Discovering Old Oakville

Looking to settle your roots in Oakville, but not sure where? Today, we’re taking a closer look at one of Oakville’s most beloved areas: Old Oakville.

Nestled in the heart of South Oakville, Old Oakville is one of the area’s most prestigious and historically rich neighbourhoods. This community offers an exceptional blend of heritage charm and modern luxury — from restored century homes and custom builds to upscale townhomes and a select collection of exclusive lakefront estates just south of Lakeshore Road.

Mature tree-lined streets, a mix of architectural styles, and a vibrant downtown atmosphere give Old Oakville a unique and timeless appeal. With boutique amenities, high-ranking schools, and walkable access to the lake, it’s a neighbourhood that truly offers it all.

Known For:

Prime downtown Oakville location
Lakefront parks, trails, and scenic beauty
Quiet, tree-canopied streets with a peaceful residential feel
Walking distance to Oakville GO, boutique shops, and top-tier schools

It’s impossible not to love…

Strolling downtown and people-watching from your favourite café
Biking to the Oakville Club or heading out for dinner with friends
Kids walking home from school along leafy streets
A lifestyle that blends elegance, community, and convenienc

What’s Trending Now:

Rise in boutique upscale condos and luxury townhomes near the core
Significant renovations of detached homes and an increase in custom builds
Revitalized parks, improved walkability, and a newly built community centre
Strong demand for both heritage homes and contemporary designs

Ideal For:

Buyers seeking the vibrancy of a downtown lifestyle
Families who appreciate a mix of historical character and modern living
Professionals wanting a short commute and a refined neighbourhood ambiance

Design Approach:

A distinctive mix of styles — heritage homes with preserved charm, custom-built estates, modernized family homes, and architecturally designed townhomes — make this neighbourhood visually rich and one-of-a-kind.

Top-Rated Schools in the Area:

Catholic Elementary Schools:

St. Vincent
St. Nicholas
St. Marguerite d’Youville (French Immersion)
St. Mary (French Immersion)

Catholic Secondary Schools:

St. Ignatius of Loyola
St. Thomas Aquinas

Public Elementary Schools:

New Central
E.J. James (French Immersion)
Maple Grove

Public Secondary School:

Oakville Trafalgar Secondary School

Private Schools:

Linbrook School (Boys, K–8)
Oakville Christian School (Pre K–8)
Walden International School (Pre K–8)
Clanmore Montessori (Pre K–8)
Dearcroft Montessori (Pre K–8)
Fern Hill School (Pre K–8)
Rotherglen School (Casa – Gr. 8)
Wildwood Academy (Gr. 2–8)
MacLachlan College (K–12)
St. Mildred’s Lightbourn School (Girls, Pre K–12)
Appleby College (Gr. 7–12)
Chisholm Academy (Gr. 7–12)