• MY BOYS CONTRACTING.

Top 10 Questions Homeowners Ask Contractors in Long Island, NY

If you're planning a renovation, addition, or remodel on Long Island—especially on the North Shore in towns like Manhasset, Roslyn, or Port Washington—you probably have a few questions before hiring a contractor. And you're not alone!

After years of working with homeowners in Nassau County, we've noticed the same key questions come up again and again. Here are the top 10 questions homeowners ask contractors—and what you should listen for in the answers.

  1. How much will this renovation cost?

Cost is usually the first question—and it should be. While every project is different, an experienced contractor should give you a clear ballpark range, based on your goals and the level of finish you're looking for.

  1. How long will the project take?

Homeowners want to know if the timeline fits their family’s schedule—especially before big events, holidays, or seasonal changes.

  1. Do I need permits, and will you handle them?

On Long Island, permits can be tricky. A good contractor should handle all permitting and know the ins and outs of your specific town’s building department.

  1. What’s included in your estimate—and what’s not?

Transparency is key. Homeowners want to understand what’s covered (demo, framing, materials) and what could be extra (like custom finishes or unforeseen issues).

  1. Can I live in the house during the renovation?

This depends on the scope of the project. For major renovations, you may need to relocate temporarily—or at least adjust how you use your space.

  1. Have you worked in my town before?

Trust is huge. Local references, experience with neighborhood homes, and understanding local building codes all matter.

  1. How do you handle surprises like structural issues or mold?

Homeowners want to know you’ll communicate clearly and offer solutions—not just pile on unexpected charges.

  1. Can you help with design or finishes?

Many homeowners want guidance on layouts, tile, flooring, and paint. Contractors who offer design support or collaborate with designers are a big plus.

  1. What’s your payment schedule?

Clear communication around deposits, progress payments, and final payment gives homeowners peace of mind.

  1. Are you licensed and insured?

It seems basic—but homeowners want to know they’re protected. Always be ready to show proof.

Thinking about a renovation?

Be sure to ask these questions!

© My Boys Contracting.