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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: September 28, 2026

18 Photos

332 Champlain Road, Simcoe, ON , MLS #S13834838 , Image - 1

332 Champlain Road Penetanguishene, Simcoe, ON MLS® S13834838

Residential Freehold (Duplex)

$439000.0

5 Beds
2 Baths
1500-2000 sq-ft

LEGAL DUPLEX ON OVER HALF AN ACRE WITH WATER VIEWS, TWO SELF-CONTAINED UNITS, DETACHED GARAGE & INCOME POTENTIAL! Set on more than half an acre direct

41 Photos

176 Sixth Street, Simcoe, ON , MLS #S13828460 , Image - 1

176 Sixth Street Collingwood, Simcoe, ON MLS® S13828460

Residential Freehold (Duplex)

$995000.0

4 Beds
4 Baths
2500-3000 sq-ft

Exceptional turnkey duplex and multi-generational living opportunity in the heart of Collingwood! Ideally located among the Tree Streets, walking dist

50 Photos

17 Michelle Drive, Simcoe, ON , MLS #S13728616 , Image - 1

17 Michelle Drive Painswick South, Barrie, Simcoe, ON MLS® S13728616

Residential Freehold (Duplex)

$998888.0

3 +3 Beds
3 Baths
1100-1500 sq-ft

BEAUTIFUL LEGALLY REGISTERED 2-UNIT HOME, 3 + 3 BEDROOMS, 3 BATHROOMS, 6 PARKING, SOUTH BARRIE Incredible Income Property In Barrie's Highly Coveted P

38 Photos

260 Cook Street, Simcoe, ON , MLS #S13710248 , Image - 1

260 Cook Street Grove East, Barrie, Simcoe, ON MLS® S13710248

Residential Freehold (Duplex)

$679999.0

Price drop by 2.9%

4 +3 Beds
2 Baths
1100-1500 sq-ft

An Incredible Duplex Opportunity Awaits At 260 Cook Street. This Turnkey, Fully Renovated Legal Duplex Exudes Pride Of Ownership Throughout. The Renov

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

28 Photos

11 Daphne Crescent, Simcoe, ON , MLS #S13747500 , Image - 1

11 Daphne Crescent Cundles East, Barrie, Simcoe, ON MLS® S13747500

Residential Freehold (Duplex)

$720000.0

3 +1 Beds
2 Baths
700-1100 sq-ft

Welcome to 11 Daphne Crescent, a thoroughly renovated LEGAL DUPLEX bungalow and exceptional income property with pride of ownership throughout. Ideal

12 Photos

98 Fourth Street, Simcoe, ON , MLS #S13768056 , Image - 1

98 Fourth Street Midland, Simcoe, ON MLS® S13768056

Residential Freehold (Duplex)

$349900.0

2 +2 Beds
3 Baths
1500-2000 sq-ft

Looking for a winter project? This property presents a great opportunity for Investors, Builders, Flippers & Handymen! This property is priced to sel

21 Photos

19 Alfred Street, Simcoe, ON , MLS #S13731346 , Image - 1

19 Alfred Street Allandale, Barrie, Simcoe, ON MLS® S13731346

Residential Freehold (Duplex)

$639900.0

4 Beds
2 Baths
1500-2000 sq-ft

ONE HOME, TWO SEPARATE LIVING SPACES & MORE WAYS TO MAKE HOMEOWNERSHIP WORK! Set in Historic Allandale on a large corner lot beneath towering pines, t

45 Photos

14 & 16 Fletcher Street, Simcoe, ON , MLS #N13636236 , Image - 1

14 & 16 Fletcher Street Alliston, New Tecumseth, Simcoe, ON MLS® N13636236

Residential Freehold (Duplex)

$895000.0

Price drop by 5.7%

6 Beds
2 Baths
1500-2000 sq-ft

This well-maintained legal duplex offers incredible flexibility for investors, multi-generational families, or buyers looking to offset their mortgage

9 Photos

317 Hugel Avenue, Simcoe, ON , MLS #S12890206 , Image - 1

317 Hugel Avenue Midland, Simcoe, ON MLS® S12890206

Residential Freehold (Duplex)

$450000.0

Price 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

941 Victoria Street, Simcoe, ON , MLS #S13522196 , Image - 1

941 Victoria Street Midland, Simcoe, ON MLS® S13522196

Residential Freehold (Duplex)

$665000.0

Price drop by 2.1%

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

22 Photos

23 Carlton Road, Simcoe, ON , MLS #S13545024 , Image - 1

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

Residential Freehold (Duplex)

$549900.0

Price drop by 2.7%

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

21 Photos

740 Broadview Avenue, Simcoe, ON , MLS #S13804092 , Image - 1

740 Broadview Avenue Orillia, Simcoe, ON MLS® S13804092

Residential Freehold (Duplex)

$1649990.0

3 +3 Beds
5 Baths
1500-2000 sq-ft

Beautifully updated waterfront bungalow with incredible Lake Couchiching views and exceptional space for family, guests and extended living. The main

41 Photos

54 Edward Street, Simcoe, ON , MLS #S13691382 , Image - 1

54 Edward Street Penetanguishene, Simcoe, ON MLS® S13691382

Residential Freehold (Duplex)

$779999.0

Price drop by 1.3%

3 +1 Beds
3 Baths
1500-2000 sq-ft

Beautiful, spacious and exceptionally well-maintained home that shows very well, offering a functional layout, quality upgrades and plenty of space fo

23 Photos

218 Fifth Street, Simcoe, ON , MLS #S12876586 , Image - 1

Unit-1&2, 218 Fifth Street Collingwood, Simcoe, ON MLS® S12876586

Residential Freehold (Duplex)

$950000.0

3 +1 Beds
4 Baths
1100-1500 sq-ft

Recently Renovated Duplex in central Collingwood, containing 2 rental units. Great Neighbourhood, close to schools, parks, trails, shopping, The Y, li

39 Photos

282 Norene Street, Simcoe, ON , MLS #S13556214 , Image - 1

282 Norene Street Midland, Simcoe, ON MLS® S13556214

Residential Freehold (Duplex)

$599900.0

Price drop by 4.0%

4 +3 Beds
3 Baths
1100-1500 sq-ft

Great value can be found in this well located West End Duplex which is vacant. Perfect opportunity for Investor to set own rents or for a Multi-Genera

40 Photos

275 Gill Street, Simcoe, ON , MLS #S13797376 , Image - 1

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

25 Photos

3 Buchanan Street, Simcoe, ON , MLS #S13715208 , Image - 1

3 Buchanan Street Grove East, Barrie, Simcoe, ON MLS® S13715208

Residential Freehold (Duplex)

$719900.0

3 +2 Beds
2 Baths
1100-1500 sq-ft

Exceptional Legal Duplex In Barrie's Desirable Lower East End! Tucked Away On A Quiet Street, This All-Brick Home Has Been Extensively Renovated And M

50 Photos

121 Seventh Street, Simcoe, ON , MLS #S13697338 , Image - 1

121 Seventh Street Midland, Simcoe, ON MLS® S13697338

Residential Freehold (Duplex)

$648000.0

7 Beds
4 Baths
2000-2500 sq-ft

WELCOME TO 121 SEVENTH ST, LEGAL DUPLEX WITH 7 BEDROOMS, 4 BATHROOMS & IN-GROUND POOL. This Is An Excellent Opportunity To Own A Spacious Legal Duplex

27 Photos

12 Dufferin Street, Simcoe, ON , MLS #S13789900 , Image - 1

Unit-Units 1 + 2 + Coach House, 12 Dufferin Street Sanford, Barrie, Simcoe, ON MLS® S13789900

Residential Freehold (Duplex)

$749900.0

4 +1 Beds
3 Baths
700-1100 sq-ft

ATTENTION INVESTORS! An excellent opportunity to acquire a 3 unit property in Barrie at a highly competitive price point. Situated on a 50' x 120' lot

22 Photos

154 Fifth Street, Simcoe, ON , MLS #S13785972 , Image - 1

154 Fifth Street Midland, Simcoe, ON MLS® S13785972

Residential Freehold (Duplex)

$519000.0

3 Beds
2 Baths
1100-1500 sq-ft

Attention investors and homebuyers! Looking for an investment with real cash-flow potential? Look no further!Welcome to 154 Fifth Street in Midland-a

15 Photos

3 Blue Mound Drive, Simcoe, ON , MLS #S13760458 , Image - 1

3 Blue Mound Drive Wellington, Barrie, Simcoe, ON MLS® S13760458

Residential Freehold (Duplex)

$725000.0

3 +2 Beds
2 Baths
1100-1500 sq-ft

LEGAL DUPLEX ON A SPACIOUS CORNER LOT WITH ESTABLISHED INCOME & FURTHER INVESTMENT POTENTIAL! There is something exciting about a property that gives

16 Photos

326 Christine Drive, Simcoe, ON , MLS #S13589338 , Image - 1

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

46 Photos

118 Marshall Street, Simcoe, ON , MLS #S13774868 , Image - 1

118 Marshall Street Allandale Heights, Barrie, Simcoe, ON MLS® S13774868

Residential Freehold (Duplex)

$755888.0

3 +2 Beds
2 Baths
1100-1500 sq-ft

ALLANDALE HEIGHTS COMPLETELY RENOVATED VACANT LEGAL DUPLEX WITH TWO SEPARATE YARDS! This modern home offers a fully legal second suite registered in 2

26 Photos

100 Cameron Street, Simcoe, ON , MLS #S13726256 , Image - 1

100 Cameron Street Orillia, Simcoe, ON MLS® S13726256

Residential Freehold (Duplex)

$649900.0

4 Beds
3 Baths
2000-2500 sq-ft

CHARMING 3-STOREY DUPLEX IN ORILLIA'S DESIRABLE WEST WARD, JUST MINUTES FROM DOWNTOWN. A fantastic opportunity for first-time buyers or anyone looking

43 Photos

46 Ridgeway Avenue, Simcoe, ON , MLS #S13781350 , Image - 1

46 Ridgeway Avenue Allandale Heights, Barrie, Simcoe, ON MLS® S13781350

Residential Freehold (Duplex)

$699000.0

4 Beds
3 Baths
1100-1500 sq-ft

Welcome to 46 Ridgeway Ave, a beautifully updated legal duplex offering an excellent opportunity for investors, extended families, or those looking to

22 Photos

57 38th Street N, Simcoe, ON , MLS #S13779524 , Image - 1

57 38th Street N Wasaga Beach, Simcoe, ON MLS® S13779524

Residential Freehold (Duplex)

$1499888.0

7 Beds
4 Baths
2500-3000 sq-ft

Welcome to this stunning, fully renovated and move-in-ready legal duplex located in the heart of beautiful Wasaga Beach! Steps away from Beach 5, the

50 Photos

315 Oxford Street, Simcoe, ON , MLS #S13714740 , Image - 1

315 Oxford Street Orillia, Simcoe, ON MLS® S13714740

Residential Freehold (Duplex)

$675000.0

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

26 Photos

132 Esther Drive, Simcoe, ON , MLS #S13776256 , Image - 1

132 Esther Drive Painswick South, Barrie, Simcoe, ON MLS® S13776256

Residential Freehold (Duplex)

$824900.0

2 +2 Beds
4 Baths
1500-2000 sq-ft

Let your tenants help pay the mortgage!This unique LEGAL duplex bungalow offers an incredible opportunity for homeowners and investors alike with thre

37 Photos

679 Montreal Street, Simcoe, ON , MLS #S13421928 , Image - 1

679 Montreal Street Midland, Simcoe, ON MLS® S13421928

Residential Freehold (Duplex)

$645000.0

3 +2 Beds
2 Baths
700-1100 sq-ft

Attention investors! Here is a rare, low-stress addition to your portfolio. Located in a desirable, high-demand neighborhood on Midland's west side, t

20 Photos

3929 WOOD Avenue, Simcoe, ON , MLS #S13756520 , Image - 1

3929 WOOD Avenue West Shore, Severn, Simcoe, ON MLS® S13756520

Residential Freehold (Duplex)

$775000.0

5 +0 Beds
3 Baths
2500-3000 sq-ft

Steps to the lake, this beautiful purpose built duplex has partial ownership of a waterfront park & beach with communal dock access on Lake Couchichin

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