376 MAIN ST
Valuation
Tax & Assessment
Property Facts
Transaction History(11)
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: Winchester School District
Neighborhood · ZIP 01890These 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
376 Main St 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 82% of homes in Middlesex County
- Costs more per square foot than 98% of homes in Winchester 01890
- Smaller than 86% of homes in Winchester 01890
- Older than 81% of homes in Winchester 01890
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 is worth more than 33% 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.
Pricier than 33% of homes nearby
Pricier than 98% of homes nearby
Bigger than 14% of homes nearby
Newer than 19% of homes nearby
| Measure | This home | Winchester 01890 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,255,655 | 33% of homes | 82% of homes |
| Price per ft²pricier than | $874 | 98% of homes | 95% of homes |
| Living areabigger than | 1,436 ft² | 14% of homes | 32% of homes |
| Year builtnewer than | 1910 | 19% of homes | 20% of homes |
About 376 Main St
How much is 376 Main St, Winchester, MA worth?
The TopHap Estimate for 376 Main St, Winchester, MA is $1,255,655 as of Sep 24, 2026. The likely range is $1,171,080 to $1,340,230. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 376 Main St, Winchester, MA last sell?
376 Main St, Winchester, MA last sold on Jan 31, 2022 for $1,070,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 376 Main St, Winchester, MA?
376 Main St, Winchester, MA has 3 bedrooms, 1 bathrooms and 1,436 square feet of living space.
When was 376 Main St, Winchester, MA built?
376 Main St, Winchester, MA was built in 1910, making it 116 years old. The building has 2 stories.
What schools serve 376 Main St, Winchester, MA?
376 Main St, Winchester, MA is assigned to McCall Middle School (middle), rated A; Lincoln Elementary School (elementary), rated A; Winchester High School (high), rated A+. All sit in Winchester School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 376 Main St, Winchester, MA compare to other homes in Winchester 01890?
Among the 7,523 homes in Winchester 01890, it is worth more than 33% of them ($1,255,655 against a typical $1,519,049), its price per square foot is higher than 98% of them ($874 against a typical $581), it is bigger than 14% of them (1,436 ft² against a typical 2,620 ft²) and it is newer than 19% of them (1910 against a typical 1952). Measured against all of Middlesex County, it is worth more than 82% 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 376 Main St, Winchester, MA?
The 2025 property tax bill for 376 Main St, Winchester, MA was $118. The county assessed it at $1,064,600.
More homes on Main St
- 666 Main St # 312$741K2 bd · 2 ba · 1,240 ft² · Sold $750K · Feb 2026
- 666 Main St # 206$698K2 bd · 2 ba · 1,170 ft² · Sold Jan 2026
- 89 Main St$1.2M3 bd · 1.5 ba · 2,159 ft² · Sold $1.2M · Nov 2025
- 163 Main St$1.2M4 bd · 2.5 ba · 1,893 ft² · Sold $1.2M · Aug 2025
- 666 Main St # 205$730K2 bd · 2 ba · 1,170 ft² · Sold Aug 2025
- 666 Main St # 309$819K2 bd · 2 ba · 1,170 ft² · Sold $834K · Jun 2025
- 666 Main St # 310$769K2 bd · 2 ba · 1,170 ft² · Sold Jun 2025
- 410 Main St$1.7M3 bd · 2.5 ba · 2,071 ft² · Sold $1.6M · Mar 2025
- 666 Main St # L2$619K2 bd · 2 ba · 1,160 ft² · Sold $630K · Feb 2025
- 666 Main St # L3$648K2 bd · 1 ba · 1,160 ft² · Sold $660K · Feb 2025
- 897 Main St # 1$843K2 bd · 2 ba · 1,202 ft² · Sold $810K · Oct 2024
- 336 Main St$3.8M7 bd · 4.5 ba · 6,265 ft² · Sold $457K · Sep 2024
Closest homes
- 378 Main St$1.3M0 ft · 3 bd · 1.5 ba · 1,502 ft² · Sold $785K · Dec 2016
- 384 Main St$1.9M93 ft · 3 bd · 3 ba · 4,658 ft² · Sold $270K · May 1995
- 366 Main St$3.1M134 ft · 5 bd · 5.5 ba · 5,541 ft² · Sold $2.3M · May 2018
- 5 Mystic Ave$2.1M149 ft · 6 bd · 3.5 ba · 3,940 ft² · Sold $1.8M · Aug 2018
- 6 Mystic Ave$1.5M179 ft · 3 bd · 2 ba · 2,247 ft² · Sold $674K · Jun 2008
- 394 Main St$1M217 ft · 2 bd · 2 ba · 1,692 ft² · Sold $427K · Dec 2010
- 396 Main St$941K217 ft · 2 bd · 2 ba · 1,512 ft²
- 354 Main St$2.5M257 ft · 7 bd · 3.5 ba · 4,728 ft² · Sold $900K · May 2004
More homes in Winchester 01890
- 53 Winford Way$1.1M3 bd · 1 ba · 1,946 ft² · Sold $2.3M · Sep 2026
- 46 Clark St$1.1M4 bd · 1 ba · 1,466 ft² · Sold $1M · Sep 2026
- 2 Olde Lyme Rd$1.7M3 bd · 2 ba · 2,513 ft² · Sold $1.9M · Sep 2026
- 16 Glenwood Ave6 bd · 4.5 ba · 6,554 ft² · Sold $1.8M · Sep 2026
- 9 Watson Pl$746K3 bd · 1 ba · 981 ft² · Sold $760K · Aug 2026
- 78 Bacon St$2.3M5 bd · 3.5 ba · 3,492 ft² · Sold $2.3M · Aug 2026
- 52 Salem St$1.2M3 bd · 2.5 ba · 2,004 ft² · Sold $1.2M · Aug 2026
- 2 Everett Ave$3.2M6 bd · 4 ba · 6,148 ft² · Sold $3.2M · Aug 2026
- 8 Hawthorne Rd$1.8M5 bd · 2.5 ba · 3,315 ft² · Sold $1.8M · Aug 2026
- 22 Salem St2 bd · 1 ba · 793 ft² · Sold $615K · Aug 2026
- 18 Graystone Cir$1.7M2 bd · 2.5 ba · 2,574 ft² · Sold $1.8M · Aug 2026
- 12 Niles Ln$3.8M4 bd · 5 ba · 5,744 ft² · Sold $3.8M · Aug 2026
Assigned schools
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