38 CHESTNUT DR
Valuation
Tax & Assessment
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: Windsor School District
Neighborhood · ZIP 06095These 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
38 Chestnut 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.
- Has a bigger lot than 65% of homes in Windsor 06095
- Older than 67% of homes in Windsor 06095
What homes are worth in Windsor 06095
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 55% of homes in Windsor 06095.
How it measures up in Windsor 06095
The dot is this home. The mark in the middle is the typical home in Windsor 06095.
Pricier than 55% of homes nearby
Pricier than 53% of homes nearby
Bigger than 56% of homes nearby
Bigger than 65% of homes nearby
Newer than 33% of homes nearby
| Measure | This home | Windsor 06095 | Capitol County |
|---|---|---|---|
| Estimated valuepricier than | $369,446 | 55% of homes | 44% of homes |
| Price per ft²pricier than | $240 | 53% of homes | 38% of homes |
| Living areabigger than | 1,540 ft² | 56% of homes | 49% of homes |
| Lot sizebigger than | 0.52 ac | 65% of homes | 59% of homes |
| Year builtnewer than | 1955 | 33% of homes | 35% of homes |
About 38 Chestnut Dr
How much is 38 Chestnut Dr, Windsor, CT worth?
The TopHap Estimate for 38 Chestnut Dr, Windsor, CT is $369,446 as of Aug 30, 2026. The likely range is $339,968 to $398,924. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 38 Chestnut Dr, Windsor, CT last sell?
38 Chestnut Dr, Windsor, CT last sold on Jun 29, 2020 for $227,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 38 Chestnut Dr, Windsor, CT?
38 Chestnut Dr, Windsor, CT has 3 bedrooms, 2 bathrooms, 1,540 square feet of living space and a 0.52-acre lot.
When was 38 Chestnut Dr, Windsor, CT built?
38 Chestnut Dr, Windsor, CT was built in 1955, making it 71 years old. It is a cape cod home. The building has 2 stories.
What schools serve 38 Chestnut Dr, Windsor, CT?
38 Chestnut Dr, Windsor, CT is assigned to Poquonock Elementary School (elementary); Windsor High School (high), rated D; Sage Park Middle School (middle), rated B-. All sit in Windsor School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 38 Chestnut Dr, Windsor, CT compare to other homes in Windsor 06095?
Among the 10,764 homes in Windsor 06095, it is worth more than 55% of them ($369,446 against a typical $357,795), its price per square foot is higher than 53% of them ($240 against a typical $237), it is bigger than 56% of them (1,540 ft² against a typical 1,456 ft²), its lot is bigger than 65% of them (0.52 ac against a typical 0.42 ac) and it is newer than 33% of them (1955 against a typical 1970). Measured against all of Capitol County, it is worth more than 44% 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 38 Chestnut Dr, Windsor, CT?
The 2024 property tax bill for 38 Chestnut Dr, Windsor, CT was $5,692. The county assessed it at $200,060.
More homes on Chestnut Dr
- 41 Chestnut Dr$257K2 bd · 2.5 ba · 1,452 ft² · Sold $255K · Feb 2026
- 30 Chestnut Dr$323K3 bd · 1.5 ba · 1,204 ft² · Sold $300K · May 2025
- 34 Chestnut Dr$358K3 bd · 2.5 ba · 1,384 ft² · Sold $321K · May 2024
- 45 Chestnut Dr$303K3 bd · 1.5 ba · 1,125 ft² · Sold $266K · Jun 2023
- 11 Chestnut Dr$302K3 bd · 2 ba · 1,259 ft² · Sold $130K · Jan 2019
- 4 Chestnut Dr$319K3 bd · 1 ba · 1,213 ft² · Sold $185K · Sep 2018
- 60 Chestnut Dr$326K3 bd · 2 ba · 1,120 ft² · Sold $180K · Jan 2017
- 26 Chestnut Dr$239K2 bd · 1 ba · 800 ft² · Sold $146K · Aug 2016
- 52 Chestnut Dr$348K3 bd · 2 ba · 1,468 ft² · Sold $210K · May 2016
- 42 Chestnut Dr$371K2 bd · 2 ba · 1,455 ft² · Sold $185K · Aug 2009
- 51 Chestnut Dr$369K3 bd · 1.5 ba · 1,479 ft² · Sold $240K · Mar 2006
- 59 Chestnut Dr$493K3 bd · 2.5 ba · 2,124 ft² · Sold $268K · Apr 2004
Closest homes
- 42 Chestnut Dr$371K100 ft · 2 bd · 2 ba · 1,455 ft² · Sold $185K · Aug 2009
- 34 Chestnut Dr$358K100 ft · 3 bd · 2.5 ba · 1,384 ft² · Sold $321K · May 2024
- 46 Chestnut Dr$314K198 ft · 2 bd · 1.5 ba · 1,186 ft² · Sold $100K · Oct 1994
- 30 Chestnut Dr$323K200 ft · 3 bd · 1.5 ba · 1,204 ft² · Sold $300K · May 2025
- 35 Hickory Dr$296K225 ft · 3 bd · 1.5 ba · 1,259 ft² · Sold Jan 1900
- 31 Hickory Dr$332K246 ft · 3 bd · 1.5 ba · 1,306 ft² · Sold $225K · Aug 2006
- 26 Chestnut Dr$239K300 ft · 2 bd · 1 ba · 800 ft² · Sold $146K · Aug 2016
- 39 Hickory Dr$328K246 ft · 3 bd · 1.5 ba · 1,454 ft² · Sold $178K · May 2009
More homes in Windsor 06095
- 123 Country Club Dr$444K3 bd · 4.5 ba · 2,448 ft² · Sold $510K · Sep 2026
- 15 Bina Ave$275K3 bd · 1.5 ba · 1,150 ft² · Sold $300K · Sep 2026
- 665 Bloomfield Ave$360K3 bd · 1 ba · 1,184 ft² · Sold $360K · Sep 2026
- 19 Marble Faun Ln$446K3 bd · 3.5 ba · 1,912 ft² · Sold $502K · Sep 2026
- 129 Custer Dr$290K3 bd · 1 ba · 1,149 ft² · Sold $325K · Sep 2026
- 632 Locksmith$339K2 bd · 2 ba · 1,415 ft² · Sold $370K · Sep 2026
- 124 Grove St$380K3 bd · 1 ba · 1,152 ft² · Sold $380K · Aug 2026
- 60 Craigs Rd$305K2 bd · 1.5 ba · 1,647 ft² · Sold $350K · Aug 2026
- 120 Basswood Rd$279K4 bd · 2 ba · 2,441 ft² · Sold $260K · Aug 2026
- 625 Stone Rd$298K2 bd · 2 ba · 1,318 ft² · Sold $64K · Aug 2026
- 43 High St$465K3 bd · 2.5 ba · 1,294 ft² · Sold $465K · Aug 2026
- 625 Palisado Ave$55K1 bd · 1 ba · 683 ft² · Sold $52K · Aug 2026
Assigned schools
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