Some of my clients ask me the same question this spring: everyone says it is a buyer’s market now, so why does buying still feel hard? The honest answer is that more choice does not mean less homework. It means different homework.

I have called Richmond Hill home since the late 1990s, with real estate experience here dating to 2006, and I have watched two full market cycles from the same neighbourhoods. My Richmond Hill has been through years when buyers had to decide in one evening, and years when they could take three weekends. We are in the second kind of year. Let me walk you through what that actually means, with the numbers in front of us.

What do the numbers say as of May 2026?

But don’t take my word for it; here are the numbers.

Across the GTA, TRREB’s Market Watch counted 6,583 home sales in May 2026, up 6.3 percent from a year earlier, with an average selling price of $1,069,700, down 4.6 percent year over year. New listings were 17,698, down 18.9 percent from May 2025.

In York Region, TRREB reported 1,183 sales in May 2026 at an average price of $1,177,330. Richmond Hill’s average was $1,209,257, Markham’s $1,199,667, Vaughan’s $1,179,718 and Aurora’s $1,181,220, all per the same May 2026 report.

For Richmond Hill specifically, Wahi’s market tracker showed about five months of inventory as of May 2026, about 27 days on market, around 1,070 active listings against roughly 210 sold, and a median sale about $28,000 below asking. Wahi classifies that as a buyer’s market.

One caution before you quote any of these numbers back to a seller. A community average built on about 220 sales in a month moves with which homes happened to sell. A handful of large detached sales can lift the average without your target townhouse gaining a dollar. Watch the trend over several months, and watch your own housing type, not the headline.

Notice the quieter number in that list: new listings down almost 19 percent. Standing inventory is high, but fresh supply is shrinking. Markets shift. These figures describe May 2026, not the month you make your offer.

So what does a buyer’s market change for you?

Three things, and each is a form of protection you did not have a few years ago.

First, time. When a typical home takes about 27 days to sell, you can sleep on a decision. You can book a second showing, visit the street on a weekday evening, and read the documents properly. The busiest years took that time away from you. Take it back.

Second, in my experience as of spring 2026, conditions are a normal part of offers again. A financing condition, a home inspection, a status certificate review on a condo: these are not exotic requests in this market, they are ordinary ones. I wrote separately about why waiving your financing condition is a risk you should think very carefully about, even when an agent suggests it would strengthen your offer.

Third, the asking price is a starting point for a conversation, not a floor. Wahi’s May 2026 median of $28,000 below asking tells you negotiation is normal here right now. It does not tell you every home sells below asking. A well-priced home in a sought-after pocket can still attract several buyers, and chasing one with no conditions is how people get hurt in a slow market too.

Where in Richmond Hill, exactly?

This is where I stop quoting boards and start talking about streets, because the town is not one market.

The established neighbourhoods, places like Mill Pond, Crosby and North Richvale, give you mature trees, wider lots and homes that are often forty or more years old. I love these streets, and I will tell you plainly: the older the home, the more your inspection matters. Wiring, drainage, the age of the big-ticket systems. In a market that lets you have an inspection condition, use it here especially.

The newer subdivisions toward the north end, Jefferson and Oak Ridges among them, trade lot size for newer construction. Fewer mechanical surprises as a rule, but walk the street and check your real distances: these pockets are car-first, and the drive to a GO station at 7:40 a.m. is part of the price.

Then there is the Yonge Street corridor, where most of the condo and townhouse choice is, served by Viva bus rapid transit. On transit generally, be precise, because this is where I see buyers assume too much. As of mid-2026, the GO Richmond Hill line runs trains to Union during weekday rush hours only, with buses at other times; check the current schedule at GO Transit for the station you would use. The Yonge North Subway Extension is under construction, and Metrolinx has said it will open after the Ontario Line is complete, which points to around 2030 at the earliest. Timelines for projects that size move, so my rule for clients is simple: do not pay tomorrow’s transit price for a home you have to live in today.

Richmond Hill, Markham, Vaughan, Aurora or Newmarket?

Buyers rarely shop one municipality, so here is how I frame the corridor when a family asks me to compare. Keep in mind the May 2026 averages sit within about $30,000 of each other for four of these communities.

Markham gives you its own GO corridor on the Stouffville line and some of the region’s best-known school catchments. Families I work with often shortlist Richmond Hill and Markham together for exactly that reason. My advice on schools is always the same: verify the specific school and boundary with the school board’s own tools for the address you are considering, because boundaries change and reputations lag reality.

Vaughan is the only one of the five with a subway today: TTC Line 1 reaches Vaughan Metropolitan Centre, and the newest condo stock in York Region has grown up around it. If a downtown commute without a transfer matters most, that is Vaughan’s honest advantage.

Aurora and Newmarket sit on the Barrie GO line and keep their older small-town main streets, something the southern three cannot offer. Do not assume farther north automatically means much cheaper, though: Aurora’s May 2026 average of $1,181,220 sat close to Richmond Hill’s. The mix of what sold matters, so compare your housing type, not the town’s average.

Your checklist for buying with leverage

When the market gives you room, the protective work is what you do with it. Here is what I ask my clients to do, and I keep the full pre-offer version in what to check before making an offer on a home in Richmond Hill.

  • Put the conditions back in. Financing and inspection on a house; financing and a status certificate review on a condo. Ask for the time these need to be done properly.
  • Ask for the listing history. A fresh listing is not always fresh. Re-listings and price changes are common right now, and the history tells you how the seller has been reading the market.
  • Test the commute before you offer. At rush hour, on the route you would actually take, to the station you would actually use.
  • Do not let a discount replace diligence. A home bought $50,000 below asking is still the wrong home if it fails your family in ways no price fixes. I keep a longer list of those failure modes in how to avoid buying the wrong home.
  • Use the time the data says you have. As of May 2026, nothing in the Richmond Hill numbers says you must decide in one evening. If someone insists you must, that pressure is information too.

If you are weighing these communities against each other, tell me which streets you are curious about. I will pull the recent numbers for that specific pocket, walk through them with you, and give you my honest read of what they do and do not say. No cost, no obligation, and no pressure to go further than a conversation.