Why more buyers and retirees are choosing Windsor-Essex and Chatham-Kent

Thinking about moving to Southwestern Ontario? You’re not alone. More and more buyers — from retirees to first-time homeowners — are discovering the lifestyle, affordability, and charm of Windsor-Essex and Chatham-Kent. If 2026 is your year to relocate, this guide will help you understand what makes this region such a compelling place to call home.

I’m Linda Hakr with JUMP Realty, and I specialize in helping buyers and sellers across Windsor-Essex and Chatham-Kent, especially those relocating from other parts of Ontario. Here’s what you should know before making the move.

Why So Many People Are Choosing Southwestern Ontario

1. Affordability Without Compromise

Compared to the GTA, KW, or Guelph, your buying power goes much further here.

• Windsor-Essex averages in the mid-$500s.

• Chatham-Kent offers even more value — ideal for retirees, downsizers, and first-time buyers.

2. A Relaxed Lifestyle Surrounded by Nature and Lakes

This region blends small-town charm with incredible natural beauty. Locals enjoy:

• Boating on Lake Erie

• Walking the boardwalk at Point Pelee National Park

• Exploring the beaches and trails at Wheatley Provincial Park

• Watching migrating birds at Hillman Marsh Conservation Area

• Strolling through downtown Kingsville

• Visiting wineries, markets, and marinas

• Enjoying quiet neighbourhoods with a true sense of community

It’s the perfect mix of affordability and lifestyle — and a major draw for anyone seeking a slower, more meaningful pace of living.

What Relocators Should Know Before Buying Here

If you’re coming from another region, here are a few things to keep in mind:

Balanced Market Conditions

Homes aren’t selling overnight, but well-priced listings still attract attention. Buyers have more time and flexibility, which makes relocating far less stressful.

Septic & Well Systems Are Common

Many rural and lakeside homes use septic systems and wells. It’s completely normal for this area, and I walk clients through the details so they feel confident with their purchase.

Home Inspections Are Back

Inspections are now standard again, and they’re especially helpful if you’re buying from a distance.

Easy Travel and Commute Options

Even with a laid-back feel, the region is well connected:

• Access to Windsor and Detroit

• Short drives to London, Sarnia, and surrounding towns

• Close to major highways and border crossings

This makes the region appealing for commuters, remote workers, and retirees alike.

Outdoor Lifestyle & Strong Community Roots

Southwestern Ontario is a destination for nature lovers.

Here’s what draws people in:

• Birdwatching and photography at Point Pelee National Park

• Cycling the Greenway Trail

• Kayaking along Lake Erie

• Hiking and camping at Wheatley Provincial Park

• Shoreline walks and marsh viewing at Hillman Marsh Conservation Area

• Fishing, boating, and long days by the water

Add to that the wineries, farm markets, local festivals, and family-run businesses, and you get a region that feels welcoming from the moment you arrive.

What to Expect in the 2026 Real Estate Market

For both Chatham-Kent and Windsor-Essex, the outlook remains steady as we move into 2026.

Current trends:

• Slight increase in inventory

• Stable pricing across most segments

• Strong activity between $450,000 and $700,000, especially for relocators

This balanced environment gives buyers space to make confident decisions without the rush of previous years.

Thinking About Relocating? I’m Here to Help

Whether you’re considering a move to Leamington, Kingsville, Wheatley, Chatham, or anywhere across Windsor-Essex and Chatham-Kent, I’m happy to guide you through the process.

You can reach me at:
Linda Hakr, REALTOR® – JUMP Realty
📞 519-654-6695
📧 linda.hakr@jumprealty.ca
🌐 lindahakrrealtor.ca