Living in Windsor-Essex: What You Need to Know Before Moving in 2025–2026

November 25, 2025

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Living in Windsor-Essex: What You Need to Know Before Moving in 2025–2026

By Linda Hakr, REALTOR®, JUMP Realty — Relocation Specialist for Windsor-Essex & Chatham-Kent

Thinking about moving to Windsor-Essex? You’re not alone. Over the last few years, more buyers from the GTA, Kitchener-Waterloo, Cambridge, and even out of province have been discovering how much this region offers — from affordable homes and long summers, to Lake Erie waterfront and small-town charm.

If you’re planning a move in 2025–2026, here’s an honest look at what you need to know before relocating.

Why People Are Moving to Windsor-Essex

This region has become one of Ontario’s top relocation destinations — and for good reason.

1. Homes Are More Affordable

Compared to major markets like Toronto, Kitchener-Waterloo, Guelph, and London, Windsor-Essex offers significantly more value for your money. Larger lots, updated homes, and even waterfront properties become realistic options here.

2. A Slower, Warmer Lifestyle

We enjoy some of the warmest year-round temperatures in Canada. Summers last longer, and the shoulder seasons are comfortable. Whether you’re downsizing, retiring, or working remotely, the lifestyle pace is a major draw.

3. Lake Erie Waterfront Living

From Leamington and Wheatley to Kingsville and Essex, waterfront homes are some of the most sought-after properties in the region. Boating, fishing, wineries, and beach days become part of everyday life.

4. A Community-Focused Region

People are friendly, supportive, and deeply involved in their communities. This is a place where neighbours know each other, and where you’ll find festivals, farmers markets, and local events all year.

Understanding the Local Housing Market

The Windsor-Essex housing market is stable and balanced. Well-priced homes still move quickly, and buyers relocating from bigger cities often find the process less stressful than expected.

Rural Properties Are Common

Many homes outside city limits sit on wells and septic systems. They’re easy to maintain once you understand them, but buyers moving from city utilities should be aware of the differences.

Home Inspections Are Back

Most buyers complete inspections again, which is a positive shift for anyone moving from a distance.

You’ll See a Mix of Rural, Suburban, and Waterfront

Whatever lifestyle you’re looking for — country acreage, a quiet subdivision, or a lakefront retreat — you’ll find options here.

Neighbourhoods Relocators Love

Here are some of the most popular communities for newcomers:

Leamington

  • Great for families, retirees, and waterfront lovers

  • Home to Point Pelee National Park and many marinas

  • Affordable compared to larger centres

Kingsville

  • Known for wineries, boutique restaurants, and a relaxed lifestyle

  • A favourite for retirees and remote workers

Wheatley

  • A true small-town feel with quick access to nature

  • Close to Wheatley Provincial Park and Hillman Marsh

  • Popular with buyers wanting peace and quiet

Windsor

  • Great for commuters, students, and professionals

  • Easy border access for anyone working in Michigan

Cost of Living Advantage

Your dollar stretches further here — from groceries to restaurants to housing. Many families find that a move to Windsor-Essex allows them to:

  • Upgrade their home,

  • Shorten their commute, or

  • Shift to a more balanced lifestyle.

What Relocators Should Know Before Buying

A few important tips, especially if you’re moving from another part of Ontario:

1. Book a Relocation Consultation

It helps to understand local towns, commute times, and what areas fit your lifestyle.

2. Expect a Variety of Property Types

Older farmhouses, new subdivisions, lakefront bungalows, and everything in between.

3. Visit the Area if You Can

Walk the beaches, explore the parks, and experience each town’s personality.

4. Work With an Agent Who Knows Relocation

Buying from a distance doesn’t need to be overwhelming — especially when you have someone guiding you through each step.

Outdoor Lifestyle Highlights

The nature here is a huge selling point:

  • Point Pelee National Park

  • Hillman Marsh Conservation Area

  • Wheatley Provincial Park

  • Seacliff Beach

  • Cedar Creek Conservation Area

  • Endless hiking trails, cycling paths, and birdwatching spots

If you love being outdoors, you’ll feel at home right away.

Thinking About Relocating? I Can Help.

Relocating is a big decision, and you deserve someone who understands your questions, concerns, and goals. I’ve helped buyers from all over Ontario — and beyond — move to Windsor-Essex and Chatham-Kent with confidence.

If you’d like to explore neighbourhoods, compare areas, or start planning your move, I’m here to guide you.

📞 Linda Hakr, REALTOR® — JUMP Realty
519-654-6695
linda.hakr@jumprealty.ca
lindahakrrealtor.ca

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