Winona, Ontario
As of September 27, 2026, the median asking price in Winona, Hamilton is $709,777, across 2,457 active MLS® listings.
Those listings have been on the market an average of 65 days.
937 new listings came to market in Winona in the last 30 days.
Asking prices work out to about $459 per square foot, based on the 1,351 listings that report floor area.
Detached homes in Winona are listed at an average of $1,055,907 across 1,541 active listings.
Townhouses in Winona are listed at an average of $661,670 across 373 active listings.
Condos in Winona are listed at an average of $413,220 across 349 active listings.
Homes in Winona are listed at an average of $1,323,071 across 62 active listings.
Lakeside Quiet, Escarpment Views
Winona sits in Hamilton’s east end where the city loosens its tie and the land starts to breathe—orchards, vineyards, and low-rise streets tucked between Lake Ontario and the Niagara Escarpment. Once part of Stoney Creek, it still reads as a distinct community: quieter, greener, and noticeably more suburban than central Hamilton, with a semi-rural edge that shows up in long driveways, mature trees, and the occasional farm stand feel.
Day-to-day life here skews family-first and schedule-driven. Many residents are established homeowners and commuters—Hamilton, Burlington, and the GTA are all within orbit—while local routines revolve around schools, sports fields, and quick errands along Highway 8/South Service Road. With a Walk Score around 39, it’s a “drive for most things” neighbourhood, but that trade-off buys space, a calmer pace, and easy access to waterfront paths and escarpment trails.
Real estate in Winona is defined by detached homes—older properties on larger lots mixed with newer subdivisions and tidy townhome pockets. Buyers often come for the combination of newer finishes, garages, and family layouts without the density of the core, while long-time owners value the stability and the sense of community. The market tends to track broader Hamilton/Stoney Creek conditions: well-kept family homes draw strong attention, and properties with modern updates, parking, and proximity to QEW access points typically command the quickest turnarounds.
Winona’s active for-sale market is broad and varied, with 2,457 listings spanning everything from more attainable condos and townhomes to larger detached properties across different pockets of the city, reflecting noticeable differences in size, style, and pricing from one area to the next. Current active listings show a median asking price of $709,777 and an average of $459/sqft, with homes sitting an average of 65 days on market so far—suggesting buyers have time to compare options, while sellers may need sharp pricing and strong presentation. With 937 new listings added in the past 30 days, supply continues to refresh, supporting selection for buyers and creating competitive pressure among comparable listings.
AI-written commentary on the active MLS® listing snapshot as of September 27, 2026. Not financial advice.
Winona covers about 1,121 km², so a single Walk Score®, Transit Score® or Bike Score® measured at one point would not describe it. How easily you can get around depends on which part of Winona you are in — check the score for a specific address.
Communities.ca Inc.
Stuart Hall, REALTOR® · Licence #LIC-00651009 · Century 21 Bravo
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