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8 June 2026

Choosing the right real estate agent for a second home

Discover which questions to ask and what red flags to avoid when hiring a real estate agent for your second home purchase

Choosing the right real estate agent for a second home

When the idea of a second home stirs excitement, the first thing that matters is the partner who will steer the purchase. A smooth transaction requires an agent who not only knows the market, but also understands the unique needs that come with a secondary property.

Know the agent’s specialty and client focus

Real estate professionals often divide their practice into niche clusters—residential, luxury, vacation rental, or relocation. From my experience, agents who specialize in second homes are more familiar with zoning rules for seasonal occupancy and have a network that includes inspectors who specialize in pool and amenity maintenance.

Ask specific questions: Which property types does the agent handle most often? How many exclusive listings in the targeted area have they sold in the past year? If the answers are vague, that signals a generalist who may divert your attention to multiple market segments that do not align with your needs.

Limit the evaluation to a handful of agents who list properties directly on the target market’s portal. Observing the frequency of their listings can also nudge you toward those who actively work in the area, ensuring they can provide timely updates during market swings.

Check transaction history and client feedback

It has become clear that an agent’s transaction history is a window into their reliability. Review newsletters or online portfolios that showcase closed deals. Notice whether the deals were smooth or featured delays. If a relative of yours bought a second home in the same city, ask for a referral. Personal anecdotes can reveal negotiation tactics and transparency levels that statistics cannot capture.

Moreover, a reputable agent will happily share client testimonials that explicitly reference second home purchases. In my practice, I find that a high volume of repeat clients signals a strong institutional trust, which is essential when you’re investing in a non-primary residence.

When you read feedback, focus on the agent’s communication style. Do they use the correct terminology for rent-to-own options or for property tax abatements? Inconsistencies or vague answers could result in missed legal obligations or missed financial incentives.

Analyse their local market knowledge and support services

Second home buyers often need services beyond the sale: property management, seasonal maintenance, and short-term rental compliance. Seek an agent who has partnership agreements with local property management firms or can recommend licensed contractors who understand the local building codes.

During our client interviews I usually test the agent’s knowledge by asking them to outline a three-step plan for acquiring a rental-capable second home in a coastal town. A confident response that references local HOA regulations, insurance considerations, and seasonal tax abatements indicates a thorough grasp of the market dynamics.

Finally, listen to how they describe their relationship with the buyer. Do they present themselves as a consultant or a sales associate? A consultative approach, coupled with transparent fee disclosure, reduces the risk of hidden costs—a common pitfall when buyers are enticed by low listing prices alone.

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