What Questions Do Real Estate Agents in Southern Maryland Ask You During Initial Meetings?

That first meeting with an agent can feel a bit like a first date: “What are they going to ask? Am I saying the right things?” You might be wondering, “What are they going to ask me in that first meeting as a buyer or seller in Southern Maryland?”

Knowing those questions ahead of time helps you walk in feeling prepared—not nervous.

 Expect questions about your “why” and your timing

You will almost always hear some version of:  

- “Why are you thinking about moving now?”  

- “When would you ideally like to be in your next place?”  

Whether you are relocating, upsizing, downsizing, or simply ready for a change, your “why” and your timeline shape the entire strategy.

 Expect questions about your budget or net goals

If you are buying, you will likely be asked:  

- “Have you talked with a lender yet?”  

- “What monthly payment range feels comfortable for you?”  

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If you are selling, expect:  

- “What do you need or hope to walk away with from this sale?”  

A good agent cares about your comfort zone and goals, not just the raw numbers.

 Expect questions about lifestyle and must‑haves

You might hear:  

- “What does a typical day look like for you?”  

- “What are your must‑haves, nice‑to‑haves, and dealbreakers?”  

This is where commute, schools, yard space, HOA vs. no HOA, and “feel” of the neighborhood start to matter. A strong local agent uses these answers to point you toward the right pockets of Southern Maryland.

 Expect questions about past experiences and expectations

If you have moved before, an agent may ask what went well and what did not. If you are a first‑timer, they may ask what feels confusing or stressful. Your answers help them adjust how much detail, guidance, and check‑ins you need to feel confident.

 People also ask

“Do I need everything figured out before my first meeting?”  

Not at all. That first meeting is where things start to get clear. You just need a rough idea of your goals and timing.

“Is it okay to be totally honest about my fears and budget?”  

Yes—and it is actually the best thing you can do. The more open you are, the better your agent can protect you and create a plan that fits.


If you want an initial meeting that feels like an honest, helpful conversation—not a sales pitch—you can reach out to Amanda Holmes and know you will be heard.


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What Questions Should You Ask About Zoning and Land Use in Southern Maryland Property Deals?