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Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 206

Looking for houses under $500k 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 $500k, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $500k 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: March 31, 2026

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147 Peel Street, Simcoe, ON , MLS #S12669726 , Image - 1

147 Peel Street Wellington, Barrie, Simcoe, ON MLS® S12669726

Residential Freehold (Vacant Land)

$479000.0

ATTENTION Investors, Developers, Builders! Here is a great opportunity for a new build in an established East Barrie community. Central to key ameniti

33 Photos

11 Winters Crescent, Simcoe, ON , MLS #S12850932 , Image - 1

11 Winters Crescent Collingwood, Simcoe, ON MLS® S12850932

Residential Condo & Other (Condo Townhouse)

$479900.0

3 Beds
2 Baths
1400-1599 sq-ft

At just $479,900 and even less if you are a FIRST TIME HOME BUYER. There is a place where the MOUNTAINS meet the BAY and not only can you LIVE, you ca

26 Photos

7 Nipagon Circle, Simcoe, ON , MLS #S12873500 , Image - 1

7 Nipagon Circle Wasaga Beach, Simcoe, ON MLS® S12873500

Residential Freehold (Detached)

$135900.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to 7 Nipagon Cir, a remarkable 2015 Northlander cottage in the desirable Parkbridge's Country Life Gated Resort. This charming property featur

42 Photos

440 Oxbow Crescent, Simcoe, ON , MLS #S12936156 , Image - 1

440 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12936156

Residential Condo & Other (Condo Townhouse)

$469000.0

3 Beds
2 Baths
1200-1399 sq-ft

Discover this bright, spacious 3-bedroom, 2-bath condo, perfectly located at Livingstone Resort (formerly Cranberry). The open-concept main floor feat

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

10 Photos

56 Lakeside Terrace, Simcoe, ON , MLS #S12889018 , Image - 1

Unit-604, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S12889018

Residential Condo & Other (Condo Apartment)

$389900.0

1 +1 Beds
1 Baths
500-599 sq-ft

Welcome to your dream condo with stunning views of the lake! This well-designed unit offers picturesque lake views from the master bedroom, living roo

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126 Bell Farm Road, Simcoe, ON , MLS #S12929806 , Image - 1

Unit-113, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12929806

Residential Condo & Other (Condo Apartment)

$320000.0

2 +0 Beds
2 Baths
900-999 sq-ft

Bright and accessible garden-level condo ideal location! - Very accessible 2-bedroom, 2-bath end-unit condo located just steps from the buildings side

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2 EAST Street, Simcoe, ON , MLS #N12437196 , Image - 1

2 EAST Street Rural Essa, Essa, Simcoe, ON MLS® N12437196

Residential Freehold (Other)

$257900.0

Price drop by 3.7%

2 Beds
1 Baths
700-1100 sq-ft

MOTIVATED SELLER AND QUICK CLOSING AVAILABLE! Nestled on a mature, tree-lined lot in Angus, this charming mobile home offers privacy and peace - await

40 Photos

64 Royal Oak Drive, Simcoe, ON , MLS #N12833654 , Image - 1

64 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N12833654

Residential Freehold (MobileTrailer)

$315000.0

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

Royal Oak Estates is a senior (60+) community. Conveniently located in Cookstown at Hwy 27 and Hwy89,just minutes to Hwy 400 and 10 minutes to Allisto

38 Photos

309 Manly Street, Simcoe, ON , MLS #S12509724 , Image - 1

309 Manly Street Midland, Simcoe, ON MLS® S12509724

Residential Freehold (Detached)

$399900.0

Price drop by 5.9%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 309 Manly Street in Midland. Whether you are looking for an investment or just starting out this property has upside potential. Featuring

33 Photos

21 Laguna Parkway, Simcoe, ON , MLS #S12830846 , Image - 1

Unit-35, 21 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12830846

Residential Condo & Other (Condo Townhouse)

$437000.0

Price drop by 6.0%

3 Beds
3 Baths
1400-1599 sq-ft

Welcome to waterfront living in beautiful Lagoon City! This stunning 3-bedroom, 3-bathroom townhome offers the perfect blend of year-round comfort and

4 Photos

555 Barnes Avenue, Simcoe, ON , MLS #S12931588 , Image - 1

555 Barnes Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12931588

Residential Freehold (Vacant Land)

$139999.0

Welcome to 555 Barnes Ave. Located On A Quiet Street In The Desirable, Family-Friendly Village Of Port Mcnicoll In Tay Township. An excellent buildabl

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47 Dock Lane, Simcoe, ON , MLS #S12916554 , Image - 1

47 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S12916554

Residential Freehold (Vacant Land)

Price On Request

4 Beds
6 Baths
< 700 sq-ft

Own a RARE piece of luxury waterfront real estate in an exclusive gated, private, tight-knit community. This premium 49 x 125 ft lot offers an incredi

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Lot 2 Delta Road, Simcoe, ON , MLS #S12146865 , Image - 1

Lot 2 Delta Road Rural Severn, Severn, Simcoe, ON MLS® S12146865

Residential Freehold (Vacant Land)

$425000.0

Price drop by 5.6%

< 700 sq-ft

A rare chance to enjoy the best of Muskoka with half the drive! Located on Sparrow Lake, just 1.5 hours north of Toronto, this waterfront lot is at th

21 Photos

50 GEORGIAN GLEN Drive, Simcoe, ON , MLS #S12793742 , Image - 1

50 GEORGIAN GLEN Drive Wasaga Beach, Simcoe, ON MLS® S12793742

Residential Freehold (Modular Home)

$199990.0

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

This two bedroom, one bath modular home offers a bright open-concept kitchen and living area designed for comfortable everyday living and easy entert

35 Photos

1407 Fox Road, Simcoe, ON , MLS #S12741468 , Image - 1

1407 Fox Road Rural Severn, Severn, Simcoe, ON MLS® S12741468

Residential Freehold (MobileTrailer)

$479000.0

2 Beds
2 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled within the peaceful surroundings of Silver Creek Estates and backing onto tranquil forested greenspa

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40 Ferndale Drive S, Simcoe, ON , MLS #S12889566 , Image - 1

Unit-407, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S12889566

Residential Condo & Other (Condo Apartment)

$459900.0

2 Beds
2 Baths
1000-1199 sq-ft

Penthouse 2-Bedroom/2-Washroom Condo In Highly Sought-After Manhattan Condos Overlooking Peaceful Green Space & Sunset Views From Your Private Balcony

29 Photos

13 Cheltenham Road, Simcoe, ON , MLS #S12926146 , Image - 1

Unit-7, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S12926146

Residential Condo & Other (Condo Apartment)

$469900.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to this beautifully maintained 3-bedroom, 2-bathroom stacked condo in Barrie's sought-after Georgian Drive community. This bright upper-level

50 Photos

9 Pennsylvania Avenue, Simcoe, ON , MLS #S12240745 , Image - 1

9 Pennsylvania Avenue Wasaga Beach, Simcoe, ON MLS® S12240745

Residential Freehold (Detached)

$489000.0

Price drop by 11.1%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 9 Pennsylvania Ave. Located in Park Place, a gated 55+ Land Lease Community, with lots to offer, including a rec plex, indoor pool, games r

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331 Broward Way

Unit-144, 331 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12836650

Residential Condo & Other (Condo Apartment)

$499990.0

Price drop by 4.8%

1 Beds
1 Baths
700-799 sq-ft

From your bedroom window, living area window, or outdoor terrace, view the lake, the boardwalk, the island towns, the marina, the entertainment pier,

10 Photos

LOT 65 Whispering Pine Circle, Simcoe, ON , MLS #S11957124 , Image - 1

LOT 65 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S11957124

Residential Freehold (Vacant Land)

$179000.0

Price drop by 15.8%

Well treed building lot located in the Toanche Settlement within minutes to a marina, boat launch, park & playground. Build your dream home here in th

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LOT 66 WHISPERING PINE Circle, Simcoe, ON , MLS #S11957244 , Image - 1

LOT 66 WHISPERING PINE Circle Rural Tiny, Tiny, Simcoe, ON MLS® S11957244

Residential Freehold (Vacant Land)

$179000.0

Price drop by 15.8%

Build your dream home here on this mature lot in the beautiful Toanche Settlement area of Tiny Township. Located minutes from a marina, boat launch, p

8 Photos

Lot 59 Whispering Pine Circle, Simcoe, ON , MLS #S12076638 , Image - 1

Lot 59 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12076638

Residential Freehold (Vacant Land)

$210000.0

< 700 sq-ft

Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat

8 Photos

Lot 64 Whispering Pine Circle, Simcoe, ON , MLS #S12087204 , Image - 1

Lot 64 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12087204

Residential Freehold (Vacant Land)

$179000.0

Price drop by 14.8%

< 700 sq-ft

Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat

39 Photos

7692 Birch Drive, Simcoe, ON , MLS #S12923632 , Image - 1

7692 Birch Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12923632

Residential Freehold (Detached)

$474800.0

2 Beds
1 Baths
< 700 sq-ft

Escape the city and experience true waterfront living on the Black River. Set on a private, tree-lined lot with over 100 feet of direct frontage, this

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150 Dunlop Street E, Simcoe, ON , MLS #S12216272 , Image - 1

Unit-701, 150 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12216272

Residential Condo & Other (Common Element Condo)

$299900.0

Price drop by 24.8%

1 Beds
1 Baths
600-699 sq-ft

Very desirable one bedroom , one bathroom condo in sought after area of Barrie's waterfront district. Bright open concept unit boasts extra murphy bed

1 Photos

7815 Riverleigh Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12884158

Residential Freehold (Vacant Land)

$189900.0

A fantastic opportunity with potential to create your ideal cottage, recreational retreat, or year round home with Green River views in the welcoming

21 Photos

52 Adelaide Street, Simcoe, ON , MLS #S12882478 , Image - 1

Unit-32, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S12882478

Residential Condo & Other (Condo Townhouse)

$499900.0

Price drop by 2.9%

3 Beds
3 Baths
1200-1399 sq-ft

Welcome to 52 Adelaide Street, Unit 32, a beautifully refreshed and move-in-ready townhouse in Barrie's sought-after Allandale neighbourhood. Enjoy th

3 Photos

5 Foyston Gate, Simcoe, ON , MLS #S12733316 , Image - 1

5 Foyston Gate Minesing, Springwater, Simcoe, ON MLS® S12733316

Residential Freehold (Vacant Land)

$499999.0

< 700 sq-ft

Vendor Take-Back (VTB) financing available for qualified purchasers. Welcome to Your Potential Dream Home In One of Springwater's Most Coveted Enclave

32 Photos

25 Hawthorne Drive, Simcoe, ON , MLS #N12821716 , Image - 1

25 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12821716

Residential Freehold (Modular Home)

$374900.0

2 Beds
2 Baths
1100-1500 sq-ft

This home is sure to please. Located in the vibrant adult community of Sandycove Acres South. This bright and spacious 2 bedroom, 1+1 bath popular Arg

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40 Iris Drive Wasaga Beach, Simcoe, ON MLS® S12112469

Residential Freehold (Vacant Land)

$339000.0

< 700 sq-ft

Building lot on quiet Iris Drive in the neighborhood of newer homes, measuring 50 ft x 151 ft. The lot is fairly clear, locted within walking distance

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