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ActiveSingle Family

$5,488,000

11583 Upland Way, Cupertino 95014

Beds5
Baths4.5
Sqft3,852
DOM28
No Photos Available

AddressIntel AI Briefing

The optimal play is stealth density: primary + ADU + JADU to generate additional income on this clean lot, though any full teardown or split is financially unviable. The property is currently asking above its theoretical new build ARV, which strongly discourages major capital-intensive redevelopment. Investors should look to acquire this strictly as a high-end luxury hold with minor accessory additions.

Property Permit History

No permit history found directly associated with this property's address.

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

APN36603065
Official Lot Sqft7,841
Zoning Code--
SB 9 StatusLikely · up to 4 units
Unlock Pathways
Ministerial ADU Ministerial SB 9 Density Bonus
Entitlement RiskLow (0/100)

ADU Potential

Feasibility Score78/100
Max ADU Units2 (ADU + JADU)
Est. ADU Size1,200 sqft
Existing Coverage49.1%

Wide & shallow · Corner lot · ~112 ft frontage × 112 ft deep, limited depth, an ADU likely sits beside the house rather than behind it. 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.

Redevelopment Potential

Redevelopment Score13/100
ClassBuilt out
FAR Utilization109% of allowed
Buildable Headroom+0 sqft

Existing home already uses most of the allowable floor area, little expansion headroom. Zoning allows roughly 3,528 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

D
Special flood hazard area; insurance may be required.

Fire Severity

None
Not in a mapped state fire severity zone.

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

Abraham Lincoln Elementary

Cupertino Union

1.1 miles away
Middle School

John F. Kennedy Middle

Cupertino Union

0.8 miles away
High School

Monta Vista High

Fremont Union High

1.1 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

72/100

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.

41%

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 3,528 sqft here, less than the 3,852 sqft standing today, so a compliant rebuild would be smaller than the existing house. We don't quote a return on this one. Demolishing generally forfeits the existing non-conforming floor area, so treat it as a remodel or check the local code for what it lets you rebuild.

Median of 12 recent single-family sales in Cupertino (95014): $1,316/sqft, plus 5% because new houses sold at a median 1.07x their comps across 239 real rebuilds. Sized within 25% of the 3,900 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$1,925,000
New Build3,500 sqft
Total Capital Required$7,588,000
Estimated Resale (ARV)$4,837,000
Cost of Sale (5%)-$241,850
Carry (33mo @ 7%)-$1,258,565
Net Proceeds$3,336,585

Projected Profit

-$4,251,415
-56.0% ROI

Warning: Project is mathematically underwater.

Recent Comparables (Cupertino 95014)

Sized to the modelled 3,900 sqft build: sales within 25% of it. Smaller houses sell for more per foot, so pricing a rebuild off them overstates resale.

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21592 Villa Maria Ct

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