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5 Bedroom Houses for Sale in Simcoe Under $1M

Showing results 1 - 30 of 74

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: November 05, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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46 Photos
Last Updated : 15 Hours ago
2944 County Road 50 Road, Simcoe, ON , MLS #N14150288 , Image - 1
Image With Blur overlay

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2944 County Road 50 Road Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N14150288

Residential Freehold (Detached)

$999000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 2944 County Road 50, Adjala-Tosorontio! Discover the perfect blend of modern comfort and peaceful country living in this beautifully renova
24 Photos
Last Updated : 21 Hours ago
6331 26 Highway, Simcoe, ON , MLS #S13863872 , Image - 1

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6331 26 Highway Rural Clearview, Clearview, Simcoe, ON MLS® S13863872

Residential Freehold (Detached)

$699900.0
  • 5 Beds
  • 1 Baths
  • 2000-2500 sq-ft
8.65 ACRES WITH ROOM TO GROW YOUR INVESTMENT! Set across expansive, cleared and level agricultural land along Highway 26, this century property offers
42 Photos
Last Updated : 1 Day ago
84 Gretzky Avenue, Simcoe, ON , MLS #S13865208 , Image - 1

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84 Gretzky Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13865208

Residential Freehold (Detached)

$842973.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
The list price includes an estimated amount for the temporary Enhanced Ontario New Housing HST Rebate. Buyer to verify eligibility and details. Welcom
Open House : Thu Nov 05, 11:00 AM to 01:00 PM
35 Photos
Last Updated : 1 Day 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
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
49 Photos
Last Updated : 2 Days ago
61 Dyer Drive, Simcoe, ON , MLS #S13652550 , Image - 1

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61 Dyer Drive Wasaga Beach, Simcoe, ON MLS® S13652550

Residential Freehold (Detached)

$715000.0
price drop iconPrice drop by 2.4%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 61 Dyer Drive, a beautifully maintained family home offering over 2,500 sq. ft. of finished living space in one of Wasaga Beach's most desi
36 Photos
Last Updated : 2 Days ago
15 Valleybrook Road, Simcoe, ON , MLS #S14131630 , Image - 1

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

Residential Freehold (Detached)

$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
40 Photos
Last Updated : 2 Days ago
326 Lafontaine Road W, Simcoe, ON , MLS #S14140888 , Image - 1

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326 Lafontaine Road W Lafontaine, Tiny, Simcoe, ON MLS® S14140888

Residential Freehold (Detached)

$490000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
This spacious 5-bedroom home offers a versatile layout, premium features, and rare C5 zoning for endless possibilities. Featuring approximately 2,400
44 Photos
Last Updated : 2 Days ago
2 Seeley Court, Simcoe, ON , MLS #S14139656 , Image - 1

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2 Seeley Court Wasaga Beach, Simcoe, ON MLS® S14139656

Residential Freehold (Detached)

$899900.0
  • 5 +1 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully updated all-brick family home situated on a private, maturely treed 0.45-acre lot in one of Wasaga Beach's most desirable
41 Photos
Last Updated : 2 Days ago
254 Grove Street E, Simcoe, ON , MLS #S14139380 , Image - 1

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254 Grove Street E Wellington, Barrie, Simcoe, ON MLS® S14139380

Residential Freehold (Detached)

$749000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 254 Grove Street East, a beautifully updated 5 bedroom, 2 bathroom home in a convenient Barrie location close to RVH, Georgian College, sch
14 Photos
Last Updated : 2 Days ago
79 Barrie Street, Simcoe, ON , MLS #N14138494 , Image - 1

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79 Barrie Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14138494

Residential Freehold (Detached)

$689000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Great Opportunity to Own a Corner Investment Property Just steps to Busy Downtown Bradford! Perfect for business use or a residential income property
35 Photos
Last Updated : 2 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
49 Photos
Last Updated : 3 Days ago
29 TECUMSETH Street, Simcoe, ON , MLS #S14118302 , Image - 1

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29 TECUMSETH Street Orillia, Simcoe, ON MLS® S14118302

Residential Freehold (Detached)

$789000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just a
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
20 Photos
Last Updated : 3 Days ago
874 Cedar Point Road, Simcoe, ON , MLS #S14137558 , Image - 1

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874 Cedar Point Road Rural Tiny, Tiny, Simcoe, ON MLS® S14137558

Residential Freehold (Detached)

$474990.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Character, Charm & Country Living! Discover the warmth and timeless appeal of this charming two storey country home, offering an abundance of space, c
48 Photos
Last Updated : 3 Days ago
76 CALYPSO Avenue, Simcoe, ON , MLS #S13834102 , Image - 1

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76 CALYPSO Avenue Midhurst, Springwater, Simcoe, ON MLS® S13834102

Residential Freehold (Detached)

$949000.0
price drop iconPrice drop by 3.1%
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome To 76 Calypso Ave In Sought-After Midhurst! This Exceptional 5 Bedrooms, 4 Bathroom Detached 2-Storey Home Sits On A Premium Ravine Lot And Of
50 Photos
Last Updated : 5 Days ago
3992 Penetanguishene Road, Simcoe, ON , MLS #S13879982 , Image - 1

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3992 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S13879982

Residential Freehold (Detached)

$989000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome To Your Private Retreat In The Heart Of Nature. Situated On 8.06 Acres Of Complete Privacy, This Almost 2,500 Sq. Ft. Bungalow Offers An Incre
22 Photos
Last Updated : 5 Days ago
246 Mary Street, Simcoe, ON , MLS #S14125536 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S14125536

Residential Freehold (Detached)

$450000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th
50 Photos
Last Updated : 6 Days ago
3938 Hogback Road, Simcoe, ON , MLS #S14129110 , Image - 1

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3938 Hogback Road Rural Clearview, Clearview, Simcoe, ON MLS® S14129110

Residential Freehold (Detached)

$925000.0
  • 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
14 Photos
Last Updated : 7 Days ago
77 Calypso Avenue, Simcoe, ON , MLS #S14127616 , Image - 1

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77 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S14127616

Residential Freehold (Detached)

$920000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Beautiful 4-bedroom detached home featuring 3.5 bathrooms, no sidewalk, and separate living and family rooms. Conveniently located close to shopping,
49 Photos
Last Updated : 7 Days ago
35 Glenridge Road, Simcoe, ON , MLS #S14105520 , Image - 1

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35 Glenridge Road Allandale Heights, Barrie, Simcoe, ON MLS® S14105520

Residential Freehold (Detached)

$789000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Pride of ownership shines throughout this bright and spacious 5-bedroom family home offering 2,023 sq. ft. above ground level! Featuring a huge 4-car
49 Photos
Last Updated : 8 Days ago
244 Warden Street, Simcoe, ON , MLS #S14123180 , Image - 1

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244 Warden Street Stayner, Clearview, Simcoe, ON MLS® S14123180

Residential Freehold (Detached)

$897000.0
  • 5 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 244 Warden Street, Stayer, a stunning detached home only 6 months old offering approximately 3,500 sq. ft. of beautifully designed living s
17 Photos
Last Updated : 8 Days ago
2670 SOUTH SPARROW LAKE Road, Simcoe, ON , MLS #S14122352 , Image - 1

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2670 SOUTH SPARROW LAKE Road Rural Severn, Severn, Simcoe, ON MLS® S14122352

Residential Freehold (Detached)

$949000.0
  • 5 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This is 57 Acres of Private Paradise! Enjoy approximately 57 acres of picturesque countryside with a private driveway leading to two homes on the prop
48 Photos
Last Updated : 9 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)

$679900.0
price drop iconPrice drop by 9.3%
  • 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
43 Photos
Last Updated : 9 Days ago
62 George Street E, Simcoe, ON , MLS #S13860082 , Image - 1

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62 George Street E Creemore, Clearview, Simcoe, ON MLS® S13860082

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 3.2%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 62 George Street East, a spacious family home set on an impressive property in the heart of Creemore.Offering 5 bedrooms and 2 bathrooms wi
43 Photos
Last Updated : 10 Days ago
9992 Hwy 12 Highway, Simcoe, ON , MLS #S13513504 , Image - 1

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9992 Hwy 12 Highway Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13513504

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 4.8%
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Check out this solid, older 5-bedroom, 3-bathroom home with a double car garage at 9992 Highway 12, just past Warminster and only minutes from Orillia
49 Photos
Last Updated : 10 Days ago
616 Mika Street, Simcoe, ON , MLS #N13882908 , Image - 1

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616 Mika Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13882908

Residential Freehold (Detached)

$897507.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
The list price includes an estimated amount for the temporary Enhanced Ontario New Housing HST Rebate. Buyer to verify eligibility and details. Welcom
23 Photos
Last Updated : 12 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13856932 , Image - 1

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323 Crawford Street Orillia, Simcoe, ON MLS® S13856932

Residential Freehold (Detached)

$559900.0
price drop iconPrice drop by 6.7%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 323 Crawford Street in Orillia's South Ward! This fully vacant legal duplex offers the perfect blend of comfortable living and income poten
47 Photos
Last Updated : 12 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
36 Photos
Last Updated : 13 Days ago
259 Centre Street W, Simcoe, ON , MLS #S14108344 , Image - 1

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259 Centre Street W Stayner, Clearview, Simcoe, ON MLS® S14108344

Residential Freehold (Detached)

$975000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 259 Centre Street, an exceptional executive home built in 2023, offering modern design, premium upgrades, and outstanding flexibility for t
16 Photos
Last Updated : 13 Days ago
24 Lee Avenue, Simcoe, ON , MLS #N14107604 , Image - 1

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24 Lee Avenue Angus, Essa, Simcoe, ON MLS® N14107604

Residential Freehold (Detached)

$500000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
REIMAGINE THE POSSIBILITIES AT THIS 5-BEDROOM BUNGALOW WITH TWO SELF-CONTAINED LIVING AREAS ON AN EXPANSIVE 86 X 174 FT CORNER LOT! Situated in an est
44 Photos
Last Updated : 13 Days ago
6 Henderson Street, Simcoe, ON , MLS #N14032368 , Image - 1

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6 Henderson Street Baxter, Essa, Simcoe, ON MLS® N14032368

Residential Freehold (Detached)

$999900.0
  • 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
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