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Houses for Sale in Simcoe Under $5 Million

Showing results 1 - 30 of 5166

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: September 26, 2026

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32 Baycroft Boulevard, Simcoe, ON , MLS #N13764098 , Image - 1

32 Baycroft Boulevard Angus, Essa, Simcoe, ON MLS® N13764098

Residential Freehold (Detached)

$925000.0

Price drop by 1.5%

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

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

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

Residential Freehold (Detached)

$1119000.0

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

48 Photos

1332 Blackmore Street, Simcoe, ON , MLS #N13822100 , Image - 1

1332 Blackmore Street Alcona, Innisfil, Simcoe, ON MLS® N13822100

Residential Freehold (Detached)

$999000.0

4 Beds
4 Baths
3000-3500 sq-ft

Turnkey Modern Luxury on a Premium Corner Lot! Welcome to nearly 3,400 sq ft of refined, sun-drenched living in a highly desirable Innisfil community.

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

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14 Butternut Court, Simcoe, ON , MLS #N13470288 , Image - 1

14 Butternut Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13470288

Residential Freehold (Detached)

$398500.0

Price drop by 4.9%

2 Beds
2 Baths
1100-1500 sq-ft

When people consider resizing to the Tecumseth Pines Adult Community, they look at many of the same features, however one that is often given higher c

Open House : Sat Sep 26, 01:00 PM to 03:00 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

29 Photos

65 Ellen Street, Simcoe, ON , MLS #S13831392 , Image - 1

Unit-1005, 65 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13831392

Residential Condo & Other (Condo Apartment)

$439000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to waterfront living in Barrie's sought-after Marina Bay community! This spacious 10th-floor, 2-bedroom, 2-bathroom suite offers a wonderful

50 Photos

684 Lakelands Avenue, Simcoe, ON , MLS #N13822150 , Image - 1

684 Lakelands Avenue Alcona, Innisfil, Simcoe, ON MLS® N13822150

Residential Freehold (Detached)

$998500.0

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

*Directly across from a waterfront park with dock, seating & step-in access to Lake Simcoe - enjoy true lakeside living without the waterfront price t

Open House : Sun Sep 27, 11:00 AM to 02:00 PM

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68 Lorne Thomas Place, Simcoe, ON , MLS #N13719450 , Image - 1

68 Lorne Thomas Place Alliston, New Tecumseth, Simcoe, ON MLS® N13719450

Residential Freehold (Att/Row/Townhouse)

$699900.0

Price drop by 6.2%

3 Beds
3 Baths
1500-2000 sq-ft

Thoughtfully upgraded and impeccably maintained, this exceptional freehold townhouse in the highly sought-after Treetops community offers the perfect

38 Photos

1311 Hunter Street, Simcoe, ON , MLS #N13780560 , Image - 1

1311 Hunter Street Alcona, Innisfil, Simcoe, ON MLS® N13780560

Residential Freehold (Detached)

$988800.0

4 Beds
4 Baths
2500-3000 sq-ft

Situated on a premium lot backing onto tranquil green space, this stunning all-brick home offers an exceptional blend of privacy, space, and comfort.

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

38 Photos

175 Albert Street, Simcoe, ON , MLS #N13045108 , Image - 1

175 Albert Street Alliston, New Tecumseth, Simcoe, ON MLS® N13045108

Residential Freehold (Detached)

$750000.0

3 Beds
3 Baths
1500-2000 sq-ft

Detached home in a prime location close to all amenities. Perfect for first-time buyers or investors, being sold **as is, where is**. Features a moder

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59 Wheatfield Road, Simcoe, ON , MLS #S13829756 , Image - 1

59 Wheatfield Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13829756

Residential Freehold (Detached)

$779900.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to 59 Wheatfield Road - A Beautifully Upgraded 2022-Built Home!Discover modern elegance and exceptional comfort in this stunning 2022-built ho

Open House : Sun Sep 27, 12:00 PM to 03:00 PM

28 Photos

36 Ridgeway Avenue, Simcoe, ON , MLS #S13774020 , Image - 1

36 Ridgeway Avenue Allandale Heights, Barrie, Simcoe, ON MLS® S13774020

Residential Freehold (Detached)

$699990.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your own private backyard retreat in the heart of Barrie. This beautifully maintained 3-bedroom, 2-bathroom home is the perfect opportunity

25 Photos

39 Booth Street, Simcoe, ON , MLS #N13745184 , Image - 1

39 Booth Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13745184

Residential Freehold (Detached)

$984888.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 39 Booth St., a beautiful two-storey, all-brick family home located in the heart of Bradford. This immaculate property features 3 spacious

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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6 Georgian Grande Drive, Simcoe, ON , MLS #S13786564 , Image - 1

6 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13786564

Residential Freehold (Detached)

$2250000.0

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

6 Georgian Grande Drive is truly a one-of-a-kind home in the sought-after Braestone lifestyle community. Renovated with an exceptional level of care a

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140 Dunlop Street E, Simcoe, ON , MLS #S13751624 , Image - 1

Unit-1003, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13751624

Residential Condo & Other (Condo Apartment)

$324900.0

Price drop by 7.1%

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome to Suite 1003 at Bayshore Landing, where waterfront living meets vibrant downtown convenience. This beautifully updated 1-bedroom and den cond

48 Photos

66 ISLANDVIEW Crescent, Simcoe, ON , MLS #S13827744 , Image - 1

66 ISLANDVIEW Crescent Wasaga Beach, Simcoe, ON MLS® S13827744

Residential Freehold (Detached)

$1550000.0

3 +0 Beds
3 Baths
2500-3000 sq-ft

Tucked away on a secluded street is this dream of a Riverfront Oasis. Located in the middle of Wasaga on the Nottawasaga River, this gives direct boat

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291 Concession Road 8 N/A E, Simcoe, ON , MLS #S13026430 , Image - 1

291 Concession Road 8 N/A E Rural Tiny, Tiny, Simcoe, ON MLS® S13026430

Residential Freehold (Detached)

$1490000.0

Price drop by 12.4%

2 Beds
3 Baths
2000-2500 sq-ft

Set on nearly 1-acre tree-lined lot, this gorgeous property offers luxury, privacy & functionality. Roadside you will notice the abundance of professi

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305 Lindsay Street E, Simcoe, ON , MLS #S13749054 , Image - 1

305 Lindsay Street E Midland, Simcoe, ON MLS® S13749054

Residential Freehold (Detached)

$674900.0

Price drop by 90.0%

3 Beds
3 Baths
2000-2500 sq-ft

Rare 3 storey century home, solidly built and full of timeless character blended with modern updates, situated on an amazing oversuzed lot. This well

28 Photos

34 North Street N, Simcoe, ON , MLS #S13615600 , Image - 1

34 North Street N Wellington, Barrie, Simcoe, ON MLS® S13615600

Residential Freehold (Detached)

$525000.0

Price drop by 12.5%

4 Beds
2 Baths
1500-2000 sq-ft

Century charm meets modern convenience at 34 North St, Barrie! This beautifully maintained 4-bedroom, 2-bathroom century home offers over 1,850 sq. ft

Open House : Sat Sep 26, 10:00 AM to 11:00 AM

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19 Ralph Dalton Boulevard, Simcoe, ON , MLS #S13417586 , Image - 1

19 Ralph Dalton Boulevard Victoria Harbour, Tay, Simcoe, ON MLS® S13417586

Residential Freehold (Detached)

$739900.0

Price drop by 10.8%

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

Visit the REALTOR website for further information about this listing. NEW PRICE! STUNNING RAISED BUNGALOW WITH BACKYARD OASIS IN SOUGHT-AFTER VICTORIA

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1327 Monck Road, Simcoe, ON , MLS #S13746958 , Image - 1

1327 Monck Road Rural Ramara, Ramara, Simcoe, ON MLS® S13746958

Residential Freehold (Vacant Land)

$149900.0

Located in a secluded countryside setting, this prime 1.57-acre wooded lot offers the perfect canvas to build your dream home or rural retreat. Featur

40 Photos

6736 Second Line, Simcoe, ON , MLS #N13814200 , Image - 1

6736 Second Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13814200

Residential Freehold (Detached)

$1999999.0

3 Beds
3 Baths
2500-3000 sq-ft

Space to live, work and explore on 10.4 beautiful acres. Built in 2019, this custom all-brick bungalow offers approximately 2,800 sq. ft. of main-floo

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7262 12/13 Side Road, Simcoe, ON , MLS #S13831200 , Image - 1

7262 12/13 Side Road Creemore, Clearview, Simcoe, ON MLS® S13831200

Residential Freehold (Detached)

$1459000.0

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

Welcome to Clearview Station Bed & Breakfast, affectionately known as The Creemore Caboose -a truly unique country property just minutes from Creemore

40 Photos

105 McKenzie Way, Simcoe, ON , MLS #N13700766 , Image - 1

105 McKenzie Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13700766

Residential Freehold (Detached)

$1377000.0

5 +1 Beds
5 Baths
3000-3500 sq-ft

Welcome To A Beautiful & Modern 5 Bedroom Home In a Family Friendly Area With a Bright Open Concept Layout & Custom Finishings Throughout The House. A

40 Photos

35 Wendat Trail, Simcoe, ON , MLS #S13827424 , Image - 1

35 Wendat Trail Midhurst, Springwater, Simcoe, ON MLS® S13827424

Residential Freehold (Detached)

$1650000.0

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

Gorgeous Gregor-built bungalow offering over 4,000 sq. ft. of finished living space, extensive upgrades and exceptional versatility for family living

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699 Aberdeen Boulevard, Simcoe, ON , MLS #S13644790 , Image - 1

Unit-501, 699 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13644790

Residential Condo & Other (Condo Apartment)

$779900.0

2 Beds
2 Baths
1400-1599 sq-ft

Are You Searching For A Maintenance Free Lifestyle Without Sacrificing Luxury, Size & Privacy? This Gorgeous, 1,512 Sq. Ft. 2-Bedroom + Den Corner-Uni

26 Photos

104 Eccles Street N, Simcoe, ON , MLS #S13570318 , Image - 1

104 Eccles Street N Queen's Park, Barrie, Simcoe, ON MLS® S13570318

Residential Freehold (Detached)

$569000.0

Price drop by 9.7%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to this spacious 1,700+ sq. ft. home, tucked away on a quiet dead-end street where peace, privacy, and nature come together. Backing onto envi

48 Photos

102 Pine Hill Road, Simcoe, ON , MLS #N13830862 , Image - 1

102 Pine Hill Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13830862

Residential Freehold (Detached)

$2649000.0

4 +2 Beds
6 Baths
3500-5000 sq-ft

Set Within The Prestigious Shires Estates Community, This Impressive All-Brick Country Residence Is Surrounded By 2.33 Acres Of Scenic Privacy With Ma

3 Photos

781 Edward Street, Simcoe, ON , MLS #N13499654 , Image - 1

781 Edward Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13499654

Residential Freehold (Detached)

$749000.0

2 Beds
1 Baths
1100-1500 sq-ft

Charming Bungalow on a Hugh Double Lot! Excellent Opportunity for an End User or Investor! Lot (140ft x 175ft) Minutes walk to Lake Simcoe and Frida

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140 Wildwood Trail, Simcoe, ON , MLS #S13484436 , Image - 1

140 Wildwood Trail Ardagh, Barrie, Simcoe, ON MLS® S13484436

Residential Freehold (Detached)

$1385990.0

4 +2 Beds
4 Baths
3000-3500 sq-ft

Welcome to 140 Wildwood, a California-inspired executive residence in one of Barrie's most prestigious neighborhoods, offering true resort-style livin

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2 Birchwood Trail, Simcoe, ON , MLS #S13830896 , Image - 1

2 Birchwood Trail Wasaga Beach, Simcoe, ON MLS® S13830896

Residential Freehold (Vacant Land)

$429000.0

Your Dream Lot Awaits in Sunward Estates, Wasaga Beach! This beautiful nearly 0.6-acre treed lot offers a perfect opportunity to build your dream cot

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