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5 Bedroom Detached Houses for Sale in Simcoe, ON

Showing results 1 - 30 of 172

At Square Yards Canada, explore a selection of 5-Bedroom detached houses for sale in Simcoe with spacious living areas and modern finishes. Browse through detailed brochures to discover unique community amenities like gyms, pool areas, and more. Choose your preferred number of bathrooms, filter properties by age from our listings, and buy the best 5-Bedroom detached houses for sale in Simcoe. With a variety of Simcoe 5-Bedroom detached houses for sale, you are sure to find the perfect home that suits your needs.


Last Updated: November 04, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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47 Photos
Last Updated : 6 Hours ago
291 Third Street, Simcoe, ON , MLS #S13811550 , Image - 1
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291 Third Street Collingwood, Simcoe, ON MLS® S13811550

Residential Freehold (Detached)

$2375000.0
price drop iconPrice drop by 5.0%
  • 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
40 Photos
Last Updated : 7 Hours ago
36 TURTLE Path, Simcoe, ON , MLS #S13429126 , Image - 1

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36 TURTLE Path Brechin, Ramara, Simcoe, ON MLS® S13429126

Residential Freehold (Detached)

$1600000.0
  • 5 +0 Beds
  • 5 Baths
  • 5000 + sq-ft
Indulge in the epitome of opulence and tranquility at 36 Turtle Path, an enchanting waterfront haven nestled within the breathtaking labyrinth of cana
24 Photos
Last Updated : 8 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
45 Photos
Last Updated : 9 Hours ago
83 Vasey Road, Simcoe, ON , MLS #N13846494 , Image - 1

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83 Vasey Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13846494

Residential Freehold (Detached)

$1449999.0
price drop iconPrice drop by 9.4%
  • 5 +3 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 2 year old modern luxury residence offering approx. 3,200 sq ft above grade plus 1,400 sq ft of beautifully finished basem
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
29 Photos
Last Updated : 10 Hours ago
28 Samuel Crescent, Simcoe, ON , MLS #S14011292 , Image - 1

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28 Samuel Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S14011292

Residential Freehold (Detached)

$1149000.0
price drop iconPrice drop by 4.2%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
5-Bedroom Home Offering A Spacious, No-Nonsense Floor Plan Designed For Everyday Living And Effortless Entertaining. The Open-Concept Main Floor Featu
35 Photos
Last Updated : 12 Hours ago
1784 Tiny Beaches Road S, Simcoe, ON , MLS #S13733826 , Image - 1

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1784 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13733826

Residential Freehold (Detached)

$1490000.0
  • 5 +2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A gorgeous Georgian Bay waterfront where a sandy beach and a spacious family retreat come together in one of Southern Tiny's most desirable shoreline
28 Photos
Last Updated : 22 Hours ago
70 Shipley Avenue, Simcoe, ON , MLS #S13846838 , Image - 1

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70 Shipley Avenue Collingwood, Simcoe, ON MLS® S13846838

Residential Freehold (Detached)

$1198000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
STUNNING 2 STOREY HOME IN SUMMIT VIEW COMMUNITY. BACKING ONTO RAVINE! DEEP LOT! CLYDESDAL MODEL WITH 2600 SQFT. 9'CEILING, OPEN CONCEPT. 5 BEDROOMS, 3
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
50 Photos
Last Updated : 1 Day ago
68 Coldwater Road, Simcoe, ON , MLS #S14087500 , Image - 1

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68 Coldwater Road Coldwater, Severn, Simcoe, ON MLS® S14087500

Residential Freehold (Detached)

$1250000.0
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
A rare opportunity in the heart of Coldwater! Nestled on approx. 1.5 acres along the picturesque Coldwater River, this stunning and inviting 3,500+ sq
26 Photos
Last Updated : 1 Day ago
125 Gardiner Drive N, Simcoe, ON , MLS #N14028992 , Image - 1

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125 Gardiner Drive N Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14028992

Residential Freehold (Detached)

$1345000.0
price drop iconPrice drop by 2.9%
  • 5 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional 5-bedroom, 2-storey detached home, ideally situated on a premium lot backing directly onto a park. Offering an unbeatable
40 Photos
Last Updated : 1 Day ago
50 Concession Rd 2 N/A W, Simcoe, ON , MLS #S14143516 , Image - 1

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50 Concession Rd 2 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S14143516

Residential Freehold (Detached)

$1349900.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
20 Acres. River Views. Endless Possibilities.Imagine waking up to the sounds of nature, enjoying your morning coffee overlooking the Wye River, and ha
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
50 Photos
Last Updated : 1 Day ago
2263 Lozenby Street, Simcoe, ON , MLS #N14143206 , Image - 1

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2263 Lozenby Street Alcona, Innisfil, Simcoe, ON MLS® N14143206

Residential Freehold (Detached)

$1149999.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautifully appointed five bedroom home set on a quiet cul-de-sac in the desirable Alcona community, ideally
Open House : Sat Nov 07, 02:30 PM to 04:00 PM
32 Photos
Last Updated : 1 Day 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
38 Photos
Last Updated : 2 Days ago
56 Redmond Crescent, Simcoe, ON , MLS #S13741744 , Image - 1

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

Residential Freehold (Detached)

$1490000.0
  • 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
32 Photos
Last Updated : 2 Days ago
1373 Lawson Street, Simcoe, ON , MLS #N14131846 , Image - 1

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Unit-Lot 6, 1373 Lawson Street Alcona, Innisfil, Simcoe, ON MLS® N14131846

Residential Freehold (Detached)

$1329990.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 1373 Lawson Street. Your modern beachside retreat awaits. This stunning five year old corner estate in coveted Alcona offers over 3,200 squ
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
50 Photos
Last Updated : 2 Days ago
12 Walker Road, Simcoe, ON , MLS #S14133992 , Image - 1

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12 Walker Road Rural Tiny, Tiny, Simcoe, ON MLS® S14133992

Residential Freehold (Detached)

$2695500.0
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
A RARE GEORGIAN BAY WATERFRONT LEGACY - WHERE WHITE SANDY BEACHES, EXTRAORDINARY CRAFTSMANSHIP AND TIMELESS DESIGN COME TOGETHER.Set along the pristin
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
45 Photos
Last Updated : 2 Days ago
1836 Quantz Crescent, Simcoe, ON , MLS #N14124940 , Image - 1

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1836 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N14124940

Residential Freehold (Detached)

$1999900.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Surrounded by lush greenery and mature trees, this exceptional custom-built residence in an exclusive Innisfil enclave offers a private country retrea
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
50 Photos
Last Updated : 2 Days ago
30 Neilly Terrace, Simcoe, ON , MLS #N14137994 , Image - 1

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30 Neilly Terrace Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14137994

Residential Freehold (Detached)

$1299000.0
  • 5 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome To 30 Neilly Terrace, An Exceptional, Approximately 5-Year-Old Detached Residence Built By Renowned Builder CountryWide Homes, Offering Approx
49 Photos
Last Updated : 2 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 : 2 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 : 2 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 : 4 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
Shortlisted Properties
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