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Detached Houses for Sale in Simcoe Under $5M

Showing results 1 - 30 of 3381

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: August 06, 2026

32 Photos

4 Cassandra Drive, Simcoe, ON , MLS #S13642028 , Image - 1

4 Cassandra Drive East Bayfield, Barrie, Simcoe, ON MLS® S13642028

Residential Freehold (Detached)

$649900.0

3 Beds
3 Baths
1100-1500 sq-ft

Completely Renovated From Top To Bottom - Feels Like A Brand New Home! Located In One Of Barrie's Most Desirable Family Neighbourhoods, This Beautiful

50 Photos

3712 Michael Street, Simcoe, ON , MLS #S13643026 , Image - 1

3712 Michael Street Rural Clearview, Clearview, Simcoe, ON MLS® S13643026

Residential Freehold (Detached)

$1475000.0

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

Experience refined country estate living in this exceptional custom-built luxury bungalow, nestled on 1.77 private acres in one of Clearview's most pr

22 Photos

29 Counsellor Terrace, Simcoe, ON , MLS #S13634776 , Image - 1

29 Counsellor Terrace Innis-Shore, Barrie, Simcoe, ON MLS® S13634776

Residential Freehold (Detached)

$779999.0

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

Welcome to this beautifully renovated raised bungalow in the highly desirable Innishore community! Offering over 2,000 sq. ft. of finished living spac

49 Photos

24 Burke Street, Simcoe, ON , MLS #N13642896 , Image - 1

24 Burke Street Alliston, New Tecumseth, Simcoe, ON MLS® N13642896

Residential Freehold (Detached)

$1199000.0

4 Beds
4 Baths
3000-3500 sq-ft

One Of The Most Desirable Homes In The Treetops Neighbourhood, Featuring One Of The Most Well-Designed And Functional Layouts In The Community. Offeri

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

2 Photos

194 Victoria Street West Street W, Simcoe, ON , MLS #N13150638 , Image - 1

194 Victoria Street West Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13150638

Residential Freehold (Detached)

$299900.0

Price drop by 24.8%

3 Beds
2 Baths
1100-1500 sq-ft

This fantastic in town location is on a large 55'x165' lot and is zoned R2 Legal Duplex. What an opportunity to rebuild a great investment property. D

44 Photos

93 Holly Meadow Road, Simcoe, ON , MLS #S13599746 , Image - 1

93 Holly Meadow Road Holly, Barrie, Simcoe, ON MLS® S13599746

Residential Freehold (Detached)

$829900.0

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

Welcome to 93 Holly Meadow Rd! A beautifully maintained and extensively updated home in one of South Barrie's most desirable, family-friendly neighbor

43 Photos

116 Sun King Crescent, Simcoe, ON , MLS #S13594346 , Image - 1

116 Sun King Crescent Innis-Shore, Barrie, Simcoe, ON MLS® S13594346

Residential Freehold (Detached)

$699900.0

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

Great value & quick closing available! Located in Barrie's desirable Innishore community, steps to top schools, beautiful parks & trails, Barrie South

49 Photos

951 Larter Street, Simcoe, ON , MLS #N13642670 , Image - 1

951 Larter Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13642670

Residential Freehold (Detached)

$1299000.0

4 Beds
4 Baths
3000-3500 sq-ft

Located in one of Innisfil's most desirable neighbourhoods near Lake Simcoe, this thoughtfully customized 4-bedroom Fernbrook home features a redesign

36 Photos

43 Walls Crescent, Simcoe, ON , MLS #N13638710 , Image - 1

43 Walls Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N13638710

Residential Freehold (Detached)

$1049000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this exceptional move-in ready 4-bedroom, 4-bathroom home, where contemporary elegance meets everyday comfort. Boasting over 2,600 sqft of

47 Photos

2833 Switch Road, Simcoe, ON , MLS #S13423560 , Image - 1

2833 Switch Road Rural Ramara, Ramara, Simcoe, ON MLS® S13423560

Residential Freehold (Detached)

$1199000.0

Price drop by 6.0%

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

OPEN HOUSE SCHEDULED FOR AUG 8 AND 9 CANCELLED....Tucked into one of Washago's most desirable neighbourhoods, surrounded by fine custom-built homes,

Open House : Sat Aug 08, 10:00 AM to 12:00 PM

40 Photos

1304 Vincent Crescent, Simcoe, ON , MLS #N13642666 , Image - 1

1304 Vincent Crescent Alcona, Innisfil, Simcoe, ON MLS® N13642666

Residential Freehold (Detached)

$898888.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to one of the Alcona most desirable family neighborhood's in Innisfil ,where lifestyle, community, and everyday convenience come together just

35 Photos

74 The Boulevard Avenue, Simcoe, ON , MLS #N13482032 , Image - 1

74 The Boulevard Avenue Tottenham, New Tecumseth, Simcoe, ON MLS® N13482032

Residential Freehold (Detached)

$799990.0

Price drop by 4.8%

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

Your perfect family home awaits you. Greet your guests in the roomy foyer. This spacious 4-level backsplit offers 1698 sq ft* of living space, 3+1 bed

20 Photos

52 Harbour Crescent, Simcoe, ON , MLS #S13634900 , Image - 1

52 Harbour Crescent Wasaga Beach, Simcoe, ON MLS® S13634900

Residential Freehold (Detached)

$549900.0

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

RAISED BUNGALOW ON A QUIET CRESCENT WITH A FLEXIBLE LOWER LEVEL, TWO DRIVEWAYS & MINUTES TO THE BEACH! Filled with sunshine and packed with possibilit

Open House : Sat Aug 08, 10:00 AM to 12:00 PM

46 Photos

426 Maplegrove Avenue, Simcoe, ON , MLS #N13636968 , Image - 1

426 Maplegrove Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13636968

Residential Freehold (Detached)

$959888.0

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

One of Bradford's most desirable family friendly neighborhoods, where small-town charm meets exceptional convenience. Situated just 35 miles north of

45 Photos

26 Lynn Street, Simcoe, ON , MLS #S13184506 , Image - 1

26 Lynn Street Perkinsfield, Tiny, Simcoe, ON MLS® S13184506

Residential Freehold (Detached)

$1049900.0

Price drop by 8.7%

2 Beds
2 Baths
1500-2000 sq-ft

This beautifully updated all-brick bungalow offers the perfect combination of comfort, style, and privacy in a quiet, family-friendly neighbourhood cl

2 Photos

100 Trail Boulevard, Simcoe, ON , MLS #S13513798 , Image - 1

100 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13513798

Residential Freehold (Detached)

$1399999.0

Price drop by 3.4%

4 Beds
4 Baths
3500-5000 sq-ft

This beautifully maintained family home in the sought-after Stonemanor Woods community offers a perfect balance of style and everyday functionality. S

49 Photos

35 Glenridge Road, Simcoe, ON , MLS #S13640946 , Image - 1

35 Glenridge Road Allandale Heights, Barrie, Simcoe, ON MLS® S13640946

Residential Freehold (Detached)

$850000.0

5 +0 Beds
3 Baths
2000-2500 sq-ft

UBID HOME FOR SALE. HOMEOWNER RELOCATING ($850,000) Welcome To 35 Glenridge Rd Where Comfort, Connection, And Everyday Living Come Naturally. Lovingly

31 Photos

93 Taylor Drive, Simcoe, ON , MLS #S13232122 , Image - 1

93 Taylor Drive Bayshore, Barrie, Simcoe, ON MLS® S13232122

Residential Freehold (Detached)

$899000.0

Price drop by 6.8%

4 Beds
3 Baths
2000-2500 sq-ft

| RENOVATED & LOVED | Welcome to 93 Taylor Drive and feel at home! FULLY FENCED, Ideally situated in Barrie's desirable Bayshore community. This sough

41 Photos

129 Heydon Avenue, Simcoe, ON , MLS #N13594806 , Image - 1

129 Heydon Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13594806

Residential Freehold (Detached)

$639000.0

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

Welcome to a well-maintained detached home in the heart of Alliston, one of New Tecumseth's most desirable family-friendly communities. This move-in-r

41 Photos

18 River Run, Simcoe, ON , MLS #S13517174 , Image - 1

18 River Run Collingwood, Simcoe, ON MLS® S13517174

Residential Freehold (Detached)

$888000.0

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

Move right into this beautifully renovated 5-bedroom (3+2), 3.5-bath home offering 1,688 sq. ft. of bright, open-concept living, plus a finished 2-bed

Open House : Sat Aug 08, 12:00 PM to 02:00 PM

39 Photos

113 North Street W, Simcoe, ON , MLS #S13597008 , Image - 1

113 North Street W Orillia, Simcoe, ON MLS® S13597008

Residential Freehold (Detached)

$649000.0

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

Welcome to this spacious and updated raised brick bungalow located in Orillia's highly sought-after North Ward. Offering 3+1 bedrooms and 2 full bathr

41 Photos

1440 2 Line N, Simcoe, ON , MLS #S13611426 , Image - 1

1440 2 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13611426

Residential Freehold (Detached)

$1189000.0

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

Welcome to the dream home you've been searching for! This inviting 4 Bedroom, 3 bathroom bungalow offering open concept floor plan and versatile walk-

Open House : Sun Aug 09, 01:00 PM to 03:00 PM

35 Photos

1 Rigby Drive, Simcoe, ON , MLS #S13474438 , Image - 1

1 Rigby Drive Wasaga Beach, Simcoe, ON MLS® S13474438

Residential Freehold (Detached)

$869000.0

3 Beds
2 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Beautifully maintained bungalow nestled on an exceptionally private lot in the highly sought-after Wasaga Sa

50 Photos

1724 Angus Street, Simcoe, ON , MLS #N13642226 , Image - 1

1724 Angus Street Alcona, Innisfil, Simcoe, ON MLS® N13642226

Residential Freehold (Detached)

$1197000.0

3 +2 Beds
3 Baths
2000-2500 sq-ft

STUNNING DESIGN, LUXURY FINISHES & LOADED WITH UPGRADES! Built by renowned SanDiego Homes & meticulously maintained by its original owner, this except

49 Photos

8480 20th Tosorontio Sideroad Side Road, Simcoe, ON , MLS #N13641822 , Image - 1

8480 20th Tosorontio Sideroad Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13641822

Residential Freehold (Detached)

$1249000.0

3 Beds
2 Baths
2000-2500 sq-ft

Looking for peace and quiet in your own private paradise? Then this home is for you. Custom built ICF home providing high R values for lower heating/c

Open House : Sun Aug 09, 10:00 AM to 12:00 PM

32 Photos

23 Pine Park Boulevard, Simcoe, ON , MLS #N13547382 , Image - 1

23 Pine Park Boulevard Everett, Adjala-Tosorontio, Simcoe, ON MLS® N13547382

Residential Freehold (Detached)

$650000.0

3 Beds
2 Baths
700-1100 sq-ft

DON'T MISS THIS OPPORTUNITY !! Attention First Time Home Buyers, Investors or Contractors! 23 PINE PARK BLVD. EVERETT Is a 3 Bed, 2 Bath, 3 Level Side

35 Photos

238 King Street S, Simcoe, ON , MLS #N13642158 , Image - 1

238 King Street S Alliston, New Tecumseth, Simcoe, ON MLS® N13642158

Residential Freehold (Detached)

$799999.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to this Exquisite home! Fully finished up & down this home is open concept, great for entertaining. Hardwood floors through out the whole hous

38 Photos

6 John James Drive, Simcoe, ON , MLS #N13607588 , Image - 1

6 John James Drive Angus, Essa, Simcoe, ON MLS® N13607588

Residential Freehold (Detached)

$765000.0

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

Terrifically maintained, all brick, raised bungalow with incredible curb appeal. The appeal doesn't stop at the curb either, the entire lot has been t

48 Photos

48 Ruffet Drive, Simcoe, ON , MLS #S13570364 , Image - 1

48 Ruffet Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S13570364

Residential Freehold (Detached)

$760000.0

Price drop by 2.6%

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

In this market, homes with true pride of ownership are rare. This raised bungalow in Barrie's west end has been loved and maintained by the same owner

47 Photos

25 Glengrove Avenue, Simcoe, ON , MLS #S13617416 , Image - 1

25 Glengrove Avenue Prices Corners, Oro-Medonte, Simcoe, ON MLS® S13617416

Residential Freehold (Detached)

$649900.0

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

Move in Condition/Open Concept/Awesome 100 x 150 Ft Lot/Many Upgrades & Updates Since 2020/To name a few including Five (5) Appliances featuring Gas S

Shortlisted Properties

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