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Buying & financing

How to Choose a REALTOR® in Winnipeg: Questions, Red Flags, and What Actually Matters

By Pavel StreltsovPublished July 8, 20263 min read

In short

Choosing well comes down to interviewing two or three agents, asking about real transactions in your part of Winnipeg, and walking away from anyone who buys your listing with a flattering price. The rest is reading what you sign — before you sign it.

Choosing the agent is the single biggest decision you make before the market ever sees your home — or before you write your first offer. Yet most people spend more time researching a dishwasher. Here's the process I'd genuinely recommend — including how I'd want you to test me.

Step 1: Interview two or three agents

Not one. The interview isn't rude — good agents expect it. What you're comparing:

  • Local track record. Not "years in the business" but recent deals in your part of Winnipeg. Ask directly: "What have you sold within fifteen minutes of my house in the last two years?" Winnipeg is a city of micro-markets, and a River Heights specialist can misprice a Transcona split-level badly.
  • The pricing conversation. A serious agent arrives with comparable sales and explains their number. Ask each candidate: "What would you list my home at — and show me why."
  • The marketing plan (sellers). Professional photos, where the listing goes beyond the MLS®, how showings are handled, what happens in week two if traffic is slow. Vague answers here become vague results later.
  • Communication. Ask how fast they typically respond and how you'll get updates. Then notice how fast they respond during the interview stage, when they're on best behaviour.
  • Reviews and references. Read the Google reviews, but also ask for a past client you can actually call.

Step 2: Know the red flags

Some patterns should end the conversation:

  • The flattering price. The agent who names the highest listing price is often "buying the listing" — winning your signature with a number the market won't pay, then engineering price cuts. The costliest agent is rarely the one with the higher commission; it's the one who overprices your home into staleness.
  • Pressure to sign today. A listing agreement or buyer representation agreement is a contract. Anyone rushing you past reading it is telling you how the rest of the relationship will go.
  • No questions about your home or your goals. An agent who talks for forty minutes without asking why you're moving, what you owe, or what your timeline is, is selling a service — not representing you.
  • Fuzzy answers about money. Commission structure, what it includes, and what happens if the agreement ends early should all be answered plainly and put in writing. (I wrote a separate plain-language guide to how realtor fees work in Manitoba.)

Step 3: Understand what you're signing

Whether buying or selling, the relationship gets documented — a listing agreement or a buyer representation agreement. Before signing, be clear on: the term (how long it runs), the commission and when it's payable, any holdover clause (commission owed if a buyer the agent introduced purchases after the agreement ends), and how you can end it if it isn't working. None of this is exotic; a good agent walks you through every line unprompted.

(And one given that takes ten seconds if you ever want it: every agent and brokerage in Manitoba is registered under the Real Estate Services Act, and the MFSA keeps a public registry at themfsa.ca — you'll find me there with Real Broker Manitoba Ltd.)

What I'd add from the construction side

One more filter most people never think of: does your agent understand the building itself? A huge share of a deal's real risk lives in the roof, the foundation, the wiring, and the moisture stains everyone politely ignores at a showing. My background is construction and renovations, and it changes both sides of the transaction — buyers hear "that's a $12,000 problem, offer accordingly," and sellers hear "fix this $300 thing, skip that $3,000 one."

Interview me alongside anyone else — that's not a courtesy, it's the process working. Start with a conversation or a free home evaluation, and bring your hardest questions. I'd worry about any agent who minds.

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Frequently asked questions

What questions should I ask a REALTOR® before hiring them?

Four that separate candidates fast: What have you sold near my home in the last two years? What would you list my home at — and can you show me the comparable sales behind that number? What exactly is your marketing plan beyond putting it on the MLS®? And how will you keep me updated, and how fast do you respond? Vague answers to any of these are your answer.

Should I interview more than one agent?

Yes — two or three. It costs you nothing, takes an evening, and the differences show up fast: how they price, how they communicate, what they know about your specific area, and whether they tell you things you didn't want to hear. Hiring the first agent a friend mentions is how most mismatches happen.

Is the agent who suggests the highest listing price the best one?

Usually the opposite. Quoting a flattering price to win your listing — then walking it down with price reductions — is the oldest trick in the industry, and it costs sellers real money because overpriced listings go stale. Ask each agent to justify their number with recent comparable sales, and be most suspicious of the one who asks the least about your home.

Does it matter if the agent works in my part of Winnipeg?

It matters a lot. Winnipeg is a city of micro-markets — pricing that works in Sage Creek fails in Wolseley. Ask specifically: how many deals have you done in my quadrant or my suburb in the last couple of years? A strong agent will talk about your area's buyers, price points, and quirks without reaching for notes.