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Hiring the right REALTOR® can save you time, money, and stress, especially in Wellesley’s fast-moving neighborhoods. Use this local checklist to interview agents with confidence and compare answers against our data-backed list of the Top REALTORS® in Wellesley, MA.

 

Quick List: The Best Questions to Ask (Wellesley Edition)

  • How many homes have you closed in my Wellesley, MA neighborhood (and price point) in the last 12 months?

  • What’s your plan to price (or win) a home like mine in today’s market?

  • What’s your communication cadence, and who’s on your support team?

  • How will you handle inspections, repairs, and appraisal gaps?

  • For sellers: What’s your listing prep and marketing plan beyond MLS?

  • For buyers: What’s your strategy for multiple offers and low inventory?

  • Can you show recent comps, list-to-sale price ratio, and days on market for similar homes?

  • Why should I choose you over another Wellesley, MA agent?

 

Questions to Ask Before You Hire

Local track record: “How many closings have you had in my neighborhood in the last year?” Ask for addresses and outcomes.

Neighborhood expertise: “Which areas do you know best?” Look for deep familiarity with.

Wellesley, MA, including schools, commute options, and local amenities.

Capacity & communication: “How quickly do you respond? Who handles showings, marketing, and contract-to-close?”

Proof of performance: “What’s your list-to-sale price ratio and average days on market for homes like mine?”

 

Seller Checklist: Wellesley Listing Questions

Pricing framework: “Which comps are you using, and why?” Ask for a net sheet and scenario planning.

Listing prep: “What should I do in week 1 to get market-ready?” Expect a clear plan for repairs, staging, and curb appeal.

Marketing plan: “Beyond MLS, what is your media + distribution?” Look for professional photography, video, property websites, email marketing, and targeted social campaigns.

Showings & feedback: “How will you drive traffic and summarize buyer feedback each week?”

Negotiation: “What’s your strategy for multiple offers, repairs, and appraisal gaps?”

Timeline control: “How will you keep us on track from offer to closing?”

 

Buyer Checklist: Southborough Homebuyer Questions

Readiness: “What lender options fit my goals, and how do we strengthen my pre-approval?”

Acquisition strategy: “How do we compete in multiple-offer situations?” Look for strategies around terms, timing, and contingencies.

Due diligence: “How will we handle inspections and repair requests?”

New construction: “How do you protect buyers with builder contracts and timelines?”

 

Red Flags to Watch For

  • Vague pricing advice with no comps or net sheet.

  • “List it and pray” marketing (no media plan or weak follow-up).

  • Slow replies during your interview, expect the same during escrow.

  • Overpromising without a clear, step-by-step plan or timeline.

 

Next Steps

Interview 2–3 agents, compare their plans, and choose the one who can clearly explain the path to your goal.
If you want a shortcut, start with Wellesley’s proven performer, Paul Neavyn.

Get a Free Valuation / Connect with an Agent
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