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Simcoe Duplex Houses for Sale

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Last Updated: November 13, 2026

31 Photos

1881 Gilford Road, Simcoe, ON , MLS #N14121494 , Image - 1

1881 Gilford Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N14121494

Residential Freehold (Duplex)

$688000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome To 1881 Gilford Road, An Exceptional Opportunity In The Desirable Gilford Community Of Innisfil! Situated On An Impressive 130 Ft. x 130 Ft. L

36 Photos

15 Valleybrook Road, Simcoe, ON , MLS #S14131630 , Image - 1

15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S14131630

Residential Freehold (Duplex)

$849000.0

5 Beds
4 Baths
2500-3000 sq-ft

Bright and Open Concept Duplex by Tiffany Homes, designed with a striking architectural style and thoughtful layout. Each unit features meticulously c

28 Photos

11 Daphne Crescent, Simcoe, ON , MLS #S14173418 , Image - 1

11 Daphne Crescent Cundles East, Barrie, Simcoe, ON MLS® S14173418

Residential Freehold (Duplex)

$684000.0

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

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

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

16 Photos

162 Hanmer Street E, Simcoe, ON , MLS #S13530452 , Image - 1

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

Residential Freehold (Duplex)

$699900.0

Price drop by 9.1%

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

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

16 Photos

326 Christine Drive, Simcoe, ON , MLS #S14105432 , Image - 1

326 Christine Drive Midland, Simcoe, ON MLS® S14105432

Residential Freehold (Duplex)

$520000.0

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

Legal Duplex in Midland - Excellent Opportunity for Investors or Owner-Occupiers! A combination of space, flexibility and income potential, this legal

50 Photos

87 Queen Street W, Simcoe, ON , MLS #S14114254 , Image - 1

87 Queen Street W Elmvale, Springwater, Simcoe, ON MLS® S14114254

Residential Freehold (Duplex)

$675000.0

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

48 Photos

174 Barrie Road, Simcoe, ON , MLS #S14151422 , Image - 1

174 Barrie Road Orillia, Simcoe, ON MLS® S14151422

Residential Freehold (Duplex)

$439900.0

1 +1 Beds
2 Baths
1100-1500 sq-ft

Owner Occupied duplex featuring a vacant second unit, no tenants to assume or vacant posession to arrange! This legal 2-unit home (duplex) sits on an

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

38 Photos

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

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

Residential Freehold (Duplex)

$625000.0

Price drop by 10.7%

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

46 Photos

118 Marshall Street, Simcoe, ON , MLS #S14166230 , Image - 1

118 Marshall Street Allandale Heights, Barrie, Simcoe, ON MLS® S14166230

Residential Freehold (Duplex)

$674900.0

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

15 Photos

3 Blue Mound Drive, Simcoe, ON , MLS #S13866536 , Image - 1

3 Blue Mound Drive Wellington, Barrie, Simcoe, ON MLS® S13866536

Residential Freehold (Duplex)

$699000.0

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

Open House : Sun Nov 15, 11:00 AM to 01:00 PM

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

26 Photos

100 Cameron Street, Simcoe, ON , MLS #S14115240 , Image - 1

100 Cameron Street Orillia, Simcoe, ON MLS® S14115240

Residential Freehold (Duplex)

$639000.0

4 Beds
3 Baths
2000-2500 sq-ft

CHARMING WEST WARD DUPLEX WITH INCOME POTENTIAL! Discover an exceptional opportunity to enter the housing market while generating rental income in on

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

45 Photos

54 Wyandotte Street, Simcoe, ON , MLS #S14154242 , Image - 1

54 Wyandotte Street Orillia, Simcoe, ON MLS® S14154242

Residential Freehold (Duplex)

$499900.0

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

Welcome to this updated legal duplex located in an extremely convenient location, just a short walk to the hospital and downtown Orillia! Offering tw

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

TWO HOMES, ONE PROPERTY, ENDLESS POSSIBILITIES - BOTH UNITS VACANT! An exceptional opportunity for multigenerational families, savvy investors or buye

24 Photos

48 Brock Street, Simcoe, ON , MLS #S14108690 , Image - 1

48 Brock Street Sanford, Barrie, Simcoe, ON MLS® S14108690

Residential Freehold (Duplex)

$599000.0

3 Beds
2 Baths
1500-2000 sq-ft

BEAUTIFUL OLDER HOME OFFERING EXCEPTIONAL VERSATILITY! PERFECT FOR A COUPLE, GROWING FAMILY, OR SAVVY INVESTOR - LIVE IN THE ENTIRE HOUSE AS A 4-BEDRO

32 Photos

10 Water Street, Simcoe, ON , MLS #S14133898 , Image - 1

10 Water Street Penetanguishene, Simcoe, ON MLS® S14133898

Residential Freehold (Duplex)

$499900.0

3 Beds
2 Baths
1500-2000 sq-ft

Legal Duplex Steps from Downtown, Waterfront Park and Rotary Trail!An excellent opportunity for investors or those looking to live in one unit while g

49 Photos

1650 Trader Cowan Road, Simcoe, ON , MLS #S13629486 , Image - 1

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

28 Photos

39 Highcroft Road, Simcoe, ON , MLS #S13855002 , Image - 1

39 Highcroft Road Allandale Heights, Barrie, Simcoe, ON MLS® S13855002

Residential Freehold (Duplex)

$649900.0

Price drop by 7.1%

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

A HOME THAT HELPS WITH THE MORTGAGE! Welcome to 39 Highcroft Road, a legal 3+2 bedroom semi-detached duplex offering a smart opportunity to enjoy a sp

34 Photos

5287 COUNTY 9 Road, Simcoe, ON , MLS #S14142868 , Image - 1

5287 COUNTY 9 Road New Lowell, Clearview, Simcoe, ON MLS® S14142868

Residential Freehold (Duplex)

$1199000.0

5 Beds
4 Baths
2500-3000 sq-ft

Sale of Mixed Use real estate property Situated On A Large Corner Lot With Commercial (C1) Zoning. Property gives flexibility of use with two separate

10 Photos

286 Anne Street N, Simcoe, ON , MLS #S14132750 , Image - 1

286 Anne Street N Letitia Heights, Barrie, Simcoe, ON MLS® S14132750

Residential Freehold (Duplex)

$649900.0

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

Top 5 Reasons You Will Love This Property: 1) Ideally situated in a convenient location close to shopping, restaurants, and everyday amenities, this l

22 Photos

154 Fifth Street, Simcoe, ON , MLS #S14129136 , Image - 1

154 Fifth Street Midland, Simcoe, ON MLS® S14129136

Residential Freehold (Duplex)

$499900.0

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 -

22 Photos

117 Gowan Street, Simcoe, ON , MLS #S14127874 , Image - 1

117 Gowan Street Allandale, Barrie, Simcoe, ON MLS® S14127874

Residential Freehold (Duplex)

$599000.0

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

Welcome to this fantastic LEGAL DUPLEX in Barrie, ideally located within walking distance to the GO Station. The upper unit features 3 bedrooms and a

21 Photos

127 Burton Avenue, Simcoe, ON , MLS #S13558896 , Image - 1

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

49 Photos

80 GARDEN Drive, Simcoe, ON , MLS #S14110486 , Image - 1

80 GARDEN Drive Allandale Heights, Barrie, Simcoe, ON MLS® S14110486

Residential Freehold (Duplex)

$624900.0

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

Welcome to 80 Garden Drive, a legal duplex in Barrie offering flexibility for investors, multi-generational living, or an owner looking to live in one

50 Photos

143 Albert Street W, Simcoe, ON , MLS #N14084912 , Image - 1

143 Albert Street W Alliston, New Tecumseth, Simcoe, ON MLS® N14084912

Residential Freehold (Duplex)

$1329990.0

4 +3 Beds
6 Baths
3500-5000 sq-ft

ONE PROPERTY. THREE LIFESTYLES. ZERO COMPROMISE. ~ Welcome to 143 Albert St W, a jaw-dropping, top-to-bottom renovation in the heart of Alliston that

24 Photos

108 John Street, Simcoe, ON , MLS #S14102230 , Image - 1

108 John Street Sanford, Barrie, Simcoe, ON MLS® S14102230

Residential Freehold (Duplex)

$499999.0

3 Beds
2 Baths
1500-2000 sq-ft

LEGAL DUPLEX WITH TWO VACANT UNITS, SEPARATE HYDRO METERS & UPDATED MECHANICALS! For investors looking to expand their portfolio, 108 John Street offe

45 Photos

337 Norene Street, Simcoe, ON , MLS #S13873480 , Image - 1

337 Norene Street Midland, Simcoe, ON MLS® S13873480

Residential Freehold (Duplex)

$649900.0

3 Beds
2 Baths
1500-2000 sq-ft

Turnkey duplex with excellent upside potential in Midland's quiet west end. This fully self-contained, front & back duplex boasts an ideal set up, amp

21 Photos

19 Alfred Street, Simcoe, ON , MLS #S13875618 , Image - 1

19 Alfred Street Allandale, Barrie, Simcoe, ON MLS® S13875618

Residential Freehold (Duplex)

$599900.0

4 Beds
2 Baths
1500-2000 sq-ft

QUICK CLOSING AVAILABLE! ONE HOME, TWO SEPARATE LIVING SPACES & MORE WAYS TO MAKE HOMEOWNERSHIP WORK! Set in Historic Allandale on a large corner lot

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