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Detached Houses Under $5M for Sale in Simcoe, ON

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Square Yards Canada can assist you in finding the ideal detached homes in Simcoe. Browse the options of several detached homes for sale Under $5M in Simcoe comprising 1 to 5 beds. The detached houses for sale Under $5M in Simcoe are listed by owners and brokers offering first-rate amenities and services in upscale neighbourhoods in Simcoe.

Last Updated: July 16, 2025

11 Photos

103 Garbutt Crescent, Simcoe, ON , MLS #S12243009 , Image - 1

103 Garbutt Crescent Collingwood, Simcoe, ON MLS® S12243009

Residential Freehold (Detached)

$1099000.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

***Income potential*** In addition to this exceptional family home on a premium corner lot in Mountaincroft, is a complete & legal accessory apartment

39 Photos

239 Warnica Road, Simcoe, ON , MLS #S12262271 , Image - 1

239 Warnica Road Innis-Shore, Barrie, Simcoe, ON MLS® S12262271

Residential Freehold (Detached)

$799000.0

2 +3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your Bright, Open Concept Bungalow in Sought-After South East Barrie - 5 Bedrooms; 2 Bathrooms - 75 x 200 Ft Lot - Separate Entrance - EV P

21 Photos

8 Ronald Avenue, Simcoe, ON , MLS #S12262542 , Image - 1

8 Ronald Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S12262542

Residential Freehold (Detached)

$739000.0

4 Beds
3 Baths
1100-1500 sq-ft

Solidly built 3+1 bedroom, 3 full bath, all brick bungalow presents a fantastic opportunity for a family seeking to build equity on top of having a co

15 Photos

9 Beverly Street, Simcoe, ON , MLS #S12289742 , Image - 1

9 Beverly Street Elmvale, Springwater, Simcoe, ON MLS® S12289742

Residential Freehold (Detached)

$832990.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome Home to 9 Beverly Street! You will feel right at home in this wonderful 3 Bedroom family home, complete with features that your family is look

47 Photos

35 Argyle Avenue, Simcoe, ON , MLS #S12028222 , Image - 1

35 Argyle Avenue Orillia, Simcoe, ON MLS® S12028222

Residential Freehold (Detached)

$649000.0

Price drop by 7.2%

3 +1 Beds
1 Baths
700-1100 sq-ft

Welcome to 35 Argyle Ave. This recently renovated Home has 3 Bedrooms and 1 full Bathroom on the main floor and a Basement Apartment with a full Bathr

6 Photos

122 Raglan Street, Simcoe, ON , MLS #N12134730 , Image - 1

122 Raglan Street Angus, Essa, Simcoe, ON MLS® N12134730

Residential Freehold (Detached)

$565000.0

Price drop by 1.7%

2 +1 Beds
1 Baths
< 700 sq-ft

Charming Detached Home Backing On To Angus Morrison PS. Amazing Starter With Bright Living Space, 2 Bedrooms Plus 2nd Floor Loft, Open Concept Kitchen

40 Photos

7519 East River Road, Simcoe, ON , MLS #S12233752 , Image - 1

7519 East River Road Rural Ramara, Ramara, Simcoe, ON MLS® S12233752

Residential Freehold (Detached)

$625000.0

Price drop by 6.0%

3 Beds
2 Baths
700-1100 sq-ft

Three bedroom raised bungalow minutes from Washago and Highway 11, set back from the road on a level 0.8 acre lot with good privacy. The main floor ha

42 Photos

125 Dean Avenue, Simcoe, ON , MLS #S12203632 , Image - 1

125 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12203632

Residential Freehold (Detached)

$869000.0

Price drop by 2.2%

4 +1 Beds
3 Baths
2000-2500 sq-ft

Welcome to 125 Dean Ave - a beautifully updated 4+1 bedroom, 3 bathroom home in one of Barries most sought-after neighbourhoods. Offering over 2,300 s

50 Photos

1850 Mill Street, Simcoe, ON , MLS #N12243677 , Image - 1

1850 Mill Street Alcona, Innisfil, Simcoe, ON MLS® N12243677

Residential Freehold (Detached)

$789000.0

4 Beds
4 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained all-brick 3-bedroom home, perfectly situated just minutes from Innisfil Beach Park. The main floor offers hardw

33 Photos

40 Benjamin Lane, Simcoe, ON , MLS #S12284770 , Image - 1

40 Benjamin Lane Painswick South, Barrie, Simcoe, ON MLS® S12284770

Residential Freehold (Detached)

$829999.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to the kind of home that doesn't come around often and when it does, it doesn't stay long! This bright and inviting 2-story beauty offers 1,96

Open House : Sat Jul 19, 12:00 PM to 02:00 PM

35 Photos

15 Thomson Street, Simcoe, ON , MLS #S12188354 , Image - 1

15 Thomson Street Queen's Park, Barrie, Simcoe, ON MLS® S12188354

Residential Freehold (Detached)

$659900.0

3 +1 Beds
3 Baths
700-1100 sq-ft

Located in the heart of Barries vibrant City Centre, this 3+1 bedroom, 2.5 bathroom home effortlessly blends character, functionality, and rustic char

50 Photos

44 Rodcliff Road, Simcoe, ON , MLS #N12164390 , Image - 1

44 Rodcliff Road Tottenham, New Tecumseth, Simcoe, ON MLS® N12164390

Residential Freehold (Detached)

$1489000.0

2 +2 Beds
5 Baths
2000-2500 sq-ft

Beautiful 1.18-acre In Town Property Boasts Sunsets As It Backs Onto The Tottenham Conservation And The Caledon Trail Way Path. This Home Is Nestled A

49 Photos

1231 Temple Avenue, Simcoe, ON , MLS #N12181088 , Image - 1

1231 Temple Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12181088

Residential Freehold (Detached)

$1070000.0

Price drop by 2.3%

6 +2 Beds
5 Baths
3000-3500 sq-ft

Immaculate Retreat Your Year-Round Home or Cottage Getaway! Discover the perfect blend of comfort, space, and location in this stunning two-storey ho

31 Photos

30 Dyer Drive, Simcoe, ON , MLS #S12188547 , Image - 1

30 Dyer Drive Wasaga Beach, Simcoe, ON MLS® S12188547

Residential Freehold (Detached)

$549800.0

Price drop by 3.5%

1 +2 Beds
2 Baths
700-1100 sq-ft

Welcome to this charming raised bungalow, linked only at the garage, perfectly situated in a desirable, family-friendly neighborhood close to schools,

31 Photos

111 Fox Street, Simcoe, ON , MLS #S12175601 , Image - 1

111 Fox Street Penetanguishene, Simcoe, ON MLS® S12175601

Residential Freehold (Detached)

$469900.0

Price drop by 10.5%

3 +0 Beds
1 Baths
1100-1500 sq-ft

Right Price to Sell !!!! Experience the best of both worlds, a countryside feel within town limits, complete with all municipal services on a Generous

42 Photos

25 STERLING Drive, Simcoe, ON , MLS #S12223927 , Image - 1

25 STERLING Drive Wyevale, Tiny, Simcoe, ON MLS® S12223927

Residential Freehold (Detached)

$1099777.0

2 +2 Beds
3 Baths
1500-2000 sq-ft

Welcome to 25 Sterling Drive - Space, Comfort & Small-Town Charm in the sought-after community of Wyevale. This lovely 4-bedroom home offers a perfect

46 Photos

4 Trillium Crescent, Simcoe, ON , MLS #S12131287 , Image - 1

4 Trillium Crescent Allandale Heights, Barrie, Simcoe, ON MLS® S12131287

Residential Freehold (Detached)

$859900.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

WELCOME to 4 Trillium Crescent in Barrie's incredible Allandale community. This detached two storey family home offers 4+1 bedrooms, 3+1 baths and ful

30 Photos

2135 Champlain Road, Simcoe, ON , MLS #S12232829 , Image - 1

2135 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S12232829

Residential Freehold (Detached)

$509000.0

Price drop by 8.9%

2 Beds
1 Baths
700-1100 sq-ft

For more info on this property, please click the Brochure button. Year-round home or cottage in a natural setting, near Sawlog Point in Tiny. 2 Bedro

39 Photos

38 Willow Drive, Simcoe, ON , MLS #S12289561 , Image - 1

38 Willow Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12289561

Residential Freehold (Detached)

$2999999.0

5 Beds
3 Baths
2000-2500 sq-ft

Welcome to 38 Willow Dr. Magnificent waterfront 5-bedroom custom-built home backing onto beautiful Georgian Bay. Boasting large panoramic windows & wa

48 Photos

3 Meyer Avenue, Simcoe, ON , MLS #S12182807 , Image - 1

3 Meyer Avenue East Bayfield, Barrie, Simcoe, ON MLS® S12182807

Residential Freehold (Detached)

$999900.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Do you have a BIG family? Big families, busy families - need BIG kitchens, BIG bedrooms, BIG rec rooms. Take at look at 3 Meyer Avenue in this family

35 Photos

53 Bellehumeur Road, Simcoe, ON , MLS #S11950450 , Image - 1

53 Bellehumeur Road Rural Tiny, Tiny, Simcoe, ON MLS® S11950450

Residential Freehold (Detached)

$719800.0

Price drop by 6.5%

3 Beds
3 Baths
2000-2500 sq-ft

Do Not Miss an Opportunity to Own This Gem! Custom Built 3 Bedroom Modern Home Offers Over 3000 Sq Ft of Living Space, Located on on Premium Lot with

46 Photos

17 PATRICIAN Court, Simcoe, ON , MLS #N12263067 , Image - 1

17 PATRICIAN Court Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12263067

Residential Freehold (Detached)

$1088000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

Welcome to 17 Patrician Court! This beautiful 4-bedroom detached home sits on an oversized lot with no sidewalk, tucked away on a private and prestigi

36 Photos

22 Chantler Road, Simcoe, ON , MLS #N12285280 , Image - 1

22 Chantler Road Alliston, New Tecumseth, Simcoe, ON MLS® N12285280

Residential Freehold (Detached)

$914900.0

4 +1 Beds
4 Baths
1500-2000 sq-ft

This spacious Wellington model by Devonleigh offers almost 3000 sq ft of finished space and is located in a family-friendly neighbourhood. This beauti

47 Photos

132 The Queensway N/A, Simcoe, ON , MLS #S12223267 , Image - 1

132 The Queensway N/A Innis-Shore, Barrie, Simcoe, ON MLS® S12223267

Residential Freehold (Detached)

$1050000.0

Price drop by 4.5%

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to this exceptional Baywood-built residence, a perfect blend of comfort, space, and style, ideal for growing families. This upgraded all-brick

1 Photos

41 Lindale Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S12153639

Residential Freehold (Detached)

$529000.0

Price drop by 11.1%

3 +1 Beds
2 Baths
700-1100 sq-ft

First time on the market by the original owner. This house is on a beautiful large, fenced lot and has a sunroom overlooking the backyard. The large

45 Photos

1129 Concession Road 9 N/A, Simcoe, ON , MLS #S12288524 , Image - 1

1129 Concession Road 9 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S12288524

Residential Freehold (Detached)

$699900.0

3 Beds
1 Baths
1100-1500 sq-ft

Discover your perfect year-round retreat with this stunning complete turn-key waterfront property with over 1/2 acre on Lake Dalrymple! This inviting

38 Photos

70 Church Street, Simcoe, ON , MLS #N12219437 , Image - 1

70 Church Street Alliston, New Tecumseth, Simcoe, ON MLS® N12219437

Residential Freehold (Detached)

$929900.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to this stunning, move-in ready detached century home located right in the vibrant heart of Alliston! Double Wide Lot with Potential to Sever!

49 Photos

2 Woodland Crescent, Simcoe, ON , MLS #S12289243 , Image - 1

2 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12289243

Residential Freehold (Detached)

$1350000.0

3 +1 Beds
3 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Step into a home where sleek contemporary design meets the timeless allure of rustic finishes, thoughtfully

42 Photos

33 Pinecliff Crescent, Simcoe, ON , MLS #S12143933 , Image - 1

33 Pinecliff Crescent Ardagh, Barrie, Simcoe, ON MLS® S12143933

Residential Freehold (Detached)

$1050000.0

Price drop by 14.3%

4 +2 Beds
4 Baths
2500-3000 sq-ft

Welcome to 33 Pinecliff Crescent in the sought after Ardagh community of Barrie. Location, location, location....this one has it, walking distance to

25 Photos

56 Janice Drive, Simcoe, ON , MLS #S12289194 , Image - 1

56 Janice Drive Sunnidale, Barrie, Simcoe, ON MLS® S12289194

Residential Freehold (Detached)

$650000.0

2 +2 Beds
2 Baths
700-1100 sq-ft

BRIGHT SPACES, MODERN UPDATES & A BACKYARD THAT DELIVERS! This bright and upbeat backsplit brings all the right energy to one of Barries most establis

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