Find the perfect home for your growing family.

The Stress-Free Guide to Upsizing Your Toronto Home

Learn how to upsize your home the right way. Discover expert tips on choosing the best neighbourhoods, financing your next home, and selling your current one for top value.

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The Ultimate Guide to Upsizing Your Toronto Home

What You’ll Learn in the

Ultimate Guide to Upsizing Your Toronto Home

How to Know When
It’s Time to Upsize

Key signs that your current home no longer meets your needs.

Should You Buy First
or Sell First?

The pros and cons of each approach so you can make the right move.

Financial Planning for
Your Next Home

Mortgage requirements, budgeting, and hidden costs to consider.

Finding the
Right Neighbourhood

The best family-friendly areas in Toronto and what to look for.

Get the Guide & Plan Your Move

What’s Holding You Back from Upsizing?

Many families put off moving because they don’t know where to start. Whether it’s timing the market, selling your current home, or finding the perfect new one, this guide answers your biggest concerns.

Start Your Upsizing Plan Today

Not Enough Space?

Your family has outgrown your home, and it’s starting to feel cramped.

Unclear Market Conditions?

You’re unsure if now is the right time to buy or sell.

Worried About Selling First?

You don’t want to end up without a place to live.

Don’t Know Where to Move?

You need help identifying the best family-friendly neighbourhoods.

Make Your Move Stress-Free

Download the Free Guide Now

Buying Too Quickly

Rushing into a purchase without fully considering your long-term needs.

Selling Too Late

Waiting too long to list your home and missing peak market conditions.

Not Understanding the Costs

Underestimating mortgage, land transfer tax, and moving expenses.

Picking the Wrong Neighbourhood

Choosing a bigger house in an area that doesn’t suit your family’s needs.

Avoid These Costly Mistakes When Upsizing

Upsizing can be overwhelming – especially if you don’t plan ahead. This guide helps you avoid these common pitfalls and move into your next home with confidence.

Get the Guide & Avoid These Mistakes

Meet Chris & David – Your Toronto Upsizing Experts

With decades of experience in Toronto’s real estate market, Chris and David have helped countless families find their dream homes while navigating the complexities of upsizing.

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Halyard Group Play Video
Chris Cook Realtor

Chris Cook

Sales Representative & Team Lead

Chris is the driving force behind The Halyard Group, helping families navigate the complex process of selling their current home and finding a larger one that truly fits their needs. As a long-time resident of Toronto’s east end, Chris has a deep understanding of the best family-friendly neighbourhoods, school districts, and hidden gems perfect for growing families.

Before his career in real estate, Chris competed at the highest levels of sailing, representing Canada in the 2008 Beijing Olympics. That same strategic mindset, discipline, and drive for excellence now help his clients win in Toronto’s competitive real estate market.

Chris ensures that every client has a clear, step-by-step plan for upsizing - whether that means selling first, buying first, or managing both at the same time. His goal is to make sure families move seamlessly into a home with more space, in a neighbourhood that supports their lifestyle.

David Ferris

David Ferris

Sales Representative

Born and raised in Toronto’s east end, David has firsthand knowledge of the city’s most sought-after neighbourhoods for families looking to upsize. As a parent himself, he understands how important it is to find a home with the right space, the right schools, and the right community feel.

Before real estate, David built a successful career in the music industry, where he honed his negotiation skills, creative problem-solving, and ability to work under pressure - all of which he now applies to helping families transition into a larger home smoothly and successfully.

David takes a highly personalised approach, ensuring that each client’s next home matches their long-term goals. Whether it's finding a bigger backyard, a better school district, or a quieter street for a growing family, he helps clients make informed decisions with confidence.

What Other Families Say

Mike P.

The Halyard Group was the best. They created a structured sales process using dedicated professionals - from decluttering, repairs, cleaning, staging and marketing. Everything was done as per schedule and on time. When our home was listed, it sold on first day - before the sales sign was put in ground and for 25% over asking. I would gladly recommend Chris and his team to anyone.

Khristel L.

Chris and his team, particularly David was incredibly responsive throughout the buying process. They promptly answered my husband and I's inquiries and kept us informed about every development. David's efficiency was remarkable. They expedited the paperwork and coordinated viewings effectively, leading to a quick sale. We were impressed that he managed to lower the asking price significantly, saving us thousands. We didn't have any hiccups and it was indeed a smooth process. We wouldn’t hesitate to recommend Re/Max Hallmark - the Halyard Group. Their dedication to our satisfaction was evident in how they went out of their way to meet our expectations. Thank you team!

Connie H.

Selling our house was easy because Chris and his group, are professional, knowledgable, excellent quality, and great value. Providing a crew to clean our house inside and out, our windows have never been so clean. The Staging was fabulous. I couldn't believe I was walking into my own hose after staging, and all to no cost to us. All you associates are profesional, polite, excellent service. Thank you very much.

Gina S.

I very highly recommend Chris and team. My personal situation selling my Toronto condo was very challenging, many factor were beyond the control of Chris. His level of professionalism in the face of obstacles was greatly appreciated, I knew I was in good hands from the beginning and he did not disappoint! David's efficiency was remarkable. They expedited the paperwork and coordinated viewings effectively, leading to a quick sale. We were impressed that he managed to lower the asking price significantly, saving us thousands. We didn't have any hiccups and it was indeed a smooth process. We wouldn’t hesitate to recommend Re/Max Hallmark - the Halyard Group. Their dedication to our satisfaction was evident in how they went out of their way to meet our expectations. Thank you team!

Monique G.

We could not have asked for a better team to work with on the sale of our home. From getting everything ready seamlessly, quickly and efficiently to advising on timing, Chris and his team were the best. He’s solid, professional and approachable. Questions were answered quickly and we felt well support every step of the way. And most importantly, we are thrilled with the results. I would recommend Chris if you’re looking for an honest hard working agent who will go the extra mile for you.

Joanna K.

Knowledgeable and a pleasure to work with. Chris and his team had made selling our condo a very smooth process.

Chris J.

Working with Chris was great. From day one, he was extremely helpful and took our needs into careful consideration to help us narrow our search, coaching us along the way to help us better understand the market, our capabilities and our best chance of success which is critical in the current market in the GTA. Every step of the way, he went out of his way to make sure we were happy. Chris continually maintained contact throughout the search and regularly checked in. We're relatively picky so it was a long search with many showings, all of which were smooth and effortless thanks to Chris' excellent planning. When it came time to make an offer, Chris' industry knowledge helped us achieve victory to win the bid and the home of our dreams. Thanks Chris, we couldn't be happier.

Your Path to a Bigger Home

How it Works

1

Step 1: Download the Guide

Get expert insights on when, where, and how to upsize in Toronto.

2

Step 2: Create Your Game Plan

Use our step-by-step process to decide whether to buy first or sell first.

3

Step 3: Get Pre-Approved & Start Your Search

Plan your budget and explore family-friendly neighbourhoods that fit your needs.

4

Step 4: Sell Your Home for Maximum Value

We help you list, stage, and sell your home while securing your ideal upgrade.

Download the Guide & Get Started

Your Next Home is Waiting – Let’s Make It Happen

You don’t have to navigate the upsizing process alone. Download our free guide and get the expert advice you need to make your move stress-free and successful.

Download the Guide Now

Upsize Your Home Without the Stress – Get the Free Guide Now​

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