Winona, Ontario
As of September 27, 2026, the median asking price in Winona, Hamilton is $709,838, across 2,458 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 $457 per square foot, based on the 1,338 listings that report floor area.
Detached homes in Winona are listed at an average of $1,053,363 across 1,546 active listings.
Townhouses in Winona are listed at an average of $662,631 across 371 active listings.
Condos in Winona are listed at an average of $411,528 across 349 active listings.
Homes in Winona are listed at an average of $1,325,167 across 60 active listings.
Low-density east Hamilton living with suburban rhythm
Winona reads as a residential, drive-oriented place where detached homes set the tone.
Winona is a mostly residential area defined more by home life than by a single main-street core, with a housing stock led by detached houses and a meaningful townhouse presence. The appeal is a suburban–semi-rural feel within Hamilton’s east end; it is not a dense, apartment-forward place where most errands happen on foot.
Winona’s housing mix is mostly detached houses, with townhouses also common, creating a market that reads as ground-oriented rather than apartment-centric. That mix supports buyers looking for the feel and function of a house as the baseline choice.
A typical home in Winona is a detached house, with townhouses forming a common alternative.
Selling in Winona comes down to two comparisons buyers make: your home against what else is for sale, and this location against the alternatives.
Buyers weigh your home against the homes listed in Winona right now. The current listings and asking prices are in the Market section of this page.
Put the places a buyer will use in the listing: Sheldon Manor Park, Ancaster Rail Trail and Spencer Creek Trail.
Photography, condition and first impressions decide which listings buyers book to see. Have the home ready before it goes live.
Winona offers a distinctly low-density, house-forward housing mix on Hamilton’s east side, with detached homes setting the tone and townhouses as a common alternative. It also provides reach to a wide spread of parks, trails, institutions, and shopping nodes across the broader area rather than relying on a single core. It is not the right match if you prioritize dense, apartment-led living or a day-to-day routine built around walking to most errands.
This description is compiled from the figures above and from published sources. It is not a statistic.
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
Data from MLS® System. Deemed reliable but not guaranteed accurate by CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.
REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA’s By-Laws, Rules, and the REALTOR® Code.
Powered by CREA DDF®