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Houses for Sale in Winona Park Hamilton Under $500K

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

Last Updated: August 12, 2026

1 Photos

88 Creanona Boulevard Winona Park, Hamilton, ON MLS® X13427576

Residential Freehold (Vacant Land)

$449900.0

Price drop by 10.0%

Build your dream home in one of Stoney Creek's most desirable waterfront communities. Located at 88 Creanona Boulevard in the sought-after Fifty Point

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48 Photos

120 Duke Street, Hamilton, ON , MLS #X13668780 , Image - 1

Unit-#202, 120 Duke Street Durand, Hamilton, ON MLS® X13668780

Residential Condo & Other (Condo Apartment)

$399000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to The Durand, where sophisticated design, generous living space and an exceptional downtown lifestyle come together. This beautifully upgrade

24 Photos

29 Gertrude Street, Hamilton, ON , MLS #X13540144 , Image - 1

29 Gertrude Street Industrial Sector, Hamilton, ON MLS® X13540144

Residential Freehold (Duplex)

$445000.0

Price drop by 10.1%

4 Beds
2 Baths
1100-1500 sq-ft

29 Gertrude Street is an investment property within a portfolio. A legal duplex in Hamilton's lower city, offering current income with a clear value-a

20 Photos

1964 Main Street W, Hamilton, ON , MLS #X13639092 , Image - 1

Unit-1009, 1964 Main Street W Ainslie Wood, Hamilton, ON MLS® X13639092

Residential Condo & Other (Condo Apartment)

$309900.0

3 Beds
2 Baths
1000-1199 sq-ft

Prepare to be WOWED by this well cared for tree top beauty in sought after Forest Glen. This spectacular 10th-floor condo offers a tranquil retreat i

Pre-Construction

Corktown Plaza

221 John Street South, Hamilton

From $329,900

Project Info

2 Buildings
786 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Slate Asset Management

49 Photos

395 Avondale Street, Hamilton, ON , MLS #X13644662 , Image - 1

395 Avondale Street Industrial Sector, Hamilton, ON MLS® X13644662

Residential Freehold (Detached)

$349000.0

3 Beds
2 Baths
700-1100 sq-ft

Opportunity knocks in Hamilton's affordable North End! Whether you want to raise a family, or invest in a solid income property, this deceptively spac

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