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5 Bedroom Houses for Sale in Simcoe Under $10M - P2

Showing results 31 - 60 of 218
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)
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
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.
50 Photos
Last Updated : 4 Days ago
4082 Graham Road, Simcoe, ON , MLS #S13729646 , Image - 1

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4082 Graham Road Rural Severn, Severn, Simcoe, ON MLS® S13729646

Residential Freehold (Detached)

$1875000.0
  • 5 Beds
  • 2 Baths
  • 3000-3500 sq-ft
TEA LAKE - TURN KEY AND READY TO ENJOY Imagine, Arrive, unpack and start enjoying Cottage Life. Just Bring your Groceries! 236 ft of Beautiful SOUTHER
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
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
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
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
49 Photos
Last Updated : 4 Days ago
2804 9th Line, Simcoe, ON , MLS #N13769878 , Image - 1

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2804 9th Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13769878

Residential Freehold (Detached)

$2650000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Spectacular 175-year-old, 5 bedroom, 4 bathroom century home situated on a private, stunning 10 acre lot featuring a picturesque pond & stream. Every
Open House : Sun Sep 27, 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
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
35 Photos
Last Updated : 4 Days ago
1466 Broderick Street, Simcoe, ON , MLS #N13701598 , Image - 1

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1466 Broderick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13701598

Residential Freehold (Detached)

$1299990.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this beautifully upgraded premium 50' lot home offering over 3,700 sq. ft. of above-grade living space, blending luxury, comfort, and funct
43 Photos
Last Updated : 4 Days ago
3778 Vasey Road, Simcoe, ON , MLS #S13710142 , Image - 1

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3778 Vasey Road Rural Tay, Tay, Simcoe, ON MLS® S13710142

Residential Freehold (Detached)

$2474900.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
75 FORESTED ACRES of quiet luxury in Tay. Long, paved, tree-lined winding driveway leads to this UNIQUE CUSTOM EXECUTIVE HOME, offering unmatched priv
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
19 Photos
Last Updated : 5 Days ago
24 Twinleaf Crescent, Simcoe, ON , MLS #N13523148 , Image - 1

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24 Twinleaf Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13523148

Residential Freehold (Detached)

$1737990.0
price drop iconPrice drop by 5.1%
  • 5 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome to this brand-new, never-lived-in 5-bedroom detached home by Tribute Communities, offering 5,100 sq. ft. of thoughtfully designed living space
17 Photos
Last Updated : 5 Days ago
7369 5th Side Road, Simcoe, ON , MLS #N13467990 , Image - 1

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7369 5th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13467990

Residential Freehold (Rural Residential)

$1997000.0
price drop iconPrice drop by 7.1%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This property offers a prime location, immediately abutting the border of New Tecumseth, with two road frontages for easy access. The 2610sq.ft. farmh
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
47 Photos
Last Updated : 5 Days ago
625 Aberdeen Boulevard, Simcoe, ON , MLS #S13678340 , Image - 1

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625 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13678340

Residential Freehold (Detached)

$1999000.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
A rare offering on Georgian Bay in Midland, just 90 minutes from the GTA: a private, deep-water lot with your own dock and full shoreline ownership ri
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
3719 Mangusta Court, Simcoe, ON , MLS #N13144370 , Image - 1

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3719 Mangusta Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13144370

Residential Freehold (Att/Row/Townhouse)

$3068000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Absolutely Stunning Turn-Key End Unit Waterfront Townhome Offering 3,550 Sq.Ft. Of Luxury Living Across 3 Levels In Friday Harbour. Located Within The
3 Photos
Last Updated : 6 Days ago
1651 Peninsula Pt Road, Simcoe, ON , MLS #S13736230 , Image - 1
1651 Peninsula Pt Road Rural Severn, Severn, Simcoe, ON MLS® S13736230

Residential Freehold (Detached)

$1298000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stunning custom-built waterfront detached home, only 5 years old, showcasing modern architecture with soaring cathedral ceilings, dramatic open-to-abo
46 Photos
Last Updated : 6 Days ago
1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

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1174 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13151618

Residential Freehold (Detached)

$1199900.0
price drop iconPrice drop by 17.2%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this prope
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
1 Photos
Last Updated : 6 Days ago
1946 Wilkinson Street, Simcoe, ON
1946 Wilkinson Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13778464

Residential Freehold (Detached)

$1525000.0
  • 5 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptionally Designed Custom built home, nestled on 1.45 Estate property, surrounded by pristine luxury and desirable prime real estate location - Th
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.
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