16 HIGHWOOD RD
Valuation
Tax & Assessment
Property Facts
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Westport School District
Neighborhood · ZIP 06880These 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
16 Highwood Rd 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 less than 88% of homes in Westport 06880
- Costs less per square foot than 85% of homes in Westport 06880
- Smaller than 73% of homes in Westport 06880
What homes are worth in Westport 06880
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 12% of homes in Westport 06880.
How it measures up in Westport 06880
The dot is this home. The mark in the middle is the typical home in Westport 06880.
Pricier than 12% of homes nearby
Pricier than 15% of homes nearby
Bigger than 27% of homes nearby
Bigger than 59% of homes nearby
Newer than 53% of homes nearby
| Measure | This home | Westport 06880 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $1,123,792 | 12% of homes | 67% of homes |
| Price per ft²pricier than | $551 | 15% of homes | 72% of homes |
| Living areabigger than | 2,040 ft² | 27% of homes | 52% of homes |
| Lot sizebigger than | 1 ac | 59% of homes | 62% of homes |
| Year builtnewer than | 1967 | 53% of homes | 51% of homes |
About 16 Highwood Rd
How much is 16 Highwood Rd, Westport, CT worth?
The TopHap Estimate for 16 Highwood Rd, Westport, CT is $1,123,792 as of Sep 24, 2026. The likely range is $946,695 to $1,300,889. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 16 Highwood Rd, Westport, CT last sell?
16 Highwood Rd, Westport, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 16 Highwood Rd, Westport, CT?
16 Highwood Rd, Westport, CT has 3 bedrooms, 2.5 bathrooms, 2,040 square feet of living space and a 1.00-acre lot.
When was 16 Highwood Rd, Westport, CT built?
16 Highwood Rd, Westport, CT was built in 1967, making it 59 years old. It is a colonial home. The building has 2 stories.
What schools serve 16 Highwood Rd, Westport, CT?
16 Highwood Rd, Westport, CT is assigned to Coleytown Elementary School (elementary), rated A; Coleytown Middle School (middle), rated A+; Staples High School (high), rated A+. All sit in Westport School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 16 Highwood Rd, Westport, CT compare to other homes in Westport 06880?
Among the 9,793 homes in Westport 06880, it is worth more than 12% of them ($1,123,792 against a typical $2,056,493), its price per square foot is higher than 15% of them ($551 against a typical $711), it is bigger than 27% of them (2,040 ft² against a typical 2,897 ft²), its lot is bigger than 59% of them (1 ac against a typical 1 ac) and it is newer than 53% of them (1967 against a typical 1965). Measured against all of Western Connecticut County, it is worth more than 67% 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 16 Highwood Rd, Westport, CT?
The 2025 property tax bill for 16 Highwood Rd, Westport, CT was $8,325. The county assessed it at $441,400.
More homes on Highwood Rd
- 11 Highwood Rd$897K3 bd · 3.5 ba · 3,913 ft² · Sold $775K · Mar 2024
- 8 Highwood Rd$2.1M5 bd · 5.5 ba · 4,432 ft² · Sold $1.5M · Dec 2020
- 14 Highwood Rd$1.5M4 bd · 3.5 ba · 2,634 ft² · Sold $875K · Jun 2020
- 18 Highwood Rd$2.4M4 bd · 4.5 ba · 4,260 ft² · Sold $1.4M · Jul 2018
- 20 Highwood Rd$2.7M4 bd · 5 ba · 5,388 ft² · Sold $1.6M · Aug 2016
- 10 Highwood Rd$1.4M4 bd · 2.5 ba · 2,270 ft² · Sold $841K · Aug 2015
- 12 Highwood Rd$2.2M5 bd · 2.5 ba · 5,297 ft² · Sold $1.4M · Jun 2005
- 7 Highwood Rd$1.7M1.45 ac · Sold $1.4M · Sep 2004
- 5 Highwood Rd$1.2M4 bd · 2.5 ba · 2,537 ft² · Sold $905K · Dec 2002
- 6 Highwood Rd$1.6M4 bd · 2.5 ba · 3,329 ft² · Sold $818K · Jul 2000
- 9 Highwood Rd$1.3M4 bd · 3.5 ba · 2,869 ft² · Sold $475K · Jun 1993
- 2 Highwood Rd$1.1M2 bd · 2.5 ba · 2,153 ft² · Sold $340K · Nov 1991
Closest homes
- 18 Highwood Rd$2.4M175 ft · 4 bd · 4.5 ba · 4,260 ft² · Sold $1.4M · Jul 2018
- 14 Highwood Rd$1.5M174 ft · 4 bd · 3.5 ba · 2,634 ft² · Sold $875K · Jun 2020
- 17 Broad St$1.9M279 ft · 6 bd · 7.5 ba · 5,774 ft² · Sold $1.6M · Aug 2005
- 9 Highwood Rd$1.3M321 ft · 4 bd · 3.5 ba · 2,869 ft² · Sold $475K · Jun 1993
- 7 Broad St$1.9M326 ft · 3 bd · 3 ba · 2,534 ft² · Sold $1.2M · Jan 2021
- 7 Highwood Rd$1.7M323 ft · 1.45 ac · Sold $1.4M · Sep 2004
- 19 Broad St$2.5M319 ft · 4 bd · 4.5 ba · 4,041 ft² · Sold $1.1M · May 2017
- 12 Highwood Rd$2.2M381 ft · 5 bd · 2.5 ba · 5,297 ft² · Sold $1.4M · Jun 2005
More homes in Westport 06880
- 19 Vineyard Ln$1.4M5 bd · 2.5 ba · 2,598 ft² · Sold $1.6M · Oct 2026
- 21 Lockwood Cir4 bd · 2.5 ba · 2,214 ft² · Sold $4.3M · Oct 2026
- 20 Cross St$479K1 bd · 1 ba · 595 ft² · Sold $475K · Oct 2026
- 2 Evergreen Ave$1.6M3 bd · 3 ba · 2,128 ft² · Sold $1.7M · Oct 2026
- 2 Half Mile Cmn$3.1M4 bd · 4.5 ba · 4,339 ft² · Sold $3.4M · Oct 2026
- 1 Wheeler Gate$3.3M4 bd · 4.5 ba · 4,028 ft² · Sold $3.3M · Oct 2026
- 9 Thomas Rd4 bd · 4 ba · 4,623 ft² · Sold $2M · Oct 2026
- 12 Cross Hwy$710K1 bd · 1 ba · 940 ft² · Sold $560K · Oct 2026
- 36 E Main St2 bd · 1 ba · 836 ft² · Sold $3M · Oct 2026
- 27 Bauer Pl$2.9M3 bd · 2 ba · 1,242 ft² · Sold $2.9M · Sep 2026
- 4 Half Mile Cmn$1.4M4 bd · 2 ba · 1,246 ft² · Sold $1.4M · Sep 2026
- 107 Roseville Rd$1.2M3 bd · 2.5 ba · 1,572 ft² · Sold $1.3M · Sep 2026
Assigned schools
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