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5 Bedroom Detached Houses for Sale in Simcoe, ON

Showing results 1 - 30 of 196

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: September 20, 2026

41 Photos

1275 Ramara Road 47 N/A, Simcoe, ON , MLS #S13049106 , Image - 1

1275 Ramara Road 47 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S13049106

Residential Freehold (Detached)

$2700000.0

Price drop by 15.1%

5 Beds
4 Baths
3000-3500 sq-ft

A rare opportunity to own one of lake Simcoe's most distinctive private estates, offering exceptional versatility on 2.5 acres of beautifully maintain

50 Photos

36 Oliver's Mill Road, Simcoe, ON , MLS #S13627956 , Image - 1

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

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35 Kayla Crescent, Simcoe, ON , MLS #S13804138 , Image - 1

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

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56 Redmond Crescent, Simcoe, ON , MLS #S13741744 , Image - 1

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

Residential Freehold (Detached)

$1688000.0

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

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

49 Photos

320 Birch Street, Simcoe, ON , MLS #S13736748 , Image - 1

320 Birch Street Collingwood, Simcoe, ON MLS® S13736748

Residential Freehold (Detached)

$1775000.0

5 Beds
5 Baths
1500-2000 sq-ft

Welcome to 320 Birch Street, ideally situated in Collingwood's coveted Treed Streets - one of the area's most established and sought-after neighbourho

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34 Looker Drive, Simcoe, ON , MLS #S13801978 , Image - 1

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

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1581 Port Stanton Parkway, Simcoe, ON , MLS #S13804268 , Image - 1

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

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63 Wood Crescent, Simcoe, ON , MLS #N13804214 , Image - 1

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

54 Williams Street, Simcoe, ON , MLS #S13803608 , Image - 1

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

26 Hearn Street, Simcoe, ON , MLS #N13723312 , Image - 1

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

20 King Street S, Simcoe, ON , MLS #N13802790 , Image - 1

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

1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

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

1659 Emberton Way, Simcoe, ON , MLS #N13801752 , Image - 1

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

38 Photos

15 Calypso Avenue, Simcoe, ON , MLS #S13736802 , Image - 1

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

44 Photos

7665 36/37 NOTTAWASAGA Side Road W, Simcoe, ON , MLS #S13496572 , Image - 1

7665 36/37 NOTTAWASAGA Side Road W Nottawa, Clearview, Simcoe, ON MLS® S13496572

Residential Freehold (Detached)

$2999000.0

Price drop by 14.3%

5 Beds
3 Baths
5000 + sq-ft

Prepare to be captivated. Set on 18 private acres overlooking the breathtaking Pretty River, this extraordinary custom-built log home is a masterpiece

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2014 Innisbrook Street, Simcoe, ON , MLS #N13795392 , Image - 1

2014 Innisbrook Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13795392

Residential Freehold (Detached)

$2398000.0

Price drop by 2.0%

5 +1 Beds
5 Baths
3500-5000 sq-ft

Location, Location & Location! Welcome To 2014 Innisbrook Street! This Luxurious Custom-Built 2-Storey Residence Offers An Exceptional Lifestyle On Al

Open House : Sat Sep 26, 11:00 AM to 01:00 PM

49 Photos

58 O'Shaughnessy Crescent, Simcoe, ON , MLS #S13800168 , Image - 1

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

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26 Birchwood Lane, Simcoe, ON , MLS #N13717762 , Image - 1

26 Birchwood Lane Rural Essa, Essa, Simcoe, ON MLS® N13717762

Residential Freehold (Detached)

$1748900.0

Price drop by 12.6%

5 Beds
6 Baths
3500-5000 sq-ft

Luxury Estate Living on a Premium 2.02-Acre Lot! This spectacular never-lived in detached home offers 5,000+sq.ft of luxurious living space, a 3-car

40 Photos

105 McKenzie Way, Simcoe, ON , MLS #N13700766 , Image - 1

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

15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

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

38 Photos

7 Stewart Crescent, Simcoe, ON , MLS #N13719860 , Image - 1

7 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N13719860

Residential Freehold (Detached)

$1549000.0

Price drop by 3.1%

5 +1 Beds
6 Baths
3500-5000 sq-ft

Extremely Rare Offering Prestigious Thornton Estates. Welcome to this exceptional family estate nestled in the highly sought-after Thornton Estates Co

15 Photos

486 Hannah Street, Simcoe, ON , MLS #S13797614 , Image - 1

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

50 Photos

3219 Hampshire Mills Line, Simcoe, ON , MLS #S13786308 , Image - 1

3219 Hampshire Mills Line Rural Severn, Severn, Simcoe, ON MLS® S13786308

Residential Freehold (Detached)

$2600000.0

5 Beds
5 Baths
3000-3500 sq-ft

Set on 1.4 acres, this exceptional five-bedroom estate offers over 6,400 sq. ft. of finished living space, thoughtfully expanded and renovated with a

32 Photos

1144 Wickham Road, Simcoe, ON , MLS #N13508276 , Image - 1

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

Residential Freehold (Detached)

$1049000.0

Price 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

23 ALGONQUIN Trail, Simcoe, ON , MLS #S13795866 , Image - 1

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

190 Strachan Trail, Simcoe, ON , MLS #N13741360 , Image - 1

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

8352 Main Lisle Street, Simcoe, ON , MLS #N13795436 , Image - 1

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

2997 Stone Ridge Boulevard, Simcoe, ON , MLS #S13559916 , Image - 1

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

2944 County Road 50 Road, Simcoe, ON , MLS #N13794682 , Image - 1

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

4082 Graham Road, Simcoe, ON , MLS #S13729646 , Image - 1

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

Open House : Sun Sep 20, 01:00 PM to 02:30 PM

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