2 WINESAP WAY
Valuation
Tax & Assessment
Property Facts
Transaction History(15)
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
2 Winesap 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 86% of homes in Ashland 01721
- Costs less per square foot than 72% 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 87% 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 86% 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 86% of homes nearby
Pricier than 39% of homes nearby
Bigger than 87% of homes nearby
Bigger than 35% of homes nearby
Newer than 77% of homes nearby
| Measure | This home | Ashland 01721 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,027,282 | 86% of homes | 72% of homes |
| Price per ft²pricier than | $382 | 39% of homes | 28% of homes |
| Living areabigger than | 2,689 ft² | 87% of homes | 79% of homes |
| Lot sizebigger than | 0.69 ac | 35% of homes | 71% of homes |
| Year builtnewer than | 1998 | 77% of homes | 87% of homes |
About 2 Winesap Way
How much is 2 Winesap Way, Ashland, MA worth?
The TopHap Estimate for 2 Winesap Way, Ashland, MA is $1,027,282 as of Sep 24, 2026. The likely range is $963,512 to $1,091,052. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2 Winesap Way, Ashland, MA last sell?
2 Winesap Way, Ashland, MA last sold on Nov 12, 2020 for $750,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 2 Winesap Way, Ashland, MA?
2 Winesap Way, Ashland, MA has 4 bedrooms, 2.5 bathrooms, 2,689 square feet of living space and a 0.69-acre lot.
When was 2 Winesap Way, Ashland, MA built?
2 Winesap Way, Ashland, MA was built in 1998, making it 28 years old. It is a colonial home. The building has 2 stories.
What schools serve 2 Winesap Way, Ashland, MA?
2 Winesap Way, Ashland, MA is assigned to Ashland Middle School (middle), rated A; Henry E Warren Elementary School (elementary); Ashland High School (high), rated A-. All sit in Ashland School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 2 Winesap Way, Ashland, MA compare to other homes in Ashland 01721?
Among the 6,092 homes in Ashland 01721, it is worth more than 86% of them ($1,027,282 against a typical $686,184), its price per square foot is higher than 39% of them ($382 against a typical $404), it is bigger than 87% of them (2,689 ft² against a typical 1,808 ft²), its lot is bigger than 35% of them (0.69 ac against a typical 0.73 ac) and it is newer than 77% of them (1998 against a typical 1984). Measured against all of Middlesex County, it is worth more than 72% 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 2 Winesap Way, Ashland, MA?
The 2025 property tax bill for 2 Winesap Way, Ashland, MA was $12,308. The county assessed it at $963,800.
More homes on Winesap Way
- 5 Winesap Way$1.1M4 bd · 2.5 ba · 2,980 ft² · Sold $975K · Dec 2023
- 11 Winesap Way$1.1M4 bd · 2.5 ba · 2,890 ft² · Sold $970K · Jul 2022
- 10 Winesap Way$1M4 bd · 2.5 ba · 2,685 ft² · Sold $655K · Jul 2004
- 9 Winesap Way$1.1M4 bd · 3.5 ba · 2,539 ft² · Sold $60K · Mar 1999
- 15 Winesap Way$1.2M3 bd · 3.5 ba · 2,695 ft² · Sold $342K · Feb 1999
- 18 Winesap Way$1.1M4 bd · 2.5 ba · 3,008 ft² · Sold $373K · Mar 1998
- 19 Winesap Way$997K4 bd · 2.5 ba · 2,307 ft² · Sold $311K · Feb 1998
- 14 Winesap Way$1.2M4 bd · 2.5 ba · 3,155 ft² · Sold Jan 1900
Closest homes
- 23 Pennock Rd$1.3M166 ft · 4 bd · 3.5 ba · 3,025 ft² · Sold $1.3M · Jun 2022
- 5 Winesap Way$1.1M274 ft · 4 bd · 2.5 ba · 2,980 ft² · Sold $975K · Dec 2023
- 10 Winesap Way$1M216 ft · 4 bd · 2.5 ba · 2,685 ft² · Sold $655K · Jul 2004
- 15 Pennock Rd$1.1M254 ft · 4 bd · 2.5 ba · 2,649 ft² · Sold $1.1M · May 2026
- 22 Pennock Rd$1.1M292 ft · 4 bd · 3 ba · 2,684 ft² · Sold Jan 1900
- 18 Pennock Rd$1.1M254 ft · 4 bd · 3.5 ba · 2,368 ft² · Sold Nov 2006
- 9 Winesap Way$1.1M305 ft · 4 bd · 3.5 ba · 2,539 ft² · Sold $60K · Mar 1999
- 26 Pennock Rd$1.1M383 ft · 4 bd · 3.5 ba · 2,397 ft² · Sold $336K · Jul 1998
More homes in Ashland 01721
- 30 Woodland Rd$450K3 bd · 2 ba · 888 ft² · Sold $470K · Oct 2026
- 14 Running Brook Cir$995K4 bd · 2.5 ba · 3,550 ft² · Sold $975K · Oct 2026
- 60 Algonquin Trl$774K2 bd · 2.5 ba · 1,850 ft² · Sold $546K · Oct 2026
- 254 Captain Eames Cir$667K2 bd · 2.5 ba · 1,758 ft² · Sold $435K · Oct 2026
- 49 Indian Brook Rd$1.3M4 bd · 2.5 ba · 3,187 ft² · Sold $1.3M · Oct 2026
- 8 Voyagers Ln$567K2 bd · 2.5 ba · 1,814 ft² · Sold $575K · Oct 2026
- 17 Metropolitan Ave$700K3 bd · 1.5 ba · 1,558 ft² · Sold $733K · Sep 2026
- 281 Meeting House Path$602K3 bd · 2.5 ba · 1,328 ft² · Sold $430K · Sep 2026
- 60 Cross St$503K3 bd · 1.5 ba · 2,152 ft² · Sold $685K · Sep 2026
- 54 Blue Jay Ln$1.3M4 bd · 4 ba · 3,045 ft² · Sold $350K · Sep 2026
- 30 Rossi Ln$1.2M4 bd · 3.5 ba · 3,262 ft² · Sold $1.1M · Sep 2026
- 33 Half Crown Cir$549K2 bd · 2.5 ba · 2,052 ft² · Sold $540K · Sep 2026
Assigned schools
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