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5 Bedroom Houses for Sale in Simcoe Under $1M

Showing results 1 - 30 of 76

With Square Yards Canada, you can explore a wide range of 5-Bedroom houses for sale under Under $1M 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 $1M in Simcoe, ON. Each property boasts quality finishes and modern fixtures, ensuring your new home is affordable and stylish.


Last Updated: September 20, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
13 Photos
Last Updated : 9 Hours ago
9 Penetang Street, Simcoe, ON , MLS #S13533376 , Image - 1
Image With Blur overlay

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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
8 Photos
Last Updated : 2 Days ago
1024 Ewart Street, Simcoe, ON , MLS #N13053244 , Image - 1

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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
38 Photos
Last Updated : 2 Days ago
15 Calypso Avenue, Simcoe, ON , MLS #S13736802 , Image - 1

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15 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S13736802

Residential Freehold (Detached)

$999900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this impressive 3,723 sq. ft. Hawkstone design, built by award-winning Geranium in the sought-after Midhurst Valley community of Springwate
15 Photos
Last Updated : 3 Days ago
486 Hannah Street, Simcoe, ON , MLS #S13797614 , Image - 1

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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! Welcome to this well-maintained detached home in a sought-after Midland neighbourhood. This prop
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
50 Photos
Last Updated : 3 Days ago
23 ALGONQUIN Trail, Simcoe, ON , MLS #S13795866 , Image - 1

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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
48 Photos
Last Updated : 3 Days ago
8352 Main Lisle Street, Simcoe, ON , MLS #N13795436 , Image - 1

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8352 Main Lisle Street Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13795436

Residential Freehold (Detached)

$999900.0
  • 5 +6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Investor/Extended Family Opportunity on an oversized Lot! Situated on an expansive 82 x 602 ft lot backing onto a serene forest, this private propert
41 Photos
Last Updated : 3 Days ago
2997 Stone Ridge Boulevard, Simcoe, ON , MLS #S13559916 , Image - 1

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2997 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S13559916

Residential Freehold (Detached)

$799999.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Whether you're searching for a spacious single-family home, a true multigenerational property with a private in-law suite, or an investment opportunit
Open House : Sun Sep 20, 10:00 AM to 12:00 PM
32 Photos
Last Updated : 4 Days ago
14 Imperial Crown Lane, Simcoe, ON , MLS #S13554762 , Image - 1

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14 Imperial Crown Lane Innis-Shore, Barrie, Simcoe, ON MLS® S13554762

Residential Freehold (Detached)

$895000.0
price drop iconPrice drop by 3.2%
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Beautifully maintained and upgraded! Situated in this exclusive Royal Parkside Community of South Barrie* Walk to the beach on Wilkins walk or take a
Open House : Sun Sep 20, 11:00 AM to 01:00 PM
50 Photos
Last Updated : 4 Days ago
12 Orleans Avenue, Simcoe, ON , MLS #S13761356 , Image - 1

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12 Orleans Avenue Innis-Shore, Barrie, Simcoe, ON MLS® S13761356

Residential Freehold (Detached)

$999900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
*OPEN HOUSE SUNDAY SEP 20 AT 2-4 PM* Luxurious 3,100 SqFt Home! Stunning 4-bed + library (convertible 5th bed) on second floor home loaded with upgrad
Open House : Sun Sep 20, 01:00 PM to 03:00 PM
35 Photos
Last Updated : 4 Days ago
4 Thomas Street, Simcoe, ON , MLS #N13719912 , Image - 1

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4 Thomas Street Glencairn, Adjala-Tosorontio, Simcoe, ON MLS® N13719912

Residential Freehold (Detached)

$949900.0
  • 5 Beds
  • 2 Baths
  • 3000-3500 sq-ft
Timeless Character, Nearly 3 Acres & Endless Possibilities! Welcome to this remarkable late-1800s century home, beautifully set on nearly 3 acres of p
48 Photos
Last Updated : 4 Days ago
109 Brant Street E, Simcoe, ON , MLS #S13790002 , Image - 1

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109 Brant Street E Orillia, Simcoe, ON MLS® S13790002

Residential Freehold (Detached)

$749900.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Character. Space. Location. It's rare to get all three-especially in the North Ward. 1) Set on a quiet, treelined street just steps from Lake Couchich
30 Photos
Last Updated : 4 Days ago
642-644 Bay Street, Simcoe, ON , MLS #S13532098 , Image - 1

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

Residential Freehold (Duplex)

$419999.0
price drop iconPrice drop by 16.0%
  • 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
50 Photos
Last Updated : 5 Days ago
5494 Vasey Road, Simcoe, ON , MLS #S13667468 , Image - 1

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5494 Vasey Road Rural Tay, Tay, Simcoe, ON MLS® S13667468

Residential Freehold (Detached)

$899000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Twenty-six acres of maple bush, open field and forested trail, with a creek along the front of the property and a century brick farmhouse at the cente
50 Photos
Last Updated : 5 Days ago
71 Newton Street, Simcoe, ON , MLS #S13774198 , Image - 1

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71 Newton Street Wellington, Barrie, Simcoe, ON MLS® S13774198

Residential Freehold (Detached)

$899999.0
  • 5 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 71 Newton Street - an extensively renovated 2-storey home offering exceptional versatility, modern updates, and outstanding income potentia
50 Photos
Last Updated : 5 Days ago
2384 Whetham Road, Simcoe, ON , MLS #S13723554 , Image - 1

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2384 Whetham Road Rural Springwater, Springwater, Simcoe, ON MLS® S13723554

Residential Freehold (Detached)

$874900.0
  • 5 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 2384 Whetham Road. Located on a quiet, dead end road just steps from Orr Lake, this property offers nearly half an acre of land and approxi
41 Photos
Last Updated : 5 Days ago
7476 Ash Crescent, Simcoe, ON , MLS #S13718760 , Image - 1

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7476 Ash Crescent Rural Ramara, Ramara, Simcoe, ON MLS® S13718760

Residential Freehold (Detached)

$545000.0
price drop iconPrice drop by 3.5%
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Black River waterfront living just minutes from Washago! This 5-bedroom, 2-bathroom home offers a great mix of waterfront living, space and year-roun
27 Photos
Last Updated : 6 Days ago
3 Sallows Drive, Simcoe, ON , MLS #S13769174 , Image - 1

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3 Sallows Drive Rural Tay, Tay, Simcoe, ON MLS® S13769174

Residential Freehold (Detached)

$589900.0
  • 5 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Tucked away at the very end of Sallows Drive, this private property offers approximately 60 feet of east-facing Georgian Bay waterfront on a 60.64-by-
47 Photos
Last Updated : 6 Days ago
756 Champlain Road, Simcoe, ON , MLS #S13643974 , Image - 1

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756 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13643974

Residential Freehold (Detached)

$925000.0
price drop iconPrice drop by 5.1%
  • 5 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This is a rare opportunity you won't want to miss! Proudly owned by the original owners and offered for sale for the very first time, this property is
38 Photos
Last Updated : 7 Days ago
36 Sandringham Drive, Simcoe, ON , MLS #S13757598 , Image - 1

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36 Sandringham Drive Innis-Shore, Barrie, Simcoe, ON MLS® S13757598

Residential Freehold (Detached)

$990000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this spacious and beautifully maintained 3,134 sq. ft. family home in one of Southeast Barrie's most desirable neighbourhoods. Offering fiv
33 Photos
Last Updated : 7 Days ago
679 Simcoe Avenue W, Simcoe, ON , MLS #S13760122 , Image - 1

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679 Simcoe Avenue W Port McNicoll, Tay, Simcoe, ON MLS® S13760122

Residential Freehold (Detached)

$539000.0
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this beautifully updated five-bedroom , Two Bathroom, Two Kitchen brick bungalow home in the peaceful community of Port McNicoll, Ontario.
24 Photos
Last Updated : 7 Days ago
2048 Mcneil Street, Simcoe, ON , MLS #N13777618 , Image - 1

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2048 Mcneil Street Alcona, Innisfil, Simcoe, ON MLS® N13777618

Residential Freehold (Detached)

$949000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
A Beautiful Home In Innisfil, With Close To 3500 Sq Ft Above Ground Featuring 5 Br's And 4 Wr's. The Loft Has Been Converted To A Beautiful 5th Bedroo
46 Photos
Last Updated : 9 Days ago
27 Brandon Crescent, Simcoe, ON , MLS #S13774908 , Image - 1

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27 Brandon Crescent Orillia, Simcoe, ON MLS® S13774908

Residential Freehold (Detached)

$839900.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 27 Brandon Crescent - a beautifully renovated 2-storey family home tucked into a friendly, established Orillia neighbourhood. Offering 5 be
50 Photos
Last Updated : 9 Days ago
3938 Hogback Road, Simcoe, ON , MLS #S13739700 , Image - 1

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3938 Hogback Road Rural Clearview, Clearview, Simcoe, ON MLS® S13739700

Residential Freehold (Detached)

$999999.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Custom-built executive family home situated on a picturesque 1.2-acre lot, offering over 3,200 sq. ft. of beautifully finished living space above grad
Open House : Sun Sep 20, 10:00 AM to 12:00 PM
23 Photos
Last Updated : 9 Days ago
102 West Street N, Simcoe, ON , MLS #S13771100 , Image - 1

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102 West Street N Orillia, Simcoe, ON MLS® S13771100

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 0.0%
  • 5 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
A rare opportunity to own a legal, income-producing triplex in the heart of Orillia. Set on a generous lot with ample surface parking, this property o
31 Photos
Last Updated : 9 Days ago
77 Laidlaw Street, Simcoe, ON , MLS #S13635664 , Image - 1

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77 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13635664

Residential Freehold (Detached)

$595000.0
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Looking for a year-round home, cottage getaway, or investment opportunity just a short walk to the beach? This well-maintained 5-bedroom, 2-bathroom h
50 Photos
Last Updated : 9 Days ago
7 Coles Court, Simcoe, ON , MLS #S13760490 , Image - 1

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7 Coles Court Wasaga Beach, Simcoe, ON MLS® S13760490

Residential Freehold (Detached)

$799999.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 7 Coles Court, Wasaga Beach, tucked at the end of a quiet cul-de-sac with no through traffic. This beautifully updated raised bungalow sits
36 Photos
Last Updated : 9 Days ago
15 Valleybrook Road, Simcoe, ON , MLS #S13714714 , Image - 1

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15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13714714

Residential Freehold (Detached)

$924000.0
  • 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
35 Photos
Last Updated : 10 Days ago
43 Amelia Street S, Simcoe, ON , MLS #S13636338 , Image - 1

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43 Amelia Street S Codrington, Barrie, Simcoe, ON MLS® S13636338

Residential Freehold (Detached)

$869999.0
price drop iconPrice drop by 3.2%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
For nearly seven decades, this home has belonged to one family. Now, for the first time since it was built, it's next chapter begins in Barrie's sough
35 Photos
Last Updated : 11 Days ago
1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

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1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$499999.0
price drop iconPrice drop by 23.0%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo
50 Photos
Last Updated : 11 Days ago
1512 Champlain Road, Simcoe, ON , MLS #S13526650 , Image - 1

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1512 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13526650

Residential Freehold (Detached)

$700000.0
price drop iconPrice drop by 6.7%
  • 5 Beds
  • 2 Baths
  • 2500-3000 sq-ft
STEPS FROM WATERFRONT ACCESS TO GEORGIAN BAY! Welcome to this stunning 5-bedroom, 2-bathroom property with breathtaking views of Georgian Bay. Situate
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