20 HIGHLAND RD
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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: 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
20 Highland 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 more than 82% of homes in Western Connecticut County
- Costs more per square foot than 86% of homes in Western Connecticut County
- Smaller than 75% of homes in Coleytown
- Has a smaller lot than 85% of homes in Coleytown
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 40% 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 40% of homes nearby
Pricier than 56% of homes nearby
Bigger than 39% of homes nearby
Bigger than 59% of homes nearby
Newer than 43% of homes nearby
| Measure | This home | Coleytown | Westport 06880 | Western Connecticut County |
|---|---|---|---|---|
| Estimated valuepricier than | $1,881,389 | 32% of homes | 40% of homes | 82% of homes |
| Price per ft²pricier than | $750 | 74% of homes | 56% of homes | 86% of homes |
| Living areabigger than | 2,507 ft² | 25% of homes | 39% of homes | 66% of homes |
| Lot sizebigger than | 1 ac | 15% of homes | 59% of homes | 62% of homes |
| Year builtnewer than | 1960 | 41% of homes | 43% of homes | 40% of homes |
About 20 Highland Rd
How much is 20 Highland Rd, Westport, CT worth?
The TopHap Estimate for 20 Highland Rd, Westport, CT is $1,881,389 as of Oct 21, 2026. The likely range is $1,674,899 to $2,087,879. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 20 Highland Rd, Westport, CT last sell?
20 Highland Rd, Westport, CT last sold on Oct 17, 2017 for $1,090,000, according to the county's recorded deed.
How big is 20 Highland Rd, Westport, CT?
20 Highland Rd, Westport, CT has 4 bedrooms, 3.5 bathrooms, 2,507 square feet of living space and a 1.00-acre lot.
When was 20 Highland Rd, Westport, CT built?
20 Highland Rd, Westport, CT was built in 1960, making it 66 years old. It is a raised ranch home. The building has 1 story.
What schools serve 20 Highland Rd, Westport, CT?
20 Highland Rd, Westport, CT is assigned to Coleytown Elementary School (elementary), rated A; Staples High School (high), rated A+; Coleytown Middle School (middle), rated A+. All sit in Westport School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 20 Highland Rd, Westport, CT compare to other homes in Westport 06880?
Among the 9,793 homes in Westport 06880, it is worth more than 40% of them ($1,881,389 against a typical $2,149,280), its price per square foot is higher than 56% of them ($750 against a typical $726), it is bigger than 39% of them (2,507 ft² against a typical 2,910 ft²), its lot is bigger than 59% of them (1 ac against a typical 1 ac) and it is newer than 43% of them (1960 against a typical 1965). Measured against all of Western Connecticut County, it is worth more than 82% 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 20 Highland Rd, Westport, CT?
The 2025 property tax bill for 20 Highland Rd, Westport, CT was $12,714. The county assessed it at $674,100.
More homes on Highland Rd
- 4 Highland Rd$1.5M4 bd · 2.5 ba · 2,556 ft² · Sold $1.5M · Jul 2026
- 13 Highland Rd$1.7M3 bd · 3 ba · 2,170 ft² · Sold $1.7M · Jun 2026
- 32 Highland Rd$4M6 bd · 6.5 ba · 5,332 ft² · Sold $3.1M · Jul 2024
- 9 Highland Rd$1.6M4 bd · 3.5 ba · 3,283 ft² · Sold $1.1M · Jun 2023
- 18 Highland Rd$1.4M3 bd · 2.5 ba · 1,872 ft² · Sold $900K · Jan 2023
- 24 Highland Rd$1.7M3 bd · 2.5 ba · 2,808 ft² · Sold $1.2M · Aug 2022
- 26 Highland Rd$4.1M5 bd · 5 ba · 5,377 ft² · Sold $2.5M · Feb 2022
- 41 Highland Rd$2.1M4 bd · 3 ba · 3,187 ft² · Sold $1.1M · Feb 2021
- 12 Highland Rd$1.8M5 bd · 2.5 ba · 3,639 ft² · Sold $848K · Aug 2019
- 40 Highland Rd$3.6M5 bd · 6.5 ba · 4,212 ft² · Sold $2.3M · Aug 2019
- 16 Highland Rd$1.3M2 bd · 2.5 ba · 1,868 ft² · Sold $602K · May 2014
- 1 Highland Rd$1.3M3 bd · 2.5 ba · 1,422 ft² · Sold $575K · Sep 2013
Closest homes
- 19 Highland Rd$1.2M161 ft · 4 bd · 2.5 ba · 2,496 ft² · Sold $325K · Dec 1992
- 24 Highland Rd$1.7M182 ft · 3 bd · 2.5 ba · 2,808 ft² · Sold $1.2M · Aug 2022
- 18 Highland Rd$1.4M250 ft · 3 bd · 2.5 ba · 1,872 ft² · Sold $900K · Jan 2023
- 26 Highland Rd$4.1M364 ft · 5 bd · 5 ba · 5,377 ft² · Sold $2.5M · Feb 2022
- 16 Highland Rd$1.3M392 ft · 2 bd · 2.5 ba · 1,868 ft² · Sold $602K · May 2014
- 15 Highland Rd$1.4M379 ft · 4 bd · 3 ba · 2,784 ft² · Sold $400K · Aug 1995
- 169 Sturges Hwy440 ft · 4 bd · 5.5 ba · 6,078 ft² · Sold $1.5M · May 1998
- 161 Sturges Hwy$1.7M407 ft · 4 bd · 4.5 ba · 3,037 ft² · Sold $912K · May 2020
More homes in Westport 06880
- 4 Sycamore Dr$5.2M3 bd · 1.5 ba · 1,521 ft² · Sold $5.2M · Oct 2026
- 27 Woody Ln$3.4M5 bd · 4.5 ba · 6,166 ft² · Sold $3.3M · Oct 2026
- 3 Greens Farms Holw$1.5M4 bd · 3.5 ba · 2,181 ft² · Sold $1.4M · Oct 2026
- 5 Aspetuck Ln$1.7M6 bd · 3 ba · 3,240 ft² · Sold $1.7M · Oct 2026
- 56 Charcoal Hill Rd$2.6M5 bd · 3 ba · 2,552 ft² · Sold $2.6M · Oct 2026
- 19 Vineyard Ln$1.6M5 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$475K1 bd · 1 ba · 595 ft² · Sold $475K · Oct 2026
- 2 Evergreen Ave$1.7M3 bd · 3 ba · 2,128 ft² · Sold $1.7M · Oct 2026
- 2 Half Mile Cmn$3.4M4 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
Assigned schools
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