281 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: 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.
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
281 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 90% of homes in Ashland 01721
- Costs less per square foot than 65% of homes in Middlesex County
- Bigger than 87% of homes in Ashland 01721
- Has a bigger lot than 71% 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 90% 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 90% of homes nearby
Pricier than 56% of homes nearby
Bigger than 87% of homes nearby
Bigger than 35% of homes nearby
Newer than 86% of homes nearby
| Measure | This home | Ashland 01721 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,084,308 | 90% of homes | 75% of homes |
| Price per ft²pricier than | $407 | 56% of homes | 35% of homes |
| Living areabigger than | 2,666 ft² | 87% of homes | 78% of homes |
| Lot sizebigger than | 0.69 ac | 35% of homes | 71% of homes |
| Year builtnewer than | 2002 | 86% of homes | 90% of homes |
About 281 Winter St
How much is 281 Winter St, Ashland, MA worth?
The TopHap Estimate for 281 Winter St, Ashland, MA is $1,084,308 as of Aug 30, 2026. The likely range is $1,030,565 to $1,138,051. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 281 Winter St, Ashland, MA last sell?
281 Winter St, Ashland, MA last sold on Aug 27, 2014 for $585,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 281 Winter St, Ashland, MA?
281 Winter St, Ashland, MA has 4 bedrooms, 3.5 bathrooms, 2,666 square feet of living space and a 0.69-acre lot.
When was 281 Winter St, Ashland, MA built?
281 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 281 Winter St, Ashland, MA?
281 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 281 Winter St, Ashland, MA compare to other homes in Ashland 01721?
Among the 6,092 homes in Ashland 01721, it is worth more than 90% of them ($1,084,308 against a typical $681,016), its price per square foot is higher than 56% of them ($407 against a typical $395), it is bigger than 87% of them (2,666 ft² against a typical 1,804 ft²), its lot is bigger than 35% of them (0.69 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 75% 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 281 Winter St, Ashland, MA?
The 2025 property tax bill for 281 Winter St, Ashland, MA was $12,361. The county assessed it at $968,000.
More homes on Winter St
- 201 Winter St$709K4 bd · 1.5 ba · 1,666 ft² · Sold $678K · Jun 2025
- 275 Winter St$1.1M4 bd · 3.5 ba · 3,026 ft² · Sold $1.1M · Feb 2025
- 79 Winter St$1M4 bd · 2.5 ba · 2,736 ft² · Sold Oct 2024
- 46 Winter St$750K3 bd · 1 ba · 1,638 ft² · Sold $715K · May 2024
- 4 Winter St$641K3 bd · 2.5 ba · 1,812 ft² · Sold $590K · Apr 2024
- 70 Winter St$1.2M4 bd · 3.5 ba · 3,608 ft² · Sold $1.1M · Aug 2023
- 300 Winter St$682K4 bd · 2.5 ba · 1,478 ft² · Sold $535K · Nov 2022
- 111 Winter St$801K4 bd · 3.5 ba · 1,440 ft² · Sold $725K · Sep 2022
- 195 Winter St$534K3 bd · 1 ba · 1,042 ft² · Sold $440K · Jul 2022
- 214 Winter St$683K3 bd · 2.5 ba · 1,104 ft² · Sold $580K · Mar 2022
- 26 Winter St$909K3 bd · 2.5 ba · 2,263 ft² · Sold $715K · Jan 2022
- 43 Winter St$875K3 bd · 2.5 ba · 1,902 ft² · Sold $640K · Oct 2021
Closest homes
- 214 Myrtle St$587K198 ft · 3 bd · 1 ba · 1,440 ft² · Sold Aug 2012
- 275 Winter St$1.1M162 ft · 4 bd · 3.5 ba · 3,026 ft² · Sold $1.1M · Feb 2025
- 218 Myrtle St$575K179 ft · 3 bd · 1.5 ba · 1,072 ft² · Sold $340K · Oct 2017
- 222 Myrtle St$900K194 ft · 4 bd · 2.5 ba · 2,480 ft² · Sold Jan 1900
- 208 Myrtle St$581K258 ft · 4 bd · 1.5 ba · 1,350 ft² · Sold Jan 1900
- 226 Myrtle St$548K240 ft · 2 bd · 1 ba · 1,132 ft² · Sold $118K · Dec 1993
- 206 Myrtle St$934K325 ft · 3 bd · 3 ba · 2,124 ft² · Sold $160K · Aug 1995
- 269 Winter St$1M285 ft · 4 bd · 2.5 ba · 2,503 ft² · Sold $580K · Oct 2015
More homes in Ashland 01721
- 6 Fox Hill Rd$685K3 bd · 2.5 ba · 1,244 ft² · Sold $685K · Aug 2026
- 60 Cross St$794K3 bd · 1.5 ba · 2,152 ft² · Sold $700K · Aug 2026
- 83 Arrowhead Cir$699K2 bd · 2.5 ba · 1,868 ft² · Sold $450K · Aug 2026
- 18 Haven Way$566K1 bd · 2.5 ba · 1,530 ft² · Sold $530K · Aug 2026
- 202 Oregon Rd$620K3 bd · 1.5 ba · 1,044 ft² · Sold $680K · Aug 2026
- 84 W Union St$728K3 bd · 2 ba · 1,768 ft² · Sold $735K · Aug 2026
- 15 James Rd$766K4 bd · 1.5 ba · 2,430 ft² · Sold $2.1M · Aug 2026
- 37 James Rd2 bd · 1.5 ba · 560 ft² · Sold $2.1M · Aug 2026
- 431 America Blvd$700K2 bd · 2.5 ba · 2,024 ft² · Sold $650K · Aug 2026
- 35 Orchard Rd$1.2M4 bd · 3 ba · 2,382 ft² · Sold $1.2M · Jul 2026
- 16 Central St$682K6 bd · 1.5 ba · 2,092 ft² · Sold $680K · Jul 2026
- 25 Prospect St$522K4 bd · 2 ba · 1,788 ft² · Sold $520K · Jul 2026
Assigned schools
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