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Single Family ResidenceResidential
$1,910,791
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 95How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Oct 21, 2026
Last sold for $1,700,000 on Jun 7, 2022

44 BROOKSIDE AVE

WINCHESTER, MA 01890
5
Beds
3.5
Baths
0.24 ac
Lot SizeThe size of the land the home sits on, from county records.
1910
Year BuiltThe year the home was originally built, according to county records.
9
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$1.9M
$1.8M low$2M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$1,700,000 · Jun 7, 2022

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$20,070 (2026)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$1,811,400 (2026)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$768,400
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$1,043,000
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$1,778,900
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,674,289

Climate Risk

Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.12 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.34%
FEMA Flood ZoneFEMA's flood zone for this address. Zones starting with A or V are high risk, and lenders usually require flood insurance there.0.2 percent flood zone

Scores 0–100; higher = greater projected risk.

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyMIDDLESEX
Lot (acres)The size of the land the home sits on, from county records.0.24
HeatingThe type of heating system in the home.Wood Furnace
PoolWhether the property has a pool, and what kind, such as in-ground.No

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
Muraco Elementary SchoolA
Elementary · Grades KG–5 · 0.4 mi
H
Winchester High SchoolA+
High · Grades 9–12 · 0.9 mi
M
McCall Middle SchoolA+
Middle · Grades 6–8 · 1.3 mi

District: Winchester School District

Neighborhood · ZIP 01890These 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.23
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.109
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.82

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.96%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.29%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.3.4%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.2%
PopulationHow many people live in this area.23,604
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.3,661 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$195,899
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$255,940
Average tempThe average temperature here across a full year.49°F
Annual precipHow much rain and melted snow falls here in a typical year.48 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.58%

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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

44 Brookside 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.

  • Worth more than 94% of homes in Middlesex County
  • Older than 81% of homes in Middlesex County

What homes are worth in Winchester 01890

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

This home
$347K$3.5M

This home is worth more than 70% of homes in Winchester 01890.

How it measures up in Winchester 01890

The dot is this home. The mark in the middle is the typical home in Winchester 01890.

Estimated value$1,910,791
CheaperTypical $1,529,000Pricier

Pricier than 70% of homes nearby

Lot size0.24 ac
SmallerTypical 0.27 acBigger

Bigger than 41% of homes nearby

Year built1910
OlderTypical 1952Newer

Newer than 20% of homes nearby

How 44 Brookside Ave ranks against every home in each area.
MeasureThis homeWinchester 01890Middlesex County
Estimated valuepricier than$1,910,79170% of homes94% of homes
Lot sizebigger than0.24 ac41% of homes42% of homes
Year builtnewer than191020% of homes19% of homes

About 44 Brookside Ave

How much is 44 Brookside Ave, Winchester, MA worth?

The TopHap Estimate for 44 Brookside Ave, Winchester, MA is $1,910,791 as of Oct 21, 2026. The likely range is $1,816,577 to $2,005,005. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 44 Brookside Ave, Winchester, MA last sell?

44 Brookside Ave, Winchester, MA last sold on Jun 7, 2022 for $1,700,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.

How big is 44 Brookside Ave, Winchester, MA?

44 Brookside Ave, Winchester, MA has 5 bedrooms, 3.5 bathrooms and a 0.24-acre lot.

When was 44 Brookside Ave, Winchester, MA built?

44 Brookside Ave, Winchester, MA was built in 1910, making it 116 years old.

What schools serve 44 Brookside Ave, Winchester, MA?

44 Brookside Ave, Winchester, MA is assigned to Muraco Elementary School (elementary), rated A; Winchester High School (high), rated A+; McCall Middle School (middle), rated A+. All sit in Winchester School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 44 Brookside Ave, Winchester, MA compare to other homes in Winchester 01890?

Among the 7,523 homes in Winchester 01890, it is worth more than 70% of them ($1,910,791 against a typical $1,529,000), its lot is bigger than 41% of them (0.24 ac against a typical 0.27 ac) and it is newer than 20% of them (1910 against a typical 1952). Measured against all of Middlesex County, it is worth more than 94% 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 44 Brookside Ave, Winchester, MA?

The 2026 property tax bill for 44 Brookside Ave, Winchester, MA was $20,070. The county assessed it at $1,811,400.

More homes on Brookside Ave

Closest homes

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Assigned schools

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See this home in context

Open 44 Brookside Ave on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.

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