Oakville Was Chosen As The Best Place To Live In Canada By MoneySense

When MoneySense crowned Oakville the best place to live in Canada back in 2018, we were thrilled, and not at all surprised. With its friendly small-town vibe, just a 30-minute drive from Toronto, and its charming mix of 19th-century and modern architecture, gorgeous waterfront, and warm and bustling neighbourhoods, Oakville has been winning hearts and attracting savvy businesses and homeowners for years. No wonder 86% of the town’s residents have said Oakville is a better place to live than anywhere else in the GTA.
Want to find out why we’ve always thought Oakville is the best place to live in Canada? Read on for our guide to this no-longer-quite-so-hidden Ontario gem, and consider looking at all that Oakville real estate has to offer you and your family.
A City of Villages: Finding Your Own Oakville Home in A Diverse and Friendly Neighbourhood
While the city is already well known for its jaw-dropping mansions and the lush greenery of the Glen Abbey Golf Club, it is also home to an impressive array of friendly neighbourhoods, or “villages,” as their residents affectionately call them. Oakville has houses for sale at every price point!
Take Falgarwood, for example, which provides its residents with easy access to Toronto via the GO Train and the QEW/403 Highway. This village features a number of affordable homes for sale that are perfect for young families.
Or West Oak Trails, which boasts beautiful nature trails and a huge selection of Oakville real estate for sale that ranges from townhouses to multi-storey lakefront mansions.
Whatever your budget, you’re guaranteed to find a house for sale in an Oakville neighbourhood that you’ll fall in love with, as well as your own “village” to make home. And best yet? All of this comes at a considerably lower price tag than in Toronto.
Oakville Real Estate, Parks, and Waterfront: Making Quality of Life the Priority
Oakville’s fantastic and diverse real estate offering could bring a smile to anyone’s face. But that’s far from all this city has to offer. We’re talking literally hundreds of parks and nature trails, including the Bronte Creek Provincial Park and Shell Park, which will transport you from the busy hubbub of Toronto to a soothing green oasis just minutes from your home.
If you’re looking for a break from nature, Oakville also has an exciting cultural scene, with museums and galleries aplenty, fun events for the whole family, and even its own performing arts theatre.
Don’t forget one of the city’s most beloved attractions, the Oakville waterfront; not that anyone is likely to after setting eyes on our picturesque corner of Lake Ontario. For boaters, Oakville has two harbours that are perfect for slips and sailboats.
Finally, Oakville boasts excellent facilities and amenities, as well as some of the finest schools Canada has to offer. What more could you ask for?
What You Should Know Before Googling “Oakville Homes For Sale”—See the City For Yourself!
Oakville has always been a great home to its residents, even before MoneySense and Maclean’s magazine called it the best place to live in Canada. Now that the secret’s out, make sure to check out all of Oakville’s neighbourhoods, houses for sale, and the dazzling Oakville waterfront for yourself, to find the city’s best “village” and home for you and your family.
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FALL MARKET KICKOFF: September 2025 Real Estate Market Update
As summer winds down, the Greater Toronto Area (GTA) real estate market is shifting once again—this time with an important boost from the Bank of Canada’s recent interest rate cut. On September 17, 2025, the Bank lowered its policy interest rate to 2.5%, marking a significant move that is expected to reinvigorate buying activity across the region.
Market Snapshot: August 2025 (TRREB) 
According to the Toronto Regional Real Estate Board (TRREB), August brought encouraging signs of stability:
- Sales: 6,232 transactions across the GTA, a 4.6% increase from August 2024.
- New Listings: 13,119, down slightly year-over-year, helping balance supply.
- Average Selling Price: $982,880, nearly flat compared to last year (+0.4%).
- Trend: Balanced conditions are giving both buyers and sellers room to maneuver, with the recent rate cut expected to stimulate fall demand.
City & Regional Highlights
Toronto 
Toronto continues to see steady demand for condos and townhomes, appealing to buyers looking for affordability in the core. Detached homes are moving more cautiously, but price stability suggests confidence returning to the market.
Mississauga 
Mississauga remains a buyer-friendly market, especially in the detached and semi-detached segments. With borrowing costs easing, families upsizing or relocating may find strong value in the fall.
Oakville 
Luxury demand in Oakville is regaining traction. The combination of limited inventory and lower financing costs positions this market for an active fall season, especially for executive homes and lakefront properties.
Burlington 
Burlington continues to attract buyers migrating west from Toronto. The city’s blend of affordability, lifestyle, and community feel has kept prices steady and competitive.
Muskoka 
Cottage country remains strong, with buyers eyeing investment properties and second homes. While activity softened slightly through the summer, the rate drop could encourage more buyers to act before year-end.
What This Means for Buyers & Sellers
With interest rates now at their lowest level in two years, affordability is improving across the GTA and Muskoka. Buyers who were waiting on the sidelines are expected to re-enter the market this fall, while sellers may benefit from increased competition for well-priced homes.
At Regan Irish & Associates, we specialize in helping clients navigate market shifts with confidence. Whether you’re buying a luxury home, selling a family property, or investing in Muskoka, our market insight and negotiation expertise ensure you get the best results.
1320 Cornwall Rd Unit 103, Oakville, ON L6J 7W5
905.842.7677
Visit reganirish.com——

August 2025 GTA Real Estate Market Update | Regan Irish
The August 2025 GTA Real Estate Market Update reflects renewed momentum and affordability in Toronto, Oakville, Mississauga, Burlington, and Muskoka. Thanks to steady interest rates and appealing home prices, July proved surprisingly dynamic. Let’s dig into the numbers and what they mean for you.
Interest Rates Remain Stable — Affordability Fueling Activity
In July 2025, the Bank of Canada maintained its key rate at 2.75%, its third consecutive pause. With lower borrowing costs now more accessible, affordability is encouraging a wave of renewed buyer activity.
GTA Market Overview: Sales Surge, Prices Slightly Dip
- Home Sales: 6,100+ transactions region-wide, marking a 10.9% increase YoY and the strongest July since 2021.
- Month-over-Month: Seasonally adjusted sales rose 13% from June to approximately 5,744 units, the biggest monthly gain in nine months.
- New Listings: Up 5.7% YoY, totaling 17,613 new offers.
- Price Trends:
- The MLS® Home Price Index (HPI) Composite Benchmark fell 5.4% YoY.
- The average GTA selling price dropped 5.5% YoY to around $1,051,719.
- Word on the street indicates the HPI drifted slightly lower—about $979,000, down 0.2% from June.
What It Adds Up To: Buyers are back in force—sales are outpacing new listings while prices softened, creating renewed market opportunities.
City Highlights
Toronto
A more balanced landscape—but some segments remain soft. Condos and detached homes see inventory rising; semis are steadier.
Oakville, Mississauga, Burlington & Muskoka
While TRREB doesn’t break down by city in these reports, regional trends suggest:
- Mississauga & Burlington: Strong rise in listings and dipping average prices give buyers leverage.
- Oakville: Stability in demand for luxury keeps discounts modest.
- Muskoka: Continued strong interest in sub-$2M waterfront properties should benefit from broader GTA momentum.
What This Means for You
- For Buyers:
Renewed affordability, rising inventory, and favorable interest rates make August a prime time to move. - For Sellers:
A more balanced market—strategic pricing and quick response will be key to success. - For Investors & Cottage Buyers:
Strong July sales in the GTA point to increasing investor interest; Muskoka remains a high-value lifestyle and investment destination.
Work With the GTA Real Estate Experts
Whether you’re planning to buy a Muskoka cottage, invest in a luxurious Oakville property, or explore options across Toronto, Mississauga, or Burlington, now is the time to act.
Regan Irish & Associates specializes in luxury, resale, and investment properties across the GTA and Muskoka. Our market insight and negotiation skills help you get the best results—whether buying, selling, or investing.
1320 Cornwall Rd Unit 103, Oakville, ON L6J 7W5
905.842.7677
Visit reganirish.com
Let’s make today’s market your opportunity—contact us today!