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Single Family ResidenceResidential
$3,791,751$1,050 / ft²
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 96How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Aug 30, 2026
Last sold for $3,625,000 on Dec 4, 2023

37 WINCHESTER DR

LEXINGTON, MA 02420
7
Beds
5.5
Baths
3,611 ft²
Living AreaTotal finished area of the structures, from county records. Some counties include shared space like hallways or a building gym, so it may not match a listing.
0.69 ac
Lot SizeThe size of the land the home sits on, from county records.
2023
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
13
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$3.8M
$3.7M low$3.9M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$3,625,000 · Dec 4, 2023

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$39,772 (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.$3,252,000 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$842,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$2,410,000
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$3,745,375

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
StyleThe architectural style of the home, such as ranch or colonial.Contemporary
CountyMIDDLESEX
Lot (acres)The size of the land the home sits on, from county records.0.69
RoofThe main material covering the roof, such as asphalt shingle or tile.Shingle
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
CoolingThe type of cooling or air conditioning in the home.Yes
FireplaceWhether the home has a fireplace, and what kind.Yes
GarageWhether the property has a garage, and details like whether it is attached to the home.Carport (Unspecified)
PoolWhether the property has a pool, and what kind, such as in-ground.No
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Deck

Transaction History(3)

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
Harrington Elementary SchoolA+
Elementary · Grades KG–5 · 0.7 mi
H
Lexingon High SchoolA+
High · Grades 9–12 · 2.4 mi
M
Clarke Middle SchoolA
Middle · Grades 6–8 · 2.4 mi

District: Lexington School District

Neighborhood · ZIP 02420These 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.13
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.103
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.74

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.97%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.26%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.3.1%
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.16,303
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,192 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$199,197
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$278,860
Average tempThe average temperature here across a full year.49°F
Annual precipHow much rain and melted snow falls here in a typical year.47 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

37 Winchester 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.

  • Among the most valuable homes in Middlesex County
  • Costs more per square foot than 98% of homes in Middlesex County
  • Bigger than 92% of homes in Middlesex County
  • Has a bigger lot than 73% of homes in Lexington 02420
  • Among the newest homes in Lexington 02420

What homes are worth in Lexington 02420

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

This home
$575K$4.1M

This home is worth more than 97% of homes in Lexington 02420.

How it measures up in Lexington 02420

The dot is this home. The mark in the middle is the typical home in Lexington 02420.

Estimated value$3,791,751
CheaperTypical $1,501,618Pricier

Pricier than 97% of homes nearby

Price per ft²$1050
CheaperTypical $672Pricier

Pricier than 96% of homes nearby

Living area3,611 ft²
SmallerTypical 2,148 ft²Bigger

Bigger than 81% of homes nearby

Lot size0.69 ac
SmallerTypical 0.37 acBigger

Bigger than 73% of homes nearby

Year built2023
OlderTypical 1962Newer

Newer than almost all homes nearby

How 37 Winchester Dr ranks against every home in each area.
MeasureThis homeLexington 02420Middlesex County
Estimated valuepricier than$3,791,75197% of homesalmost all homes
Price per ft²pricier than$105096% of homes98% of homes
Living areabigger than3,611 ft²81% of homes92% of homes
Lot sizebigger than0.69 ac73% of homes71% of homes
Year builtnewer than2023almost all homesalmost all homes

About 37 Winchester Dr

How much is 37 Winchester Dr, Lexington, MA worth?

The TopHap Estimate for 37 Winchester Dr, Lexington, MA is $3,791,751 as of Aug 30, 2026. The likely range is $3,657,301 to $3,926,201. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 37 Winchester Dr, Lexington, MA last sell?

37 Winchester Dr, Lexington, MA last sold on Dec 4, 2023 for $3,625,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 37 Winchester Dr, Lexington, MA?

37 Winchester Dr, Lexington, MA has 7 bedrooms, 5.5 bathrooms, 3,611 square feet of living space and a 0.69-acre lot.

When was 37 Winchester Dr, Lexington, MA built?

37 Winchester Dr, Lexington, MA was built in 2023, making it 3 years old. It is a contemporary home. The building has 1 story.

What schools serve 37 Winchester Dr, Lexington, MA?

37 Winchester Dr, Lexington, MA is assigned to Harrington Elementary School (elementary), rated A+; Lexingon High School (high), rated A+; Clarke Middle School (middle), rated A. All sit in Lexington School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 37 Winchester Dr, Lexington, MA compare to other homes in Lexington 02420?

Among the 5,175 homes in Lexington 02420, it is worth more than 97% of them ($3,791,751 against a typical $1,501,618), its price per square foot is higher than 96% of them ($1050 against a typical $672), it is bigger than 81% of them (3,611 ft² against a typical 2,148 ft²), its lot is bigger than 73% of them (0.69 ac against a typical 0.37 ac) and it is newer than almost all of them (2023 against a typical 1962). Measured against all of Middlesex County, it is worth more than almost all 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 37 Winchester Dr, Lexington, MA?

The 2025 property tax bill for 37 Winchester Dr, Lexington, MA was $39,772. The county assessed it at $3,252,000.

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