74 MIDDLESEX ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(5)
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
74 Middlesex 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 less than 80% of homes in Winchester 01890
- Costs more per square foot than 87% of homes in Winchester 01890
- Smaller than 88% of homes in Winchester 01890
- Has a smaller lot than 97% of homes in Winchester 01890
- Older than 95% 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 is worth more than 20% 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 20% of homes nearby
Pricier than 87% of homes nearby
Bigger than 12% of homes nearby
Bigger than 3% of homes nearby
Newer than 6% of homes nearby
| Measure | This home | Winchester 01890 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,022,443 | 20% of homes | 72% of homes |
| Price per ft²pricier than | $711 | 87% of homes | 87% of homes |
| Living areabigger than | 1,439 ft² | 12% of homes | 32% of homes |
| Lot sizebigger than | 0.1 ac | 3% of homes | 12% of homes |
| Year builtnewer than | 1880 | 6% of homes | 5% of homes |
About 74 Middlesex St
How much is 74 Middlesex St, Winchester, MA worth?
The TopHap Estimate for 74 Middlesex St, Winchester, MA is $1,022,443 as of Sep 24, 2026. The likely range is $938,287 to $1,106,599. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 74 Middlesex St, Winchester, MA last sell?
74 Middlesex St, Winchester, MA last sold on Mar 24, 2014 for $471,000, according to the county's recorded deed.
How big is 74 Middlesex St, Winchester, MA?
74 Middlesex St, Winchester, MA has 4 bedrooms, 3.5 bathrooms, 1,439 square feet of living space and a 0.10-acre lot.
When was 74 Middlesex St, Winchester, MA built?
74 Middlesex St, Winchester, MA was built in 1880, making it 146 years old. The building has 2 stories.
What schools serve 74 Middlesex St, Winchester, MA?
74 Middlesex St, Winchester, MA is assigned to Lynch 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 74 Middlesex St, Winchester, MA compare to other homes in Winchester 01890?
Among the 7,523 homes in Winchester 01890, it is worth more than 20% of them ($1,022,443 against a typical $1,514,206), its price per square foot is higher than 87% of them ($711 against a typical $582), it is bigger than 12% of them (1,439 ft² against a typical 2,634 ft²), its lot is bigger than 3% of them (0.1 ac against a typical 0.27 ac) and it is newer than 6% of them (1880 against a typical 1952). Measured against all of Middlesex County, it is worth more than 72% 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 74 Middlesex St, Winchester, MA?
The 2026 property tax bill for 74 Middlesex St, Winchester, MA was $10,550. The county assessed it at $952,200.
More homes on Middlesex St
- 36 Middlesex St$1.4M4 bd · 3.5 ba · 2,092 ft² · Sold $1.4M · Feb 2026
- 50 Middlesex St # 524 bd · 4 ba · 2,424 ft² · Sold $1.1M · Feb 2026
- 37 Middlesex St # 394 bd · 3 ba · 2,355 ft² · Sold $1M · Dec 2024
- 78 Middlesex St$1.8M3 bd · 2.5 ba · 2,529 ft² · Sold $1.6M · Nov 2024
- 63 Middlesex St$1.1M3 bd · 2.5 ba · 1,758 ft² · Sold $915K · Aug 2024
- 82 Middlesex St$1.2M3 bd · 1.5 ba · 1,508 ft² · Sold $331K · Jul 2024
- 44 Middlesex St # 465 bd · 2.5 ba · 2,203 ft² · Sold $1M · Aug 2023
- 30 Middlesex St$1.4M4 bd · 3.5 ba · 2,794 ft² · Sold $1.1M · Dec 2022
- 11 Middlesex St$1.3M4 bd · 2 ba · 2,658 ft² · Sold $1.1M · Jan 2022
- 86 Middlesex St$965K2 bd · 1.5 ba · 1,147 ft² · Sold $685K · Oct 2020
- 98 Middlesex St$2.3M4 bd · 3.5 ba · 4,328 ft² · Sold $1.6M · Jun 2020
- 90 Middlesex St$1.2M2 bd · 2.5 ba · 2,183 ft² · Sold $830K · Jan 2019
Closest homes
- 70 Middlesex St$1.2M53 ft · 3 bd · 1.5 ba · 1,877 ft² · Sold Oct 2013
- 78 Middlesex St$1.8M54 ft · 3 bd · 2.5 ba · 2,529 ft² · Sold $1.6M · Nov 2024
- 82 Middlesex St$1.2M111 ft · 3 bd · 1.5 ba · 1,508 ft² · Sold $331K · Jul 2024
- 66 Middlesex St$911K116 ft · 2 bd · 1 ba · 1,067 ft² · Sold $400K · Dec 2016
- 77 Middlesex St$974K150 ft · 3 bd · 2 ba · 1,374 ft² · Sold Jan 1900
- 81 Middlesex St$1.3M178 ft · 6 bd · 2.5 ba · 2,505 ft² · Sold $652K · Jun 2007
- 86 Middlesex St$965K165 ft · 2 bd · 1.5 ba · 1,147 ft² · Sold $685K · Oct 2020
- 75 Middlesex St$1.1M150 ft · 2 bd · 1 ba · 1,935 ft² · Sold Jan 1900
More homes in Winchester 01890
- 80 Arlington St$2.8M5 bd · 3.5 ba · 5,632 ft² · Sold $4.2M · Oct 2026
- 150 Cambridge St$1.1M3 bd · 1.5 ba · 1,711 ft² · Sold $990K · Oct 2026
- 10 Rangeley Rd$3.2M4 bd · 4 ba · 5,932 ft² · Sold $3M · Sep 2026
- 18 Oak St$1.2M5 bd · 2.5 ba · 2,063 ft² · Sold $1.2M · Sep 2026
- 15 Fieldstone Dr$1.9M4 bd · 3.5 ba · 3,286 ft² · Sold $1.9M · Sep 2026
- 38 Robinhood Rd$1.1M3 bd · 1.5 ba · 1,736 ft² · Sold $1.1M · Sep 2026
- 83 Church St$1.2M3 bd · 2.5 ba · 2,011 ft² · Sold $1.3M · Sep 2026
- 42 Wildwood St$2.3M7 bd · 4.5 ba · 4,930 ft² · Sold $2.1M · Sep 2026
- 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
Assigned schools
Explore the area
See this home in context
Open 74 Middlesex St 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