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5 Bedroom Houses for Sale in Simcoe Under $3M

Showing results 1 - 30 of 206

With Square Yards Canada, you can explore a wide range of 5-Bedroom houses for sale under Under $3M in Simcoe, offering numerous choices that align with your budget and lifestyle. Perfect for families, our listings feature a variety of affordable housing options, comprehensive property descriptions and insights into market trends within the area. You can easily filter properties by amenities, age, and surface areas to find your ideal 5-Bedroom house for sale under Under $3M in Simcoe, ON. Each property boasts quality finishes and modern fixtures, ensuring your new home is affordable and stylish.

Last Updated: September 21, 2026

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23 ALGONQUIN Trail, Simcoe, ON , MLS #S13795866 , Image - 1

23 ALGONQUIN Trail Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13795866

Residential Freehold (Detached)

$949900.0

5 +0 Beds
3 Baths
3000-3500 sq-ft

Welcome to 23 Algonquin Trail in the sought-after Sugarbush community of Oro-Medonte. Nestled on a private, treed lot on a quiet dead-end court, this

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2014 Innisbrook Street, Simcoe, ON , MLS #N13795392 , Image - 1

2014 Innisbrook Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13795392

Residential Freehold (Detached)

$2398000.0

Price drop by 2.0%

5 +1 Beds
5 Baths
3500-5000 sq-ft

Location, Location & Location! Welcome To 2014 Innisbrook Street! This Luxurious Custom-Built 2-Storey Residence Offers An Exceptional Lifestyle On Al

47 Photos

291 Third Street, Simcoe, ON , MLS #S13811550 , Image - 1

291 Third Street Collingwood, Simcoe, ON MLS® S13811550

Residential Freehold (Detached)

$2499000.0

5 Beds
3 Baths
3000-3500 sq-ft

**A Rare Collingwood Masterpiece - Historic Character, Modern Luxury & Unparalleled Potential!** This extraordinary 1894 red brick estate is set on a

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3232 Simcoe Road, Simcoe, ON , MLS #S13432364 , Image - 1

3232 Simcoe Road Brechin, Ramara, Simcoe, ON MLS® S13432364

Residential Freehold (Multiplex)

$1288000.0

Price drop by 7.9%

5 +1 Beds
5 Baths
3000-3500 sq-ft

Exceptional Investment Opportunity! Unlock the potential of this income-producing mixed-use property featuring a commercial shop and four residential

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

46 Photos

1108 Trombley Street, Simcoe, ON , MLS #N13621610 , Image - 1

1108 Trombley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13621610

Residential Freehold (Detached)

$834800.0

Price drop by 1.7%

5 Beds
2 Baths
1500-2000 sq-ft

Welcome to 1108 Trombley Street, a unique lakeside property in the charming hamlet of Belle Ewart, just steps from Lake Simcoe and approximately 45 mi

33 Photos

44 Albert Street W, Simcoe, ON , MLS #N13810712 , Image - 1

44 Albert Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13810712

Residential Freehold (Detached)

$1399000.0

5 +1 Beds
5 Baths
2500-3000 sq-ft

Welcome to **44 Albert Street West**, where timeless design meets modern luxury in one of Alliston's most desirable neighbourhoods. This exceptional c

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6 Henderson Street, Simcoe, ON , MLS #N13810526 , Image - 1

6 Henderson Street Baxter, Essa, Simcoe, ON MLS® N13810526

Residential Freehold (Detached)

$1099990.0

5 Beds
5 Baths
3000-3500 sq-ft

Presenting 6 Henderson Street, Essa, an exceptional newly built home nestled in a sought-after community surrounded by picturesque forests and rolling

24 Photos

3118 Emperor Drive, Simcoe, ON , MLS #S13752688 , Image - 1

3118 Emperor Drive Orillia, Simcoe, ON MLS® S13752688

Residential Freehold (Detached)

$774999.0

5 Beds
3 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled in the highly desirable Westridge neighbourhood, this purpose-built rental property enjoys a prime l

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3114 Emperor Drive, Simcoe, ON , MLS #S13752824 , Image - 1

3114 Emperor Drive Orillia, Simcoe, ON MLS® S13752824

Residential Freehold (Detached)

$774999.0

5 Beds
3 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built ren

50 Photos

205 Warden Street, Simcoe, ON , MLS #S13810232 , Image - 1

205 Warden Street Stayner, Clearview, Simcoe, ON MLS® S13810232

Residential Freehold (Detached)

$1198800.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome to this exceptional 5-bedroom, 5-bathroom Treasure Hill home in the growing community of Stayner, offering 3,374 sq. ft. of beautifully design

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345 LINWOOD Avenue, Simcoe, ON , MLS #S13810206 , Image - 1

345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S13810206

Residential Freehold (Detached)

$449400.0

5 +1 Beds
3 Baths
1100-1500 sq-ft

Opportunity awaits in this detached 1-storey family home located on a quiet residential street in south-central Orillia. Situated on a standard-sized

32 Photos

9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$469900.0

Price drop by 6.0%

5 Beds
2 Baths
700-1100 sq-ft

Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten

42 Photos

34 Looker Drive, Simcoe, ON , MLS #S13801978 , Image - 1

34 Looker Drive Holly, Barrie, Simcoe, ON MLS® S13801978

Residential Freehold (Detached)

$1188000.0

5 +1 Beds
5 Baths
3000-3500 sq-ft

Welcome to this impressive and extensively upgraded 5-bedroom, 5-bathroom home in a desirable Barrie community, offering exceptional space, quality, a

40 Photos

90 McBride Trail, Simcoe, ON , MLS #S13808510 , Image - 1

90 McBride Trail Painswick South, Barrie, Simcoe, ON MLS® S13808510

Residential Freehold (Detached)

$999900.0

5 Beds
4 Baths
2500-3000 sq-ft

FIVE-BEDROOM MASTERPIECE IN SOUTHEAST BARRIE! Two-year-new home where luxury, design and upgrades come together on the most premium lots in the area!

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486 Hannah Street, Simcoe, ON , MLS #S13797614 , Image - 1

486 Hannah Street Midland, Simcoe, ON MLS® S13797614

Residential Freehold (Detached)

$499900.0

5 Beds
3 Baths
2000-2500 sq-ft

Discover this standout 3-Unit investment opportunity in a friendly Midland neighbourhood. This property features modern updates on 3 floors; ***Main F

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9 Penetang Street, Simcoe, ON , MLS #S13533376 , Image - 1

9 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S13533376

Residential Freehold (Triplex)

$699500.0

5 Beds
4 Baths
2500-3000 sq-ft

Income-producing legal triplex situated on an approximately 66 ft x 132 ft RM2-zoned lot in one of Barrie's most historic neighbourhoods. This substan

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58 O'Shaughnessy Crescent, Simcoe, ON , MLS #S13800168 , Image - 1

58 O'Shaughnessy Crescent Holly, Barrie, Simcoe, ON MLS® S13800168

Residential Freehold (Detached)

$1099000.0

5 +2 Beds
7 Baths
2000-2500 sq-ft

A Rare And Unique Gem Located In The Heart Of Barrie, This Extraordinary Single-Family Detached Home Offers An Incredible Opportunity For Large Famili

41 Photos

1275 Ramara Road 47 N/A, Simcoe, ON , MLS #S13049106 , Image - 1

1275 Ramara Road 47 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S13049106

Residential Freehold (Detached)

$2700000.0

Price drop by 15.1%

5 Beds
4 Baths
3000-3500 sq-ft

A rare opportunity to own one of lake Simcoe's most distinctive private estates, offering exceptional versatility on 2.5 acres of beautifully maintain

50 Photos

36 Oliver's Mill Road, Simcoe, ON , MLS #S13627956 , Image - 1

36 Oliver's Mill Road Minesing, Springwater, Simcoe, ON MLS® S13627956

Residential Freehold (Detached)

$1478800.0

5 Beds
5 Baths
3500-5000 sq-ft

Luxury Living Meets Exceptional Craftsmanship! Welcome to this extensively upgraded executive residence offering over 4,194 sqft. of elegant living sp

46 Photos

35 Kayla Crescent, Simcoe, ON , MLS #S13804138 , Image - 1

35 Kayla Crescent Collingwood, Simcoe, ON MLS® S13804138

Residential Freehold (Detached)

$1349000.0

5 Beds
3 Baths
2500-3000 sq-ft

A rare setting in Georgian Meadows. This beautifully presented 5-bedroom home offers approximately 2,717 sq. ft. above grade, mature landscaping and e

38 Photos

56 Redmond Crescent, Simcoe, ON , MLS #S13741744 , Image - 1

56 Redmond Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S13741744

Residential Freehold (Detached)

$1688000.0

5 Beds
6 Baths
3500-5000 sq-ft

Rarely Available 85-Ft x 145-Ft Lot In Prestigious Stonemanor Woods! Original Owner Of This 5-Bedroom Executive Home, Featuring Approximately 4,200 Sq

49 Photos

320 Birch Street, Simcoe, ON , MLS #S13736748 , Image - 1

320 Birch Street Collingwood, Simcoe, ON MLS® S13736748

Residential Freehold (Detached)

$1775000.0

5 Beds
5 Baths
1500-2000 sq-ft

Welcome to 320 Birch Street, ideally situated in Collingwood's coveted Treed Streets - one of the area's most established and sought-after neighbourho

50 Photos

1581 Port Stanton Parkway, Simcoe, ON , MLS #S13804268 , Image - 1

1581 Port Stanton Parkway Rural Severn, Severn, Simcoe, ON MLS® S13804268

Residential Freehold (Detached)

$1195000.0

5 Beds
5 Baths
3500-5000 sq-ft

Dreaming of a waterfront lake house? How about a charming farmhouse, PLUS a separate 3-season multigenerational/rental unit as well? Step back in time

Open House : Sat Oct 10, 10:00 AM to 12:00 PM

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63 Wood Crescent, Simcoe, ON , MLS #N13804214 , Image - 1

63 Wood Crescent Angus, Essa, Simcoe, ON MLS® N13804214

Residential Freehold (Detached)

$1045000.0

5 Beds
4 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Make yourself at home in this beautifully upgraded all-brick and stone residence by Sandiego Homes, offering

23 Photos

54 Williams Street, Simcoe, ON , MLS #S13803608 , Image - 1

54 Williams Street Collingwood, Simcoe, ON MLS® S13803608

Residential Freehold (Detached)

$1195000.0

5 Beds
4 Baths
2000-2500 sq-ft

Ideally located in the heart of one of Collingwood's most sought-after school districts, 54 Williams St. is a beautifully maintained home with 2,800+

40 Photos

26 Hearn Street, Simcoe, ON , MLS #N13723312 , Image - 1

26 Hearn Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13723312

Residential Freehold (Detached)

$1399555.0

5 Beds
4 Baths
3500-5000 sq-ft

Look No Further! This Ridgeland model by Sundance Homes-the only one of its kind-sits at the Highest Point of the Community with Golf Course Views and

49 Photos

20 King Street S, Simcoe, ON , MLS #N13802790 , Image - 1

20 King Street S Cookstown, Innisfil, Simcoe, ON MLS® N13802790

Residential Freehold (Detached)

$1399888.0

5 Beds
3 Baths
3000-3500 sq-ft

Welcome To 20 King Street S, Known As The King Victorian. A Rare Opportunity To Own A Beautifully Renovated Century Home Dating Back To1890, Offering

39 Photos

1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

1417 Gilford Road Gilford, Innisfil, Simcoe, ON MLS® N12662114

Residential Freehold (Detached)

$1399900.0

5 Beds
3 Baths
3000-3500 sq-ft

Here is your chance to own a stunning bungaloft-style home located in the tranquil Gilford, Ontario. This 5-bedroom, 3-bathroom residence offers over

48 Photos

1659 Emberton Way, Simcoe, ON , MLS #N13801752 , Image - 1

1659 Emberton Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13801752

Residential Freehold (Detached)

$1199000.0

5 Beds
5 Baths
3500-5000 sq-ft

Experience Luxury Living at Belle Aire Shores! Just moments from the shimmering shores of Lake Simcoe, this magnificent 3,600+ sq. ft. residence is a

8 Photos

1024 Ewart Street, Simcoe, ON , MLS #N13053244 , Image - 1

1024 Ewart Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13053244

Residential Freehold (Store W Apartment/Office)

$799999.0

5 +2 Beds
4 Baths
2500-3000 sq-ft

Discover an exceptional and versatile investment opportunity just steps from Lake Simcoe. This unique mixed-use property offers multiple income-genera

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5 Bedroom Houses for Sale in Simcoe Under $3M

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