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Simcoe Duplex Houses for Sale

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Last Updated: August 14, 2026

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

36 Photos

15 Valleybrook Road, Simcoe, ON , MLS #S13562066 , Image - 1

15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13562066

Residential Freehold (Duplex)

$949000.0

Price drop by 5.0%

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

46 Photos

9782 Beachwood Drive, Simcoe, ON , MLS #S13587478 , Image - 1

9782 Beachwood Drive Collingwood, Simcoe, ON MLS® S13587478

Residential Freehold (Duplex)

$664900.0

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

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

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

21 Photos

27 DAPHNE Crescent, Simcoe, ON , MLS #S13449640 , Image - 1

27 DAPHNE Crescent Cundles East, Barrie, Simcoe, ON MLS® S13449640

Residential Freehold (Duplex)

$679000.0

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

Turnkey Legal Duplex With Income Potential in Prime Barrie Location! Welcome to 27 Daphne Crescent, An Exceptional Opportunity For Investors, Multi-Ge

26 Photos

232 Mary Street, Simcoe, ON , MLS #S13525368 , Image - 1

232 Mary Street Orillia, Simcoe, ON MLS® S13525368

Residential Freehold (Duplex)

$499900.0

Price drop by 5.5%

4 Beds
2 Baths
1500-2000 sq-ft

ATTENTION INVESTORS & SAVVY HOMEOWNERS-REGISTERED DUPLEX WITH IMMEDIATE CASH FLOW POTENTIAL. Spacious 2-bedroom upper unit plus a separate 1-bedroom l

48 Photos

174 Barrie Road, Simcoe, ON , MLS #S13099924 , Image - 1

174 Barrie Road Orillia, Simcoe, ON MLS® S13099924

Residential Freehold (Duplex)

$478900.0

Price 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

37 Photos

60 Gray Street, Simcoe, ON , MLS #S13643962 , Image - 1

60 Gray Street Coldwater, Severn, Simcoe, ON MLS® S13643962

Residential Freehold (Duplex)

$699900.0

4 Beds
3 Baths
2500-3000 sq-ft

Discover modern, worry-free living in this brand-new semi-detached duplex, offering a perfect blend of luxury and financial flexibility. Fully protect

22 Photos

541 High Street, Simcoe, ON , MLS #S13583630 , Image - 1

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

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)

$949000.0

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

26 Photos

132 Esther Drive, Simcoe, ON , MLS #S13491510 , Image - 1

132 Esther Drive Painswick South, Barrie, Simcoe, ON MLS® S13491510

Residential Freehold (Duplex)

$849999.0

Price drop by 4.4%

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

This legal duplex bungalow is a prime investment opportunity in a great location in South Painswick, in Barrie. With two fully separate legal units-an

30 Photos

642-644 Bay Street, Simcoe, ON , MLS #S13532098 , Image - 1

642-644 Bay Street Midland, Simcoe, ON MLS® S13532098

Residential Freehold (Duplex)

$444900.0

Price drop by 11.0%

5 Beds
3 Baths
2000-2500 sq-ft

Attention Investors or First Time Home Buyers. Amazing Opportunity. Side by Side Duplex. Live in One Side and Rent Out the Other One. Or Rent Out Both

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

47 Photos

6 Riverdale Drive, Simcoe, ON , MLS #S13578302 , Image - 1

6 Riverdale Drive Wasaga Beach, Simcoe, ON MLS® S13578302

Residential Freehold (Duplex)

$689000.0

Price drop by 1.4%

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

Welcome to 6 Riverdale Drive, an exceptional opportunity in the heart of Wasaga Beach offering flexibility for investors, multi-generational families,

3 Photos

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

9 Photos

335 Fourth Street W, Simcoe, ON , MLS #S13466608 , Image - 1

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

Residential Freehold (Duplex)

$572800.0

Price 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

8 Summerset Place, Simcoe, ON , MLS #N11945884 , Image - 1

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

275 Gill Street, Simcoe, ON , MLS #S13613218 , Image - 1

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

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

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

24 Photos

184 Woodland Drive, Simcoe, ON , MLS #S13602134 , Image - 1

184 Woodland Drive Midland, Simcoe, ON MLS® S13602134

Residential Freehold (Duplex)

$649900.0

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

PROFESSIONALLY RENOVATED RAISED BUNGALOW WITH A REGISTERED LEGAL SECOND SUITE! This professionally renovated raised bungalow offers over 2,100 finishe

43 Photos

236 PHILLIPS Street S, Simcoe, ON , MLS #S13526274 , Image - 1

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

Residential Freehold (Duplex)

$1199999.0

Price 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

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)

$740000.0

Price 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

69 Fox Run, Simcoe, ON , MLS #S13517860 , Image - 1

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

10 Clarence Avenue, Simcoe, ON , MLS #S13128282 , Image - 1

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

201 Breton Street, Simcoe, ON , MLS #S13592374 , Image - 1

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

254 St Vincent Street, Simcoe, ON , MLS #S13591930 , Image - 1

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

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

36 Photos

29 Peel Street, Simcoe, ON , MLS #S13034188 , Image - 1

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

Residential Freehold (Duplex)

$799999.0

Price 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

87 Queen Street W, Simcoe, ON , MLS #S13515372 , Image - 1

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

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

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