16 HIGHLAND VIEW DR
Valuation
Tax & Assessment
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: Windham School District
Neighborhood · ZIP 06266These 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 Highland View 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 75% of homes in South Windham 06266
- Costs less per square foot than 72% of homes in Southeastern Connecticut County
- Bigger than 65% of homes in South Windham 06266
- Has a smaller lot than 90% of homes in South Windham 06266
What homes are worth in South Windham 06266
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 75% of homes in South Windham 06266.
How it measures up in South Windham 06266
The dot is this home. The mark in the middle is the typical home in South Windham 06266.
Pricier than 75% of homes nearby
Pricier than 53% of homes nearby
Bigger than 65% of homes nearby
Bigger than 10% of homes nearby
Newer than 56% of homes nearby
| Measure | This home | South Windham 06266 | Southeastern Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $379,631 | 75% of homes | 42% of homes |
| Price per ft²pricier than | $237 | 53% of homes | 28% of homes |
| Living areabigger than | 1,600 ft² | 65% of homes | 55% of homes |
| Lot sizebigger than | 0.33 ac | 10% of homes | 33% of homes |
| Year builtnewer than | 1965 | 56% of homes | 49% of homes |
About 16 Highland View Dr
How much is 16 Highland View Dr, South Windham, CT worth?
The TopHap Estimate for 16 Highland View Dr, South Windham, CT is $379,631 as of Sep 24, 2026. The likely range is $367,111 to $392,151. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 16 Highland View Dr, South Windham, CT last sell?
16 Highland View Dr, South Windham, CT last sold on Jun 26, 2018 for $217,000, according to the county's recorded deed.
How big is 16 Highland View Dr, South Windham, CT?
16 Highland View Dr, South Windham, CT has 4 bedrooms, 2 bathrooms, 1,600 square feet of living space and a 0.33-acre lot.
When was 16 Highland View Dr, South Windham, CT built?
16 Highland View Dr, South Windham, CT was built in 1965, making it 61 years old. It is a colonial home. The building has 2 stories.
What schools serve 16 Highland View Dr, South Windham, CT?
16 Highland View Dr, South Windham, CT is assigned to Windham Center School (elementary), rated D-; Windham High School (high), rated F; Windham Middle School (middle), rated D+. All sit in Windham School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 16 Highland View Dr, South Windham, CT compare to other homes in South Windham 06266?
Among the 176 homes in South Windham 06266, it is worth more than 75% of them ($379,631 against a typical $327,093), its price per square foot is higher than 53% of them ($237 against a typical $231), it is bigger than 65% of them (1,600 ft² against a typical 1,436 ft²), its lot is bigger than 10% of them (0.33 ac against a typical 0.92 ac) and it is newer than 56% of them (1965 against a typical 1961). Measured against all of Southeastern Connecticut County, it is worth more than 42% 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 Highland View Dr, South Windham, CT?
The 2025 property tax bill for 16 Highland View Dr, South Windham, CT was $6,281. The county assessed it at $210,430.
More homes on Highland View Dr
- 9 Highland View Dr$335K3 bd · 1 ba · 960 ft² · Sold $326K · Apr 2026
- 121 Highland View Dr0.92 ac · Sold $454K · Apr 2026
- 106 Highland View Dr$366K3 bd · 1.5 ba · 1,176 ft² · Sold $340K · Jul 2025
- 114 Highland View Dr4 bd · 2.5 ba · 1,560 ft² · Sold $338K · May 2025
- 160 Highland View Dr$382K3 bd · 1.5 ba · 1,862 ft² · Sold $350K · Sep 2023
- 249 Highland View Dr$290K3 bd · 1 ba · 1,104 ft² · Sold $255K · Jun 2022
- 251 Highland View Dr0.34 ac · Sold $255K · Jun 2022
- 122 Highland View Dr$382K3 bd · 2 ba · 1,344 ft² · Sold $220K · Oct 2019
- 163 Highland View Dr$363K3 bd · 1.5 ba · 1,862 ft² · Sold $200K · Jul 2019
- 237 Highland View Dr$397K3 bd · 2 ba · 1,484 ft² · Sold $240K · Dec 2018
- 240 Highland View Dr$383K4 bd · 2 ba · 1,332 ft² · Sold $195K · Jun 2013
- 247 Highland View Dr$335K3 bd · 2 ba · 1,180 ft² · Sold $198K · Apr 2008
Closest homes
- 15 Highland View Dr$314K175 ft · 3 bd · 1 ba · 1,180 ft² · Sold Jan 1900
- 22 Highland View Dr$328K138 ft · 3 bd · 1.5 ba · 1,044 ft² · Sold $139K · Aug 2002
- 144 Babcock Hill Rd$361K163 ft · 3 bd · 1.5 ba · 1,504 ft² · Sold Jan 1900
- 10 Highland View Dr$319K149 ft · 3 bd · 1 ba · 1,159 ft² · Sold $130K · Aug 2002
- 19 Highland View Dr$342K188 ft · 3 bd · 1.5 ba · 1,440 ft² · Sold Jan 1900
- 9 Highland View Dr$335K240 ft · 3 bd · 1 ba · 960 ft² · Sold $326K · Apr 2026
- 178 Babcock Hill Rd$374K306 ft · 3 bd · 2 ba · 1,236 ft² · Sold Jan 1900
- 255 Highland View Dr$392K278 ft · 4 bd · 1.5 ba · 1,554 ft² · Sold Jan 1900
More homes in South Windham 06266
- 98 Babcock Hill Rd2 ac · Sold $65K · Jul 2026
- 128 Machine Shop Hill Rd$401K3 bd · 2 ba · 1,814 ft² · Sold $395K · Jun 2026
- 925 Windham Rd$326K3 bd · 1 ba · 1,344 ft² · Sold $317K · Mar 2026
- 33 Machine Shop Hill Rd$550K5 bd · 2 ba · 2,548 ft² · Sold $160K · Dec 2025
- 84 Machine Shop Hill Rd$252K1 bd · 1 ba · 1,436 ft² · Sold $240K · Dec 2025
- 1157 Windham Rd1.21 ac · Sold $442K · Sep 2025
- 1145 Windham Rd1.6 ac · Sold $450K · Sep 2025
- 28 Type Rd4 bd · 2 ba · 1,854 ft² · Sold $163K · Aug 2025
- 102 Machine Shop Hill Rd$533K4 bd · 2.5 ba · 2,966 ft² · Sold $495K · Jul 2025
- 897 Windham Rd2 bd · 1 ba · 1,320 ft² · Sold $155K · Jul 2025
- 1153 Windham Rd1.27 ac · Sold $439K · Jun 2025
- 44 Pigeon Swamp Rd$367K3 bd · 2 ba · 1,674 ft² · Sold $330K · Jan 2025
Assigned schools
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