A Mix of Work and Play – and Good Hires – Helps Drive The Regan Irish Team’s Success
Matthew Regan was working up to 15 hours a day as a real estate agent a decade ago when his office manager sat him down for a talk.
“Her name was Tammy Snow and she said I was being a jerk, turning into somebody who just works all the time and that no one likes,” recounts Mr. Regan, the broker and chief executive officer of The Regan Team (officially Royal LePage Regan Real Estate) in Toronto. “The irony of all this is I was Tammy’s boss. But I had a tremendous amount of respect for her and valued her opinion.”
He also knew she was right.
Mr. Regan started his first business at age 12, mowing lawns. At age 18, in the summer leading into his first year of university, he earned $55,000 cutting roughly 75 lawns a week.
“I was never afraid of hard work,” he says. I suppose you would say the entrepreneurial spirit was running high even back then.”
At age 20, Mr. Regan decided university wasn’t for him and left to get his real estate licence, following in his father’s footsteps.
He was making good money in real estate in his early 20s, “but I really had no life,” Mr. Regan recalls.
It was the frank discussion with Ms. Snow, and some encouragement from colleagues like Allison Addison, now the company’s director of sales, that gave Mr. Regan the courage to let go of some of his work.
“Between Tammy and Allison, they gave me the confidence to delegate and begin to trust the people around me. It set the wheels in motion for compounding growth in the years to come,” says Mr. Regan, now 36.
“The success of this team can be found in one common denominator: It’s people.”
Today, The Regan Team is one of the fastest-growing real estate agencies in the country, with 35 full-time and part-time people doing business in the Metro Toronto area. He says the company ranked sixth in revenue among Royal LePage’s 18,500 agents in Canada in 2019 and ninth out among 55,000 agents among the Toronto Real Estate Board the same year in sales volume.
The company is on track to reach a record 200 transactions in 2020 compared to 158 last year, Mr. Regan says, with sales volumes of more than $200-million and revenue of about $5-million. He gives kudos to the sales partners and a special shout out to Rosa Viviano, the agency’s broker of record.
“Rosa has a way of getting things done. She makes a difficult job look easy,” he says. “Our sales partners are the most talented, self-motivated, hard-working and caring group of people I’ve seen in the industry. What they do isn’t easy. They are the best of the best and without them, our company growth isn’t possible.”
Mr. Regan says the company’s success to date results from him trusting the people within the company and hiring the right people that fit within the company’s culture. “It’s something we’ve worked hard to build,” he says.
His advice to others in the real estate industry: “Surround yourself with like-minded, talented people who you trust to sell your own mother’s house.”
VIEW ARTICLE ON THE GLOBE AND MAIL
Globe Content Studio; A mix of work and play — and good hires — helps drive The Regan Team’s success, September 25, 2020; The Globe and Mail: Report on Business; https://www.theglobeandmail.com/business/adv/article-a-mix-of-work-and-play-and-good-hires-helps-drive-the-regan-teams/
Alex Irish
CEO & Team Leader - Sales Representative
Alex Irish has been a leading force in real estate for over thirty years, establishing a reputation as one of Oakville’s most respected and successful realtors. Known for her unwavering work ethic and ethical approach, Alex consistently ranks among the top producers in the industry.
Her commitment to client satisfaction is unparalleled, exemplified by her signature concierge service that ensures each client receives personalized and dedicated attention. In late 2016, Alex embraced a new chapter as the Team Leader of Alex Irish & Associates, where she could uphold the high standards of service that have defined her career.
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Rate Cut Ignites GTA Real Estate
Market Snapshot
The Toronto Regional Real Estate Board (TRREB) September 2025 Market Watch report shows early signs of a GTA rebound.
- 5,592 sales, up 8.5% YoY
- 19,260 new listings, +4% YoY
- Average price ≈ $1,059,377, down 4.7% YoY
- MLS® HPI ↓ 5.5% YoY
- Sales up MoM, listings down MoM → tighter market forming
These numbers point to a slow but steady market recovery. But what’s really fueling the conversation now is the Bank of Canada’s latest decision.
Bank of Canada’s October 2025 Interest Rate Decision
On October 29 2025, the Bank of Canada cut its policy rate by 25 basis points to 2.25% — the second consecutive cut and the lowest level since 2022.
The Bank signaled that this may mark the end of its easing cycle unless inflation weakens further.
Why it matters:
- Borrowing costs drop, boosting affordability for buyers.
- Confidence returns to sellers and investors after months of hesitation.
- Refinancing and investment opportunities reopen for savvy property owners.
In short, this move has re-energized housing markets across Toronto, Mississauga, Oakville, Burlington, and even Muskoka, where buyers and investors had been waiting for the right signal.
What Buyers Should Do Now
- Act strategically: With rates lower and listings up, this is a golden moment to negotiate.
- Get pre-approved quickly — competition could ramp up by early 2026.
- Focus on quality locations like south Oakville, Lorne Park (Mississauga), and core Burlington — where long-term equity growth outperforms.
- For investors: Explore Muskoka vacation homes or rental-ready units before rising demand drives prices back up.
What Sellers Should Know
- Sales are rising despite lower average prices — buyers are re-entering the market.
- Presentation and pricing are everything. Professional staging, premium photography, and data-backed pricing attract serious offers.
- Upsizing or downsizing? With lower mortgage costs, you can move equity efficiently while conditions remain favourable.
- Luxury sellers: Demand for turnkey listings is picking up again — especially in Oakville and Mississauga.
Local Insights
Mississauga & Oakville: Still among the GTA’s most resilient sub-markets. Expect balanced conditions through Q4 2025.
Burlington: Family buyers are back — affordability plus lifestyle make it a top performer.
Toronto: Core condos are stabilizing; investors are returning to well-located downtown units.
Muskoka: Cottage and short-term rental demand remains strong — ideal for diversification and passive-income seekers.
Investor Takeaway
With the policy rate at 2.25% and inflation under control, investment real estate looks compelling again. Expect:
- Better cash-flow margins with cheaper financing
- Gradual price stabilization through 2026
- Long-term upside as population growth and housing supply constraints persist
What To Do Next
- Buyers: Review your mortgage options now — lenders are updating rates.
- Sellers: Get a current market evaluation to plan your listing window.
- Investors: Compare cap rates and projected yields across GTA vs Muskoka.
Need a strategy tailored to your goals? Let’s make your next move your smartest yet.
About Regan Irish & Associates
We specialize in luxury homes, resale properties, and investment real estate across the GTA and Muskoka. Our team’s market insight and negotiation expertise deliver results — whether you’re upsizing, downsizing, or investing.
1320 Cornwall Rd Unit 103, Oakville ON L6J 7W5
905-842-7677
reganirish.com
Call to Action
The market has shifted — don’t wait for the crowd.
Contact Regan Irish & Associates today for a personalized market plan that helps you buy, sell or invest with confidence in Mississauga, Oakville, Toronto, Burlington or Muskoka.
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
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!