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Selling · The questions worth asking · Updated October 20, 2026

How to choose a Nantucket listing agent: the questions worth asking

By Sean Kalman — The Kalman Co., brokered by eXp Realty. The agent you hire will set your price, decide how the house is seen, and be the person on the island when you aren't. Here are the questions to ask anyone you interview, and what a good answer sounds like on Nantucket.

Most owners choose a Nantucket real estate agent on a friend's recommendation, a familiar name or a good first conversation. None of that is wrong, but it isn't an interview. A listing here is a large decision, often made from another state, in a market with few comparable sales and a short season. These questions work with any agent, including me.

The price, and the sales behind it

"How did you arrive at that number?" matters most. A good answer is a short list of closed sales from LINK, the island's multiple listing service, matched to your house on segment, condition and position, each with its first asking price, its sale price and its time on the market. You should see the evidence, not just the conclusion.

Two answers deserve caution:

The town's assessment. It exists to divide the tax levy among owners, not to track what buyers pay. On Nantucket the two numbers have little to do with each other.

The highest number in the room. A high price isn't a promise. Over the last three years, the 219 single-family houses that sold within 30 days of listing closed at a median 99.4% of their original asking price. The 38 that took more than a year closed at a median 76.7%. A price chosen to win the listing is paid for later, by the owner. The guide to why island houses don't sell has the full figures.

Public, private, or one and then the other

Ask: "Would you take this house to the open market right away, and why?"

Of the 137 home sales LINK recorded from January through August 2026 (houses, condominiums and multi-family), 35 show no marketing period, which is how a private sale enters the record. A quiet round offers privacy and a test of the price, with no days on market accumulating. The cost is that fewer buyers see the house, and you may never learn what the full market would have paid. The selling guide explains how a quiet pre-launch works.

A good answer names both sides, explains the choice for your house, and is specific about how private buyers are reached.

A quiet Nantucket lane of gray-shingled houses and white picket fences under a clear sky

When they would list it, and why

Late spring through midsummer brings the most buyers and the most competing listings. Fall brings fewer showings, from people who came to look. Winter is a small audience with little competition. A good answer ties the date to your house, not to the agent's calendar, and says when the photographs will be taken. For a summer house, that's often months before the listing goes live. The factors behind timing have their own guide.

What the marketing plan actually contains

Ask for the plan in writing. Your buyer will probably see the house first on a phone, from somewhere else. The plan should name:

  • Professional photography in the season that suits the house
  • Aerial photographs where the setting is part of the value
  • Measured floor plans, which buyers who can't visit rely on
  • A description written by someone who knows the street, with every fact checked
  • Where the listing will appear, and how buyers and agents off the island will hear about it
  • The first month, when a new listing has the market's full attention

Then ask who pays for each item, and look at one of the agent's listings on your own phone.

What they would check before the sign goes up

A buyer's attorney will read the town's file on your house, and your agent should read it first. Ask what they'd want in hand before listing. Listen for a current Title 5 inspection if the house is on septic, historic district approvals that match the exterior as it stands, building permits that were opened and closed, and the flood zone. The seller's checklist covers each document, and if something never got a permit, decide what to do before a buyer is involved.

A good sign is an agent who tells you something about your own file that you didn't know.

Who shows the house, and how you'll hear about it

Ask who opens the door for a showing: the agent you're interviewing, a colleague, an assistant or a lockbox. None is wrong, but that person is doing part of the selling, and you should know who it is.

If you live away, ask who meets the photographer, the septic inspector and the fire department, and how often you'll hear from the agent. A good answer is a schedule: feedback after each showing, and a report even when nothing happened. The guide to selling from off-island lists what an agent should handle for an owner who isn't here.

How agents are paid now

Commissions are negotiable, and there is no standard rate.

Practice changes that followed the National Association of REALTORS® settlement took effect on August 17, 2024. On the multiple listing services they cover, a listing no longer carries an offer of compensation to the buyer's agent, and buyers sign a written agreement with their own agent before touring homes. A seller can still choose to offer compensation outside the listing service, or a concession toward the buyer's costs. Ask how this works on the island today, and what the agent recommends for your house.

Then ask three plain questions. What is your fee? What does it cover? And what happens if you also represent the buyer?

Massachusetts adds a useful rule. At the first personal meeting to discuss a specific property, a licensee must give you the state's Mandatory Licensee-Consumer Relationship Disclosure, which says whether they are acting as a seller's agent, a buyer's agent or a facilitator. One agent can represent both sides only with the informed written consent of both.

The agreement: how long, how you leave, and how the price changes

Before you sign, ask:

  • How long does it run? The term should make sense against the island's selling calendar.
  • How can I end it early, and what would I owe?
  • Is any fee owed after it expires, for example if someone who saw the house during the listing buys it later?
  • How will we decide on a price change? Agree before the listing starts on what evidence would prompt one, such as showings without offers, no showings at all or a new sale nearby, and when you'll review it.

A good answer is in writing, in plain language, from an agent comfortable with your attorney reading it first.

A record you can check

The state's Division of Occupational Licensure has a free license search on mass.gov, where you can confirm that an agent's license is current. Then ask for the agent's recent listings and the LINK history of each: the first asking price, the sale price and the time on the market. Ask about one that didn't sell, and for two past sellers you can call.

How I answer these questions

It's fair to ask me everything above. The short version:

Price. I price from LINK sales, never from the assessment, and I show you the sales I'm reading. Public or private. Often a quiet round first, then a full public launch if that doesn't produce the right number. It depends on the house. The file. I assemble the Title 5, historic district and flood records before launch, because surprises in diligence cost the seller. Contact. One point of contact. I answer my own phone and read my own email. Pay. My fee, and what it covers, is set in writing in the listing agreement before the sign goes up, and it's open to discussion. The record. I'm a REALTOR® licensed in Massachusetts, salesperson license 9588618, and The Kalman Co. is brokered by eXp Realty. I'm a sixth-generation Nantucketer, and I publish this site's market report from LINK data every month.

Questions owners ask about choosing a listing agent

How do I choose a real estate agent to sell my Nantucket home?

Interview more than one and ask each the same questions: which closed sales support the price, whether they'd sell privately or publicly, what the marketing plan contains, who shows the house, what the fee covers and how the agreement ends. Favor answers that are specific and in writing.

How is a Nantucket listing agent paid?

By a fee set in writing in the listing agreement. Commissions are negotiable and there is no standard rate. Ask what the fee covers, and how a buyer's agent would be paid.

Do I have to pay the buyer's agent when I sell?

Not automatically. Since August 17, 2024, listings on the multiple listing services covered by the national practice changes no longer carry an offer of compensation to the buyer's agent, and buyers sign written agreements with their own agents. A seller can still choose to offer compensation or a concession.

Should I choose the agent who suggests the highest price?

Not for that reason. Over three years of LINK sales on Nantucket, single-family houses that sold within 30 days closed at a median 99.4% of their original asking price. Those that took more than a year closed at a median 76.7%. Ask to see the sales behind any number.

How long should a listing agreement be?

The term is whatever you and the agent agree to in writing. It should make sense against the island's selling calendar. Ask how you can end it early, and whether any fee is owed after it expires.

How do I check a Massachusetts agent's license and recent sales?

Search the agent's name in the Division of Occupational Licensure's free license search on mass.gov. For sales, ask for the LINK history of the agent's recent listings: first asking price, sale price and days on the market.
Sources: LINK Nantucket MLS single-family sales, September 2023 to September 2026, and the site's market report for 2026 sales · National Association of REALTORS®, “The Facts” on the August 17, 2024 practice changes · the Massachusetts Division of Occupational Licensure’s pages on brokerage relationships and license search, on mass.gov. This page isn't legal advice.
Keep exploring Nantucket real estate.
The Selling GuideWhy Homes Don't SellAbout SeanWhat Is My Home Worth?

If you're interviewing agents for an island house

Put me on the list. Call or text me, bring these questions, and I'll answer each one for your house, with the sales in front of us. If you'd rather start with the number, request a valuation.
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Nantucket, MA 02554 · 508-228-4578 · sean@thekalmanco.com · Brokered by eXp Realty