Real Estate Investment Blog by Upright, Real Estate Investment

Real Estate Investment Strategies for Every Investor: Novice to Pro

Written by Brendan Bennett, VP Revenue | Dec 11, 2023 8:03:13 PM

Real estate investment is a great pathway to wealth accumulation, but there is no one-size-fits-all approach. The options open to an investor vary, depending on their goals, their time horizon, risk tolerance, and many other factors. Here, we lay out some key considerations, whether you are a novice investor or a seasoned pro.

Where to Start: A Guide for Novice Investors

Embarking on the journey of residential real estate investment can be both exciting and rewarding. For those who are new to this realm, the initial steps can often be the most challenging. Understanding where to start is crucial for building a solid foundation. Let’s explore the essential starting points for novice investors before diving into various residential real estate investment strategies:

  • Educate yourself: Before dipping your toes into the real estate market, take the time to educate yourself. Attend workshops, read books, follow reputable real estate blogs, and consider taking online courses. Understanding the basics of real estate, market trends, and investment strategies will empower you to make informed decisions, and likely pay dividends later.
  • Define your financial goals and risk tolerance: Clearly define your financial goals and objectives. Are you looking for a steady stream of passive income, long-term appreciation, or a combination of both? Additionally, assess your risk tolerance; how comfortable are you with market fluctuations, and what level of involvement are you willing to commit to your investments?
  • Build a solid financial foundation: Before making any significant investments, ensure your financial house is in order. Pay off high-interest debt, establish an emergency fund, and create a budget that accommodates potential real estate expenses. A strong financial foundation provides stability and confidence as you venture into the real estate market.
  • Start small: For novice investors, starting small is often the best approach. Consider single-family homes or duplexes for your initial investments if you’re actively investing. These properties are more manageable in terms of maintenance, and the learning curve is less steep compared with larger multi-unit buildings.
  • Network and seek guidance: Connect with experienced investors, join real estate investment groups, and attend local networking events. Building a network can provide valuable insights, mentorship opportunities, and a support system as you navigate the complexities of real estate investment.
  • Understand your local market: Each real estate market is unique, so take the time to understand the dynamics of the local area in which you are investing. Research property values, rental rates, and market trends. Being well-versed in the market will help you identify opportunities and make informed investment decisions. We recommend connecting with local experts as well.
  • Consult with professionals: Consider seeking advice from professionals such as real estate agents, financial advisors, and legal experts. These professionals can provide guidance on market conditions, investment strategies, and legal aspects of real estate transactions, ensuring you approach your investments with confidence and compliance.

Now that you have a foundation for starting your journey into residential real estate investment, let’s explore various strategies that cater to investors at different experience levels:

Rental properties: The foundation for steady income

  • Novice: Buying a rental property is one of the most straightforward ways to begin your real estate investment journey. Novice investors often start with single-family homes, duplexes, or small multi-unit buildings.
  • Pro: Experienced investors may diversify their portfolio by adding more rental properties. As a pro, you might consider larger multi-unit apartment complexes, which can generate substantial cash flow.

Rental property investments provide a steady stream of income through monthly rent payments. This income can cover mortgage payments, operational expenses, and, ideally, generate a profit.

House hacking: Live-in and earn

  • Novice: House hacking involves living in one of the units of your multi-unit property while renting out the others. It’s a fantastic way for novices to start real estate investing while reducing personal living expenses.
  • Pro: Pros can optimize their house hacking strategy by purchasing larger properties or using the equity from other properties to fund their house hack ventures.

House hacking is a brilliant strategy that allows you to offset your own living costs while generating rental income, essentially living for free.

Passive investing

  • Novice: Real estate crowdfunding platforms (including Upright) allow novices to invest in real estate without the need for substantial capital. You can invest in projects alongside other investors, spreading your risk.
  • Pro: Pros can use this approach to diversify their portfolio or participate in larger, more complex real estate deals without the hassle of hands-on management.

This is an excellent choice for novice investors seeking a passive approach, while pros can use it to fine-tune their portfolio diversification.

Fix and flip

  • Novice: Novice investors can try their hand at fix and flip properties. This involves purchasing distressed properties, renovating them, and selling for a profit. It’s a more active strategy and can provide valuable experience for those willing to get their hands dirty with renovation projects.
  • Pro: Experienced investors can scale their fix and flip operations, manage multiple projects simultaneously, and leverage their expertise to maximize profits.

Fix and flip is a hands-on strategy that can be both profitable and educational, making it a great choice for those looking for a more active approach.

Real Estate Investment Trusts (REITs)

  • Novice: REITs are an ideal choice for novice investors looking to diversify their portfolio without directly owning property. These publicly traded funds offer exposure to real estate markets.
  • Pro: Pro investors can use REITs to diversify their holdings further and access a wide range of real estate assets.

REITs provide liquidity and diversification, making them an excellent choice for those seeking a hands-off approach to real estate.

Short-term rentals

  • Novice: Short-term rentals, such as Airbnb, are a great choice for novice investors with well-located properties in tourist destinations. These can provide higher rental income but may require more management; and some markets are cracking down on short-term rentals, making it harder for owners of these properties to turn a profit.
  • Pro: Pros can scale their short-term rental operation by acquiring multiple properties in prime locations and using professional management services.


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Residential real estate offers an array of investment strategies to suit every investor, from novices to pros. Each strategy has its unique advantages and considerations, and your choice will depend on your financial goals, risk tolerance, and level of involvement you wish to have in your investments. Whichever path you choose, it is essential to conduct thorough research, seek professional advice if needed, and continually educate yourself to make informed investment decisions.

Have additional questions? Reach out to our team of experts! Whether you’re looking to invest actively or passively, Upright has the tools to help you succeed in your investing strategy.