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5 Bedroom Houses for Sale in Simcoe Under $1.5M

Showing results 1 - 30 of 151

With Square Yards Canada, you can explore a wide range of 5-Bedroom houses for sale under Under $1.5M 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 $1.5M 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)
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  • Square Feet(Hi-Lo)
13 Photos
Last Updated : 10 Hours ago
9 Penetang Street, Simcoe, ON , MLS #S13533376 , Image - 1
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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
49 Photos
Last Updated : 12 Hours ago
58 O'Shaughnessy Crescent, Simcoe, ON , MLS #S13800168 , Image - 1

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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
Open House : Sun Sep 20, 12:00 PM to 03:00 PM
50 Photos
Last Updated : 1 Day ago
36 Oliver's Mill Road, Simcoe, ON , MLS #S13627956 , Image - 1

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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
Open House : Sun Sep 20, 10:00 AM to 12:00 PM
46 Photos
Last Updated : 1 Day ago
35 Kayla Crescent, Simcoe, ON , MLS #S13804138 , Image - 1

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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
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
42 Photos
Last Updated : 2 Days ago
34 Looker Drive, Simcoe, ON , MLS #S13801978 , Image - 1

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

Residential Freehold (Detached)

$1188000.0
  • 5 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
Open House : Sun Sep 20, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 2 Days ago
1581 Port Stanton Parkway, Simcoe, ON , MLS #S13804268 , Image - 1

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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
13 Photos
Last Updated : 2 Days ago
63 Wood Crescent, Simcoe, ON , MLS #N13804214 , Image - 1

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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
Last Updated : 2 Days ago
54 Williams Street, Simcoe, ON , MLS #S13803608 , Image - 1

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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
Last Updated : 2 Days ago
26 Hearn Street, Simcoe, ON , MLS #N13723312 , Image - 1

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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
Last Updated : 2 Days ago
20 King Street S, Simcoe, ON , MLS #N13802790 , Image - 1

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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
Last Updated : 2 Days ago
1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

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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
Last Updated : 2 Days ago
1659 Emberton Way, Simcoe, ON , MLS #N13801752 , Image - 1

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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
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
40 Photos
Last Updated : 3 Days ago
105 McKenzie Way, Simcoe, ON , MLS #N13700766 , Image - 1

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105 McKenzie Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13700766

Residential Freehold (Detached)

$1377000.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome To A Beautiful & Modern 5 Bedroom Home In a Family Friendly Area With a Bright Open Concept Layout & Custom Finishings Throughout The House. A
49 Photos
Last Updated : 3 Days ago
15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

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15 Private McKay Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13623426

Residential Freehold (Detached)

$1485000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to the Highlander at Craighurst Crossing, where timeless modern farmhouse architecture meets exceptional craftsmanship in one of Oro-Medonte's
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
32 Photos
Last Updated : 3 Days ago
1144 Wickham Road, Simcoe, ON , MLS #N13508276 , Image - 1

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1144 Wickham Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13508276

Residential Freehold (Detached)

$1049000.0
price drop iconPrice drop by 4.5%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Light bright and spacious this rare 5 bedroom model in Fernbrook Homes Bell Aire Shores community is well worth viewing. 3600 sq ft of living area mea
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
49 Photos
Last Updated : 3 Days ago
190 Strachan Trail, Simcoe, ON , MLS #N13741360 , Image - 1

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190 Strachan Trail Beeton, New Tecumseth, Simcoe, ON MLS® N13741360

Residential Freehold (Detached)

$1349900.0
  • 5 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome home to this stunning, 3,800 sq. ft. executive residence in the growing community of Beeton. Backing onto serene greenspace with coveted south
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
46 Photos
Last Updated : 4 Days ago
2944 County Road 50 Road, Simcoe, ON , MLS #N13794682 , Image - 1

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2944 County Road 50 Road Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N13794682

Residential Freehold (Detached)

$1150000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully renovated country home with 5 bedrooms and 2 bathrooms, where modern updates meet spacious living and a peaceful setting.
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
30 Photos
Last Updated : 4 Days ago
7701 Doner Drive, Simcoe, ON , MLS #S13792886 , Image - 1

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7701 Doner Drive Washago, Severn, Simcoe, ON MLS® S13792886

Residential Freehold (Detached)

$1349900.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Breathtaking Waterfront Retreat with Stunning Lake Views and Incredible Sunrises. Welcome to this beautifully fully renovated 5-bedroom waterfront hom
20 Photos
Last Updated : 4 Days ago
1454 Tomkins Road, Simcoe, ON , MLS #N13792744 , Image - 1

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1454 Tomkins Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13792744

Residential Freehold (Detached)

$1077000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Built by the award-winning Bayview Wellington Homes, a trusted builder with over 40 years of experience, this exceptional, fully detached all-brick ho
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
43 Photos
Last Updated : 4 Days ago
29 SANFORD Circle, Simcoe, ON , MLS #S13783696 , Image - 1

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29 SANFORD Circle Centre Vespra, Springwater, Simcoe, ON MLS® S13783696

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
WELCOME TO LUXURY SCALE IN SPRINGWATER. Nestled on a premium lot, 29 Sanford Circle represents a rare opportunity boasting a monumental 4,269 sq ft of
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
Shortlisted Properties
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