Real Estate for Sale in Winston Park, Oakville, ON

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Neighbourhood in Oakville

Winston Park

family-friendly quiet community-focused

Winston Park is a quiet neighbourhood in Oakville, Ontario. It offers a mix of parks, schools, and local amenities for residents.

Day to dayLivability

7.9

Schools near listings

out of 10 · averaged over 22 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

In Oakville

$1,399,000

In Ontario

$716,900

Median monthly rent

In Oakville

$2,900

In Ontario

$2,499

On the marketMarket snapshot

For sale

0

For rent

0

Recently sold

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Recently leased

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Market data as of 2026-08-16. 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

  • Good schools with a score of 7.9
  • Plenty of parks for outdoor activities
  • Variety of restaurants and cafes
  • Access to multiple grocery stores

Keep in mind

  • No homes currently for sale or rent
  • Limited public transit options

The feel of the placeLifestyle

Daily life in Winston Park is family-oriented with easy access to parks and schools. Residents enjoy a peaceful atmosphere with local amenities close by.

Great for families first-time buyers those seeking a peaceful area

Within the boundaryWhat's nearby

The boundary

4.6 km²

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

2

Parks

2

Playgrounds

1

Grocery stores

17

Restaurants

4

Cafés

3

Gyms

Counted across all 4.6 km² of Winston Park. From OpenStreetMap, as of 2026-10-19.

The schoolsWhich schools, and how they rate

1

Elementary

1

Secondary

  • Merriam High School

    Independent

    Not rated

  • Walden International School

    Independent

    Not rated

Ontario Ministry of Education school registry; ratings from the Fraser Institute report card. These are the schools that stand inside Winston Park, not a catchment — most Ontario boards do not publish attendance boundaries, and we will not draw a line we cannot source. Confirm enrolment with the school board before you buy.

Sources: HOMEH listings, OpenStreetMap, HOMEH school registry