430 Cavanaugh offers about 60% more living area for about 9% more money — but only if flood, permit and inspection diligence clear

Asked:“which house is better to purchase? analyze everything.”

Two San Mateo 94401 listings compared across three independent listing hosts, plus seven directional comparable sales from January 2025 to August 2026. Prices in US dollars; Cavanaugh’s live price disagrees across feeds ($1.525M–$1.680M), so it is shown as a range, not two homes.

Price vs living area. Green: 1625 Cottage Grove (asking). Blue bar: 430 Cavanaugh, its conflicting live quotes joined as one price range. Gray: sold comparables, unadjusted for condition, flood or timing. Hover or tap a point for details.

Verdict matrix

430 Cavanaugh St
1625 Cottage Grove Ave
Verdict
Better buy for most owner-occupants — conditional on four gates: legal sq ft & 4-bed use, clean structural/roof/sewer/electrical inspection, binding flood + homeowners insurance at affordable premium, clean title and no water-intrusion history
Better risk-adjusted choice if any Cavanaugh gate fails, or for a smaller household valuing the private garden and lower carrying exposure
Price
$1.525M broker feed; $1.598M on August search pages; $1.680M on Zillow/Redfin/MLS mirrors — verify live MLS before valuing
$1.398M
Space
4 bed / 2 bath, 2,190 sq ft on 5,532 sq ft lot (1949)
3 bed / 2 bath, 1,372 sq ft on 5,250 sq ft lot (1951)
$ per sq ft
$696 at $1.525M; $767 even at $1.680M
$1,019
Climate risk
Redfin model: 10/10 Flood Factor (est. 80%+ chance of flood reaching the building in 30 years), 7/10 Air Factor. Third-party model, not a FEMA determination
No address-specific climate-risk record found — blank is not low risk; both sit in low-lying Shoreview-area neighborhoods
Systems & upgrades
Central forced air; updated kitchen, new flooring and lighting; one-story, 1-car garage. Unusually large footprint — verify permits, additions, bedroom count and sq ft
Concrete slab, wood frame, tar-and-gravel roof, gas wall furnace, no cooling; updated baths, double-pane windows, gated garden, patio, deck, solarium, shed, 1-car attached garage
Schools (per listings)
LEAD Elementary, Bayside Academy, San Mateo High ~0.5 mi
LEAD 0.2 mi, Bayside 0.6 mi, Aragon High 2 mi
Negotiation
Marketed since June 4, 2026 with visible price cuts — buyer leverage; anchor to confirmed MLS status and inspection/insurance findings
Newly listed around August 29, 2026 — less initial leverage
Sources

What the chart cannot say

Cavanaugh’s $696–$767/sq ft sits far below every 2025–26 comp shown — a discount that may be pricing in flood, condition, permit or marketability issues, not a free bargain. redfin.com
Cottage Grove is $127K cheaper than Cavanaugh at $1.525M, or $282K cheaper at $1.680M; at 20% down and an illustrative 6.5% 30-year loan, each extra $100K of price is about $506/month in principal and interest before tax and insurance — an illustration, not a live quote. siliconvalleyrealestateteam.com
Cottage Grove rented for $4,200/month in 2024 — a rough 3.6% gross yield on $1.398M before vacancy, maintenance, tax and insurance: weak as a pure rental, though the old rent may lag current market. siliconvalleyrealestateteam.com
California property taxes reset near purchase price; the historical $4,112 and $6,212 tax bills in listing data are not forward estimates for either home. aegishomesre.com

Comparable sales, directional only

AddressSoldPriceBd/BaLiving sq ft$/sq ftSource

Unadjusted for condition, flood zone, renovations, micro-location or sale timing — directional context, not an appraisal.

Prioritized due-diligence checklist

  1. Both: property-specific flood-zone certificate, elevation information and binding homeowners + flood insurance quotes before removing contingencies.
  2. Cavanaugh: verify the 2,190 sq ft and fourth bedroom against permits and county records; then roof, drainage, electrical panel/wiring, plumbing, foundation, sewer lateral, HVAC and any evidence of past water intrusion.
  3. Cottage Grove: slab plumbing, tar-and-gravel roof age/life, wall-furnace condition and lack of cooling, drainage, pest/termite, sewer lateral, and whether the solarium, deck and shed are permitted.
  4. Contract: do not waive inspection, appraisal, title, insurability/flood or permit contingencies; seek credits or reductions for unpermitted area, roof/HVAC/sewer/electrical work or insurance burden. Avoid a specific offer price until current MLS status and disclosures are confirmed.
  5. Location claims: school assignments and US-101/CA-92, Coyote Point and Shoreview park access are listing statements — verify with the districts and test the commute yourself.

Method: 3 listing records for two San Mateo homes across three independent hosts (no host backs more than half the rows) and 7 extracted comparable sales, Jan 2025–Aug 2026; prices are live asking or recorded sale prices in USD; $/sq ft = price ÷ listed living area; comps are unadjusted; marketing upgrade claims are not verified against invoices or permits; historical tax and rent figures excluded from forward estimates.

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