How to Buy Your First Home in San Diego (What Realtors Won't Tell You)

By Sean Canning

In the latest episode of the Ten Seventy Architecture YouTube show, Principal Architect Sean Canning and host Bailey discuss one of the most pressing challenges facing aspiring homeowners today: how to break into San Diego's expensive housing market. With the average home price in San Diego reaching a staggering $928,000 in 2025, traditional paths to homeownership seem increasingly out of reach for many.

This isn't just a San Diego problem. Nationwide, the average age of first-time homebuyers has climbed to 56 years old – a stark contrast to decades past when people in their late 20s and early 30s could reasonably expect to purchase their first property. The inflation in housing costs has far outpaced general inflation, creating barriers that require creative solutions.

The Hard Truth About San Diego's Housing Market

Before diving into strategies, it's important to understand just how dramatically the housing landscape has changed:

  • In 1950, the average California home cost $9,564 (about $117,000 adjusted for inflation)
  • Today's average San Diego home price of $928,000 represents nearly 10x the inflation-adjusted cost
  • Traditional financing approaches are often insufficient for first-time buyers
  • Most realtors won't discuss these creative entry strategies because they're focused on conventional buyers

As Sean explains from personal experience, "I think San Diego's one of the top three, if not top five most challenging housing markets in the country right now. You have to come with a different angle if you're going to end up in a home here."

Sean's Path to Property Ownership: A Case Study

To illustrate what's possible, Sean shared how he entered the market at age 30, purchasing his first property in Logan Heights:

  • Found a duplex listed for $335,000 in 2016 (Southeast San Diego)
  • Used an FHA loan with just 3.5% down (approximately $12,000)
  • Lived in one unit while renting out the other to offset mortgage costs
  • Later added an ADU (Accessory Dwelling Unit) to further increase property value and rental income

"We bought this with an owner-occupied loan," Sean explains. "Our mortgage payment was about $3,000, and the unit in the front was renting for about $1,500, so this was a great deal."

While $335,000 sounds remarkably affordable by today's standards, the principles behind this purchase remain valid: look for properties with income potential, explore emerging neighborhoods, and be willing to renovate gradually.

Practical Strategies for First-Time Buyers in Today's Market

1. Consider Multi-Income Properties

The podcast examined current listings in the $550,000-$600,000 range, focusing on properties that could accommodate multiple income streams:

  • Multi-bedroom properties that allow "house hacking" (renting rooms to offset mortgage)
  • Properties with garage conversion potential for ADUs
  • Lots with space for future development of additional units

A three-bedroom, two-bath property in Logan Heights demonstrated this potential. While the $600,000 price tag creates a monthly payment around $5,000 (with 3.5% down), renting out bedrooms could bring this down to a more manageable $3,100-3,500.

2. Leverage Dual Income Approaches

The podcast identified three viable partnership approaches:

  • Co-signing with parents: Getting family support to qualify for a larger loan (though you'll still be responsible for payments)
  • Purchasing with a significant other: Combining incomes to qualify while sharing a bedroom, leaving other rooms available for rental
  • Partnership with a friend/investor: Using a "tenants in common" arrangement where you split costs and equity

"In all these strategies, you really need a dual income scenario going on," Sean advises. "I just don't know if there's another way where you would qualify for a loan of this much otherwise."

3. Start with a Lower Down Payment

While conventional wisdom suggests saving for a 20% down payment, Sean recommends a different approach:

  • Consider starting with 3.5% down (FHA loan) or 5% down (conventional)
  • Accept the PMI (Private Mortgage Insurance) cost temporarily
  • Housing prices are likely rising faster than your ability to save
  • Refinance later when you've built equity or rates improve

"By the time it takes you to save 20%, home prices are going to be so much higher," Sean notes. This strategy gets you into the market sooner, allowing you to build equity despite the initial higher monthly costs.

4. Look Beyond Downtown and Coastal Areas

The search focused on neighborhoods that offer reasonable proximity to downtown while remaining somewhat affordable:

  • Logan Heights, Grant Hill, and Barrio Logan (15-45 minute walks to downtown)
  • Areas east of Route 5 (avoiding coastal zone permitting costs)
  • Emerging neighborhoods with potential for appreciation

Sean emphasized that first-time buyers should be realistic: "This is not going to be the San Diego lifestyle that you're going to see on TV. This is going to be the bottom rung of the real estate ladder in San Diego."

5. Prepare for Gradual Improvement

Unlike the turn-key properties shown on home buying shows, getting into San Diego's market often means:

  • Purchasing a property that needs updates
  • Renovating gradually as budget allows
  • Doing some work yourself to save costs
  • Planning for future development (ADUs) to increase value and income

Sean and his wife took this approach with their first home: "For a long time we lived in the house when it was unfinished... that was a sacrifice we had to make on our first home."

Is Homeownership Still Worth It?

The discussion didn't shy away from questioning whether traditional homeownership remains a viable goal:

  • Starter homes may be evolving into condos for many first-time buyers
  • Remote work is changing location priorities for some buyers
  • The value proposition has changed dramatically since previous generations

Despite these shifts, Sean maintains that property ownership offers security and opportunity that renting cannot match: "I don't want to make it seem like you want to be a permanent renter... The idea is to own property because that's more secure."

Key Takeaways for Aspiring San Diego Homeowners

For those determined to enter San Diego's challenging market, the podcast offers these essential recommendations:

  1. Save aggressively for your down payment, even if targeting just 3.5-5%
  2. Find a partner - whether a spouse, family member, or trusted friend
  3. Look for properties with income potential through house hacking or ADU development
  4. Consider emerging neighborhoods that offer relative affordability with proximity to city centers
  5. Be prepared for projects - buying a fixer-upper can significantly reduce entry costs
  6. Think long-term about how the property can grow in value through gradual improvements

Conclusion

The path to homeownership in San Diego has changed dramatically, requiring more creativity, patience, and strategic thinking than ever before. As Sean puts it, "If you're interested in home ownership, figure out a way to do it and go for it. In my opinion, you have to come up with creative solutions to get into a really challenging market."

While the journey may be more difficult than it was for previous generations, those willing to take unconventional approaches and make strategic compromises can still find their way onto the property ladder in America's Finest City.

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