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Detached Houses for Sale in Simcoe Under $5M

Showing results 1 - 30 of 2948

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: November 04, 2026

20 Photos

45 Ward Drive, Simcoe, ON , MLS #S14148586 , Image - 1

45 Ward Drive Painswick North, Barrie, Simcoe, ON MLS® S14148586

Residential Freehold (Detached)

$699900.0

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

The updates you need, a location you will appreciate and a home you can simply move into and enjoy! Welcome to 45 Ward Dr, a beautifully maintained fa

Open House : Sun Nov 08, 12:00 PM to 02:00 PM

47 Photos

8684 County 1 Road, Simcoe, ON , MLS #N13745296 , Image - 1

8684 County 1 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13745296

Residential Freehold (Detached)

$1198990.0

Price drop by 5.2%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to your own private retreat, perched atop a ravine overlooking the breathtaking Hockley Valley. Beautifully situated on just over 4 acres with

Open House : Sat Nov 07, 11:00 AM to 01:00 PM

40 Photos

51 Davies Crescent, Simcoe, ON , MLS #S13767862 , Image - 1

51 Davies Crescent Grove East, Barrie, Simcoe, ON MLS® S13767862

Residential Freehold (Detached)

$699900.0

4 Beds
2 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) This warm and inviting 4-bedroom, 2-bathroom detached home offers plenty of room for growing families, multi

40 Photos

1235 Gilford Road, Simcoe, ON , MLS #N13884494 , Image - 1

1235 Gilford Road Gilford, Innisfil, Simcoe, ON MLS® N13884494

Residential Freehold (Detached)

$849900.0

3 Beds
2 Baths
1100-1500 sq-ft

WELCOME TO 1235 GILFORD RD! LOCATED IN THE HEART OF FABULOUS GILFORD, THIS PROPERTY FEATURES AN EXTRA WIDE, LEVEL LOT. IT HAS BEEN CONFIRMED FOR THE P

Open House : Sat Nov 07, 12:00 PM to 02:00 PM

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

21 Photos

1011 Ferrier Avenue, Simcoe, ON , MLS #N13879674 , Image - 1

1011 Ferrier Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13879674

Residential Freehold (Detached)

$789900.0

3 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Pride of ownership shines throughout this beautifully maintained raised bungalow, featuring a bright open-co

Open House : Sun Nov 08, 11:00 AM to 12:30 PM

47 Photos

12 Robins Point Road, Simcoe, ON , MLS #S14094022 , Image - 1

12 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S14094022

Residential Freehold (Detached)

$1199900.0

0 +3 Beds
2 Baths
700-1100 sq-ft

Fantastic waterfront opportunity with sand beach, spectacular sunset views, deep water for boats, great swimming plus so much more. The home has 1890f

42 Photos

718 Birchwood Drive, Simcoe, ON , MLS #S14116612 , Image - 1

718 Birchwood Drive Midland, Simcoe, ON MLS® S14116612

Residential Freehold (Detached)

$599900.0

4 Beds
3 Baths
1500-2000 sq-ft

Are you looking for a spacious family home with 4 bedrooms all together that has been well maintained and offers something for the whole family? If so

Open House : Sat Nov 07, 11:00 AM to 01:00 PM

50 Photos

8 Mayflower Gardens, Simcoe, ON , MLS #N13801350 , Image - 1

8 Mayflower Gardens Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13801350

Residential Freehold (Detached)

$1198880.0

4 Beds
5 Baths
3500-5000 sq-ft

Welcome To This Stunning 4-Bedroom, 5-Bathroom Family Home In The Prestigious Colgan Crossing Community By Tribute Communities. Offering Nearly 3,700

43 Photos

1 Citrine Drive, Simcoe, ON , MLS #N14128654 , Image - 1

1 Citrine Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14128654

Residential Freehold (Detached)

$1269000.0

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

Welcome to Summerlyn Village! Showcasing nearly $100K in recent upgrades, this beautifully maintained 4+1 bedroom detached home offers exceptional spa

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

41 Photos

68 CINDY LEE Crescent, Simcoe, ON , MLS #S14107618 , Image - 1

68 CINDY LEE Crescent Orillia, Simcoe, ON MLS® S14107618

Residential Freehold (Detached)

$599000.0

Price drop by 2.6%

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

WELCOME TO 68 CINDY LEE CRESCENT - 5 BEDROOMS, 2 KITCHENS & IMPRESSIVE UPGRADES! Located on a quiet crescent in Orillia's established West Ward, this

Open House : Sun Nov 08, 12:30 PM to 03:00 PM

45 Photos

35 Hughes Street, Simcoe, ON , MLS #S14143760 , Image - 1

35 Hughes Street Collingwood, Simcoe, ON MLS® S14143760

Residential Freehold (Detached)

$998000.0

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

Welcome to 35 Hughes St in coveted Pretty River Estates! This stunning bungaloft offers rare privacy, backing directly onto the trail system with prof

Open House : Sun Nov 08, 12:00 PM to 02:00 PM

49 Photos

4542 Concession Road 6 Sunnidale N/A, Simcoe, ON , MLS #S13768824 , Image - 1

4542 Concession Road 6 Sunnidale N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13768824

Residential Freehold (Detached)

$1195000.0

6 Beds
6 Baths
3500-5000 sq-ft

Discover the space, freedom and flexibility of country living with this expansive home set on nearly 3 acres of peaceful countryside. Thoughtfully exp

Open House : Sun Nov 08, 01:00 PM to 03:00 PM

41 Photos

57 Holt Drive, Simcoe, ON , MLS #N14148368 , Image - 1

57 Holt Drive Alliston, New Tecumseth, Simcoe, ON MLS® N14148368

Residential Freehold (Detached)

$989900.0

4 Beds
5 Baths
3000-3500 sq-ft

Luxury Living Meets Exceptional Entertaining!Beautifully finished from top to bottom, this stunning detached 4-bedroom, 5-bathroom home offers the per

50 Photos

8 Forest Heights Court, Simcoe, ON , MLS #S13874638 , Image - 1

8 Forest Heights Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13874638

Residential Freehold (Detached)

$1400000.0

4 Beds
5 Baths
3500-5000 sq-ft

EXCEPTIONAL LUXURY VALUE | ORO-MEDONTE. This spectacular Executive Residence delivers the perfect combination of Luxury, Space, Privacy, & breathtakin

Open House : Sun Nov 08, 11:30 AM to 01:30 PM

50 Photos

112 Birchwood Drive, Simcoe, ON , MLS #S14082260 , Image - 1

112 Birchwood Drive East Bayfield, Barrie, Simcoe, ON MLS® S14082260

Residential Freehold (Detached)

$929000.0

4 Beds
4 Baths
2000-2500 sq-ft

Luxury Home in Barrie-Fully Renovated & Move-In Ready! Welcome to this beautiful 4-bedroom, 4-bathroom Home offering over 3,000 sq. ft. of finished li

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

50 Photos

652 Concession 18 W N/A, Simcoe, ON , MLS #S13651152 , Image - 1

652 Concession 18 W N/A Lafontaine, Tiny, Simcoe, ON MLS® S13651152

Residential Freehold (Detached)

$534900.0

Price drop by 10.8%

2 +1 Beds
2 Baths
1500-2000 sq-ft

CHARMING, beautiful spacious 2 Kitchen, 2 + 1 bedroom, 2 bathroom, main level laundry, detached 2-Storey home, nestled on a picturesque 2 acre country

Open House : Sun Nov 08, 01:00 PM to 03:00 PM

43 Photos

3 Thoroughbred Drive, Simcoe, ON , MLS #S14095420 , Image - 1

3 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14095420

Residential Freehold (Detached)

$1299000.0

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

Modern country style 1655sf bungalow in prestigious Braestone with walk-out basement, in-law suite, elevator, generator, inground pool and 3 car man c

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

28 Photos

375 Horrell Avenue, Simcoe, ON , MLS #S13674652 , Image - 1

375 Horrell Avenue Midland, Simcoe, ON MLS® S13674652

Residential Freehold (Detached)

$409777.0

Price drop by 8.9%

2 +0 Beds
1 Baths
700-1100 sq-ft

Welcome to 375 Horrell Avenue in Midland, a great opportunity for first-time buyers, investors, or those looking for an affordable home in a convenien

30 Photos

41 Leith Drive, Simcoe, ON , MLS #N13876528 , Image - 1

41 Leith Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13876528

Residential Freehold (Detached)

$1399000.0

4 Beds
4 Baths
3000-3500 sq-ft

Welcome to the appropriately named Dream fields community of Bradford West Gwillimbury. This impressive, approximately 3,100 sq. ft. residence offers

30 Photos

17 Fairway Court, Simcoe, ON , MLS #S14116238 , Image - 1

17 Fairway Court Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14116238

Residential Freehold (Detached)

$1449900.0

4 Beds
4 Baths
3500-5000 sq-ft

An Exceptional Luxury Retreat in Prestigious Horseshoe Highlands where refined elegance meets the beauty of nature! From the moment you step inside, y

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

40 Photos

4530 Granite Ridge Lane, Simcoe, ON , MLS #S13988032 , Image - 1

4530 Granite Ridge Lane Rural Severn, Severn, Simcoe, ON MLS® S13988032

Residential Freehold (Detached)

$1475000.0

3 Beds
4 Baths
1100-1500 sq-ft

STUNNING YEAR-ROUND WATERFRONT LIVING ON THE SEVEN RIVER! Welcome to 4530 Granite Ridge Lane, Severn, where exceptional waterfront living meets privac

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

49 Photos

174 Stevenson Crescent, Simcoe, ON , MLS #N14024324 , Image - 1

174 Stevenson Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14024324

Residential Freehold (Detached)

$999900.0

4 Beds
4 Baths
2500-3000 sq-ft

Amazing price for This 5-Year-New, Approx. 2,652 Sq. Ft. (As Per Builder) 4-Bedroom, 4-Bathroom Detached Home with a very desirable open concept layou

25 Photos

30 St James Place, Simcoe, ON , MLS #S13812694 , Image - 1

30 St James Place Wasaga Beach, Simcoe, ON MLS® S13812694

Residential Freehold (Detached)

$469900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 30 St. James Place, offering a peaceful pond-side setting in Park Place, Wasaga Beach's popular 55+ adult lifestyle community. Enjoy relax

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

41 Photos

58 Maitland Drive, Simcoe, ON , MLS #S14119588 , Image - 1

58 Maitland Drive Grove East, Barrie, Simcoe, ON MLS® S14119588

Residential Freehold (Detached)

$594900.0

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

Amazing opportunity for first-time buyers, investors, commuters, and anyone looking for a little more space in Barrie's desirable North End. This well

Open House : Sun Nov 08, 11:00 AM to 12:30 PM

24 Photos

6331 26 Highway, Simcoe, ON , MLS #S13863872 , Image - 1

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

39 Photos

1 Tecumseth Pines Drive, Simcoe, ON , MLS #N13776750 , Image - 1

1 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13776750

Residential Freehold (Detached)

$399999.0

Price drop by 6.3%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 1 Tecumseth Pines, a beautifully maintained home situated in a premier 55+ land lease community in Simcoe. Perfectly located close to Highw

22 Photos

1459 Forest Street, Simcoe, ON , MLS #N14143528 , Image - 1

1459 Forest Street Alcona, Innisfil, Simcoe, ON MLS® N14143528

Residential Freehold (Detached)

$828000.0

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

Welcome to this beautifully updated all-brick two-storey home in desirable Alcona, offering a functional layout, finished walkout basement, and a priv

34 Photos

691 Rue Lafontaine Road W, Simcoe, ON , MLS #S14148054 , Image - 1

691 Rue Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S14148054

Residential Freehold (Detached)

$649900.0

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

Discover Your Own Private Sanctuary - Where Nature, Serenity & Beach Living Meet. Escape the everyday and embrace a slower, more peaceful way of life

Open House : Sun Nov 08, 01:00 PM to 03:00 PM

40 Photos

9 Patrick Drive, Simcoe, ON , MLS #S14110316 , Image - 1

9 Patrick Drive Painswick South, Barrie, Simcoe, ON MLS® S14110316

Residential Freehold (Detached)

$748800.0

4 Beds
3 Baths
2000-2500 sq-ft

A beautifully maintained, all-brick detached 2-storey home nestled in a highly sought-after Painswick South community of South Barrie. Offering the pe

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

50 Photos

25 South Island Trail, Simcoe, ON , MLS #S14118282 , Image - 1

25 South Island Trail Brechin, Ramara, Simcoe, ON MLS® S14118282

Residential Freehold (Detached)

$1298888.0

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

EXCEPTIONAL WATERFRONT LIVING! This stunning, beautifully updated 3-bedroom, 3-bathroom home boasts an impressive 123 FT OF SHORELINE with direct boat

Open House : Sun Nov 08, 01:00 PM to 02:30 PM

Shortlisted Properties

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