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5 Bedroom Houses for Sale in Simcoe Under $5M

Showing results 1 - 30 of 42

With Square Yards Canada, you can explore a wide range of 5-Bedroom houses for sale under Under $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 $5M in Simcoe, ON. Each property boasts quality finishes and modern fixtures, ensuring your new home is affordable and stylish.

Last Updated: March 03, 2026

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58 Shepherd Drive, Simcoe, ON , MLS #S12710630 , Image - 1

58 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12710630

Residential Freehold (Detached)

$1138000.0

Price drop by 2.6%

5 Beds
5 Baths
3000-3500 sq-ft

Step into this stunning 2-year-new home featuring a sleek modern elevation and over 3,000 sqft of thoughtfully designed living space. With 5+1 bedroom

40 Photos

944 Larter Street, Simcoe, ON , MLS #N12834682 , Image - 1

944 Larter Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12834682

Residential Freehold (Detached)

$1225000.0

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

Top 5 Reasons You Will Love This Home: 1) The updated kitchen is a true showpiece, anchored by a massive centre island with quartz countertops and bre

50 Photos

41 Osborn Street, Simcoe, ON , MLS #N12832936 , Image - 1

41 Osborn Street Angus, Essa, Simcoe, ON MLS® N12832936

Residential Freehold (Detached)

$1349999.0

5 Beds
5 Baths
2500-3000 sq-ft

Welcome to a truly one-of-a-kind, custom-built home offering the perfect blend of luxury, functionality, and multi-generational living complete with y

46 Photos

10 Celestine Court, Simcoe, ON , MLS #S12831912 , Image - 1

10 Celestine Court Rural Tiny, Tiny, Simcoe, ON MLS® S12831912

Residential Freehold (Detached)

$820000.0

5 Beds
3 Baths
3000-3500 sq-ft

Awesome New renovation 2 storey spacious home, 4 bathrooms, 2 enclosed porches and large double car garage with inside entrance. 5 bedrooms, 2 large u

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

44 Photos

99 Wellington Street E, Simcoe, ON , MLS #S12112856 , Image - 1

99 Wellington Street E City Centre, Barrie, Simcoe, ON MLS® S12112856

Residential Freehold (Duplex)

$750000.0

Price drop by 6.2%

5 Beds
2 Baths
700-1100 sq-ft

Turn-Key Legal Duplex Bungalow in the Heart of Barrie. Welcome to 99 Wellington Street East, a beautifully maintained and thoughtfully upgraded legal

33 Photos

1649 Corsal Court, Simcoe, ON , MLS #N12822938 , Image - 1

1649 Corsal Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12822938

Residential Freehold (Detached)

$999000.0

5 Beds
4 Baths
3000-3500 sq-ft

ELEGANT FAMILY HOME SHOWCASING A DESIGNER KITCHEN, A SPA-LIKE PRIMARY SUITE, PREMIUM UPGRADES, & OVER 3,400 SQ FT OF STYLE! Discover refined living in

41 Photos

21 wintergreen Lane, Simcoe, ON , MLS #N12442716 , Image - 1

21 wintergreen Lane Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12442716

Residential Freehold (Detached)

$1569000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 21 Wintergreen Lane, a beautifully designed 3,850 sq. ft. detached luxury residence nestled in the heart of Colgans prestigious and family-

24 Photos

9 Sweet Cicely Street, Simcoe, ON , MLS #S12819994 , Image - 1

9 Sweet Cicely Street Midhurst, Springwater, Simcoe, ON MLS® S12819994

Residential Freehold (Detached)

$799900.0

5 +0 Beds
4 Baths
3000-3500 sq-ft

Discover 3,379 square feet of sophisticated living in this stunning Brookfield-built 5-bedroom home, set in the highly sought-after Midhurst Valley ne

36 Photos

98 Turtle Path, Simcoe, ON , MLS #S12816248 , Image - 1

98 Turtle Path Brechin, Ramara, Simcoe, ON MLS® S12816248

Residential Freehold (Detached)

$949000.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome To This Beautifully Designed Waterfront Home! Custom-Built In 1992, This Stunning Home Is Thoughtfully Designed For Year-Round Living And Offe

40 Photos

26 Hearn Street, Simcoe, ON , MLS #N12815978 , Image - 1

26 Hearn Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N12815978

Residential Freehold (Detached)

$1549500.0

5 Beds
4 Baths
3500-5000 sq-ft

The Ridgeland model by Sundance Homes-the only one of its kind-sits at the highest point of the community with golf course views and no home in front.

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3793 Ferretti Court, Simcoe, ON , MLS #N12096640 , Image - 1

3793 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12096640

Residential Freehold (Att/Row/Townhouse)

$3998000.0

5 Beds
6 Baths
3500-5000 sq-ft

Friday Harbour Brand new and never lived in. Absolutely one of a kind! 5 bedroom corner model with more than $1 million dollars spent on interior cust

40 Photos

88 Cook Street, Simcoe, ON , MLS #S12780166 , Image - 1

88 Cook Street Codrington, Barrie, Simcoe, ON MLS® S12780166

Residential Freehold (Detached)

$1250000.0

Price drop by 19.4%

5 Beds
3 Baths
3000-3500 sq-ft

Unique Custom Sprawling Modern Bungalow with Inground Pool, and triple car garage - ideally located in Barrie's East Ends Exclusive Area of Fine Homes

35 Photos

4 Thomas Street, Simcoe, ON , MLS #N12536452 , Image - 1

4 Thomas Street Glencairn, Adjala-Tosorontio, Simcoe, ON MLS® N12536452

Residential Freehold (Detached)

$999900.0

5 Beds
2 Baths
3000-3500 sq-ft

Welcome to a rare opportunity to own a home where timeless character meets space to grow. Perfect for first-time home buyers ready to put down roots o

49 Photos

136 Noble Drive, Simcoe, ON , MLS #N12803002 , Image - 1

136 Noble Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12803002

Residential Freehold (Detached)

$1238000.0

5 Beds
4 Baths
2500-3000 sq-ft

This impressive 2,784 sq. ft. home offers 5 bedrooms and 4 bathrooms, ideally located in the highly sought-after community of Bradford West Gwillimbur

50 Photos

150 Heritage Street, Simcoe, ON , MLS #N12800330 , Image - 1

150 Heritage Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12800330

Residential Freehold (Detached)

$1229900.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome to this spacious, thoughtfully-designed home tucked into a quiet pocket of Bradford, backing onto peaceful, lush trees. With countryside views

42 Photos

896 Booth Avenue, Simcoe, ON , MLS #N12798050 , Image - 1

896 Booth Avenue Alcona, Innisfil, Simcoe, ON MLS® N12798050

Residential Freehold (Detached)

$1299000.0

5 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to this stunning 5-bedroom family home nestled in a sought-after neighbourhood just steps from the lake and nearby parks! Situated in a quiet,

4 Photos

1 Sturgeon Bay Road, Simcoe, ON , MLS #S12784294 , Image - 1

1 Sturgeon Bay Road Coldwater, Severn, Simcoe, ON MLS® S12784294

Residential Freehold (Detached)

$599900.0

5 Beds
2 Baths
3500-5000 sq-ft

Welcome to 1 Sturgeon Bay Rd., a rare opportunity to own a remarkable piece of Ontario's history in the heart of Coldwater. Located in the historic vi

50 Photos

11 Park Trail, Simcoe, ON , MLS #S12732922 , Image - 1

11 Park Trail Midhurst, Springwater, Simcoe, ON MLS® S12732922

Residential Freehold (Detached)

$2399800.0

5 Beds
5 Baths
3500-5000 sq-ft

Discover timeless elegance in this stunning English Tudor estate, perched on a private 2.2 acre lot in prestigious Midhurst. Thoughtfully positioned a

26 Photos

125 Gardiner Drive N, Simcoe, ON , MLS #N12754170 , Image - 1

125 Gardiner Drive N Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12754170

Residential Freehold (Detached)

$1499000.0

5 +2 Beds
5 Baths
3500-5000 sq-ft

Stunning 2-Storey Detached 5-Bedroom Home on a Premium Lot Backing Onto a Park. Beautifully upgraded from top to bottom, this residence features a go

50 Photos

285 Maple Street, Simcoe, ON , MLS #S12754838 , Image - 1

285 Maple Street Collingwood, Simcoe, ON MLS® S12754838

Residential Freehold (Duplex)

$1625000.0

5 Beds
4 Baths
3500-5000 sq-ft

Charming Century Home on Coveted Tree Street in Central Collingwood. Nestled on one of Collingwood's most sought-after tree-lined streets, this beauti

49 Photos

69 CITYVIEW Circle, Simcoe, ON , MLS #S12746916 , Image - 1

69 CITYVIEW Circle Holly, Barrie, Simcoe, ON MLS® S12746916

Residential Freehold (Detached)

$1550000.0

5 +0 Beds
5 Baths
3000-3500 sq-ft

Discover this beautifully maintained home on a rare pie-shaped lot backing directly onto Ardagh Forest, offering unparalleled privacy and a peaceful,

49 Photos

1629 Corsal Court, Simcoe, ON , MLS #N12704560 , Image - 1

1629 Corsal Court Alcona, Innisfil, Simcoe, ON MLS® N12704560

Residential Freehold (Detached)

$1196900.0

5 Beds
4 Baths
3500-5000 sq-ft

Price to sell!! Looking for your updated dream house in Innisfil ,brand New Never Lived In, (3648SqFt )Breaker Elevation B Home from Fern brook belly

25 Photos

2139 Adjala-Tecumseth Townline, Simcoe, ON , MLS #N12742884 , Image - 1

2139 Adjala-Tecumseth Townline Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12742884

Residential Freehold (Detached)

$825000.0

5 Beds
2 Baths
1500-2000 sq-ft

THE OUTDOOR FREEDOM YOU CRAVE WITH INDOOR SPACE THAT LETS YOU DREAM BIG! It's the kind of property that catches you off guard in the best way because

22 Photos

62 Calypso Avenue, Simcoe, ON , MLS #S12481433 , Image - 1

62 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S12481433

Residential Freehold (Detached)

$1159900.0

5 Beds
4 Baths
3000-3500 sq-ft

Introducing this stunning brand new detached home built by reputable Sundance Homes.The Countryside Model boasting an impressive 3,323 sq ft of luxuri

44 Photos

290 Inverness Way, Simcoe, ON , MLS #N12737716 , Image - 1

290 Inverness Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12737716

Residential Freehold (Detached)

$1398000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to your dream home - a stunning, luxury 5-bedroom and 5-bathroom double car Garage detached house, nestled in one of Bradford's most sought-af

50 Photos

118 Lorne Thomas Place, Simcoe, ON , MLS #N12657312 , Image - 1

118 Lorne Thomas Place Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12657312

Residential Freehold (Detached)

$1160000.0

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to 118 Lorne Thomas Place, New Tecumseth. It is a gorgeous detached 3-story house 5 bed, 4 washroom with 2 car garage Brookfield model home av

38 Photos

10 12 Line N, Simcoe, ON , MLS #S12106183 , Image - 1

10 12 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12106183

Residential Freehold (Vacant Land)

$1539900.0

5 Beds
2 Baths
< 700 sq-ft

93.47 acres of farmland with amazing visual exposure of 1,555 feet right on busy Highway 11 perfectly positioned between Barrie and Orillia making thi

40 Photos

6643 3rd Line, Simcoe, ON , MLS #N12562584 , Image - 1

6643 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12562584

Residential Freehold (Detached)

$2999000.0

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

This stunning 6-bedroom, 6-bathroom bungalow on 10 acres just north of King offers luxurious living with the convenience of nearby amenities. The prop

38 Photos

7 Stewart Crescent, Simcoe, ON , MLS #N12592504 , Image - 1

7 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N12592504

Residential Freehold (Detached)

$1849000.0

Price drop by 2.6%

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

40 Photos

7609 Somerset Park, Simcoe, ON , MLS #S12448333 , Image - 1

7609 Somerset Park Rural Ramara, Ramara, Simcoe, ON MLS® S12448333

Residential Freehold (Detached)

$1495000.0

5 Beds
3 Baths
1500-2000 sq-ft

Your Severn River adventure awaits. Nestled at the end of a private road, this turnkey four-season sanctuary offers 137 feet of pristine Severn River

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