23 WINSOR WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(12)
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.
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
23 Winsor Way 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 98% of homes in Middlesex County
- Costs more per square foot than 92% of homes in Middlesex County
- Bigger than 90% of homes in Middlesex County
- Has a bigger lot than 84% of homes in Middlesex County
- Older than 70% 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 66% 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 66% of homes nearby
Pricier than 77% of homes nearby
Bigger than 51% of homes nearby
Bigger than 46% of homes nearby
Newer than 30% of homes nearby
| Measure | This home | Weston 02493 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $2,730,453 | 66% of homes | 98% of homes |
| Price per ft²pricier than | $815 | 77% of homes | 92% of homes |
| Living areabigger than | 3,352 ft² | 51% of homes | 90% of homes |
| Lot sizebigger than | 1.37 ac | 46% of homes | 84% of homes |
| Year builtnewer than | 1953 | 30% of homes | 44% of homes |
About 23 Winsor Way
How much is 23 Winsor Way, Weston, MA worth?
The TopHap Estimate for 23 Winsor Way, Weston, MA is $2,730,453 as of Aug 30, 2026. The likely range is $2,463,788 to $2,997,118. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 23 Winsor Way, Weston, MA last sell?
23 Winsor Way, Weston, MA last sold on Nov 5, 2020 for $2,037,500, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 23 Winsor Way, Weston, MA?
23 Winsor Way, Weston, MA has 4 bedrooms, 2.5 bathrooms, 3,352 square feet of living space and a 1.37-acre lot.
When was 23 Winsor Way, Weston, MA built?
23 Winsor Way, Weston, MA was built in 1953, making it 73 years old. It is a split level home. The building has 1 story.
What schools serve 23 Winsor Way, Weston, MA?
23 Winsor Way, Weston, MA is assigned to Country (elementary), rated A+; Weston High School (high), rated A+; Weston Middle School (middle), rated A-. All sit in Weston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 23 Winsor Way, Weston, MA compare to other homes in Weston 02493?
Among the 3,712 homes in Weston 02493, it is worth more than 66% of them ($2,730,453 against a typical $2,186,199), its price per square foot is higher than 77% of them ($815 against a typical $671), it is bigger than 51% of them (3,352 ft² against a typical 3,327 ft²), its lot is bigger than 46% of them (1.37 ac against a typical 1.38 ac) and it is newer than 30% of them (1953 against a typical 1966). Measured against all of Middlesex County, it is worth more than 98% 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 23 Winsor Way, Weston, MA?
The 2025 property tax bill for 23 Winsor Way, Weston, MA was $25,287. The county assessed it at $2,278,100.
More homes on Winsor Way
- 50 Winsor Way$10M6 bd · 8.5 ba · 10,116 ft² · Sold $14M · Aug 2025
- 1 Winsor Way$3.3M5 bd · 5.5 ba · 5,193 ft² · Sold $2.9M · Jul 2022
- 35 Winsor Way$3.8M5 bd · 5.5 ba · 5,272 ft² · Sold $2.7M · Jun 2018
- 20 Winsor Way$6.2M5 bd · 6.5 ba · 8,292 ft² · Sold $4.5M · May 2016
- 10 Winsor Way$2.4M6 bd · 5.5 ba · 4,263 ft² · Sold $1.7M · Oct 2015
- 30 Winsor Way$5.5M6 bd · 7 ba · 6,473 ft² · Sold $3.6M · Oct 2015
- 29 Winsor Way$5.3M6 bd · 8 ba · 6,308 ft² · Sold $3.7M · Oct 2014
- 63 Winsor Way$10M6 bd · 10 ba · 16,601 ft² · Sold $13M · Jul 2014
- 5 Winsor Way$6.2M5 bd · 7.5 ba · 6,941 ft² · Sold Apr 2011
- 38 Winsor Way$10M5 bd · 12 ba · 17,344 ft² · Sold $1 · Feb 2008
- 34 Winsor Way5 bd · 6.5 ba · 7,963 ft² · Sold $1.8M · Nov 2007
- Winsor Way0.92 ac · Sold $2.5M · Aug 1997
Closest homes
- 5 Winsor Way$6.2M234 ft · 5 bd · 7.5 ba · 6,941 ft² · Sold Apr 2011
- 29 Winsor Way$5.3M284 ft · 6 bd · 8 ba · 6,308 ft² · Sold $3.7M · Oct 2014
- 30 Winsor Way$5.5M251 ft · 6 bd · 7 ba · 6,473 ft² · Sold $3.6M · Oct 2015
- 18 Wellesley St290 ft · 3 bd · 3.5 ba · 3,826 ft² · Sold Jun 2015
- 20 Winsor Way$6.2M468 ft · 5 bd · 6.5 ba · 8,292 ft² · Sold $4.5M · May 2016
- 1 Winsor Way$3.3M497 ft · 5 bd · 5.5 ba · 5,193 ft² · Sold $2.9M · Jul 2022
- 10 Winsor Way$2.4M0.1 mi · 6 bd · 5.5 ba · 4,263 ft² · Sold $1.7M · Oct 2015
- 9 Skating Pond Rd$5M464 ft · 5 bd · 6.5 ba · 4,810 ft² · Sold $2.4M · Nov 2020
More homes in Weston 02493
- 6 Baldwin Cir$4.9M4 bd · 2.5 ba · 4,525 ft² · Sold $4.9M · Aug 2026
- 25 Livermore Ln$1.3M3 bd · 2.5 ba · 1,672 ft² · Sold $1.5M · Aug 2026
- 105 Summer St$3.1M3 bd · 2.5 ba · 2,529 ft² · Sold $3.1M · Aug 2026
- 23 Stony Brook Rd$2.3M4 bd · 2.5 ba · 3,576 ft² · Sold $2.3M · Aug 2026
- 43 Church St$800K3 bd · 1 ba · 2,685 ft² · Sold $813K · Aug 2026
- 56 Cart Path Rd$5.9M6 bd · 9 ba · 7,047 ft² · Sold $5.9M · Aug 2026
- 18 Westland Rd$1.1M3 bd · 1.5 ba · 1,360 ft² · Sold $1.2M · Aug 2026
- 20 Old Rd$2.2M4 bd · 4 ba · 3,505 ft² · Sold $2.2M · Aug 2026
- 55 Coburn Rd$2.4M4 bd · 3.5 ba · 3,413 ft² · Sold $2.4M · Aug 2026
- 29 Newton St$1.6M3 bd · 2.5 ba · 1,795 ft² · Sold $1.6M · Jul 2026
- 118 Newton St$1.7M3 bd · 2 ba · 1,898 ft² · Sold $1.7M · Jul 2026
- 300 Glen Rd$5M5 bd · 6.5 ba · 7,993 ft² · Sold $5M · Jul 2026
Assigned schools
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