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Simcoe Duplex Houses for Sale

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With Square Yards Canada, you can find your dream property in the country. Explore your options for houses for sale in Canada according to your budget. With the help of Square Yards, you can easily filter your dream property among Canadian rental houses. You can simply screen the complete real estate for sale in Canada from different types to multiple-sized units.


Last Updated: June 20, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
30 Photos
Last Updated : 11 Hours ago
361 Third Street, Simcoe, ON , MLS #S12165267 , Image - 1
Image With Blur overlay

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361 Third Street Midland, Simcoe, ON MLS® S12165267

Residential Freehold (Duplex)

$559900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
ATTENTION! Assumable Mortgage available with this property - 6 years left at 2.5%! Looking for a solid investment opportunity with great potential? Th
39 Photos
Last Updated : 1 Day ago
452 Hannah Street, Simcoe, ON , MLS #S12232438 , Image - 1

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452 Hannah Street Midland, Simcoe, ON MLS® S12232438

Residential Freehold (Duplex)

$724000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 452 Hannah St, Midland! A fully renovated legal duplex offering 4 bedrooms and 2.5 bathrooms across a spacious and functional layout. This
23 Photos
Last Updated : 2 Days ago
36 Porritt Street, Simcoe, ON , MLS #S11946408 , Image - 1

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36 Porritt Street Ardagh, Barrie, Simcoe, ON MLS® S11946408

Residential Freehold (Duplex)

$759900.0
price drop iconPrice drop by 0.7%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Turnkey investment opportunity! Very clean and well-maintained legal duplex in quiet southwest end neighborhood. Current upstairs tenant paying 2300.
38 Photos
Last Updated : 2 Days ago
18 Eugenia Street, Simcoe, ON , MLS #S12180740 , Image - 1

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18 Eugenia Street Codrington, Barrie, Simcoe, ON MLS® S12180740

Residential Freehold (Duplex)

$649500.0
price drop iconPrice drop by 7.1%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Amazing opportunity for generational living or to live in one unit & rent 2nd. Located on a quiet street in an area of executive homes within walking
37 Photos
Last Updated : 2 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)

$725000.0
  • 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
36 Photos
Last Updated : 3 Days ago
15 Valleybrook Road, Simcoe, ON , MLS #S12222907 , Image - 1

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15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12222907

Residential Freehold (Duplex)

$999888.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Attention investors & first time home buyers! 5% return! Duplexed or live in one and rent the other out $2300/mo. Bright and Open Concept Legal Duplex
26 Photos
Last Updated : 3 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
15 Photos
Last Updated : 3 Days ago
2 Christine Place, Simcoe, ON , MLS #S12083993 , Image - 1

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2 Christine Place Orillia, Simcoe, ON MLS® S12083993

Residential Freehold (Duplex)

$630000.0
price drop iconPrice drop by 9.9%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Bright & cozy legal duplex in the heart of Orillia with 2 self-contained units, each approx. 1,025 sq ft. Upper unit features 3 bedrooms, laminate flo
37 Photos
Last Updated : 4 Days ago
43 Charlbrook Avenue, Simcoe, ON , MLS #S12038620 , Image - 1

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43 Charlbrook Avenue Cundles East, Barrie, Simcoe, ON MLS® S12038620

Residential Freehold (Duplex)

$725000.0
price drop iconPrice drop by 3.3%
  • 3 +3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover the exceptional opportunity at 43 Charlbrook Ave in Barrie a newly renovated legal duplex that perfectly combines comfort and versatility. Th
50 Photos
Last Updated : 4 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)

$1850000.0
  • 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
39 Photos
Last Updated : 4 Days ago
398 Mary Street, Simcoe, ON , MLS #S12202791 , Image - 1

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398 Mary Street Orillia, Simcoe, ON MLS® S12202791

Residential Freehold (Duplex)

$699900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Get ready to fall in love with this family friendly duplex! Tucked away on a lovely street in the heart of Orillia, this legal duplex is more than jus
20 Photos
Last Updated : 7 Days ago
266 Galloway Boulevard, Simcoe, ON , MLS #S12032293 , Image - 1

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266 Galloway Boulevard Midland, Simcoe, ON MLS® S12032293

Residential Freehold (Duplex)

$569900.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
DUPLEX - DETACHED RAISED BUNGALOW with 2 LEGAL SUITES - Attention All Investors - Looking to add to your existing real estate portfolio? Looking to be
33 Photos
Last Updated : 7 Days ago
10 Clarence Avenue, Simcoe, ON , MLS #S12217738 , Image - 1

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10 Clarence Avenue Penetanguishene, Simcoe, ON MLS® S12217738

Residential Freehold (Duplex)

$769900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully updated home with sunset water views over Georgian Bay, located on a quiet street in Penetanguishene! Legal duplex with a VACANT walk-out
40 Photos
Last Updated : 9 Days ago
66 Matchedash Street S, Simcoe, ON , MLS #S12214099 , Image - 1

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66 Matchedash Street S Orillia, Simcoe, ON MLS® S12214099

Residential Freehold (Duplex)

$549000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Investors Opportunity! Interior updated and vacant - ready for you to set the rents and choose your own tenants. 66 Matchedash St S is located in the
47 Photos
Last Updated : 10 Days ago
274 Mississaga Street W, Simcoe, ON , MLS #S12173953 , Image - 1

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274 Mississaga Street W Orillia, Simcoe, ON MLS® S12173953

Residential Freehold (Duplex)

$724900.0
price drop iconPrice drop by 3.3%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
CHARMING LEGAL NON-CONFORMING DUPLEX. This beautifully renovated legal non-conforming duplex in the West Ward offers a unique opportunity for investor
21 Photos
Last Updated : 11 Days ago
135 Gunn Street, Simcoe, ON , MLS #S12206522 , Image - 1

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135 Gunn Street Wellington, Barrie, Simcoe, ON MLS® S12206522

Residential Freehold (Duplex)

$699900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exceptional investment renovated in 2020 2) Two units, featuring a two bedroom unit and a one bedroom unit,
25 Photos
Last Updated : 11 Days ago
42 Westminster Circle, Simcoe, ON , MLS #S12206260 , Image - 1

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42 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S12206260

Residential Freehold (Duplex)

$1149000.0
  • 4 +2 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Legal Duplex in Family Friendly Circle. Main unit features Large Master with walk in Closet, 5 pc Ensuite with Soaker Tub and Glass Shower. Jack an
40 Photos
Last Updated : 11 Days ago
44 St Peter Street, Simcoe, ON , MLS #S11996758 , Image - 1

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44 St Peter Street Collingwood, Simcoe, ON MLS® S11996758

Residential Freehold (Duplex)

$845500.0
price drop iconPrice drop by 10.8%
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautiful legal duplex offers an excellent opportunity for both homeowners and investors, with the flexibility to live in one unit while renting
25 Photos
Last Updated : 12 Days ago
3081 Hogback Road, Simcoe, ON , MLS #S12167485 , Image - 1

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3081 Hogback Road New Lowell, Clearview, Simcoe, ON MLS® S12167485

Residential Freehold (Duplex)

$999999.0
price drop iconPrice drop by 6.5%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional large family home offering space, comfort, and versatility, both inside and out. Set on a picturesque 2.74-acre corner lot
41 Photos
Last Updated : 14 Days ago
12 Dufferin Street, Simcoe, ON , MLS #S12203720 , Image - 1

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Unit-1, 2, C, 12 Dufferin Street Sanford, Barrie, Simcoe, ON MLS® S12203720

Residential Freehold (Duplex)

$799900.0
  • 4 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
Investors!!! Fabulous Opportunity To Own Your Own Investment Property! This Fabulous All Brick, Legal 2 Unit Bungalow + Newly Built Coach House Unit I
26 Photos
Last Updated : 16 Days ago
258 Ruby Street, Simcoe, ON , MLS #S12195102 , Image - 1

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258 Ruby Street Midland, Simcoe, ON MLS® S12195102

Residential Freehold (Duplex)

$575000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
ATTENTION! Assumable Mortgage available with this property - 6 years left at 2.5%! Turnkey duplex offers strong rental potential with two fully separ
25 Photos
Last Updated : 16 Days ago
311 James Street E, Simcoe, ON , MLS #S12010012 , Image - 1

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311 James Street E Orillia, Simcoe, ON MLS® S12010012

Residential Freehold (Duplex)

$639900.0
price drop iconPrice drop by 4.5%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming Bungalow with Income Potential! This adorable & well-maintained 3-bedroom bungalow, Close to Highway 11 and 12 for easy commuting. Whether yo
34 Photos
Last Updated : 16 Days ago
210 Southview Road, Simcoe, ON , MLS #S12195694 , Image - 1

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210 Southview Road South Shore, Barrie, Simcoe, ON MLS® S12195694

Residential Freehold (Duplex)

$749000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
SPACIOUS HOME WITH A REGISTERED SECOND SUITE IN A PRIME INNISHORE NEIGHBOURHOOD! Welcome to 210 Southview Road, a standout opportunity in Barries soug
50 Photos
Last Updated : 16 Days ago
6903 36/37 Nottawasaga Side Road E, Simcoe, ON , MLS #S12184235 , Image - 1

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6903 36/37 Nottawasaga Side Road E Rural Clearview, Clearview, Simcoe, ON MLS® S12184235

Residential Freehold (Duplex)

$2250000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Located on the prestigious 36/37 Nottawasaga Side Road affectionately known by locals as Millionaires Row this one-of-a-kind, custom-built estate offe
21 Photos
Last Updated : 16 Days ago
127 Burton Ave Avenue, Simcoe, ON , MLS #S12193586 , Image - 1

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127 Burton Ave Avenue Allandale, Barrie, Simcoe, ON MLS® S12193586

Residential Freehold (Duplex)

$699000.0
  • 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 s
21 Photos
Last Updated : 16 Days ago
319 Oxford Street, Simcoe, ON , MLS #S11983507 , Image - 1

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319 Oxford Street Orillia, Simcoe, ON MLS® S11983507

Residential Freehold (Duplex)

$699000.0
price drop iconPrice drop by 4.1%
  • 6 Beds
  • 4 Baths
  • 1100-1500 sq-ft
LEGAL DUPLEX - Completely Renovated From Top To Bottom Including New Roof, Furnace And A/C. This Duplex Has To Much To List And Is A Must See. Highlig
31 Photos
Last Updated : 18 Days ago
105 Monique Crescent, Simcoe, ON , MLS #S12189959 , Image - 1

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105 Monique Crescent East Bayfield, Barrie, Simcoe, ON MLS® S12189959

Residential Freehold (Duplex)

$799500.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Fully Renovated Legal 2 Unit Bungalow in turn key condition. Perfect for investors or savy home owners that want to live in one unit and offset expens
38 Photos
Last Updated : 21 Days ago
1923 10th Line, Simcoe, ON , MLS #N11993217 , Image - 1

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1923 10th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N11993217

Residential Freehold (Duplex)

$2724900.0
price drop iconPrice drop by 6.0%
  • 7 Beds
  • 6 Baths
  • 5000 + sq-ft
MULTI-GENERATIONAL LIVING ON 1.3 ACRES WITH A FULL SECONDARY DWELLING! This exceptional property, located just outside the charming community of Strou
41 Photos
Last Updated : 21 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)

$1399999.0
  • 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
8 Photos
Last Updated : 22 Days ago
12 Bronte Crescent, Simcoe, ON , MLS #S12162450 , Image - 1

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12 Bronte Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S12162450

Residential Freehold (Duplex)

$699999.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Looking for a great investment opportunity or your first home? This updated legal duplex in Barrie is the perfect choice! Featuring an updated 3-bedro
Shortlisted Properties
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