157 Highland Ave
Winchester, MA 01890
- 6Beds
- 4Baths
- 3,599ft²Living Area
- 8,525ft²Lot Size
- -Pool
- 1Car
- 1914Year Built
- -DOM
- -Permit
Property Valuations
Latest estimates for 157 Highland Ave based on TopHap automated valuation model (AVM).
TopHap Estimate
$2,178,250
$605/ft²
+$622K above Sold Price
Updated 7 months ago
Last Sold Price
$1,556,000
$432/ft²
3 years ago
157 Highland Ave is valued at $2,178,250 by TopHap AVM 7 months ago.
157 Highland Ave was last sold in 2021 for $1,556,000.
Current Ownership
Information about the current owner(s).
Taxes Billed
Taxes billed in 2025$17,692.00From latest Total Assessed Value1.11%Total Assessed Value$1,595,300=Land+
Assessed Value$863,100Additions
Assessed Value$732,200
In 2025, taxes billed for 157 Highland Ave were $17,692, which is 1.11% from latest Total Assessed Value of $1,595,300.
Property History
157 Highland Ave has undefined property events records (listings, deeds, permits, tax, foreclosure, loan).
Environment
Environmental factors around 157 Highland Ave
Hazard Risks
Hurricane124Lead111Air Pollution109Ozone106Wind106Nat'l Avg100Weather99Carb Mono96Particulates92Hail91Earthquake82Tornado65
12 hazards (Carbon Monoxide, Earthquake Risk, Hail Index, Tornado Index, Hurricane Index, Air Pollution Index, Ozone Index, Wind Index, Weather Risk, Lead Index, Particulate Matter, National Average) are above the national average around 157 Highland Ave.
Walkability Index
10 /20
Most Walkable
20-18
Very Walkable
17-15
Somewhat Walkable
14-10
Car Dependent
9-0
157 Highland Ave has a walkability score of 10 out of 20, which means that it is in a somewhat walkable area.
Temperature
Seasonal temperature sampled over multiple years
Winter
Average
Low
20°F
High
37°F
Summer
Average
Low
59°F
High
80°F
In the winter at 157 Highland Ave, temperatures range from 19.79°F to 37.16°F with an average of 28.48°F. In the summer, the temperature ranges from 59.03°F to 79.94°F with and average of 69.49°F.
School Information
Public/private schools serving 157 Highland Ave
Public Schools
Nearby public schools serving 157 Highland Ave have ratings undefined, undefined, and undefined.
Neighborhood
This property is located in 01890.
Seasonal Housing units 01890
10%of housing is for seasonal rent.
Daytime Population for 01890
+12%of people during work hours.
Crime Index for 01890
21
The crime index in 01890 is 21, which is 0.2 times lower than national average.
Market Trends
Historical market data near 157 Highland Ave over selected time period.
Nearby Properties on Highland Ave
- 64 Highland Ave #Unit 8, Winchester, MA 01890 (Waterfield Square Condominiums) is a 1,024 square foot, 2 bedroom, 1 bathroom, 0.02 acre property. It was built in 1982 and has an estimate of $571,235 with a price per ft² of $558.
- 64 Highland Ave #Unit 11, Winchester, MA 01890 (Waterfield Square Condominiums) is a 2,000 square foot, 3 bedroom, 3.25 bathroom, 0.05 acre property. It was built in 1982 and has an estimate of $943,705 with a price per ft² of $472.
- 195 Highland Ave, Winchester, MA 01890 is a 2,874 square foot, 5 bedroom, 4.25 bathroom, 0.41 acre property. It was built in 1860 and has an estimate of $1,935,790 with a price per ft² of $674.
- 118 Highland Ave, Winchester, MA 01890 (Hillcrest) is a 4,021 square foot, 4 bedroom, 3.25 bathroom, 0.36 acre property. It was built in 1931 and has an estimate of $2,053,826 with a price per ft² of $511.
- 398 Highland Ave, Winchester, MA 01890 (Symmes Park) is a 3,864 square foot, 3 bedroom, 3.25 bathroom, 0.37 acre property. It was built in 1941 and has an estimate of $1,865,339 with a price per ft² of $483.
- 384 Highland Ave, Winchester, MA 01890 is a 2,638 square foot, 3 bedroom, 3.25 bathroom, 0.26 acre property. It was built in 1948 and has an estimate of $1,406,142 with a price per ft² of $533.
- 380 Highland Ave, Winchester, MA 01890 is a 2,633 square foot, 4 bedroom, 3.25 bathroom, 0.16 acre property. It was built in 1930 and has an estimate of $1,330,119 with a price per ft² of $505.
- 91 Highland Ave, Winchester, MA 01890 (Holton Estate) is a 1,935 square foot, 4 bedroom, 2.25 bathroom, 0.33 acre property. It was built in 1920 and has an estimate of $1,434,959 with a price per ft² of $742.
- 93 Highland Ave, Winchester, MA 01890 (Holton Estate) is a 2,508 square foot, 4 bedroom, 3.25 bathroom, 0.16 acre property. It was built in 1928 and has an estimate of $1,065,000 with a price per ft² of $425.
- 216 Highland Ave, Winchester, MA 01890 is a 4,822 square foot, 5 bedroom, 4.25 bathroom, 0.27 acre property. It was built in 1902 and has an estimate of $2,340,594 with a price per ft² of $485.
- 338 Highland Ave, Winchester, MA 01890 is a 4,181 square foot, 3 bedroom, 3.25 bathroom, 0.47 acre property. It was built in 1951 and has an estimate of $1,615,110 with a price per ft² of $386.
- 208 Highland Ave, Winchester, MA 01890 is a 3,992 square foot, 3 bedroom, 4.25 bathroom, 0.23 acre property. It was built in 2000 and has an estimate of $2,137,566 with a price per ft² of $535.
- 419 Highland Ave, Winchester, MA 01890 is a 2,916 square foot, 4 bedroom, 3.25 bathroom, 0.31 acre property. It was built in 1948 and has an estimate of $1,208,896 with a price per ft² of $415.
- 85 Highland Ave, Winchester, MA 01890 is a 2,453 square foot, 3 bedroom, 3.25 bathroom, 0.18 acre property. It was built in 1932 and has an estimate of $1,405,052 with a price per ft² of $573.
- 94 Highland Ave, Winchester, MA 01890 (Hillcrest) is a 4,343 square foot, 4 bedroom, 3.25 bathroom, 0.64 acre property. It was built in 1893 and has an estimate of $2,419,180 with a price per ft² of $557.
- 189 Highland Ave, Winchester, MA 01890 is a 2,117 square foot, 4 bedroom, 3.25 bathroom, 0.33 acre property. It was built in 1907 and has an estimate of $1,896,464 with a price per ft² of $896.
- 102 Highland Ave, Winchester, MA 01890 (Hillcrest) is a 2,558 square foot, 3 bedroom, 2.25 bathroom, 0.25 acre property. It was built in 1954 and has an estimate of $1,323,600 with a price per ft² of $517.
- 296 Highland Ave, Winchester, MA 01890 is a 3,002 square foot, 5 bedroom, 3.25 bathroom, 0.26 acre property. It was built in 1884 and has an estimate of $1,700,000 with a price per ft² of $566.
- 269 Highland Ave, Winchester, MA 01890 is a 2,039 square foot, 3 bedroom, 2.25 bathroom, 0.24 acre property. It was built in 1830 and has an estimate of $1,473,790 with a price per ft² of $723.
- 301 Highland Ave, Winchester, MA 01890 is a 2,611 square foot, 3 bedroom, 3.25 bathroom, 0.33 acre property. It was built in 1980 and has an estimate of $1,628,870 with a price per ft² of $624.
- 446 Highland Ave, Winchester, MA 01890 (Symmes Park) is a 1,640 square foot, 2 bedroom, 2.25 bathroom, 0.28 acre property. It was built in 1926 and has an estimate of $1,291,698 with a price per ft² of $788.
- 148 Highland Ave, Winchester, MA 01890 is a 3,788 square foot, 5 bedroom, 4.25 bathroom, 0.23 acre property. It was built in 2007 and has an estimate of $2,479,331 with a price per ft² of $655.
- 25 Highland Ave, Winchester, MA 01890 is a 2,831 square foot, 3 bedroom, 2 bathroom, 0.29 acre property. It was built in 1936 and has an estimate of $1,175,723 with a price per ft² of $415.
- 42 Highland Ave, Winchester, MA 01890 is a 2,972 square foot, 4 bedroom, 3.25 bathroom, 0.24 acre property. It was built in 1947 and has an estimate of $1,346,572 with a price per ft² of $453.
- 408 Highland Ave, Winchester, MA 01890 (Symmes Park) is a 3,574 square foot, 5 bedroom, 4.5 bathroom, 0.19 acre property. It was built in 1924 and has an estimate of $1,744,331 with a price per ft² of $488.
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