27 WINTER ST
Valuation
Tax & Assessment
Property Facts
Transaction History(2)
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.
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
27 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 91% of homes in Middlesex County
- Costs less per square foot than 81% of homes in Weston 02493
- Bigger than 86% of homes in Middlesex County
- Has a bigger lot than 85% of homes in Middlesex County
- Newer than 72% of homes in Middlesex County
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 30% 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 30% of homes nearby
Pricier than 19% of homes nearby
Bigger than 43% of homes nearby
Bigger than 57% of homes nearby
Newer than 66% of homes nearby
| Measure | This home | Weston 02493 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,703,262 | 30% of homes | 91% of homes |
| Price per ft²pricier than | $558 | 19% of homes | 71% of homes |
| Living areabigger than | 3,050 ft² | 43% of homes | 86% of homes |
| Lot sizebigger than | 1.4 ac | 57% of homes | 85% of homes |
| Year builtnewer than | 1980 | 66% of homes | 72% of homes |
About 27 Winter St
How much is 27 Winter St, Weston, MA worth?
The TopHap Estimate for 27 Winter St, Weston, MA is $1,703,262 as of Jul 14, 2026. The likely range is $1,604,263 to $1,802,261. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Winter St, Weston, MA last sell?
27 Winter St, Weston, MA last sold on Jul 14, 2016 for $1,307,500, according to the county's recorded deed.
How big is 27 Winter St, Weston, MA?
27 Winter St, Weston, MA has 4 bedrooms, 2.5 bathrooms, 3,050 square feet of living space and a 1.40-acre lot.
When was 27 Winter St, Weston, MA built?
27 Winter St, Weston, MA was built in 1980, making it 46 years old. It is a contemporary home. The building has 2 stories.
What schools serve 27 Winter St, Weston, MA?
27 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 27 Winter St, Weston, MA compare to other homes in Weston 02493?
Among the 3,712 homes in Weston 02493, it is worth more than 30% of them ($1,703,262 against a typical $2,202,037), its price per square foot is higher than 19% of them ($558 against a typical $670), it is bigger than 43% of them (3,050 ft² against a typical 3,327 ft²), its lot is bigger than 57% of them (1.4 ac against a typical 1.38 ac) and it is newer than 66% of them (1980 against a typical 1966). Measured against all of Middlesex County, it is worth more than 91% 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 27 Winter St, Weston, MA?
The 2025 property tax bill for 27 Winter St, Weston, MA was $15,665. The county assessed it at $1,411,300.
More homes on Winter St
- 33 Winter St$1.6M3 bd · 2.5 ba · 2,206 ft² · Sold $1.5M · Aug 2025
- 21 Winter St$2.2M5 bd · 2.5 ba · 2,736 ft² · Sold $2M · Dec 2024
- 181 Winter St$1.8M5 bd · 3.5 ba · 3,034 ft² · Sold $1.6M · Mar 2024
- 162 Winter St$2.8M5 bd · 4.5 ba · 3,771 ft² · Sold $2.5M · May 2023
- 380 Winter St$2.1M4 bd · 2.5 ba · 1,850 ft² · Sold $1.9M · Oct 2022
- 225 Winter St$2.7M5 bd · 5.5 ba · 5,058 ft² · Sold $970K · May 2022
- 199 Winter St$3.2M5 bd · 5.5 ba · 4,764 ft² · Sold $2.5M · Oct 2021
- 234 Winter St$1.6M4 bd · 3.5 ba · 1,780 ft² · Sold $1.3M · Sep 2021
- 185 Winter St$3M4 bd · 4 ba · 4,339 ft² · Sold $2.1M · Dec 2020
- 170 Winter St$1.8M3 bd · 2.5 ba · 2,288 ft² · Sold $1.4M · Jan 2020
- 154 Winter St$1.4M4 bd · 2.5 ba · 1,940 ft² · Sold $833K · Dec 2018
- 245 Winter St$3.3M6 bd · 7 ba · 6,138 ft² · Sold $2.3M · Aug 2018
Closest homes
- 21 Winter St$2.2M149 ft · 5 bd · 2.5 ba · 2,736 ft² · Sold $2M · Dec 2024
- 590 South Ave177 ft · 3 bd · 2 ba · 2,112 ft² · Sold $429K · Oct 1995
- 600 South Ave$983K315 ft · 1 bd · 2 ba · 2,014 ft² · Sold Jan 1900
- 33 Winter St$1.6M402 ft · 3 bd · 2.5 ba · 2,206 ft² · Sold $1.5M · Aug 2025
- 32 Winter St$3.5M463 ft · 5 bd · 5 ba · 5,748 ft² · Sold $2.4M · Feb 2014
- 15 Winter St$1.2M0.1 mi · 3 bd · 2 ba · 1,728 ft² · Sold Jun 2013
- 589 South Ave$3.1M510 ft · 3 bd · 6 ba · 3,808 ft² · Sold $2.8M · May 2023
- 40 Winter St$2.2M0.1 mi · 4 bd · 3.5 ba · 2,673 ft² · Sold $390K · Aug 1993
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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