For many homeowners in their 40s and 50s, the home that once fit perfectly starts to feel… a little off.
Maybe the kids are starting to move out or are going to college or university. Maybe you’re working remotely now and barely use that formal dining room. Or maybe you’ve built up solid equity and are wondering if your money could be working harder elsewhere such as funding travel, tuition, or investment opportunities.

If this sounds familiar, you might be at that in-between stage, not quite ready to “downsize,” but curious whether it’s time to rightsize.

Let’s talk about what that really means, what to consider before making a move, and how a simple two-list exercise can bring you the clarity you’ve been looking for.

What Does “Rightsizing” Actually Mean?

People often think rightsizing means moving into a smaller home  but that’s not always true.

Rightsizing is about aligning your home with your life as it is today (and where you’re headed next).

That could mean:

• Selling your current home to free up equity for travel, education, or investing.

• Moving closer to work, family, or the mountains you love to explore.

• Choosing a newer, lower-maintenance home so you can spend weekends doing things you enjoy  not yardwork.

• Or yes, sometimes it means moving to something smaller and simpler.
  

The goal isn’t less space, it’s the right space.

Why Homeowners in Their 40s Are Thinking About It

Many of my Okotoks and Foothills clients in their 40s are in a unique position:
They’ve likely owned your home for a while, built up strong equity (especially since 2021), and have options.

Maybe your mortgage is close to paid off, or maybe you’re sitting on a home that’s doubled in value since you bought it. Either way, that equity can become a springboard for other goals:

• Funding children’s education without taking on new loans.

• Traveling while working remotely or semi-retired.

• Investing in income properties or market opportunities.

• Reducing stress by trimming monthly costs and maintenance.

Your home is one of your biggest assets  and it should support your next chapter, not hold you back from it.

The Emotional Side of the Decision

Money is only part of the picture.

For many people, the idea of selling a long-time home can stir up mixed emotions: pride, nostalgia, even guilt. It’s not just a financial decision; it’s a personal one.

That’s why I never start these conversations with a CMA or a mortgage calculator. I start with a notebook and a pen.

The 2-List “Rightsize Exercise”

This is the same exercise I use with my clients who are unsure whether to move or stay. It’s simple — but powerful.

Step 1: Make Two Lists

Grab a sheet of paper (or my downloadable Rightsize Worksheet) and write down:

List A  What I’ll Gain by Moving
Think about what you’d gain financially, practically, and emotionally.

• Freeing up equity for travel, investments, or education.

• Less maintenance and lower monthly costs.

• More time for family, hobbies, and health.

• A fresh start in a space that fits the way you actually live now.
  

List B  What I’ll Gain by Staying
This isn’t about loss, it’s about the benefits of stability.

• Comfort and familiarity.

• Great neighborhood or school district.

• Space for visiting kids, friends, or extended family.

• Pride of ownership in a home you’ve improved and loved.
  

Step 2: Compare the Two

Circle your top three from each list.
Then ask yourself:

• Which gains align with where I want to be in 3–5 years?

• What would I actually do with the freed-up equity?

• Am I staying because it’s truly right or because it’s comfortable?

Most of the time, clarity shows up right there on the page.

What to Consider Before Making a Move

Once you’ve done the reflection work, you can start looking at the practical side. Here are a few key areas to think about:

1. Your Financial Picture

Check in with your mortgage advisor or planner about how a move could impact your long-term goals.

• What’s your home’s current market value?

• How much equity could you realistically access after selling?

• Would buying again, renting, or investing that equity serve you best?

Many of my clients in this stage choose to cash in equity while rates are still manageable, giving them more liquidity and flexibility.

2. Lifestyle and Priorities

Ask yourself what freedom means to you right now. Is it fewer bills? More travel? Less stuff? Or simply more peace of mind?

Your home should be a launchpad for your goals, not a weight that keeps you from living them.

3. The Market

The Okotoks market continues to show strength, particularly in certain property types like villas, and townhomes that appeal to buyers looking to simplify.  If you’re selling a detached home in a desirable neighborhood, and you’re worried about not finding the perfect next home, there are options.

When Rightsizing Isn’t About Moving

Sometimes, the exercise reveals something different:  You actually do love your home — but it needs a few tweaks to feel right again.

That might mean:

• Converting unused rooms into a home office, gym, or guest suite.

• Finishing the basement for income potential.

• Simplifying furnishings to make the space feel fresh and manageable.

You don’t always have to move to rightsize your life. Sometimes, it’s about re-imagining the space you already have.

The Real Goal: Living Intentionally

At the heart of this process is one question:
Does your current home reflect who you are and who you’re becoming?

If your answer is “not really,” it might be time to explore your options.
And the good news? You don’t have to figure it out alone.

Ready to See What’s Possible?

If you’re starting to wonder whether selling could open new doors, financially or personally. Let's have a conversation.

No pressure, no commitment, just clarity.

I’ll help you explore:

• What your home could sell for in today’s Okotoks/Foothills market.

• How much equity you could free up.

• What your next chapter could look like whether that’s a villa, an apartment, or a smaller home that funds your dreams.

Introduction

Investing in real estate can be both rewarding and challenging, especially for beginners. Okotoks, a charming town just south of Calgary, offers unique opportunities for real estate investors due to its growing population, vibrant community, and proximity to a major city. This comprehensive guide will introduce you to essential real estate investment strategies, helping you navigate the Okotoks market and make informed decisions.

Understanding the Okotoks Real Estate Market

Market Trends and Dynamics

Staying informed about the current market trends in Okotoks is crucial for any real estate investor. Regularly review local real estate reports and news to understand property values, rental rates, and occupancy rates. According to recent reports, Okotoks has seen a steady increase in property values over the past five years, driven by its attractive lifestyle and community development. This knowledge will help you identify profitable investment opportunities and make data-driven decisions.

Population Growth and Development

Okotoks is experiencing steady population growth, driven by its attractive lifestyle and ongoing community development. The town's population has grown by approximately 3% annually, increasing the demand for housing and making Okotoks a promising market for real estate investments. Keep an eye on new developments, infrastructure projects, and local amenities that can influence property values.

Economic Factors

The local economy plays a significant role in real estate investment success. Okotoks benefits from a robust local economy, supported by diverse industries and its proximity to Calgary. Understanding economic factors such as employment rates and major local employers can help you assess the stability and growth potential of your investment.

Investment Strategies for Beginners

With a solid understanding of the Okotoks market, you can explore various investment strategies tailored to your goals and risk tolerance. Here are some effective strategies for beginners:

Buy and Hold

The buy-and-hold strategy involves purchasing a property and holding onto it for an extended period, allowing its value to appreciate over time. This strategy is ideal for long-term investors seeking capital growth and passive income.

• Residential Rentals: Invest in single-family homes, townhouses, or condos to rent out to long-term tenants. This approach provides a steady rental income stream and potential tax benefits.

• Multi-Family Properties: Consider investing in multi-family properties like duplexes or apartment buildings. These properties can generate higher rental income and spread risk across multiple units.

Fix and Flip

The fix-and-flip strategy involves buying undervalued properties, renovating them, and selling them at a profit. This strategy requires a keen eye for properties with potential, effective project management, and knowledge of the local market.

• Identify Profitable Opportunities: Look for properties that need cosmetic or structural improvements but are located in desirable neighborhoods. These properties are usually located in older communities such as Tower Hill, Suntree and Downey.

• Budget Wisely: Create a detailed budget for renovations, including materials, labor, and contingency funds. Ensure your projected selling price covers all expenses and yields a reasonable profit. 

Short-Term Rentals

Short-term rentals, such as vacation homes or Airbnb properties, can generate higher rental income compared to long-term rentals. This strategy is particularly effective in popular tourist destinations or areas with high demand for temporary accommodations.

• Choose the Right Location: Invest in properties near local attractions, recreational areas, or event venues in Okotoks. For example, there are always hockey teams in town playing at the rec centre or centennial arena 

• Optimize for Guests: Furnish and equip the property to meet the needs of short-term guests. Provide amenities like high-speed internet, comfortable furnishings, and a fully stocked kitchen to enhance the guest experience and encourage positive reviews.

Tips for Successful Real Estate Investment in Okotoks

Regardless of the strategy you choose, here are some essential tips to enhance your success in Okotoks real estate investment:

Conduct Thorough Research

• Neighborhood Analysis: Investigate different neighborhoods in Okotoks to understand their potential for growth, rental demand, and property value appreciation. Look for areas with good schools, amenities, and low crime rates.

• Market Conditions: Keep an eye on market conditions, including interest rates, housing supply, and demand. Understanding these factors will help you make informed investment decisions.

Work with Real Estate Professionals

• Real Estate Agent: Partner with a knowledgeable real estate agent who specializes in Okotoks properties. An local agent familiar with Okotoks will know the best communities for you to focus on based on what you are planning on doing. 

• Property Manager: If you're investing in rental properties, consider hiring a property manager such as Prairie Management  to handle tenant relations, maintenance, and rent collection. A local property management company will have established relationships with local contractors which may help keep your costs down. 

Financial Planning and Budgeting

• Financing Options: Explore different financing options, such as mortgages, home equity loans, or private funding. The more unconventional the lender, the higher the interest rate! Compare interest rates, loan terms, and eligibility requirements to find the best option for your investment.

• Budget for Expenses: Account for all expenses associated with your investment, including property taxes, insurance, maintenance, and property management fees. Ensure your rental income or sale price covers these costs and provides a positive cash flow. You will also need to take into account capital gains  and any resulting tax implications when you sell. 

Risk Management

• Diversify Your Investments: Don’t put all your money into one property type or location. Diversify to spread risk.

• Build a Reserve Fund: Set aside funds for unexpected repairs, vacancies, or market downturns. This will help you manage financial setbacks without derailing your investment plans.

• Insure Your Property: Ensure your property is adequately insured to protect against damages and liability issues.

Stay Informed and Adapt

• Continuous Learning: Real estate markets are dynamic, so continuous learning is crucial. Attend real estate seminars, read industry publications, and join local real estate investment groups to stay updated on trends and best practices.

• Adapt to Market Changes: Be prepared to adapt your investment strategy based on market conditions and emerging opportunities. Flexibility and a willingness to pivot can help you navigate challenges and capitalize on new prospects.

Legal and Regulatory Considerations

Understanding the local legal landscape is crucial for any real estate investor. In Okotoks, familiarize yourself with property taxes, zoning laws, and landlord-tenant regulations. The Town of Okotoks website offers up to date information regarding permits. 

Additional Tips for Real Estate Investment

• Networking: Attend investment clubs and networking events to connect with other investors and learn about new opportunities. Building a strong network can significantly impact your investment strategy.

• Business Plan: Create a detailed business plan outlining your goals, investment strategies, and action plan. This will provide a roadmap for your investment journey and help you stay focused on your objectives.

Conclusion

Investing in Okotoks real estate offers numerous opportunities for beginners to build wealth, generate passive income, and achieve financial independence. By understanding the local market, choosing the right investment strategy, and following best practices, you can make informed decisions and maximize your returns. Whether you're buying and holding, fixing and flipping, or exploring short-term rentals, Okotoks provides a promising environment for real estate investment. Start your journey today and unlock the potential of the Okotoks real estate market.

Buying in Okotoks as a 50+ adult

Relocating the 50+ crowd to Okotoks from other parts of Canada is a very exciting part of my business. I am seeing more and more grandparents moving provinces to be close to their grandchildren. This demographic tends to want to avoid stairs and have all their living on one floor. They’re also not interested in snow removal or lawn care. It is often difficult to determine which neighborhood, street or complex is best suited for them. I hope you find this post useful.

Types of properties in Okotoks

Whether a property is suitable for empty nesters/seniors or not depends on 2 things: The type of property and whether there are restrictions due to age. And yes, age restricted condos are still allowed and will continue to be allowed for the 55+ age group. Here’s the most up to date information from Alberta Human Rights commission. Most of the 50+ crowd are looking for single level or bungalow/villa living. Many apartment style condominiums offer single level living with elevators. For those wanting more outside space, there are houses that are better suited to the older crowd. If you’re looking for more of an assisted living type property, there are options! Any costs and prices mentioned are based on sales as of January 2024 and are not guaranteed to be the same in the future.

Apartments

If you’re interested in an overview of all apartments in Okotoks, click here.

Mesa at 92 Crystal Shores Road

The Mesa is not age restricted and therefore anyone of any age can live there. However, the average age of the residents of the complex seems to have increased over the years. This complex does not allow dogs. Prices for a one bedroom unit start at around 280K. Larger units are more expensive with corner units around 400K

Calvanna at 200 Community Way

The Calvanna consists of 3, 3-storey buildings, all of them have underground parking. There is also a community room where residents can meet for crafts, cards and coffee. The basement of the community room has some exercise equipment. Expect to pay 280K for a 1 bedroom and over  300K for a 2 bedroom.

Heritage Heights at 102 Centre Court

This building is a mixture of single floor units (first and second floor) and 2-st units (third floor). Most units have 2 titled underground parking stalls.

Tower Hill at 280 Banister Drive

Tower Hill Condominiums are located on the north end of Okotoks with fast access to Highway 2A. It is an older, quieter building with outdoor stalls. There are no elevators and very few units have insuite laundry. The common/shared laundry is on the main floor. This is an 18+ building.

7 and 15 Lineham Ave in downtown Okotoks

These 2 apartment buildings are smaller with only 6 units per floor. They have a common room on the main floor for coffee, cards and birthday celebrations. They have covered parking.

Bungalow/Villa style condominiums

Tucker Hill in Westmount

Tucker Hill has a combination of bungalows and 5-level split units. All units have attached garages- mostly single but a few of the larger units have double garages. The bungalows are desirable to the 50+ crowd but the complex doesn’t actually have any age restrictions. The 5-level split units do appeal to young families. If walk-scores were still a thing, this complex would rank highly!

105 Elm Place

Located at the east end of downtown, Elm Place properties were built in the early 1990s and have a 45+ age restriction. They have attached double garages but not direct access from the garage to the house.

Sheep River Villas at 100 Sheep River Drive

If backing onto a park with a view of the Sheep River is on your list- this complex is for you. Twelve of the 18 units are walkouts with the most amazing views! These properties are close to 1400 sf on the main floor and all have double garages.

Sheep River View in Sheep River Cove

You need to be patient if you want to live here! These units don’t seem to come on the market often. Built in 2008, most are over 1400sf and all have double garages. They appeal to the older crowd but I’m not actually sure if there are age restrictions!

Drake Landing Square

If you’re looking for a brand new build in an already established neighbourhood, these might be worth looking at. They’re priced in the low 700s and they are beautiful. They have attached rear garages and most of them back onto a greenspace/park.

Dakotas at Air Ranch

These villas are located on the west side of the runway in the NE community of Air Ranch. They have double attached garages and almost half of them back onto a natural park/pond area. The larger units are almost 1500sf on the main floor. They don’t seem to come up for sale often and currently sell anywhere from 550 to over 800K.

Bungalow/Villa style NON condominium

Sheep River Ridge Villas on Sheep River Mews

These properties are not a condominium and therefore do not have bylaws. They do however have a Home Owners Association of $120 per month that covers lawn care and snow removal. They all have garages and range in size from around 950sf to 1250sf.

Crystalridge Terrace/View

Tucked away in the community of Crystal Ridge, you will find 2 streets of attached homes. A handful are 2-storey units but the majority are bungalows. My favorite ones are the ones that back onto the ravine.

Sandstone Ridge

There is a small collection of villas just off of Sandstone Gate behind the NoFrills grocery store. These properties don’t have an HOA and homeowners are responsible for their own lawn care and snow removal.

Crystal Green Rise

These units all back onto Crystal Ridge golf course. Most are bungalows but the occasional one has a second storey where the primary bedroom is located. They have a HOA fee of $110 per month which covers lawn care and snow removal.

D’Arcy Ranch Drive

There is a small number of villas in the newer community of D’Arcy Ranch. These are the newest executive bungalows in Okotoks and feature 10’ ceilings and double attached garages. They back onto the golf course land but are far enough away you won’t hear the golfers.

Feel free to reach out to me if you’re interested in learning more about any of these areas. And if you have a property to sell, I can help you find a buyer.

If you’re thinking about making a move to Okotoks (and there are plenty of reasons as Okotoks is a great place to live) and are unsure as to where to live, I hope this helps. 

Updated April 2025