20 WINTER ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
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: Hopkinton School District
Neighborhood · ZIP 01748These 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
20 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 less than 84% of homes in Hopkinton 01748
- Costs more per square foot than 71% of homes in Hopkinton 01748
- Smaller than 86% of homes in Hopkinton 01748
- Has a smaller lot than 82% of homes in Hopkinton 01748
- Older than 92% of homes in Hopkinton 01748
What homes are worth in Hopkinton 01748
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 16% of homes in Hopkinton 01748.
How it measures up in Hopkinton 01748
The dot is this home. The mark in the middle is the typical home in Hopkinton 01748.
Pricier than 16% of homes nearby
Pricier than 71% of homes nearby
Bigger than 14% of homes nearby
Bigger than 18% of homes nearby
Newer than 8% of homes nearby
| Measure | This home | Hopkinton 01748 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $640,700 | 16% of homes | 31% of homes |
| Price per ft²pricier than | $488 | 71% of homes | 56% of homes |
| Living areabigger than | 1,314 ft² | 14% of homes | 26% of homes |
| Lot sizebigger than | 0.5 ac | 18% of homes | 64% of homes |
| Year builtnewer than | 1900 | 8% of homes | 15% of homes |
About 20 Winter St
How much is 20 Winter St, Hopkinton, MA worth?
The TopHap Estimate for 20 Winter St, Hopkinton, MA is $640,700 as of Aug 30, 2026. The likely range is $599,001 to $682,399. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 20 Winter St, Hopkinton, MA last sell?
20 Winter St, Hopkinton, MA last sold on Sep 30, 2019 for $415,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 20 Winter St, Hopkinton, MA?
20 Winter St, Hopkinton, MA has 4 bedrooms, 1 bathrooms, 1,314 square feet of living space and a 0.50-acre lot.
When was 20 Winter St, Hopkinton, MA built?
20 Winter St, Hopkinton, MA was built in 1900, making it 126 years old. The building has 2 stories.
What schools serve 20 Winter St, Hopkinton, MA?
20 Winter St, Hopkinton, MA is assigned to Hopkinton Middle School (middle), rated A; Hopkinton High School (high), rated A+; Marathon Elementary School (elementary). All sit in Hopkinton School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 20 Winter St, Hopkinton, MA compare to other homes in Hopkinton 01748?
Among the 6,096 homes in Hopkinton 01748, it is worth more than 16% of them ($640,700 against a typical $997,762), its price per square foot is higher than 71% of them ($488 against a typical $435), it is bigger than 14% of them (1,314 ft² against a typical 2,327 ft²), its lot is bigger than 18% of them (0.5 ac against a typical 1.22 ac) and it is newer than 8% of them (1900 against a typical 1992). Measured against all of Middlesex County, it is worth more than 31% 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 20 Winter St, Hopkinton, MA?
The 2025 property tax bill for 20 Winter St, Hopkinton, MA was $8,308. The county assessed it at $585,900.
More homes on Winter St
- 155 Winter St$718K1 bd · 3.5 ba · 2,187 ft² · Sold $500K · Aug 2026
- 37 Winter St$1.1M4 bd · 2.5 ba · 2,486 ft² · Sold $1M · Jul 2025
- 75 Winter St$956K3 bd · 2 ba · 2,396 ft² · Sold $910K · Jul 2025
- 111 Winter St$903K4 bd · 2 ba · 1,768 ft² · Sold $35K · Apr 2025
- 219 Winter St$1.2M4 bd · 2.5 ba · 2,374 ft² · Sold $1.1M · Nov 2024
- 35 Winter St$729K4 bd · 3.5 ba · 1,808 ft² · Sold $139K · Nov 2024
- 80 Winter St$1.3M2 bd · 3 ba · 3,890 ft² · Sold $1.2M · Jul 2024
- 216 Winter St$1.1M4 bd · 3 ba · 3,093 ft² · Sold $1.1M · Jun 2024
- 12 Winter St$595K3 bd · 1.5 ba · 1,506 ft² · Sold $521K · Nov 2023
- 212 Winter St$771K4 bd · 3 ba · 1,941 ft² · Sold $485K · Oct 2023
- 8 Winter St$688K3 bd · 2 ba · 1,432 ft² · Sold $630K · Jul 2023
- 69 Winter St$1.3M3 bd · 2.5 ba · 2,970 ft² · Sold $1.2M · Oct 2022
Closest homes
- 22 Winter St$596K113 ft · 4 bd · 2 ba · 1,434 ft² · Sold Jan 1900
- 18 Winter St$577K137 ft · 2 bd · 1 ba · 1,251 ft² · Sold $285K · Jan 2005
- 24 Winter St$569K201 ft · 2 bd · 1 ba · 1,183 ft² · Sold $273K · Jul 2013
- 14 Winter St$1M257 ft · 4 bd · 2.5 ba · 2,737 ft² · Sold $880K · Jun 2022
- 21 Winter St$569K238 ft · 2 bd · 2 ba · 1,706 ft² · Sold Feb 2015
- 12 Winter St$595K345 ft · 3 bd · 1.5 ba · 1,506 ft² · Sold $521K · Nov 2023
- 25 Winter St$501K381 ft · 3 bd · 1 ba · 1,088 ft² · Sold Jan 1900
- 8 Winter St$688K436 ft · 3 bd · 2 ba · 1,432 ft² · Sold $630K · Jul 2023
More homes in Hopkinton 01748
- 5 Myrtle Ave1.04 ac · Sold $2.4M · Aug 2026
- 2 Teaberry Ln3 bd · 3.5 ba · 2,674 ft² · Sold $1.3M · Aug 2026
- 2 Poplar Ln$1.5M3 ba · 3,030 ft² · Sold $1.3M · Aug 2026
- 36 Grove St$1.4M3 bd · 4.5 ba · 3,322 ft² · Sold $1.6M · Aug 2026
- 13 Autumn Ridge Dr$1.1M2 bd · 3.5 ba · 2,223 ft² · Sold $985K · Aug 2026
- 44 Pleasant St$700K4 bd · 1.5 ba · 1,428 ft² · Sold $700K · Aug 2026
- 7 S Barn Rd$1.7M4 bd · 5.5 ba · 4,387 ft² · Sold $1.7M · Aug 2026
- 39 School St$1M3 bd · 2.5 ba · 3,418 ft² · Sold $1M · Aug 2026
- 14 Greystone Ln$1.5M4 bd · 2.5 ba · 2,892 ft² · Sold $1.5M · Aug 2026
- 33 W Elm St$850K3 bd · 2.5 ba · 2,460 ft² · Sold $850K · Aug 2026
- 29 Pond St$954K5 bd · 2.5 ba · 3,600 ft² · Sold $954K · Aug 2026
- 15 Whisper Way$2.4M5 bd · 4.5 ba · 4,418 ft² · Sold $2.4M · Aug 2026
Assigned schools
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