Social Links Widget

Click here to edit the Social Media Links settings. This text will not be visible on the front end.

Buyers & Sellers • Local Real Estate Market • 1 September 2025

Retiring to Windsor-Essex County: The Best Decision You Could Make

by C21 Local Home Team

When it comes to choosing the perfect place to retire, Windsor-Essex County truly checks all the boxes. Nestled in the southernmost part of Canada, our region offers a blend of affordability, convenience, and lifestyle that’s hard to beat!

 

Whether you’re looking for a slower pace, a thriving community, or easy access to travel, Windsor-Essex may be the retirement destination you’ve been searching for.

 

Here are the Top 8 Reasons why retiring in Windsor-Essex County could be the best decision you ever make…


1. The Warmest Climate in Canada

Windsor-Essex boasts the mildest climate in the country. With longer summers, shorter winters, and plenty of sunshine, you’ll spend more time outdoors enjoying what retirement is meant to be: relaxation, activity, and fresh air.

 

2. Affordable Housing & a Condo Boom

Compared to many Canadian cities, housing here is significantly more affordable. Retirees often find they can downsize and still free up equity. On top of that, the region has a surplus of modern condominiums, perfect for low-maintenance living, so you can focus on enjoying your retirement, not maintaining a home.

 

3. Proximity to Detroit & Easy Travel Options

Love to travel? Windsor’s location is unbeatable. We’re just minutes from Detroit Metropolitan Airport, offering direct flights to Florida, Europe, and beyond. Plus, VIA Rail stations make train travel across Ontario quick and stress-free.

 

4. A Quicker Drive to Florida

If you prefer to head south by car, Windsor gives you a head start. Being in the southernmost part of Canada means your drive to Florida is several hours shorter compared to retirees in other provinces. That’s more sunshine, less highway.

 

5. Vibrant Arts, Culture & Dining

Retirement isn’t just about slowing down – it’s about living well. Windsor-Essex offers a thriving cultural scene, from art galleries and wineries to world-class dining. You’ll always find something to enjoy close to home.

 

6. Active Living for Every Interest

For those who love to stay active, Windsor-Essex has no shortage of options. From scenic golf courses and thriving pickleball clubs to modern ice rinks for skating and hockey, you’ll find plenty of ways to keep moving, stay social, and enjoy a healthy retirement lifestyle.

 

7. Strong Healthcare & Community Services

Our region is home to modern healthcare facilities and growing services geared toward retirees, ensuring peace of mind as you transition into your next chapter.

 

8. A Welcoming Community

Perhaps the biggest reason to retire in Windsor-Essex: the people. This is a region built on strong communities, welcoming neighbours, and a warm, small-town feel – paired with the conveniences of a larger city.

 

 

Retirement is about lifestyle, and Windsor-Essex County delivers. With affordable housing, the best climate in Canada, endless activities, easy access to travel, and a welcoming community, it’s no wonder more and more retirees are calling this region home.

 

If you’re thinking about making a move, the team at CENTURY 21 Local Home Team Realty Inc. is here to guide you every step of the way…

Len Filiault
Broker of Record
c: 519.890.5045
e: len.filiault@century21.ca

 

The information provided on this blog is not intended as professional advice and should not be substituted for the guidance of a qualified professional. While we strive to provide accurate and up-to-date information, we make no representations or warranties of any kind, express or implied, about the completeness, accuracy, reliability, suitability, or availability with respect to the blog or the information, products, services, or related graphics contained on the blog for any purpose. Any reliance placed on such information should be independently verified.
Related Articles
Realtor & Industry Insights 10 Ways AI can Transform the Way Realtors Work In real estate, time is money – and relationships are everything…   Imagine having an assistant that works 24/7, never takes a coffee break, and adapts to your exact style of communication. That’s what AI can do for today’s realtors.   Here are 10 powerful ways AI can help you work smarter, connect better, and […]
Realtor & Industry Insights 5 Reasons Teams Fail… We’ve all seen it play out in our office…   2 busy agents look at each other, struggling to manage their hectic schedules and out-of-control budgets and decide to team up.   Why does this often end a few short years (or months) later?   Here are 5 reasons why “teaming-up” often ends in a […]
Realtor & Industry Insights The REAL Cost of Staying at the Wrong Brokerage: 6 Hidden Ways it’s Holding You Back! Let’s face it — real estate isn’t for the faint of heart. Between managing showings, running social media, chasing leads, and staying on top of industry changes, you’re putting in the work. You’re committed. But despite your hustle, something isn’t clicking.   You’re not growing the way you should be.   If this feels familiar, […]
Moxi_Pri_LocalHomeTeamRealtyInc_Gold_1500x398

We'll help you buy/sell with a custom plan and proven success so your next chapter is the best one yet!

hello.LHT@century21.ca

KINGSVILLE Office  |  (519) 915-0222
12 Main St. W, Kingsville, ON N9Y 1H1

LEAMINGTON Office  |  (519) 915-0222
150 Talbot St. E, Leamington, ON N8H 1M1

TILBURY Office  |  (519) 915-0222
18 Queen St. N, Tilbury, ON N0P 2L0

WINDSOR Office  |  (519) 915-0222
310-3200 Deziel Dr., Windsor, ON N8W 5K8

The CENTURION® Office Award is one of the most prestigious, with less than 10% of Offices in the CENTURY 21 Network reaching this elevated status.Criteria: ¹CENTURION® Office - $2,210,000 GCC or 392 Units, ²DOUBLE CENTURION® Office - $4,420,000 GCC or 784 Units, ³GRAND CENTURION® Office - $6,630,000 GCC or 1,176 Units

Independently Owned and Operated. ®/™ trademarks owned by Century 21 Real Estate LLC used under license or authorized sub-license. © 2020 Century 21 Canada Limited Partnership © 2020 Century 21 Canada Limited Partnership

The trademarks MLS®, Multiple Listing Service® and the associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system. The trademarks REALTOR ® , REALTORS ® and the REALTOR ® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. Used under license. This listing content provided by REALTOR.ca has been licensed by REALTOR® members of The Canadian Real Estate Association. Not intended to solicit properties currently listed for sale or buyers under contract.

Century 21 Canada Limited Partnership currently has franchise opportunities available in select markets across Canada. The intent of this communication is for informational purposes only and is not intended to be a solicitation to anyone under contract with another real estate brokerage operation. This e-mail message contains confidential information intended only for the use of the individual or entity named above. Any unauthorized use or disclosure is strictly prohibited. If you have received this communication in error please immediately delete the e-mail and either notify the sender at the above e-mail address or by telephone.