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Houses for Sale in Simcoe Under $5 Million

Showing results 1 - 30 of 5141

Looking for houses under $5m for sale in Simcoe? With Square Yards Canada, you can find a diverse selection of properties that fit your budget and preferences. Our platform offers Simcoe houses for sale under under $5m, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $5m in Simcoe for residential or investment purposes, our listings allow you to filter through various property types and sizes. Customise your search by the number of bedrooms, bathrooms, and surface areas to find the perfect home that meets your specific preferences. Discover a wide range of options and easily navigate through properties that offer quality and affordability in Simcoe.

Last Updated: August 11, 2026

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

WOW-MOVE-IN READY, FULLY FINISHED & JUST STEPS TO BASS LAKE! This extensively updated home sits on an AWESOME 100' x 150' LOT and offers OPEN-CONCEPT

26 Photos

5 Karen Crescent, Simcoe, ON , MLS #S13656420 , Image - 1

5 Karen Crescent Orillia, Simcoe, ON MLS® S13656420

Residential Freehold (Detached)

$569000.0

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

There's something instantly welcoming about 5 Karen Crescent. Tucked away on a quiet street in a family-friendly Orillia neighbourhood, this charming

Open House : Sun Aug 16, 12:00 PM to 02:00 PM

50 Photos

17 White Crescent, Simcoe, ON , MLS #S13607466 , Image - 1

17 White Crescent Holly, Barrie, Simcoe, ON MLS® S13607466

Residential Freehold (Detached)

$919900.0

Price drop by 1.6%

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

WELCOME TO 17 WHITE CRES! This spacious two-storey brick home offers more than 3000 sq. ft. of total living space! The bright main floor features gene

49 Photos

12 PATRICIA Drive, Simcoe, ON , MLS #S13596280 , Image - 1

12 PATRICIA Drive Atherley, Ramara, Simcoe, ON MLS® S13596280

Residential Freehold (Detached)

$769000.0

4 +0 Beds
2 Baths
2500-3000 sq-ft

LAKE SIMCOE LIFESTYLE STARTS HERE! Close to Lake Simcoe, beaches, parks, marinas and all the conveniences of Orillia, this warm and inviting home offe

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

33 Photos

5840 Lowanda Lane, Simcoe, ON , MLS #S13662336 , Image - 1

5840 Lowanda Lane Rural Ramara, Ramara, Simcoe, ON MLS® S13662336

Residential Freehold (Detached)

$399900.0

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

Renovators, Contractors, Project Managers & Country Living Enthusiasts - this one is for you! Here's your chance to finish and customize a 1,131 sq. f

48 Photos

34 Valleybrook Road, Simcoe, ON , MLS #S13664538 , Image - 1

34 Valleybrook Road Innis-Shore, Barrie, Simcoe, ON MLS® S13664538

Residential Freehold (Att/Row/Townhouse)

$589000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautiful 3-bedroom, 2-washroom townhome!This bright and generously sized home offers modern comfort and an inviting open-concept layo

25 Photos

50 Hay Lane, Simcoe, ON , MLS #S13503072 , Image - 1

50 Hay Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13503072

Residential Freehold (Att/Row/Townhouse)

$589000.0

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

Welcome to this meticulously maintained, original-owner residence in Barrie's highly sought-after neighbourhood, showcasing builder upgrades and a ref

40 Photos

5 McCutcheon Court, Simcoe, ON , MLS #S13154270 , Image - 1

5 McCutcheon Court Northwest, Barrie, Simcoe, ON MLS® S13154270

Residential Freehold (Detached)

$899999.0

Price drop by 2.1%

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

Welcome to 5 McCutcheon Court, Barrie, a beautifully appointed family home set on a premium pie-shaped lot at the end of a quiet court in one of the c

40 Photos

1481 Purchase Place, Simcoe, ON , MLS #N13141788 , Image - 1

1481 Purchase Place Lefroy, Innisfil, Simcoe, ON MLS® N13141788

Residential Freehold (Att/Row/Townhouse)

$665000.0

Price drop by 5.0%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully appointed Executive Townhome. The exterior facade is complimented by harmonizing ledger stone, siding and black trim to co

45 Photos

244 Frank Street, Simcoe, ON , MLS #S13663120 , Image - 1

244 Frank Street Midland, Simcoe, ON MLS® S13663120

Residential Freehold (Detached)

$1099000.0

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

Panoramic Georgian Bay Views & Secondary Suite! Welcome to 244 Frank Street, where beautiful water views, generous living space and exceptional flexib

Open House : Sat Aug 15, 01:00 PM to 04:00 PM

25 Photos

7 O'Leary Court, Simcoe, ON , MLS #N13135300 , Image - 1

7 O'Leary Court Tottenham, New Tecumseth, Simcoe, ON MLS® N13135300

Residential Freehold (Att/Row/Townhouse)

$599999.0

Price drop by 4.0%

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

Charming Family Home in Desirable Tottenham Neighbourhood! Welcome to 7 O'Leary Court, the perfect home for first-time buyers or growing families! Nes

43 Photos

59 Withall Grove, Simcoe, ON , MLS #S13111752 , Image - 1

59 Withall Grove Wyevale, Tiny, Simcoe, ON MLS® S13111752

Residential Freehold (Detached)

$755000.0

Price drop by 3.8%

3 Beds
4 Baths
2000-2500 sq-ft

WOW over 2200 sq ft on the main floor and the basement is finished as well. This home is so spacious you will have more than enough room for your enti

50 Photos

32 Baycroft Boulevard, Simcoe, ON , MLS #N13623922 , Image - 1

32 Baycroft Boulevard Angus, Essa, Simcoe, ON MLS® N13623922

Residential Freehold (Detached)

$999000.0

Price drop by 3.5%

4 Beds
4 Baths
3000-3500 sq-ft

Beautiful Detached Home Spanning 3055 SQFT Above Grade. Backing onto Environmentally Protected Greenspace & Creek. No Neighbours Behind! Walk-Out Base

50 Photos

24 Baycroft Boulevard, Simcoe, ON , MLS #N13591526 , Image - 1

24 Baycroft Boulevard Angus, Essa, Simcoe, ON MLS® N13591526

Residential Freehold (Detached)

$1049000.0

Price drop by 6.3%

4 Beds
4 Baths
3000-3500 sq-ft

Beautiful Detached Home Spanning 3055 SQFT Above Grade. Backing onto Environmentally Protected Greenspace & Creek. No Neighbours Behind! Deep ~140Ft L

39 Photos

1787 Emberton Way, Simcoe, ON , MLS #N13664720 , Image - 1

1787 Emberton Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13664720

Residential Freehold (Detached)

$888000.0

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

Premium Lot - Luxury large family home in this family-oriented neighbourhood! Over 3,600 sq. ft. of beautifully designed living - this is the home tha

50 Photos

107 Cumming Drive, Simcoe, ON , MLS #S13532540 , Image - 1

107 Cumming Drive Ardagh, Barrie, Simcoe, ON MLS® S13532540

Residential Freehold (Detached)

$939000.0

Price drop by 5.1%

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

Nestled in the prestigious Princeton Woods neighbourhood and surrounded by the natural beauty of the Ardagh Bluffs 500 acres of protected forest and s

33 Photos

2 Belle Vue Avenue, Simcoe, ON , MLS #S12951088 , Image - 1

2 Belle Vue Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S12951088

Residential Freehold (Detached)

$669000.0

Price drop by 4.4%

3 Beds
2 Baths
1100-1500 sq-ft

Live steps from your deeded part-ownership to sprawling Belle-Eau-Clair Beach on sparkling Georgian Bay. This bright bungalow is lovingly cared-for, b

41 Photos

11 Castle Drive, Simcoe, ON , MLS #S13617076 , Image - 1

11 Castle Drive Sunnidale, Barrie, Simcoe, ON MLS® S13617076

Residential Freehold (Detached)

$895000.0

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to 11 Castle Drive-a beautifully updated, move-in ready home on a quiet, tree-lined street in one of Barrie's most desirable neighbourhoods. B

27 Photos

17 Knicely Road, Simcoe, ON , MLS #S13616744 , Image - 1

17 Knicely Road Painswick North, Barrie, Simcoe, ON MLS® S13616744

Residential Freehold (Detached)

$719000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to your next family home in one of Barrie's quiet, family-friendly neighbourhoods! This beautifully maintained two-storey home offers bright,

29 Photos

48 Wesley Avenue, Simcoe, ON , MLS #S13597418 , Image - 1

48 Wesley Avenue Wasaga Beach, Simcoe, ON MLS® S13597418

Residential Freehold (Detached)

$695000.0

Price drop by 2.8%

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

Situated in highly desirable area Wasaga Beach on the west side of Wesley Ave which is dead end street, quiet and family friendly!! Beautifully update

46 Photos

118 Berkely Street, Simcoe, ON , MLS #S13042790 , Image - 1

118 Berkely Street Wasaga Beach, Simcoe, ON MLS® S13042790

Residential Freehold (Detached)

$870000.0

Price drop by 13.0%

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

This upgraded bungalow-loft offers a practical layout with well-finished spaces throughout. The main level features a spacious primary bedroom with a

50 Photos

102 CUMMING Drive, Simcoe, ON , MLS #S13663990 , Image - 1

102 CUMMING Drive Ardagh, Barrie, Simcoe, ON MLS® S13663990

Residential Freehold (Detached)

$1150000.0

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

SHOWS LIKE A MODEL! BEAUTIFUL WALK OUT BUNGALOW ON UPSCALE STREET BACKING ONTO EP LAND WITH OVER 2900 SQUARE FEET FINISHED! WALKOUT TO A STUNNING BACK

45 Photos

23 Banting Crescent, Simcoe, ON , MLS #N13658280 , Image - 1

23 Banting Crescent Angus, Essa, Simcoe, ON MLS® N13658280

Residential Freehold (Semi-Detached )

$624900.0

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

Meticulously maintained and move-in ready, this bright and spacious semi-detached home with an oversized garage is nestled in a family-friendly neighb

50 Photos

4 SCHOONER Drive, Simcoe, ON , MLS #S13438288 , Image - 1

4 SCHOONER Drive Wasaga Beach, Simcoe, ON MLS® S13438288

Residential Freehold (Detached)

$997900.0

Price drop by 3.1%

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

This immaculate updated all-brick raised bungalow offers 3+1 bedrooms and a stunning walkout to waterfront living on the banks of the Nottawasaga Rive

4 Photos

30 Edgar Avenue, Simcoe, ON , MLS #N13622490 , Image - 1

30 Edgar Avenue Baxter, Essa, Simcoe, ON MLS® N13622490

Residential Freehold (Detached)

$899106.0

4 Beds
4 Baths
2500-3000 sq-ft

Enjoy the perfect balance of country-style living and modern convenience, just a short drive to Alliston and Angus, with easy access to outdoor recrea

27 Photos

1228 Peelar Crescent, Simcoe, ON , MLS #N12937888 , Image - 1

1228 Peelar Crescent Lefroy, Innisfil, Simcoe, ON MLS® N12937888

Residential Freehold (Att/Row/Townhouse)

$799999.0

Price drop by 9.0%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautiful 3-bedroom home featuring a functional open-concept layout designed for today's lifestyle. The upgraded kitchen showcases qua

46 Photos

376 Wardell Street, Simcoe, ON , MLS #S13664574 , Image - 1

376 Wardell Street Port McNicoll, Tay, Simcoe, ON MLS® S13664574

Residential Freehold (Detached)

$679900.0

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

Welcome to 376 Wardell Street, a well-appointed raised bungalow situated on an impressive 121' x 124' lot in the heart of Port McNicoll. Built in 2015

21 Photos

678 Trinity Street, Simcoe, ON , MLS #N13590864 , Image - 1

678 Trinity Street Alcona, Innisfil, Simcoe, ON MLS® N13590864

Residential Freehold (Detached)

$879999.0

Price drop by 2.2%

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this charming bungalow nestled on a spacious lot in an unbeatable location! Just a short walk to the beach, this inviting home offers the p

17 Photos

25 Lions Gate Boulevard, Simcoe, ON , MLS #S13664570 , Image - 1

25 Lions Gate Boulevard Little Lake, Barrie, Simcoe, ON MLS® S13664570

Residential Freehold (Att/Row/Townhouse)

$515900.0

2 Beds
1 Baths
700-1100 sq-ft

954 sq/ft. 2-bedroom townhouse located just off Livingston Street. A good family home or starter home featuring two bedrooms and a 4-piece bathroom on

34 Photos

1 Dean Court, Simcoe, ON , MLS #S13663746 , Image - 1

1 Dean Court Wasaga Beach, Simcoe, ON MLS® S13663746

Residential Freehold (Detached)

$649000.0

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

Set on a rare, nearly 1-acre estate-like lot, this sought after neighbourhood property offers the best of both worlds: the convenience of being close

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