Two Game-Changing Real Estate Investments Discovered Through Years of Market Watching

As a real estate investor, I’ve always believed that the best deals aren’t found online or through flashy listings—they’re uncovered by having a deep understanding of the market and consistently being on the ground. This philosophy recently led me to two incredible investment opportunities that I discovered simply by driving through areas I had been watching for years.

Investment #1: The 32-Acre Lot with Unmatched Logistics Potential

One of the properties that caught my attention is a 32-acre lot strategically located right off a major highway. What makes this parcel particularly enticing is its proximity—just one interchange away—from a major port of entry, a railway loading station, and the U.S. border. This trifecta of logistical advantages immediately signaled an opportunity for industrial development, warehousing, or a transportation hub.

I had been monitoring this area for years, watching how infrastructure improvements and cross-border trade expansion were influencing land values. When I noticed subtle changes in traffic patterns and increased industrial activity nearby, I knew this was a prime moment to act. Now, with all the tariff discussions and the federal government emphasizing the need to incentivize domestic manufacturing and production, this lot is more poised than ever to be a goldmine. As companies look to reduce dependency on foreign supply chains and establish domestic production hubs, properties like this will be in high demand.

Investment #2: The Land Assembly in a High-Exposure Town Center

The second property is a unique land assembly in a small town that is primed for growth. This site is positioned at the town’s most significant intersection, where four major streets converge. With its direct access to a major highway, it boasts unparalleled visibility and accessibility—two critical factors for commercial success.

I’ve been watching this town evolve for years, noting the steady increase in both residential and commercial activity. While many investors overlook smaller towns, I saw the potential early on, particularly as businesses began moving in to cater to the growing population. When the opportunity to assemble multiple lots at this key intersection presented itself, I immediately recognized its potential for mixed-use development, retail, or even a boutique hospitality project.

The Power of Long-Term Market Watching

Both of these opportunities reinforce the importance of patience, market knowledge, and firsthand observation. By consistently driving through these areas, keeping an eye on infrastructure projects, and understanding local economic drivers, I was able to spot undervalued assets before they became obvious to the broader market.

For investors looking to find similar opportunities, my advice is simple: spend time in the markets you’re interested in. Watch traffic patterns, note changes in zoning, and pay attention to where businesses are expanding. The best deals aren’t always on the MLS—they’re waiting to be discovered by those who know where to look.

If you’d like to know where these investments are, and would like to be kept in the know for others – send me a message 🙂

The Beginner’s Guide to Real Estate Investing: 3 Smart Entry Points

If you’re thinking about getting into real estate investing, there’s one rule you need to remember right out of the gate: risk and reward go hand in hand. The lower the risk, the lower the potential return—but also the fewer headaches. The higher the risk, the greater the potential for profit, but only if you know what you’re doing.

That’s why the first step in real estate investing isn’t picking a property—it’s assessing your own resources and skill level. How much capital do you have? How comfortable are you with renovations and property management? Once you know where you stand, you can decide which entry point makes the most sense for you.

Here are three great beginner-friendly real estate investment options, ranked from lowest to highest in terms of required resources and skill:


1. The Hands-Off Approach: New Build Condo or Townhouse

Best for: Investors who want a low-maintenance, low-risk option.

If you’re looking for a relatively straightforward way to get started, buying a pre-construction condo or townhouse is a great option. These properties are new, meaning minimal repairs and maintenance, and they often come with a builder’s warranty.

Pros:

  • Lower upfront maintenance costs
  • Strong rental demand in growing areas
  • Hands-off property management if desired

Cons:

  • Higher purchase price per square foot
  • Condo fees can eat into profits
  • Limited ability to add value through renovations

If you want a set-it-and-forget-it type of investment, this is your best bet. Just be sure to research the developer and the long-term rental market in the area before signing on the dotted line.


2. The Income Generator: Bungalow with a Secondary Dwelling

Best for: Investors who want to maximize rental income without a massive renovation project.

If you have a bit more capital and don’t mind being a landlord, buying a bungalow with an existing secondary dwelling (like a basement suite or coach house) can be a fantastic move. You’ll benefit from two rental incomes off one property, which can help offset mortgage costs and increase cash flow.

Pros:

  • Built-in income stream from day one
  • Greater affordability than a multi-unit building
  • Stronger appreciation potential than a condo

Cons:

  • Requires property management skills
  • Potential for tenant-related issues
  • Some municipalities have strict regulations on secondary units

This is a great middle-ground option for those who want more cash flow without diving into full-scale renovations.


3. The Value-Add Play: Home with Secondary Dwelling Potential

Best for: Investors with some experience or a willingness to take on renovations.

For those who want to force appreciation and maximize returns, buying a home with secondary dwelling potential can be an incredible opportunity. This means purchasing a property that doesn’t yet have a second suite but could be converted with the right permits and renovations.

Pros:

  • Ability to buy below market value and add instant equity
  • Higher rental income once renovations are complete
  • Greater control over the design and layout of the secondary unit

Cons:

  • Requires more capital upfront
  • Zoning and permits can be a hurdle
  • Renovations can be unpredictable

This strategy requires a keen eye for opportunity and a solid understanding of local bylaws. If you’re up for the challenge, it’s one of the best ways to build wealth through real estate investing.


Which Option is Right for You?

Each of these strategies has its place, but the best one for you depends on your comfort level with risk, your available capital, and how involved you want to be. If you’re new and want to play it safe, go for a new build condo or townhouse. If you want higher returns but a manageable level of risk, a bungalow with a secondary dwelling is a solid middle ground. And if you’re willing to put in the work for maximum upside, a home with secondary dwelling potential could be your best bet.

No matter where you start, remember: successful real estate investing is about making smart, calculated decisions, not emotional ones. Assess where you are today, pick the right strategy, and take that first step toward building your real estate portfolio.

Buying Your First Investment Property

YES, it is true, Real Estate investing produces more millionaires than any other industry. But that doesn’t mean it’s dummy proof.

And YES, it is true, it’s hard to lose when it comes to Real Estate investing over the long term. But that doesn’t mean you CAN’T lose, or at least that some strategies are better than others.

So where do you start?

Well – here are some questions you need to consider.

How much money do you have?

How risky do you want to be?

Are you more interested in short term CASH or long term equity?

Do you want something turn key, or something that needs work?

How handy are you?

How much time do you have to put into this?

How big of a project are you comfortable taking on?

When you take the time to answer those questions you can really start to determine what works best for you.

For example. Lots of money, time and skills, willing to take on risk and looking for short term cash? Maybe we buy a house on a main street on a big lot where prices aren’t yet too crazy but rents are still high – and we build a wicked multi unit, rent it out, and flip it as a cash cow.

Little money, time and skills? Want as little risk as possible and ok with long term equity? Let’s buy a brand new apartment in the most steady location we can find and rent it out for 10 years.

Both could be your first investment – and one is SUPER ambitious and the other is pretty tame. Both are good.

Rather than list all the options, just answer all those questions and feel free to send me the answers for recommendations on investments that match your answers.

What’s the most popular 1st time investment in my experience you ask?

I’d say a purpose build duplex that could use some lipstick and that would fetch some great rents. That’s a pretty decent first step that gives you some low(ish) risk that will probably get you a little positive cash flow but will absolutely get you some nice equity over the long term.

The MOST IMPORTANT part to Real Estate Investing? START.

Honestly, that’s it. Even slightly sub par investment will pay off big time if you hold it long enough, but what’s undeniable is that when you own Real Estate you have more options. If you have a property that builds some decent equity, once that mortgage is due you can refinance it and pull out some money to invest in more Real Estate – and it snowballs from there.

If you want to have a talk about how to get in the game, send me a message and I’ll be happy to talk 🙂