Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Simcoe Multi Family Homes for Sale - P2

Showing results 31 - 60 of 81
Last Updated: August 16, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
9 Photos
Last Updated : 17 Days ago
335 Fourth Street W, Simcoe, ON , MLS #S13466608 , Image - 1
Image With Blur overlay

Like What you see?

335 Fourth Street W Collingwood, Simcoe, ON MLS® S13466608

Residential Freehold (Duplex)

$572800.0
price drop iconPrice drop by 2.9%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Legal Duplex, Investors, First time buyers, take adavanatge of living in one unit and renting second unit. 3 bedroom and 1 bedroom. Seperate Hydro an
26 Photos
Last Updated : 18 Days ago
8 Summerset Place, Simcoe, ON , MLS #N11945884 , Image - 1

Like What you see?

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
40 Photos
Last Updated : 18 Days ago
275 Gill Street, Simcoe, ON , MLS #S13613218 , Image - 1

Like What you see?

275 Gill Street Orillia, Simcoe, ON MLS® S13613218

Residential Freehold (Duplex)

$699999.0
  • 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
50 Photos
Last Updated : 19 Days ago
941 Victoria Street, Simcoe, ON , MLS #S13522196 , Image - 1

Like What you see?

941 Victoria Street Midland, Simcoe, ON MLS® S13522196

Residential Freehold (Duplex)

$679000.0
  • 3 +3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautiful duplex home in a welcoming, family-friendly desirable neighborhood offering two fully independent legal units, each having 3 bedrooms, full
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
42 Photos
Last Updated : 19 Days ago
71 John Street E, Simcoe, ON , MLS #N13474990 , Image - 1

Like What you see?

71 John Street E Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13474990

Residential Freehold (Multiplex)

$1424900.0
price drop iconPrice drop by 3.7%
  • 13 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Turn-key six-unit investment property in the heart of Bradford West Gwillimbury, offering approximately $88,000 in-place NOI with a clear path to roug
43 Photos
Last Updated : 22 Days ago
236 PHILLIPS Street S, Simcoe, ON , MLS #S13526274 , Image - 1

Like What you see?

236 PHILLIPS Street S Stayner, Clearview, Simcoe, ON MLS® S13526274

Residential Freehold (Duplex)

$1199999.0
price drop iconPrice drop by 5.9%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Live Together. Live Independently. Earn Rental Income. Straight to the point: -Legal fully self contained accessory apartment plus large main home -So
50 Photos
Last Updated : 22 Days ago
571 High Street, Simcoe, ON , MLS #S13568890 , Image - 1

Like What you see?

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
18 Photos
Last Updated : 23 Days ago
175 Second Street, Simcoe, ON , MLS #S13602058 , Image - 1

Like What you see?

175 Second Street Collingwood, Simcoe, ON MLS® S13602058

Residential Freehold (Triplex)

$1850000.0
  • 6 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Step back in time while securing your financial future with this remarkable century-old triplex. Located just two blocks from Collingwood's vibrant do
16 Photos
Last Updated : 23 Days ago
162 Hanmer Street E, Simcoe, ON , MLS #S13530452 , Image - 1

Like What you see?

162 Hanmer Street E East Bayfield, Barrie, Simcoe, ON MLS® S13530452

Residential Freehold (Duplex)

$740000.0
price drop iconPrice drop by 3.9%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover an exceptional investment opportunity with this LEGAL DUPLEX, officially registered in 2021. This property offers a perfect blend of comfort
20 Photos
Last Updated : 24 Days ago
69 Fox Run, Simcoe, ON , MLS #S13517860 , Image - 1

Like What you see?

69 Fox Run Letitia Heights, Barrie, Simcoe, ON MLS® S13517860

Residential Freehold (Duplex)

$649000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
UPDATED LEGAL DUPLEX IN WEST BARRIE - PRIME INVESTMENT WITH LASTING VALUE IN A HIGH-DEMAND LOCATION! Welcome to this outstanding registered legal dupl
33 Photos
Last Updated : 24 Days ago
10 Clarence Avenue, Simcoe, ON , MLS #S13128282 , Image - 1

Like What you see?

10 Clarence Avenue Penetanguishene, Simcoe, ON MLS® S13128282

Residential Freehold (Duplex)

$729900.0
  • 2 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
Discover one of Penetanguishene's most versatile properties - a solidly built, beautifully updated home offering breathtaking sunset views over Georgi
35 Photos
Last Updated : 25 Days ago
201 Breton Street, Simcoe, ON , MLS #S13592374 , Image - 1

Like What you see?

201 Breton Street Stayner, Clearview, Simcoe, ON MLS® S13592374

Residential Freehold (Duplex)

$837000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautiful, newly built MacPherson detached corner home, offering over 3,000 sq. ft. of thoughtfully designed living space in a welcomi
28 Photos
Last Updated : 25 Days ago
254 St Vincent Street, Simcoe, ON , MLS #S13591930 , Image - 1

Like What you see?

254 St Vincent Street Wellington, Barrie, Simcoe, ON MLS® S13591930

Residential Freehold (Duplex)

$729900.0
  • 4 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention investors! This registered legal duplex in a desirable, mature North Barrie neighbourhood is a fantastic turnkey investment. Offering two se
16 Photos
Last Updated : 25 Days ago
326 Christine Drive, Simcoe, ON , MLS #S13589338 , Image - 1

Like What you see?

326 Christine Drive Midland, Simcoe, ON MLS® S13589338

Residential Freehold (Duplex)

$550000.0
  • 4 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Legal Midland Duplex with Strong Income Potential - Ideal for Investors or Owner-Occupiers. This legal duplex is located in a convenient Midland neigh
36 Photos
Last Updated : 25 Days ago
29 Peel Street, Simcoe, ON , MLS #S13034188 , Image - 1

Like What you see?

29 Peel Street Codrington, Barrie, Simcoe, ON MLS® S13034188

Residential Freehold (Duplex)

$799999.0
price drop iconPrice drop by 5.9%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Rare opportunity to own a multi-unit investment property in a prime Barrie location, just steps to the waterfront and Georgian College. Set on a gener
8 Photos
Last Updated : 25 Days ago
65 Front Street S, Simcoe, ON , MLS #S13469612 , Image - 1

Like What you see?

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
6 Photos
Last Updated : 26 Days ago
59 Mary Street, Simcoe, ON , MLS #S13037574 , Image - 1

Like What you see?

59 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13037574

Residential Freehold (Fourplex)

$1950000.0
  • 8 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Prime Downtown Barrie Investment Opportunity - Mixed-Use Zoning with Strong Income Potential Located in the heart of downtown Barrie, these two well-p
29 Photos
Last Updated : 26 Days ago
3 East Street, Simcoe, ON , MLS #S13586364 , Image - 1

Like What you see?

3 East Street Wellington, Barrie, Simcoe, ON MLS® S13586364

Residential Freehold (Triplex)

$1100100.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Solid brick triplex in a desirable, quiet Barrie neighbourhood, offering an excellent opportunity for investors looking to expand their portfolio and
50 Photos
Last Updated : 26 Days ago
87 Queen Street W, Simcoe, ON , MLS #S13515372 , Image - 1

Like What you see?

87 Queen Street W Elmvale, Springwater, Simcoe, ON MLS® S13515372

Residential Freehold (Duplex)

$739900.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully updated legal duplex in the charming village of Elmvale - NEW Ductless A/C just installed! An incredible opportunity for i
9 Photos
Last Updated : 27 Days ago
317 Hugel Avenue, Simcoe, ON , MLS #S12890206 , Image - 1

Like What you see?

317 Hugel Avenue Midland, Simcoe, ON MLS® S12890206

Residential Freehold (Duplex)

$450000.0
price drop iconPrice drop by 2.2%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Legal duplex located within walking distance to downtown Midland. Excellent investment opportunity with positive cash flow and reliable tenants in pla
50 Photos
Last Updated : 32 Days ago
6090 Sheba Drive, Simcoe, ON , MLS #S13563062 , Image - 1

Like What you see?

6090 Sheba Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13563062

Residential Freehold (Duplex)

$649990.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to this charming lakeside retreat and embrace the peaceful, 3-season lifestyle you've been dreaming of. Perfect for family getaways, this cozy
22 Photos
Last Updated : 33 Days ago
23 Carlton Road, Simcoe, ON , MLS #S13545024 , Image - 1

Like What you see?

23 Carlton Road Cundles East, Barrie, Simcoe, ON MLS® S13545024

Residential Freehold (Duplex)

$565000.0
  • 3 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
LEGAL DUPLEX IN THE NORTH END OF BARRIE! SEMI-DETACHED, CLOSE TO ALL SHOPS AND PUBLIC TRANSIT. 3 BEDROOM UPPER WITH 2 BATHS AND WALKOUT TO A NICE SIZE
8 Photos
Last Updated : 34 Days ago
81 Innisfil Street, Simcoe, ON , MLS #S13538202 , Image - 1

Like What you see?

81 Innisfil Street Sanford, Barrie, Simcoe, ON MLS® S13538202

Residential Freehold (Multiplex)

$1075900.0
  • 11 Beds
  • 6 Baths
  • 3500-5000 sq-ft
UNBEATABLE INVESTMENT OPPORTUNITY IN BARRIE'S LAKESHORE DISTRICT - RARE LEGAL MULTIPLEX WITH RELIABLE CASH FLOW & STRONG FUTURE GROWTH POTENTIAL! Outs
13 Photos
Last Updated : 39 Days ago
9 Penetang Street, Simcoe, ON , MLS #S13533376 , Image - 1

Like What you see?

9 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S13533376

Residential Freehold (Triplex)

$699500.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Income-producing legal triplex situated on an approximately 66 ft x 132 ft RM2-zoned lot in one of Barrie's most historic neighbourhoods. This substan
17 Photos
Last Updated : 40 Days ago
72 Dunedin Street, Simcoe, ON , MLS #S13518498 , Image - 1

Like What you see?

72 Dunedin Street Orillia, Simcoe, ON MLS® S13518498

Residential Freehold (Duplex)

$439000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Well-maintained nonconforming duplex offering two bright, spacious 1-bedroom apartments in good condition. Both units feature some updated windows, li
42 Photos
Last Updated : 41 Days ago
151 Cumberland Street, Simcoe, ON , MLS #S13112254 , Image - 1

Like What you see?

151 Cumberland Street Allandale, Barrie, Simcoe, ON MLS® S13112254

Residential Freehold (Multiplex)

$1500000.0
price drop iconPrice drop by 3.2%
  • 11 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Prime Multifamily Investment Near Kempenfelt Bay! This purpose-built 6-unit building offers a rare, turnkey opportunity just steps from the Allandale
13 Photos
Last Updated : 43 Days ago
405 FOREST Avenue S, Simcoe, ON , MLS #S13411676 , Image - 1

Like What you see?

405 FOREST Avenue S Orillia, Simcoe, ON MLS® S13411676

Residential Freehold (Duplex)

$519000.0
price drop iconPrice drop by 3.7%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Motivated seller. Flexible possession available in time for the school year.Side-by-side duplex in Orillia offering practical options for home ownersh
28 Photos
Last Updated : 44 Days ago
76 Wellington Street, Simcoe, ON , MLS #N13515934 , Image - 1

Like What you see?

76 Wellington Street Alliston, New Tecumseth, Simcoe, ON MLS® N13515934

Residential Freehold (Triplex)

$899900.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Fully renovated legal triplex in the heart of Alliston - a turnkey, separately metered income property built for the hands-off investor. Three self-co
24 Photos
Last Updated : 47 Days ago
3118 Emperor Drive, Simcoe, ON , MLS #S13430058 , Image - 1

Like What you see?

3118 Emperor Drive Orillia, Simcoe, ON MLS® S13430058

Residential Freehold (Duplex)

$799999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled in the highly desirable Westridge neighbourhood, this purpose-built rental property enjoys a prime l
16 Photos
Last Updated : 47 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13430180 , Image - 1

Like What you see?

3114 Emperor Drive Orillia, Simcoe, ON MLS® S13430180

Residential Freehold (Duplex)

$799999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built ren
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!