Skip to content
Skip to content
TopHapOpen in map
Single Family ResidenceResidential
$1,485,226
TopHap EstimateOur estimate of what this home would sell for today, based on nearby sales, the home's size and features, and local price trends. It is a starting point, not an appraisal.· confidence 73How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Sep 24, 2026

260 MIDDLESEX AVE

CHESTER, CT 06412
0
Baths
7.08 ac
Lot SizeThe size of the land the home sits on, from county records.

Valuation

$1.5M
$1.1M low$1.9M high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$18,471 (2025)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$682,080 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$116,270
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$565,810
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$682,080
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$477,456

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyLOWER CONNECTICUT RIVER VALLEY
Lot (acres)The size of the land the home sits on, from county records.7.08
CoolingThe type of cooling or air conditioning in the home.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.Yes
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Greenhouse

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.

E
Chester Elementary SchoolB
Elementary · Grades PK–6 · 1.8 mi
H
Valley Regional High SchoolB
High · Grades 9–12 · 3.9 mi
M
John Winthrop Middle SchoolB-
Middle · Grades 7–8 · 4.4 mi

District: Regional High School District 04

Neighborhood · ZIP 06412These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.

CrimeLocal crime compared with the rest of the country, where 100 is average. It reflects things like population density, income, and how crime gets reported.84
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.114
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.57

Index scale: 100 = US average (tick). Lower is better.

Homes occupiedThe share of homes here that someone lives in. The rest sit empty, including vacation and for-sale homes.92%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.20%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.10%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.8%
PopulationHow many people live in this area.3,484
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.211 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$87,420
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$112,617
Average tempThe average temperature here across a full year.49°F
Annual precipHow much rain and melted snow falls here in a typical year.52 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.56%

Owner Tools

Do you own this home?
Claim this home

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

260 Middlesex Ave 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.

  • Among the most valuable homes in Chester 06412
  • Has a bigger lot than 96% of homes in Lower Connecticut River Valley County

What homes are worth in Chester 06412

Each bar is how many homes fall in that price range. The marker is this home.

This home
$235K$1.4M

This home is worth more than almost all homes in Chester 06412.

How it measures up in Chester 06412

The dot is this home. The mark in the middle is the typical home in Chester 06412.

Estimated value$1,485,226
CheaperTypical $539,532Pricier

Pricier than almost all homes nearby

Lot size7.08 ac
SmallerTypical 1.32 acBigger

Bigger than 95% of homes nearby

How 260 Middlesex Ave ranks against every home in each area.
MeasureThis homeChester 06412Lower Connecticut River Valley County
Estimated valuepricier than$1,485,226almost all homes98% of homes
Lot sizebigger than7.08 ac95% of homes96% of homes

About 260 Middlesex Ave

How much is 260 Middlesex Ave, Chester, CT worth?

The TopHap Estimate for 260 Middlesex Ave, Chester, CT is $1,485,226 as of Sep 24, 2026. The likely range is $1,080,302 to $1,890,150. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 260 Middlesex Ave, Chester, CT last sell?

260 Middlesex Ave, Chester, CT last sold on Jan 1, 1900, according to the county's recorded deed.

What schools serve 260 Middlesex Ave, Chester, CT?

260 Middlesex Ave, Chester, CT is assigned to Chester Elementary School (elementary), rated B; Valley Regional High School (high), rated B; John Winthrop Middle School (middle), rated B-. All sit in Regional High School District 04. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 260 Middlesex Ave, Chester, CT compare to other homes in Chester 06412?

Among the 1,415 homes in Chester 06412, it is worth more than almost all of them ($1,485,226 against a typical $539,532) and its lot is bigger than 95% of them (7.08 ac against a typical 1.32 ac). Measured against all of Lower Connecticut River Valley County, it is worth more than 98% 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 260 Middlesex Ave, Chester, CT?

The 2025 property tax bill for 260 Middlesex Ave, Chester, CT was $18,471. The county assessed it at $682,080.

More homes on Middlesex Ave

Closest homes

More homes in Chester 06412

Assigned schools

Explore the area

See this home in context

Open 260 Middlesex Ave on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.

Open in map
A flyover of TopHap's photorealistic 3D map, with recorded sale prices pinned to homes
Search any address, city, zip, or county…3D$1.9M$6.25MOpen in map