275 WINTER ST
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
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: Ashland School District
Neighborhood · ZIP 01721These 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
275 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 Ashland 01721
- Costs less per square foot than 74% of homes in Middlesex County
- Bigger than 94% of homes in Ashland 01721
- Has a bigger lot than 73% of homes in Middlesex County
- Newer than 90% of homes in Middlesex County
What homes are worth in Ashland 01721
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 93% of homes in Ashland 01721.
How it measures up in Ashland 01721
The dot is this home. The mark in the middle is the typical home in Ashland 01721.
Pricier than 93% of homes nearby
Pricier than 40% of homes nearby
Bigger than 94% of homes nearby
Bigger than 53% of homes nearby
Newer than 86% of homes nearby
| Measure | This home | Ashland 01721 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,140,730 | 93% of homes | 78% of homes |
| Price per ft²pricier than | $377 | 40% of homes | 26% of homes |
| Living areabigger than | 3,026 ft² | 94% of homes | 86% of homes |
| Lot sizebigger than | 0.76 ac | 53% of homes | 73% of homes |
| Year builtnewer than | 2002 | 86% of homes | 90% of homes |
About 275 Winter St
How much is 275 Winter St, Ashland, MA worth?
The TopHap Estimate for 275 Winter St, Ashland, MA is $1,140,730 as of Jul 14, 2026. The likely range is $1,012,301 to $1,269,159. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 275 Winter St, Ashland, MA last sell?
275 Winter St, Ashland, MA last sold on Feb 28, 2025 for $1,075,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 275 Winter St, Ashland, MA?
275 Winter St, Ashland, MA has 4 bedrooms, 3.5 bathrooms, 3,026 square feet of living space and a 0.76-acre lot.
When was 275 Winter St, Ashland, MA built?
275 Winter St, Ashland, MA was built in 2002, making it 24 years old. It is a colonial home. The building has 2 stories.
What schools serve 275 Winter St, Ashland, MA?
275 Winter St, Ashland, MA is assigned to Ashland High School (high), rated A; Ashland Middle School (middle), rated A; Henry E Warren Elementary School (elementary). All sit in Ashland School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 275 Winter St, Ashland, MA compare to other homes in Ashland 01721?
Among the 6,092 homes in Ashland 01721, it is worth more than 93% of them ($1,140,730 against a typical $681,906), its price per square foot is higher than 40% of them ($377 against a typical $390), it is bigger than 94% of them (3,026 ft² against a typical 1,800 ft²), its lot is bigger than 53% of them (0.76 ac against a typical 0.73 ac) and it is newer than 86% of them (2002 against a typical 1984). Measured against all of Middlesex County, it is worth more than 78% 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 275 Winter St, Ashland, MA?
The 2025 property tax bill for 275 Winter St, Ashland, MA was $12,799. The county assessed it at $1,002,300.
More homes on Winter St
- 201 Winter St$709K4 bd · 1.5 ba · 1,666 ft² · Sold $678K · Jun 2025
- 79 Winter St$1.1M4 bd · 2.5 ba · 2,736 ft² · Sold Oct 2024
- 46 Winter St$776K3 bd · 1 ba · 1,638 ft² · Sold $715K · May 2024
- 4 Winter St$651K3 bd · 2.5 ba · 1,812 ft² · Sold $590K · Apr 2024
- 70 Winter St$1.3M4 bd · 3.5 ba · 3,608 ft² · Sold $1.1M · Aug 2023
- 300 Winter St$695K4 bd · 2.5 ba · 1,478 ft² · Sold $535K · Nov 2022
- 111 Winter St$791K4 bd · 3.5 ba · 1,440 ft² · Sold $725K · Sep 2022
- 195 Winter St$663K3 bd · 1 ba · 1,042 ft² · Sold $440K · Jul 2022
- 214 Winter St$677K3 bd · 2.5 ba · 1,104 ft² · Sold $580K · Mar 2022
- 26 Winter St$882K3 bd · 2.5 ba · 2,263 ft² · Sold $715K · Jan 2022
- 43 Winter St$905K3 bd · 2.5 ba · 1,902 ft² · Sold $640K · Oct 2021
- 71 Winter St$1.3M4 bd · 3 ba · 3,222 ft² · Sold $880K · Jun 2021
Closest homes
- 269 Winter St$1M127 ft · 4 bd · 2.5 ba · 2,503 ft² · Sold $580K · Oct 2015
- 281 Winter St$1.1M162 ft · 4 bd · 3.5 ba · 2,666 ft² · Sold $585K · Aug 2014
- 206 Myrtle St$974K216 ft · 3 bd · 3 ba · 2,124 ft² · Sold $160K · Aug 1995
- 208 Myrtle St$634K202 ft · 4 bd · 1.5 ba · 1,350 ft² · Sold Jan 1900
- 214 Myrtle St$559K216 ft · 3 bd · 1 ba · 1,440 ft² · Sold Aug 2012
- 202 Myrtle St$630K284 ft · 4 bd · 2 ba · 1,640 ft² · Sold $325K · Jul 2009
- 263 Winter St$1.1M252 ft · 4 bd · 2.5 ba · 2,875 ft² · Sold $805K · Dec 2020
- 218 Myrtle St$612K266 ft · 3 bd · 1.5 ba · 1,072 ft² · Sold $340K · Oct 2017
More homes in Ashland 01721
- 4 Indian Brook Rd$995K4 bd · 2.5 ba · 2,871 ft² · Sold $1.1M · Jul 2026
- 29 Carriage House Path$800K3 bd · 2 ba · 2,198 ft² · Sold $860K · Jul 2026
- 8 Blue Jay Ln$973K4 bd · 2.5 ba · 2,732 ft² · Sold $1.2M · Jul 2026
- 25 Nickerson Rd$425K3 bd · 1 ba · 977 ft² · Sold $412K · Jul 2026
- 74 Oregon Rd$799K2 bd · 2 ba · 1,690 ft² · Sold $850K · Jul 2026
- 139 Prospect St$650K3 bd · 2.5 ba · 1,260 ft² · Sold $680K · Jul 2026
- 58 Cedar Hill Rd$615K3 bd · 2.5 ba · 1,340 ft² · Sold $640K · Jul 2026
- 232 Prospect St$600K3 bd · 1.5 ba · 1,080 ft² · Sold $625K · Jul 2026
- 156 Algonquin Trl$654K2 bd · 2.5 ba · 1,962 ft² · Sold $642K · Jul 2026
- 31 Waushakum Ave$550K4 bd · 2.5 ba · 1,377 ft² · Sold $565K · Jul 2026
- 230 Algonquin Trl$670K2 bd · 2.5 ba · 1,962 ft² · Sold $600K · Jul 2026
- 10 Metropolitan Ave$450K3 bd · 2 ba · 1,779 ft² · Sold $450K · Jul 2026
Assigned schools
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