Welcome to 18385 Chelmsford Drive, a beautifully updated home nestled in a peaceful Cupertino neighborhood with top-rated schools and unbeatable access to Silicon Valley's best amenities. This flexible floor plan includes a main-level bedroom and full bath ideal for guests, in-laws, or a home office. The formal entry opens to soaring ceilings, a bright living and formal dining areas offer an elegant setting for gatherings. The gorgeously renovated kitchen with quartz countertops, center island, and stainless steel appliances flows into a breakfast nook and family room for an open, connected feel. Upstairs, the luxurious primary suite offers a private retreat complete with vaulted ceilings, a cozy sitting area, two-way fireplace, dual vanities, a soaking tub, separate shower, skylights, and a spacious walk-in closet. The peaceful backyard provides a perfect space to relax or entertain, surrounded by mature landscaping and a tranquil atmosphere. Additional features include double pane windows, central HVAC, two car garage and much more. Conveniently located near Apple Park, Saratoga Creek Trail, Valley Fair, library and schools. Moments from downtown Cupertino, this home provides seamless access to world-class shopping, fine dining, vibrant culture and top-rated Cupertino School!!
Sold for $3,976,000
$3,976,000
18385 Chelmsford Dr, Cupertino, CA 95014
4beds
2,604sqft
Single Family Residence, Residential
Built in 1990
7,800 Square Feet Lot
$3,855,900 Zestimate®
$1,527/sqft
$7,352 Estimated rent
Home value
$3,855,900
$3.51M - $4.24M
$7,352/mo
Zestimate® history
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$7,352/mo
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$25,639/mo
Est. payment
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$25,639/mo
Est. payment
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List your homeWhat's special
Two-way fireplacePeaceful backyardMature landscapingCenter islandLuxurious primary suiteSpacious walk-in closetFamily room
Zillow last checked:
Listing updated:
Listed by:
Shawn Luo 01853029 408-329-3793,
AEZ Investment, Inc. 408-217-8700,
Luna Zhu 01999835 408-769-0001,
AEZ Investment, Inc.
Bought with:
Vasanthi Jayaraman, 01064091
Anthem Realty
Source: MLSListings Inc,MLS#: ML82002741
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Laundry, Office, Workshop
Bedroom
- Features: GroundFloorBedroom, PrimarySuiteRetreat, WalkinCloset
Bathroom
- Features: DoubleSinks, PrimaryStallShowers, PrimaryTubwJets, ShoweroverTub1, Skylight, StallShower2plus, Tubs2plus, FullonGroundFloor, PrimaryOversizedTub
Dining room
- Features: BreakfastNook, FormalDiningRoom
Family room
- Features: SeparateFamilyRoom
Kitchen
- Features: ExhaustFan, Hookups_Gas, IslandwithSink, Pantry
Heating
- Central Forced Air
Cooling
- Central Air, Zoned
Appliances
- Included: Dishwasher, Exhaust Fan, Disposal, Microwave, Gas Oven/Range, Refrigerator, Dryer, Washer, Washer/Dryer
- Laundry: Inside
Features
- High Ceilings, One Or More Skylights, Wet Bar, Walk-In Closet(s)
- Flooring: Carpet, Hardwood, Vinyl Linoleum
- Number of fireplaces: 3
- Fireplace features: Family Room, Gas Starter, Living Room, Primary Bedroom, Other Location, Two Way, Wood Burning
Interior area
- Total structure area: 2,604
- Total interior livable area: 2,604 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Stories: 2
- Exterior features: Gazebo, Storage Shed Structure
Lot
- Size: 7,800 Square Feet
Details
- Parcel number: 37522039
- Zoning: R1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Slab
- Roof: Concrete
Condition
- New construction: No
- Year built: 1990
Utilities & green energy
- Gas: PublicUtilities
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public Utilities, Water Public
Community & HOA
HOA
- Has HOA: Yes
- HOA fee: $70 monthly
Location
- Region: Cupertino
Financial & listing details
- Price per square foot: $1,527/sqft
- Tax assessed value: $3,167,194
- Annual tax amount: $38,018
- Date on market: 4/16/2025
- Listing agreement: ExclusiveRightToSell
- Listing terms: CashorConventionalLoan
Price history
| Date | Event | Price |
|---|---|---|
| 5/14/2025 | Sold | $3,976,000+13.9%$1,527/sqft |
Source:  MLSListings Inc #ML82002741 Report a problem | ||
| 4/24/2025 | Pending sale | $3,490,000$1,340/sqft |
Source: MLSListings Inc #ML82002741 Report a problem | ||
| 4/16/2025 | Listed for sale | $3,490,000+19.3%$1,340/sqft |
Source: MLSListings Inc #ML82002741 Report a problem | ||
| 4/20/2021 | Sold | $2,926,000+17.6%$1,124/sqft |
Source:  MLSListings Inc #ML81833740 Report a problem | ||
| 3/12/2021 | Listed for sale | $2,488,000+94.4%$955/sqft |
Source: MLSListings Inc #ML81833740 Report a problem | ||
| 7/1/2011 | Sold | $1,280,000-4.3%$492/sqft |
Source: Public Record Report a problem | ||
| 6/2/2011 | Price change | $1,338,000-15.7%$514/sqft |
Source: Bay One Real Estate Investment Corporation #81122147 Report a problem | ||
| 5/21/2011 | Listed for sale | $1,588,000$610/sqft |
Source: BayOne Real Estate #81122147 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $38,018 +3.1% | $3,167,194 +2% |
| 2024 | $36,881 +8.1% | $3,105,093 +9.5% |
| 2023 | $34,105 -5.4% | $2,835,000 -5% |
| 2022 | $36,057 +92.5% | $2,984,520 +100.9% |
| 2021 | $18,735 +1.2% | $1,485,308 +1% |
| 2020 | $18,507 | $1,470,078 +2% |
| 2019 | $18,507 +5.1% | $1,441,254 +2% |
| 2018 | $17,617 | $1,412,996 +2% |
| 2017 | $17,617 +0.5% | $1,385,292 +2% |
| 2016 | $17,524 +4.2% | $1,358,130 +1.5% |
| 2015 | $16,825 +2.7% | $1,337,730 +2% |
| 2014 | $16,375 | $1,311,526 +0.5% |
| 2013 | -- | $1,305,600 +6.8% |
| 2012 | -- | $1,222,000 +37.7% |
| 2011 | -- | $887,123 +0.8% |
| 2010 | -- | $880,494 -0.2% |
| 2009 | -- | $882,586 +2% |
| 2008 | -- | $865,281 +2% |
| 2007 | -- | $848,316 +2% |
| 2006 | -- | $831,683 +2% |
| 2005 | -- | $815,377 +2% |
| 2004 | -- | $799,390 +1.9% |
| 2003 | -- | $784,739 +2% |
| 2002 | -- | $769,353 +2% |
| 2001 | -- | $754,269 |
Find assessor info on the county website
Neighborhood: Rancho Rinconada
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Nearby schools
GreatSchools rating
- 9/10D. J. Sedgwick Elementary SchoolGrades: K-5Distance: 0.6 mi
- 10/10Warren E. Hyde Middle SchoolGrades: 6-8Distance: 0.8 mi
- 10/10Cupertino High SchoolGrades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- High: CupertinoHigh
- District: CupertinoUnion
Source: MLSListings Inc. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$3,855,900
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Estimated market value
$3,855,900
- California
- Santa Clara County
- Cupertino
- 95014
- Rancho Rinconada
- 18385 Chelmsford Dr
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