September 17, 2025
Real Estate
Because smart decisions weigh both perks and problems. A trustworthy realtor doesn’t hard-sell; they surface the friction so you can plan around it. Here’s the unvarnished list—plus how to cope.
The downside: Median prices hover in the seven figures, and even “starter” condos can feel pricey. Property taxes (about 1.1% plus bonds) and insurance pile on.
Workaround:
Get a true “cash to close” sheet (down payment, closing costs, reserves).
Consider condos/townhomes in Blossom Valley or Berryessa to start, then trade up.
Explore ADU potential to offset the mortgage with rental income.
The downside: Competitive rental market with strict HOA rules in some complexes; large dogs can be a deal-breaker.
Workaround:
Begin rental hunting 60–90 days out.
Ask your realtor for a vetted landlord and HOA list that allow pets and ADUs.
Consider house hacking (live in one unit, rent the other).
The downside: Highways 101, 87, 85, and 280 back up daily. Light rail is improving but still slow for many routes.
Workaround:
Map your commute at the exact time you’d travel—don’t trust midday Google Maps.
Consider neighborhoods near Caltrain or employer shuttles.
Hybrid work? Maybe buy farther out with more space and a lower price.
The downside: Air quality alerts are more common, water restrictions hit lawns, and summers are hotter than coastal Bay Areas.
Workaround:
Budget for HVAC upgrades: heat pumps, better filtration, smart irrigation.
Choose lots with low-maintenance landscaping.
Ask sellers for recent roof and window upgrades during due diligence.
The downside: Like most large metros, San Jose grapples with homelessness, especially near downtown and freeway corridors.
Workaround:
Tour at different hours to gauge comfort levels.
Target pocket neighborhoods with strong community associations.
Work with a realtor who understands micro-block differences.
The downside: Some sewer laterals, electrical panels, and roofs are at end-of-life in 1960s–1980s builds.
Workaround:
Always run sewer and roof inspections.
Negotiate repairs or credits; prioritize safety upgrades post-close.
Look for remodeled homes where permits are already cleared.
The downside: “Great schools” depends on precise boundaries; transfers and lottery programs can confuse families.
Workaround:
Verify district and specific school assignment by address (never assume).
Ask about magnet or charter options if your street straddles a boundary.
Consider resale value: buyers pay premiums for certain schools (Evergreen, Cupertino Union edges).
The downside: Silver Creek Valley, some Evergreen tracts, and many condo communities carry monthly fees and occasional special assessments.
Workaround:
Read HOA docs and budgets; look for reserve funding level.
Add dues to your debt-to-income calculations.
For golf/club communities, confirm transfer fees and minimum spends.
The downside: Spring bidding wars are legendary; “as-is” offers and waived contingencies are common.
Workaround:
Target late summer or holidays for less competition.
Use strategic contingencies (shortened, not waived) and strong EMD.
Let your realtor negotiate credits for rate buydowns instead of price cuts.
The downside: Compared to San Francisco or Oakland, nightlife and walkable restaurant districts are scattered (Santana Row, Willow Glen, DTSJ).
Workaround:
Choose a neighborhood that matches your lifestyle (Cambrian for quiet, Downtown for action).
ADUs and backyard upgrades can make “home” your entertainment hub.
The downside: PG&E rates, water bills, and childcare costs are among the highest in the state.
Workaround:
Get quotes on solar, EV time-of-use plans, and drought-smart landscaping.
Factor childcare into affordability before you pick a price point.
Use local rebate programs for energy upgrades.
The downside: Earthquake insurance is optional but pricey; some insurers are retreating from California.
Workaround:
Review foundation and retrofit status during inspections.
Shop multiple carriers early; consider deductibles you can handle.
Keep a cash reserve for emergencies—lenders often require it anyway.
List Your Non-Negotiables
Commute cap (minutes/miles)
School rating minimums
HOA tolerance level
Yard size / ADU potential
Score Each Neighborhood
Create a 1–5 score for cost, commute, schools, lifestyle, and future value. Compare Evergreen vs. Silver Creek vs. Almaden vs. Willow Glen.
Run True Monthly Numbers
Mortgage + taxes + insurance + HOA/club + utilities + commuting costs.
Plan the Next 5 Years
Are you adding kids? Aging parents? Starting a business? The “perfect” condo today may be the wrong fit in 24 months.
Tells You the Hard Stuff Early: No surprises about Mello-Roos or noise from nearby freeways.
Translates Data into Decisions: Days on market, price per square foot, list-to-sale ratios—made simple.
Builds Flexibility Into Offers: Short inspection windows instead of no inspection, seller credits instead of blanket price cuts.
Negotiates Beyond Price: Repairs, rent-backs, furniture, rate buydowns—value hides in the details.
Stays After Closing: Market check-ins, vendor referrals, ADU guidance, refinancing alerts.
Schedule a No-Pressure Equity or Affordability Consult
Review budget, lifestyle goals, and must-haves.
Walk through realistic neighborhoods, not fantasy picks.
Tour at “Real Life” Times
Commute hours, school drop-off, weekend nights.
Feel the traffic, hear the noise, meet the neighbors.
Request a Full Cost Worksheet for a Sample Property
Include down payment scenarios, closing costs, reserves.
Add HOA, utilities, maintenance, and daycare (if needed).
Compare 2–3 Areas with a Decision Matrix
Evergreen vs. Silver Creek vs. Almaden: score each criterion.
Decide if downsides are deal-breakers or manageable trade-offs.
Create a “Mitigation Plan” for Each Downside
Example: Traffic? Flexible hours or closer neighborhood.
HOA fees? Factor into offer price or choose non-HOA tract.
Every city has flaws. San Jose’s are just expensive and complex. But when you see them clearly—and plan around them—you can still land a home (or investment) that fits your life and long-term goals.
Let’s map your must-haves, weigh the pain points, and craft a plan that makes sense for you—not for the market headlines.
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