A First-Time Homebuyer's Guide to Chester, NY

by Ammar Iqbal

Chester is a great place to look for your first home. It has a small-town feel, easy access to Route 17, and a mix of homes that work for many first-time budgets.

Why first-time buyers like Chester

Chester is close to the eastern side of Orange County, so commuting toward Rockland, New Jersey or the city is manageable. Everyday shopping and dining are nearby, and the Orange County Heritage Trail passes through town for walking and biking.

What kinds of homes you'll find

Chester has single-family homes, townhouses and condos. Townhouses and condos can be a good entry point, with less maintenance than a house. Browse Chester homes for sale to see what's available today.

Craft shops in the hamlet of Sugar Loaf, NY

Your first-time buyer checklist

  1. Get pre-approved. It tells you your budget and shows sellers you're serious.
  2. Ask about first-time buyer programs. Your lender can explain low down payment options and any local assistance.
  3. Set your must-haves. Bedrooms, commute, yard and budget come first.
  4. Tour homes and compare. Seeing several homes helps you know a good fit when you find it.
  5. Make a strong offer. Your agent will help you price it and set the terms.
  6. Inspect and close. A home inspection protects you before the sale is final.

Sugar Loaf Mountain above farmland in Chester, NY

Look at nearby towns too

If Chester is close but not quite right, Monroe, Goshen and Washingtonville are all a short drive away. You can search homes across Orange County in one place.

Own a home you need to sell first?

If you're moving up from a condo or starter home, find out what your home is worth so you can plan your next step.

A young couple at the blue front door of their first home

Your local guide

I'm Ammar Iqbal, a Real Estate Salesperson with eXp Realty based in Middletown, NY. I enjoy helping first-time buyers understand each step, without pressure. Visit my website to get started.

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