreal Street Midland, Simcoe, ON MLS® S12028300

Residential Freehold (Duplex)

$685000.0
price drop iconPrice drop by 5.5%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Well maintained maintenance free duplex located on Midland's west side offering a 3 Bdrm Unit and a 2 Bdrm unit with each their own driveways, separa
50 Photos
Last Updated : 76 Days ago
571 High Street, Simcoe, ON , MLS #S12395900 , Image - 1

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571 High Street Orillia, Simcoe, ON MLS® S12395900

Residential Freehold (Triplex)

$999900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Turn-Key Triplex Ideal for Multi-Generational Living or Savvy Investors! Are you searching for the perfect home to accommodate a large or blended fami
26 Photos
Last Updated : 87 Days ago
73 High Street, Simcoe, ON , MLS #S12390302 , Image - 1

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73 High Street City Centre, Barrie, Simcoe, ON MLS® S12390302

Residential Freehold (Duplex)

$568700.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Opportunity knocks for first time buyer, with Legal Income to help pay your mortgage! This Semi-detached, Legal 2 unit home, contains both units above
24 Photos
Last Updated : 143 Days ago
15 Valleybrook Road, Simcoe, ON , MLS #40741700 , Image - 1

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15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® 40741700

Residential Income (Duplex Up/Down)

$998888
  • 5 Beds
  • 4 Baths
  • 2596 sq-ft
Bright and Open Concept Legal Duplex by Tiffany Homes, designed with a striking architectural style and thoughtful layout. Each unit features meticulo
26 Photos
Last Updated : 148 Days ago
6134 County Road 13, Simcoe, ON , MLS #40747084 , Image - 1

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6134 County Road 13 Everett, Adjala-Tosorontio, Simcoe, ON MLS® 40747084

Residential Income (Multi-3 Unit)

$1199000
  • 8 Beds
  • 3 Baths
  • 4331 sq-ft
RARE TURN-KEY TRIPLEX WITH ZONING FLEXIBILITY, OVER 4,300 SQ FT & INCOME POTENTIAL! This legal triplex in the growing community of Everett offers over
26 Photos
Last Updated : 149 Days ago
40 Doris Drive, Simcoe, ON , MLS #40746948 , Image - 1

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40 Doris Drive Allandale Heights, Barrie, Simcoe, ON MLS® 40746948

Residential Income (Duplex Up/Down)

$699900
  • 4 Beds
  • 2 Baths
  • 1870 sq-ft
Turnkey investment with great tenants and prime location! This legal two-unit property in Barrie’s sought-after Allandale neighbourhood is a solid add
50 Photos
Last Updated : 149 Days ago
644 Mississaga Street W, Simcoe, ON , MLS #40744293 , Image - 1

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644 Mississaga Street W Orillia, Simcoe, ON MLS® 40744293

Residential Income (Multi-4 Unit)

$1249000
  • 7 Beds
  • 4 Baths
  • 3123 sq-ft
FULLY LEGAL FOUR PLEX LOCATED IN ORILLIA'S WEST END - SET YOUR OWN MARKET VALUE RENT WITH THE BEAUTIFUL 3 BEDROOM UNIT OR OWNER OCCUPY IT WHILE COLLEC
21 Photos
Last Updated : 149 Days ago
109 Albert Street S, Simcoe, ON , MLS #40737845 , Image - 1

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109 Albert Street S Orillia, Simcoe, ON MLS® 40737845

Residential Income (Multi-3 Unit)

$849900
  • 4 Beds
  • 2 Baths
  • 1659 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
26 Photos
Last Updated : 149 Days ago
98 Donald Street, Simcoe, ON , MLS #40733130 , Image - 1

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98 Donald Street Queen's Park, Barrie, Simcoe, ON MLS® 40733130

Residential Income (Duplex Side/Side)

$719900
  • 4 Beds
  • 2 Baths
  • 1857 sq-ft
LEGAL DUPLEX WITH ENDLESS POTENTIAL – LIVE, RENT, INVEST! This legal duplex is a fantastic opportunity for investors, first-time buyers, or those look
40 Photos
Last Updated : 149 Days ago
182 Ardagh Road, Simcoe, ON , MLS #40726244 , Image - 1

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182 Ardagh Road Ardagh, Barrie, Simcoe, ON MLS® 40726244

Residential Income (Duplex Up/Down)

$1100000
  • 4 Beds
  • 2 Baths
  • 1176 sq-ft
LEGAL DUPLEX WITH REDEVELOPMENT POTENTIAL. Operate it as is, Add a Garden Suite to increase revenues or Optimize this property's best use with your ow
46 Photos
Last Updated : 149 Days ago
99 Wellington Street E, Simcoe, ON , MLS #40722911 , Image - 1

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99 Wellington Street E Codrington, Barrie, Simcoe, ON MLS® 40722911

Residential Income (Duplex Up/Down)

$799900
  • 5 Beds
  • 2 Baths
  • 1797 sq-ft
Turn-Key Legal Duplex Bungalow in the Heart of Barrie. Welcome to 99 Wellington Street East, a beautifully maintained and thoughtfully upgraded legal
21 Photos
Last Updated : 149 Days ago
47 Grove Street E, Simcoe, ON , MLS #40697385 , Image - 1

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47 Grove Street E Wellington, Barrie, Simcoe, ON MLS® 40697385

Residential Income (Multi-3 Unit)

$898000
price drop iconPrice drop by 7.8%
  • 5 Beds
  • 3 Baths
  • 2831 sq-ft
Legal Conforming Triplex – 3 Units - Newly Renovated and Ready for You!Welcome to this beautifully renovated 3-unit building, where modern living mee
21 Photos
Last Updated : 149 Days ago
35 Dillon Drive, Simcoe, ON , MLS #40672397 , Image - 1

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35 Dillon Drive Collingwood, Simcoe, ON MLS® 40672397

Residential Income (Duplex Up/Down)

$777000
price drop iconPrice drop by 8.5%
  • 5 Beds
  • 2 Baths
  • 2200 sq-ft
For more information click the brochure button below.Description: For more information, please click Brochure button. Welcome to this beautifully reno
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