18243 CHELMSFORD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(6)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Fremont Union High School District
Neighborhood · ZIP 95014These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
18243 Chelmsford Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 94% of homes in Santa Clara County
- Costs more per square foot than 88% of homes in Santa Clara County
- Bigger than 88% of homes in Santa Clara County
- Has a smaller lot than 69% of homes in Cupertino 95014
- Newer than 79% of homes in Santa Clara County
What homes are worth in Cupertino 95014
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 93% of homes in Cupertino 95014.
How it measures up in Cupertino 95014
The dot is this home. The mark in the middle is the typical home in Cupertino 95014.
Pricier than 93% of homes nearby
Pricier than 64% of homes nearby
Bigger than 83% of homes nearby
Bigger than 31% of homes nearby
Newer than 78% of homes nearby
| Measure | This home | Rancho Rinconada | Cupertino 95014 | Santa Clara County |
|---|---|---|---|---|
| Estimated valuepricier than | $4,104,386 | 92% of homes | 93% of homes | 94% of homes |
| Price per ft²pricier than | $1497 | 52% of homes | 64% of homes | 88% of homes |
| Living areabigger than | 2,741 ft² | 80% of homes | 83% of homes | 88% of homes |
| Lot sizebigger than | 0.13 ac | 52% of homes | 31% of homes | 39% of homes |
| Year builtnewer than | 1990 | 64% of homes | 78% of homes | 79% of homes |
About 18243 Chelmsford Dr
How much is 18243 Chelmsford Dr, Cupertino, CA worth?
The TopHap Estimate for 18243 Chelmsford Dr, Cupertino, CA is $4,104,386 as of Sep 24, 2026. The likely range is $3,318,921 to $4,889,851. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 18243 Chelmsford Dr, Cupertino, CA last sell?
18243 Chelmsford Dr, Cupertino, CA last sold on Apr 28, 2000 for $1,200,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 18243 Chelmsford Dr, Cupertino, CA?
18243 Chelmsford Dr, Cupertino, CA has 4 bedrooms, 3 bathrooms, 2,741 square feet of living space and a 0.13-acre lot.
When was 18243 Chelmsford Dr, Cupertino, CA built?
18243 Chelmsford Dr, Cupertino, CA was built in 1990, making it 36 years old. The building has 2 stories.
What schools serve 18243 Chelmsford Dr, Cupertino, CA?
18243 Chelmsford Dr, Cupertino, CA is assigned to D. J. Sedgwick Elementary School (elementary), rated A+; Warren E. Hyde Middle School (middle), rated A+; Cupertino High School (high), rated A+. All sit in Fremont Union High School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 18243 Chelmsford Dr, Cupertino, CA compare to other homes in Cupertino 95014?
Among the 16,326 homes in Cupertino 95014, it is worth more than 93% of them ($4,104,386 against a typical $2,777,227), its price per square foot is higher than 64% of them ($1497 against a typical $1365), it is bigger than 83% of them (2,741 ft² against a typical 1,890 ft²), its lot is bigger than 31% of them (0.13 ac against a typical 0.16 ac) and it is newer than 78% of them (1990 against a typical 1969). Measured against all of Santa Clara County, it is worth more than 94% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 18243 Chelmsford Dr, Cupertino, CA?
The 2025 property tax bill for 18243 Chelmsford Dr, Cupertino, CA was $22,644. The county assessed it at $1,881,251.
More homes on Chelmsford Dr
- 18385 Chelmsford Dr$3.5M4 bd · 3 ba · 2,604 ft² · Sold $4M · May 2025
- 18325 Chelmsford Dr$3.6M4 bd · 3 ba · 2,741 ft² · Sold $3.3M · Jul 2024
- 18405 Chelmsford Dr$3.9M5 bd · 3 ba · 3,078 ft² · Sold $3.3M · Sep 2022
- 18415 Chelmsford Dr$3.5M4 bd · 3 ba · 2,604 ft² · Sold $1.9M · May 2015
- 18426 Chelmsford Dr$4M5 bd · 3 ba · 3,078 ft² · Sold $1.8M · Dec 2014
- 18326 Chelmsford Dr$3.7M5 bd · 3 ba · 3,078 ft² · Sold $1.3M · Jun 2012
- 18406 Chelmsford Dr$4.1M5 bd · 3 ba · 3,078 ft² · Sold $1.3M · Dec 2010
- 18336 Chelmsford Dr$3.9M5 bd · 3 ba · 3,078 ft² · Sold $1.3M · Apr 2010
- 18490 Chelmsford Dr$3.6M4 bd · 3 ba · 2,741 ft² · Sold $1.4M · Jul 2007
- 18345 Chelmsford Dr$3.5M4 bd · 3 ba · 2,604 ft² · Sold $1.3M · May 2006
- 18306 Chelmsford Dr$3.5M4 bd · 3 ba · 2,604 ft² · Sold $1.1M · Dec 2004
- 18263 Chelmsford Dr$3.4M4 bd · 3 ba · 2,604 ft² · Sold $1M · Sep 2004
Closest homes
- 18453 Farmingham Way$3.4M66 ft · 4 bd · 3 ba · 2,604 ft² · Sold $2.5M · Mar 2019
- 18253 Chelmsford Dr$3.9M65 ft · 5 bd · 3 ba · 3,078 ft² · Sold $1.1M · Nov 2002
- 18463 Farmingham Way$3.1M118 ft · 4 bd · 3 ba · 2,604 ft² · Sold $1.3M · Oct 2012
- 18263 Chelmsford Dr$3.4M117 ft · 4 bd · 3 ba · 2,604 ft² · Sold $1M · Sep 2004
- 18444 Edminton Dr$3.4M143 ft · 4 bd · 3 ba · 2,741 ft² · Sold $2.4M · Jun 2017
- 18440 Farmingham Way$4.3M133 ft · 4 bd · 3 ba · 3,078 ft² · Sold Jan 1900
- 18434 Edminton Dr$3.8M154 ft · 4 bd · 3 ba · 2,604 ft² · Sold Jan 1900
- 18450 Farmingham Way$3.8M136 ft · 5 bd · 3 ba · 3,078 ft² · Sold $2.5M · Nov 2019
More homes in Cupertino 95014
- 10815 E Estates Dr$2.9M4 bd · 2 ba · 1,617 ft² · Sold $2.9M · Oct 2026
- 10207 Orange Ave$3.9M4 bd · 5 ba · 2,846 ft² · Sold $3.7M · Oct 2026
- 21446 Holly Oak Dr$3M4 bd · 2.5 ba · 1,787 ft² · Sold $3.3M · Oct 2026
- 10199 Danube Dr$1.1M2 bd · 2 ba · 1,154 ft² · Sold $1.1M · Oct 2026
- 7864 Belknap Dr$3.1M4 bd · 3 ba · 2,031 ft² · Sold $3.1M · Oct 2026
- 10935 Miramonte Rd$5.8M5 bd · 4.5 ba · 4,942 ft² · Sold $5.9M · Oct 2026
- 10454 Sterling Blvd$2M3 bd · 2 ba · 1,127 ft² · Sold $1.9M · Oct 2026
- 10939 Northshore Sq$900K2 bd · 2 ba · 1,060 ft² · Sold $1.1M · Oct 2026
- 20129 Somerset Dr$2.9M4 bd · 2 ba · 1,786 ft² · Sold $3.4M · Oct 2026
- 1634 Jamestown Dr$3.3M5 bd · 2.5 ba · 2,397 ft² · Sold $3M · Oct 2026
- 10936 Linda Vista Dr$3.2M4 bd · 2.5 ba · 2,119 ft² · Sold $3.5M · Oct 2026
- 19948 Portal Plz$1.1M2 bd · 2.5 ba · 1,166 ft² · Sold $1.1M · Oct 2026
Assigned schools
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