285 WINTER ST
Valuation
Tax & Assessment
Property Facts
Transaction History(4)
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: Weston School District
Neighborhood · ZIP 02493These 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.
Ownership
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
285 Winter 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 93% of homes in Middlesex County
- Costs less per square foot than 87% of homes in Weston 02493
- Bigger than 92% of homes in Middlesex County
- Has a bigger lot than 87% of homes in Middlesex County
- Older than 97% of homes in Weston 02493
What homes are worth in Weston 02493
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 36% of homes in Weston 02493.
How it measures up in Weston 02493
The dot is this home. The mark in the middle is the typical home in Weston 02493.
Pricier than 36% of homes nearby
Pricier than 13% of homes nearby
Bigger than 54% of homes nearby
Bigger than 72% of homes nearby
Newer than 3% of homes nearby
| Measure | This home | Weston 02493 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,837,764 | 36% of homes | 93% of homes |
| Price per ft²pricier than | $530 | 13% of homes | 65% of homes |
| Living areabigger than | 3,466 ft² | 54% of homes | 92% of homes |
| Lot sizebigger than | 1.68 ac | 72% of homes | 87% of homes |
| Year builtnewer than | 1877 | 3% of homes | 3% of homes |
About 285 Winter St
How much is 285 Winter St, Weston, MA worth?
The TopHap Estimate for 285 Winter St, Weston, MA is $1,837,764 as of Jul 14, 2026. The likely range is $1,719,895 to $1,955,632. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 285 Winter St, Weston, MA last sell?
285 Winter St, Weston, MA last sold on May 24, 2012 for $965,000, according to the county's recorded deed.
How big is 285 Winter St, Weston, MA?
285 Winter St, Weston, MA has 4 bedrooms, 4 bathrooms, 3,466 square feet of living space and a 1.68-acre lot.
When was 285 Winter St, Weston, MA built?
285 Winter St, Weston, MA was built in 1877, making it 149 years old. It is a conventional home. The building has 2 stories.
What schools serve 285 Winter St, Weston, MA?
285 Winter St, Weston, MA is assigned to Weston High School (high), rated A+; Weston Middle School (middle), rated A-; Woodland (elementary), rated A+. All sit in Weston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 285 Winter St, Weston, MA compare to other homes in Weston 02493?
Among the 3,712 homes in Weston 02493, it is worth more than 36% of them ($1,837,764 against a typical $2,198,600), its price per square foot is higher than 13% of them ($530 against a typical $671), it is bigger than 54% of them (3,466 ft² against a typical 3,327 ft²), its lot is bigger than 72% of them (1.68 ac against a typical 1.38 ac) and it is newer than 3% of them (1877 against a typical 1966). Measured against all of Middlesex County, it is worth more than 93% 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 285 Winter St, Weston, MA?
The 2025 property tax bill for 285 Winter St, Weston, MA was $15,925. The county assessed it at $1,434,700.
Closest homes
- 15 None Such Way$2.5M196 ft · 4 bd · 4.5 ba · 3,932 ft² · Sold $1.9M · Sep 2021
- 1 Stone Ridge Ln$4.4M281 ft · 5 bd · 4.5 ba · 4,494 ft² · Sold $4.1M · Jan 2026
- 292 Winter St$2.6M374 ft · 4 bd · 3.5 ba · 3,480 ft² · Sold Jan 1900
- 3 Stone Ridge Ln$3.4M463 ft · 5 bd · 6.5 ba · 4,731 ft² · Sold $1.2M · Mar 2021
- 131 Radcliffe Rd$3.6M351 ft · 5 bd · 6.5 ba · 5,344 ft² · Sold $3.4M · May 2025
- 21 None Such Way$2.2M415 ft · 3 bd · 3.5 ba · 3,883 ft² · Sold Sep 2015
- 7 Stone Ridge Ln$3.7M496 ft · 5 bd · 6 ba · 4,398 ft² · Sold $2.8M · May 2020
- 314 Winter St$3.2M0.1 mi · 5 bd · 3.5 ba · 3,262 ft² · Sold $990K · Jan 1998
More homes in Weston 02493
- 29 Newton St$1.4M3 bd · 2.5 ba · 1,795 ft² · Sold $1.6M · Jul 2026
- 118 Newton St$1.6M3 bd · 2 ba · 1,898 ft² · Sold $1.7M · Jul 2026
- 300 Glen Rd$5.2M5 bd · 6.5 ba · 7,993 ft² · Sold $5M · Jul 2026
- 100 Westcliff Rd$4M7 bd · 6.5 ba · 8,058 ft² · Sold $3.5M · Jul 2026
- 19 Old Rd$2.3M3 bd · 3.5 ba · 2,968 ft² · Sold $2.2M · Jul 2026
- 16 Livermore Ln$1.8M3 bd · 3 ba · 1,984 ft² · Sold $1.8M · Jul 2026
- 27 Silver Hill Rd$2.5M5 bd · 6 ba · 4,590 ft² · Sold $2.5M · Jul 2026
- 169 Hickory Rd$2.8M4 bd · 3 ba · 3,593 ft² · Sold $2.7M · Jul 2026
- 55 Forest Ridge Rd$2.7M4 bd · 3.5 ba · 4,184 ft² · Sold $2.6M · Jul 2026
- 680 South Ave$1.5M2 bd · 3.5 ba · 1,698 ft² · Sold $1.6M · Jul 2026
- 12 Fillmore Pl$2.3M4 bd · 3.5 ba · 2,059 ft² · Sold $2.5M · Jul 2026
- 687 Boston Post Rd$2.9M4 bd · 5.5 ba · 4,371 ft² · Sold $2.6M · Jul 2026
Assigned schools
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