Real Estate for Sale in Winona, Hamilton, ON

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Neighbourhood in Hamilton

Winona

family-friendly quiet community-focused

Winona is a neighbourhood in Hamilton known for its residential homes. It offers a mix of family-friendly living and community amenities.

Median home price is $699,900 Population of about 14,525 77% of homes are owner-occupied Strong community with a median income of $113,691

At a glance

Photo of Unit 35, 40 Zinfandel Drive
For SaleNew ListingNew Construction
Listed for:

Listed 1 day ago

$575,000

Unit 35, 40 Zinfandel Drive

Hamilton (Winona), ON L8E 0L1

2Bedrooms
2Bathrooms
2Parking
1.4K-1.6KSq Ft

Common Element CondoFor Sale

Photo of 27 Pettit Street
For SaleBelow Estimate
Listed for:

Listed 1 day ago

$499,900

27 Pettit Street

Hamilton (Winona), ON L8E 5V7

3Bedrooms
3Bathrooms
1Garage
1.1K-1.5KSq Ft

Freehold TownhouseFor Sale

Photo of 1260 Highway 8
For SaleNew Listing
Listed for:

Listed 6 days ago

$1,089,900

1260 Highway 8

Hamilton (Winona), ON L8E 5Y3

4Bedrooms
3Bathrooms
0Garage
2.5K-3KSq Ft

Store W Apt/OfficeFor Sale

Photo of 222 Bel Air Avenue
For SalePrice Reduced
Listed for:

Listed 9 days ago

$630,000

222 Bel Air Avenue

Hamilton (Winona), ON L8E 5K2

3Bedrooms
3Bathrooms
0Garage
700-1.1KSq Ft

DetachedFor Sale

Photo of 6 Fourseasons Drive
For SaleSeparate Entrance
Listed for:

Listed 19 days ago

$1,450,000

6 Fourseasons Drive

Hamilton (Winona), ON L8E 5Y5

4Bedrooms
3Bathrooms
2Garage
3.5K-5KSq Ft

DetachedFor Sale

Photo of 55 Chianti Crescent
For SaleSwimming PoolIn-Law Suite
Listed for:

Listed Sep 15, 2026

$1,580,000

55 Chianti Crescent

Hamilton (Winona), ON L8E 5W3

4Bedrooms
4Bathrooms
2Garage
2.5K-3KSq Ft

DetachedFor Sale

Day to dayLivability

5.7

Schools near listings

out of 10 · averaged over 152 past and present listings

Fraser Institute ratings within 2 km of each listing, closer schools weighted more

Each score is an average over this area's own listings and is shown only where at least 5 of them carry one. Scores are reported by listing agents, not measured by HOMEH.

What it costsAffordability

Median asking price

$699,900

3% below Hamilton 2% below Ontario

In Winona

$699,900

In Hamilton

$719,000

In Ontario

$715,000

Median monthly rent

$5,400/mo

151% above Hamilton 116% above Ontario

In Winona

$5,400

In Hamilton

$2,150

In Ontario

$2,500

≈ 10.8 years

Of rent to match the purchase price

On the marketMarket snapshot

For sale

6

Median $699,900

Houses 6

For rent

1

Median $5,400

Houses 1

Recently sold

Sign in to see sold data

Recently leased

Sign in to see leased data

Market data as of 2026-10-15. Sold and leased figures are neighbourhood medians over the last 12 months, published only where at least 5 homes closed — never a single sale.

The honest readPros & cons

What people love

  • Family-oriented community with a good average household size
  • Diverse population with a significant immigrant presence
  • Low percentage of low-income households

Keep in mind

  • Limited amenities like schools and grocery stores
  • Higher median rent compared to city average

The feel of the placeLifestyle

Daily life in Winona is quiet, with a focus on family and community. Residents enjoy local parks and a peaceful environment.

Great for families first-time buyers those seeking a suburban lifestyle

Within the boundaryWhat's nearby

The boundary

0.8 km²

Every count and every census figure on this page was measured inside this line — not within a circle drawn around a centre point.

3

Parks

1

Playgrounds

1

Cafés

Counted across all 0.8 km² of Winona. From OpenStreetMap, as of 2026-10-12.

The peopleWho lives here

14,525

Population (2021)

11.6 km²

Area

1,248

People per km²

39.2

Median age

$113,691

Median income

77%

Own their home

3

People per household

5,025

Households

Every age

  • Children (under 15)19.6%
  • Working age (15–64)67.3%
  • Seniors (65+)13.1%

What is built here

  • Detached houses66.9%
  • Semi-detached1.5%
  • Townhouses17.1%
  • Duplexes1.6%
  • Low-rise apartments3.6%
  • High-rise apartments8.9%

Own or rent

77%Owners

23%Renters

Across 5,025 households

When it was built

Mostly 2006–2010

  • 1960 or earlier17%
  • 1961–198012%
  • 1981–19905%
  • 1991–200011%
  • 2001–200514%
  • 2006–201020%
  • 2011–201512%
  • 2016–20217%

Share of occupied homes, by the era they were built in. Bars are drawn against the busiest era, not against each other, because the eras are not the same length. The eight shares are unlikely to total exactly 100: Statistics Canada rounds each era's count to the nearest 5 before publishing it, so we print what the census reports rather than adjusting a figure to make the column add up.

29.1%
Born outside Canada
27.1%
Hold a degree or higher
60.7%
Employment rate
3.2%
Commute by transit
91.6%
Commute by car
1.9
Children per family
$97,335
Median income after tax
$132,206
Average household income
8.1%
Living on a low income
$1,839/mo
Renters pay, per month
$1,797/mo
Owners pay, per month
$791,114
Median home value at census
30%
Renters spending 30%+ of income on housing
16.7%
Owners spending 30%+ of income on housing

Statistics Canada, Census of Population 2021. Added up from 17 census areas around the listings we hold here. Medians and rates are a population-weighted average of dissemination-area figures.

Sources: HOMEH listings, Statistics Canada, Census of Population 2021, OpenStreetMap

HOMEH Market Pulse Through September 2026 Thin sales history — read the monthly counts

What homes in Winona actually sell for

17 homes changed hands in Winona over the 12 months to September 2026. Half sold above $913,353 and half below, 5.3% higher than the 12 months before. A typical home found its buyer in 41 days — 15 days quicker than a year ago.

Median sold price
$913K
+5.3% year over year
Days to sell
41
15 days quicker
Sales closed
17
last 12 months
Per square foot
$528
from 17 sized sales

Three years of sold prices

The line is the median. The band is the middle half of every sale — how wide it runs tells you how much one home here differs from the next.

$1.22M$1.03M$854K$673K
Oct ’23Sep ’24Sep ’25Aug ’26
Median sold price Middle half of sales

What buyers actually paid

$975,900

on a $1,000,000 asking price — under ask by $24,100

−10%Asking price+10%
Of the asking price
97.6%
Sold over asking
23.5%

From 17 sales that closed here in the last 12 months.

Rent or buy in Winona

28.1 years

of rent, at the going rate here, adds up to what a home here costs.

Median sold price

$913,353

17 sales

Median rent

$2,706/mo

16 leases

Gross rental yield

3.56%

before costs

Both figures come from deals that actually closed in Winona over the last 12 months. Gross yield is annual rent divided by price; it does not account for taxes, fees, maintenance, vacancy or financing.

What actually trades in Winona

A single median hides this: the mix of homes behind it, and what each kind costs.

17sales
  • Detached$963K35.3%
  • Other kinds, too few of each —64.7%
Every month behind these charts — Winona, sales
Monthly closed sales in Winona
MonthClosedMedianMiddle halfDays% of ask
Aug 20262 Not enough sales this month to report a median
May 20261 Not enough sales this month to report a median
Apr 20262 Not enough sales this month to report a median
Mar 20262 Not enough sales this month to report a median
Jan 20261 Not enough sales this month to report a median
Dec 20252 Not enough sales this month to report a median
Nov 20251 Not enough sales this month to report a median
Oct 20256$962,500$873K – $1.18M1799.5%
Sep 20251 Not enough sales this month to report a median
Aug 20252 Not enough sales this month to report a median
Jun 20255$720,000$710K – $800K3997.9%
Apr 20251 Not enough sales this month to report a median
Mar 20254 Not enough sales this month to report a median
Feb 20251 Not enough sales this month to report a median
Dec 20241 Not enough sales this month to report a median
Nov 20241 Not enough sales this month to report a median
Oct 20243 Not enough sales this month to report a median
Sep 20243 Not enough sales this month to report a median
Jul 20241 Not enough sales this month to report a median
Jun 20243 Not enough sales this month to report a median
Apr 20243 Not enough sales this month to report a median
Mar 20241 Not enough sales this month to report a median
Feb 20243 Not enough sales this month to report a median
Jan 20244 Not enough sales this month to report a median
Nov 20231 Not enough sales this month to report a median
Oct 20233 Not enough sales this month to report a median

24 of these months closed fewer than 5 sales. A middle value taken over that few is not a market figure — with one sale it is simply that home's closing price — so the count is shown and the median is not. The sales themselves still count toward the 12-month figures above.

What people ask about Winona

How much does a home cost in Winona?

Homes in Winona sold for a median of $913,353 over the 12 months to September 2026, across 17 closed sales — half sold for more and half for less. That is 5.3% higher than the 12 months before it.

How long does it take to sell a home in Winona?

A home in Winona took a median of 41 days on the market over the 12 months to September 2026. Homes there closed at 97.6% of the asking price on average, with 23.5% selling over asking.

How much is rent in Winona?

The median lease in Winona closed at $2,706 a month over the 12 months to September 2026, across 16 leases.

Is it cheaper to rent or buy in Winona?

A home in Winona costs about 28.1 years of the rent on one — the median price of $913,353 against a median rent of $2,706 a month, a gross yield of 3.56%. The shorter that number, the closer buying is to renting before financing costs.

Compiled by HOMEH from sales reported closed in Winona on the Toronto Regional Real Estate Board MLS® System, through September 2026. Medians are taken over closed prices, not asking prices. Per-square-foot figures use the midpoint of the banded floor-area range MLS® carries, so they describe the group and not any one home. Not an appraisal or an opinion of value.