Houses for Sale in Painswick South Barrie Under $500K

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Looking for houses under $500k for sale in Painswick South, Barrie? With Square Yards Canada, discover a vast range of properties within your budget in Painswick South across Toronto. If you plan to buy houses under $500k in Painswick South, Barrie, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Painswick South houses for sale under $500k, including freehold properties, condos, and commercial spaces.

Last Updated: June 22, 2026

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90 Dean Avenue, Simcoe, ON , MLS #S8364164 , Image - 1

Unit-417, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S8364164

Residential Condo & Other (Leasehold Condo)

$399900.0

Price drop by 10.8%

1 Beds
1 Baths
800-899 sq-ft

The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev

34 Photos

90 Dean Avenue, Simcoe, ON , MLS #S9231440 , Image - 1

Unit-507, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S9231440

Residential Condo & Other (Leasehold Condo)

$419900.0

Price drop by 7.7%

1 Beds
2 Baths
900-999 sq-ft

The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev

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23 Maria Street, Simcoe, ON , MLS #S13251390 , Image - 1

23 Maria Street Penetanguishene, Simcoe, ON MLS® S13251390

Residential Freehold (Detached)

$419000.0

3 Beds
1 Baths
1100-1500 sq-ft

Endless Potential Meets Small-Town Charm On A Large Lot At 23 Maria Street In The Heart Of Penetanguishene. This 3-Bedroom, 1-Bathroom Home Presents A

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25 Balmoral Avenue, Simcoe, ON , MLS #S13475982 , Image - 1

25 Balmoral Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13475982

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Escape to your own slice of paradise with this charming rustic cottage! Perched high and dry overlooking a treed 240-foot deep lot, this property offe

32 Photos

4101 Wesley Street, Simcoe, ON , MLS #S12970538 , Image - 1

4101 Wesley Street Rural Severn, Severn, Simcoe, ON MLS® S12970538

Residential Freehold (MobileTrailer)

$374500.0

Price drop by 6.4%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 4101 Wesley Street in the peaceful Silver Creek Estates community in Severn. This well-maintained and inviting modular home is located on l

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