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Houses for Sale in Bradford Bradford West Gwillimbury Under $500K

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Looking for houses under $500k for sale in Bradford, Bradford West Gwillimbury? With Square Yards Canada, discover a vast range of properties within your budget in Bradford across Toronto. If you plan to buy houses under $500k in Bradford, Bradford West Gwillimbury, 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 Bradford houses for sale under $500k, including freehold properties, condos, and commercial spaces.

Last Updated: September 22, 2026

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Unit-206, 112 Simcoe Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13220476

Residential Condo & Other (Condo Apartment)

$427500.0

Price drop by 5.0%

1 Beds
1 Baths
800-899 sq-ft

PRICED TO SELL NOW!! Naturally Light and Bright!! Huge, spacious 1+1 Bedroom QUIET condo in an intimate 4 story building within walking distance of Go

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119 D'ambrosio Drive, Simcoe, ON , MLS #S13654418 , Image - 1

Unit-9, 119 D'ambrosio Drive Painswick North, Barrie, Simcoe, ON MLS® S13654418

Residential Condo & Other (Condo Townhouse)

$445900.0

3 Beds
2 Baths
1200-1399 sq-ft

END UNIT!! 3 bedroom townhouse condo. This unit is located in South East Barrie off Yonge St close to the Go Station, shopping, rec centre and schools

Open House : Sun Sep 27, 10:00 AM to 12:00 PM

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38 Royal Oak Drive, Simcoe, ON , MLS #N13628114 , Image - 1

38 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N13628114

Residential Freehold (Detached)

$229900.0

Price drop by 11.2%

2 Beds
1 Baths
700-1100 sq-ft

Excellent Opportunity To Own An Affordable Home In Royal Oaks Estates, A Well-Maintained Adult Lifestyle Community In Cookstown. This Bright And Invit

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1 Paradise Boulevard S, Simcoe, ON , MLS #S13566892 , Image - 1

Unit-Unit 27, 1 Paradise Boulevard S Rural Ramara, Ramara, Simcoe, ON MLS® S13566892

Residential Condo & Other (Condo Townhouse)

$459900.0

3 Beds
2 Baths
1200-1399 sq-ft

PARADISE BEACH & BOAT RETREAT ~ Fall in LOVE with Summer Living at Harbour Village in Lagoon City. This Modern 3-Bedroom End-Unit Waterfront Condo Off

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1 Paradise Boulevard, Simcoe, ON , MLS #S13530058 , Image - 1

Unit-Unit 14, 1 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13530058

Residential Condo & Other (Condo Townhouse)

$389000.0

2 Beds
2 Baths
1000-1199 sq-ft

Don't miss this rare chance to own a true piece of paradise. This stunning waterfront condominium showcases sweeping views of Harbour Lagoon and Lake

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