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Simcoe Duplex Houses for Sale - P2

Showing results 31 - 51 of 51
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
21 Photos
Last Updated : 25 Days ago
127 Burton Avenue, Simcoe, ON , MLS #S13558896 , Image - 1
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127 Burton Avenue Allandale, Barrie, Simcoe, ON MLS® S13558896

Residential Freehold (Duplex)

$629900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Legal Duplex in Prime Allandale Location Steps to the Water & GO Station!A rare opportunity to own a legal duplex in the heart of Allandale, just a sh
28 Photos
Last Updated : 26 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
43 Photos
Last Updated : 27 Days ago
236 PHILLIPS Street S, Simcoe, ON , MLS #S13526274 , Image - 1

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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
46 Photos
Last Updated : 27 Days ago
9782 Beachwood Drive, Simcoe, ON , MLS #S13726838 , Image - 1

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9782 Beachwood Drive Collingwood, Simcoe, ON MLS® S13726838

Residential Freehold (Duplex)

$649900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare opportunity in the growing community of Collingwood. Situated on an oversized and private 100 x 150 ft. lot just steps from the shores of Georgia
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
46 Photos
Last Updated : 27 Days ago
958 Montreal Street, Simcoe, ON , MLS #S13731656 , Image - 1

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958 Montreal Street Midland, Simcoe, ON MLS® S13731656

Residential Freehold (Duplex)

$644900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
***Legal Duplex with Vacant Possession or the Perfect Multigenerational Set Up!*** Opportunities like this in Midland's sought-after west end are incr
48 Photos
Last Updated : 28 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)

$478900.0
price drop iconPrice drop by 7.7%
  • 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 : 31 Days ago
2082 Centre Avenue, Simcoe, ON , MLS #S13045146 , Image - 1

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2082 Centre Avenue Ardtrea, Severn, Simcoe, ON MLS® S13045146

Residential Freehold (Duplex)

$699900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This well-built 2022 duplex offers an outstanding opportunity for investors, multi-generational families, or homeowners looking to live in one unit wh
49 Photos
Last Updated : 39 Days ago
1650 Trader Cowan Road, Simcoe, ON , MLS #S13629486 , Image - 1

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1650 Trader Cowan Road Rural Severn, Severn, Simcoe, ON MLS® S13629486

Residential Freehold (Duplex)

$975000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this custom built duplex bungalow in the peaceful countryside of Severn on a paved road, offering exceptional flexibility for families, ext
17 Photos
Last Updated : 40 Days ago
72 Dunedin Street, Simcoe, ON , MLS #S13518498 , Image - 1

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72 Dunedin Street Orillia, Simcoe, ON MLS® S13518498

Residential Freehold (Duplex)

$419000.0
price drop iconPrice drop by 4.6%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Well-maintained nonconforming 2-unit dwelling offering two bright, spacious 1-bedroom apartments in good condition. Both units feature some updated wi
50 Photos
Last Updated : 42 Days ago
103 Mulcaster Street, Simcoe, ON , MLS #S13110124 , Image - 1

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103 Mulcaster Street Codrington, Barrie, Simcoe, ON MLS® S13110124

Residential Freehold (Duplex)

$575000.0
price drop iconPrice drop by 4.0%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
103 Mulcaster Street is a legally registered duplex ideally situated in the heart of downtown Barrie, just steps from Kempenfelt Bay, restaurants, cit
22 Photos
Last Updated : 54 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
3 Photos
Last Updated : 60 Days ago
579 Wayne Crescent, Simcoe, ON , MLS #S13061040 , Image - 1
579 Wayne Crescent Midland, Simcoe, ON MLS® S13061040

Residential Freehold (Duplex)

$525000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Well-maintained Midland duplex , easy to rent and positive cash flow. Long-standing tenants who take evident care and upkeep of the property.Each unit
26 Photos
Last Updated : 62 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 : 67 Days ago
162 Hanmer Street E, Simcoe, ON , MLS #S13530452 , Image - 1

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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
28 Photos
Last Updated : 68 Days ago
254 St Vincent Street, Simcoe, ON , MLS #S13591930 , Image - 1

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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
36 Photos
Last Updated : 69 Days ago
29 Peel Street, Simcoe, ON , MLS #S13034188 , Image - 1

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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
50 Photos
Last Updated : 76 Days ago
6090 Sheba Drive, Simcoe, ON , MLS #S13563062 , Image - 1

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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
40 Photos
Last Updated : 94 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! Seize a rare, high-yield opportunity with this modern, purpose-built legal duplex at 371 Barrie Street, Orillia. Constructed in 2018,
1 Photos
Last Updated : 104 Days ago
42 Penetang Street, Simcoe, ON
42 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S13448760

Residential Freehold (Duplex)

$649900.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Legal Duplex in downtown, Barrie Within Walking Distance to Lake Simcoe and Amenities. The house has two self contained units that are fully leased. T
26 Photos
Last Updated : 118 Days ago
58 Nottawasaga Street, Simcoe, ON , MLS #S13226650 , Image - 1

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58 Nottawasaga Street Orillia, Simcoe, ON MLS® S13226650

Residential Freehold (Duplex)

$595000.0
  • 6 Beds
  • 2 Baths
  • 1500-2000 sq-ft
What If Homeownership Cost Less Than Renting? Step Up To 58 Nottawasaga Street. This Legal Duplex Features Two Bright And Spacious 3-Bedroom Units, Bo
5 Photos
Last Updated : 204 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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