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ActiveSingle Family

$5,400,000

23666 Black Oak Way, Cupertino 95014

Beds5
Baths4.5
Sqft3,786
DOM68
No Photos Available

AddressIntel AI Briefing

The high asking price and location in a High Fire Hazard zone drastically restrict development feasibility and compress ROI. The optimal play is stealth density utilizing ADUs, as a physical teardown of this updated 2000-built home would result in severe capital loss.

Property Permit History

DateProject TypeStatusValuationContractor
2026-06-22Re-Roof - OnlineIssued--Unknown
2024-12-16Residential MechanicalIssued$18,606ON-TIME AIR CONDITIONING & HEATING LLC DBA SERVICE CHAMPIONS

Recent Neighborhood Remodeling (Cupertino)

2026-10-21 • 10455 TORRE AVE, Cupertino CA 95014-3203
Commercial Alteration
--Plan Review
2026-10-21 • 20400 STEVENS CREEK BLVD, STE 100, CUPERTINO CA 95014-2296
Commercial Electrical
--Plan Review
2026-10-21 • 19608 PRUNERIDGE Ave, Apt 8302, CUPERTINO CA 95014-6764
Water Heater Replacement - Online
--Pending
2026-10-20 • 20308 PACIFICA Dr, Cupertino CA 95014-3001
Whole House Water Re-Pipe - Online
--Issued
2026-10-20 • 21130 CANYON OAK, Cupertino CA 95014-6572
Residential Re-Roof
--Accepted
2026-10-20 • 10268 BANDLEY DR, Cupertino CA 95014-1911
Multi-Family New
--Plan Review

Parcel & Zoning Info

APN34256015
Official Lot Sqft12,197
Zoning Code--
SB 9 StatusLikely · up to 4 units
SB 9 Block Reasons No SB 9 disqualifiers found
Development Blockers
High Fire Zone
Unlock Pathways
Ministerial ADU Ministerial SB 9 Density Bonus
Entitlement RiskLow (0/100)

ADU Potential

Feasibility Score92/100
Max ADU Units2 (ADU + JADU)
Est. ADU Size1,200 sqft
Existing Coverage31%

Flag / irregular · Corner lot · ~162 ft frontage × 164 ft deep, a tucked-away rear unit is very private; access is typically via the pole driveway. A second street frontage lets an ADU take its own entrance and address.

Screening heuristic based on lot size, existing coverage, lot orientation, and hazard overlays. CA ADU law is ministerial statewide; verify max size, setbacks, and JADU owner-occupancy with the local planning dept.

Seller Motivation

Motivation Score20/100
Low motivation
60+ days on market

Inferred from days on market and listing-description language (e.g. "as-is", "estate sale", "motivated seller"). A screening heuristic for likely negotiability, not a statement about the seller's circumstances.

Redevelopment Potential

Redevelopment Score40/100
ClassExpansion room
FAR Utilization69% of allowed
Buildable Headroom+1,703 sqft

Meaningful unused floor-area headroom under current zoning, room to add square footage. Zoning allows roughly 5,489 sqft of gross floor area on this lot.

Screening estimate comparing existing living area to the city's single-family floor-area limit. FAR rule curated from current municipal code. Source: Cupertino Muni Code 19.28.070(B) (Ord. 25-2277, 2025); confirmed by 19.28.090 for R1-a (as of 2026-08-24). Verify FAR, coverage, setbacks, and height with the local planning dept.

Hazard Snapshot

Flood Zone

X
Area of minimal flood hazard.

Fire Severity

High
Elevated fire risk; impacts insurance cost and building materials.

Liquefaction

No
Not in a mapped liquefaction zone.

Fault Zone

No
Not in a mapped Alquist-Priolo fault zone.

Not a substitute for a Natural Hazard Disclosure (NHD) report. Zones reflect available GIS data and may not cover all localities. Liquefaction and fault flags: modified from California Geological Survey, Web Service of Official Maps of Alquist-Priolo Earthquake Fault Zones and Web Service of Official Maps of Seismic Hazard Zones (2025).

Nearby Public Schools

Elementary School

Montclaire Elementary

Cupertino Union

0.6 miles away
Middle School

Cupertino Middle

Cupertino Union

1.7 miles away
High School

Mountain View High

Mountain View-Los Altos Union High

2.0 miles away

School boundaries are subject to change. Nearest school distance does not guarantee enrollment eligibility. Check with the local district. Data provided by CDE.

Proprietary Intelligence

Market Heat Index

75/100

Based on recent sales velocity and local demand in 95014.

Flippability Score

15/100

Measures neighborhood renovation density vs. recent permits on this property.

Bidding War Prob.

50%

Likelihood of multiple offers based on local list-to-sale ratios and DOM.

Proforma ROI Calculator

Back-of-the-napkin deal analysis across development strategies.

Zoning allows roughly 5,489 sqft on this lot, and the default builds to that envelope. The FAR figure is a discretionary-review trigger, not a hard cap.

Median of 7 recent single-family sales in Cupertino (95014): $1,054/sqft, plus 5% because new houses sold at a median 1.07x their comps across 239 real rebuilds. Sized within 25% of the 5,500 sqft build, because smaller houses sell for more per foot and pricing a rebuild off them overstates resale.

Commission, transfer tax and closing. Deducted from resale before profit, so the ROI below is net of the exit rather than gross.

Interest on the purchase price for the whole project plus half the build budget, since construction draws ramp up. The default is 7% over 33 months, the median purchase-to-sale time of 239 real Peninsula and South Bay rebuilds. Set the rate to 0 for a cash purchase, or use your own lender's terms.

Hard Costs$3,025,000
New Build5,500 sqft
Total Capital Required$8,600,000
Estimated Resale (ARV)$6,088,500
Cost of Sale (5%)-$304,425
Carry (33mo @ 7%)-$1,347,500
Net Proceeds$4,436,575

Projected Profit

-$4,163,425
-48.4% ROI

Warning: Project is mathematically underwater.

Recent Comparables (Cupertino 95014)

Sized to the modelled 5,500 sqft build: sales within 25% of it. Smaller houses sell for more per foot, so pricing a rebuild off them overstates resale.

10935 Miramonte Rd

Sold
$5,850,000
Sold: 2026-10-13
Lot: 12,419
Sqft: 4942
$/Sqft: $1,184

21697 Rainbow Dr

Sold
$5,400,000
Sold: 2026-05-22
Lot: 131,115
Sqft: 5890
$/Sqft: $917

10376 Avenida Ln

Sold
$5,200,000
Sold: 2026-05-16
Lot: 38,250
Sqft: 4443
$/Sqft: $1,170

22334 Regnart Rd

Sold
$5,100,000
Sold: 2026-03-20
Lot: 117,782
Sqft: 6592
$/Sqft: $774

10080 S Tantau Ave

Sold
$6,000,000
Sold: 2026-03-03
Lot: 9,375
Sqft: 4533
$/Sqft: $1,324

22338 Regnart Rd

Sold
$4,660,000
Sold: 2025-11-18
Lot: 116,863
Sqft: 4436
$/Sqft: $1,050

21828 Alcazar Ave

Sold
$5,500,000
Sold: 2025-08-08
Lot: 9,100
Sqft: 5220
$/Sqft: $1,054