38 WINDING OAKS WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(5)
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: Boxford School District
Neighborhood · ZIP 01921These 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
38 Winding Oaks 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 Essex County
- Costs less per square foot than 72% of homes in Essex County
- Among the largest homes in Boxford 01921
- Has a bigger lot than 97% of homes in Essex County
- Newer than 92% of homes in Boxford 01921
What homes are worth in Boxford 01921
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 97% of homes in Boxford 01921.
How it measures up in Boxford 01921
The dot is this home. The mark in the middle is the typical home in Boxford 01921.
Pricier than 97% of homes nearby
Pricier than 31% of homes nearby
Bigger than almost all homes nearby
Bigger than 90% of homes nearby
Newer than 92% of homes nearby
| Measure | This home | Boxford 01921 | Essex County |
|---|---|---|---|
| Estimated valuepricier than | $2,004,562 | 97% of homes | 98% of homes |
| Price per ft²pricier than | $348 | 31% of homes | 28% of homes |
| Living areabigger than | 5,753 ft² | almost all homes | almost all homes |
| Lot sizebigger than | 6 ac | 90% of homes | 97% of homes |
| Year builtnewer than | 2001 | 92% of homes | 90% of homes |
About 38 Winding Oaks Way
How much is 38 Winding Oaks Way, Boxford, MA worth?
The TopHap Estimate for 38 Winding Oaks Way, Boxford, MA is $2,004,562 as of Aug 30, 2026. The likely range is $1,883,395 to $2,125,729. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 38 Winding Oaks Way, Boxford, MA last sell?
38 Winding Oaks Way, Boxford, MA last sold on May 7, 2021 for $1,451,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 38 Winding Oaks Way, Boxford, MA?
38 Winding Oaks Way, Boxford, MA has 5 bedrooms, 4.5 bathrooms, 5,753 square feet of living space and a 6.00-acre lot.
When was 38 Winding Oaks Way, Boxford, MA built?
38 Winding Oaks Way, Boxford, MA was built in 2001, making it 25 years old. It is a colonial home. The building has 2 stories.
What schools serve 38 Winding Oaks Way, Boxford, MA?
38 Winding Oaks Way, Boxford, MA is assigned to Harry Lee Cole (elementary); Masconomet Regional High School (high), rated A; Masconomet Regional Middle School (middle), rated C. All sit in Boxford School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 38 Winding Oaks Way, Boxford, MA compare to other homes in Boxford 01921?
Among the 2,782 homes in Boxford 01921, it is worth more than 97% of them ($2,004,562 against a typical $999,802), its price per square foot is higher than 31% of them ($348 against a typical $376), it is bigger than almost all of them (5,753 ft² against a typical 2,704 ft²), its lot is bigger than 90% of them (6 ac against a typical 2.1 ac) and it is newer than 92% of them (2001 against a typical 1979). Measured against all of Essex 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 38 Winding Oaks Way, Boxford, MA?
The 2025 property tax bill for 38 Winding Oaks Way, Boxford, MA was $24,375. The county assessed it at $1,812,300.
More homes on Winding Oaks Way
- 14 Winding Oaks Way$2M5 bd · 3.5 ba · 4,553 ft² · Sold $1.9M · Apr 2025
- 40 Winding Oaks Way$1.8M6 bd · 4 ba · 5,509 ft² · Sold $1.6M · Nov 2021
- 15 Winding Oaks Way$1.8M4 bd · 4.5 ba · 4,808 ft² · Sold $1.5M · May 2021
- 30a Winding Oaks Way$2.5M5 bd · 7 ba · 6,397 ft² · Sold $1.9M · Apr 2021
- 53 Winding Oaks Way$918K3 bd · 1.5 ba · 1,956 ft² · Sold $585K · Apr 2018
- 52 Winding Oaks Way$987K4 bd · 2.5 ba · 2,396 ft² · Sold $605K · Mar 2018
- 34 Winding Oaks Way$2M4 bd · 7 ba · 4,817 ft² · Sold $1.3M · Jan 2018
- 10 Winding Oaks Way$1.6M4 bd · 3.5 ba · 3,530 ft² · Sold Feb 2016
- 44 Winding Oaks Way$1.7M5 bd · 3.5 ba · 4,353 ft² · Sold $1.1M · Jan 2016
- 43 Winding Oaks Way$1.7M5 bd · 4.5 ba · 4,493 ft² · Sold Jul 2015
- 30b Winding Oaks Way$2.1M5 bd · 4.5 ba · 6,182 ft² · Sold $950K · Jan 2014
- 35 Winding Oaks Way$2M5 bd · 4.5 ba · 5,437 ft² · Sold $1.2M · Jul 2011
Closest homes
- 34 Winding Oaks Way$2M362 ft · 4 bd · 7 ba · 4,817 ft² · Sold $1.3M · Jan 2018
- 40 Winding Oaks Way$1.8M423 ft · 6 bd · 4 ba · 5,509 ft² · Sold $1.6M · Nov 2021
- 35 Winding Oaks Way$2M0.1 mi · 5 bd · 4.5 ba · 5,437 ft² · Sold $1.2M · Jul 2011
- 44 Winding Oaks Way$1.7M0.1 mi · 5 bd · 3.5 ba · 4,353 ft² · Sold $1.1M · Jan 2016
- 30b Winding Oaks Way$2.1M0.1 mi · 5 bd · 4.5 ba · 6,182 ft² · Sold $950K · Jan 2014
- 43 Winding Oaks Way$1.7M0.1 mi · 5 bd · 4.5 ba · 4,493 ft² · Sold Jul 2015
- 52 Winding Oaks Way$987K0.2 mi · 4 bd · 2.5 ba · 2,396 ft² · Sold $605K · Mar 2018
- 50 Towne Rd$1M0.2 mi · 5 bd · 3.5 ba · 2,896 ft² · Sold $552K · Sep 2014
More homes in Boxford 01921
- 34 Roberts Rd$1.1M4 bd · 2.5 ba · 2,148 ft² · Sold $1.1M · Aug 2026
- 8 Ashland Rd$1.4M4 bd · 3.5 ba · 3,423 ft² · Sold $1.4M · Aug 2026
- 8 Batchelder Rd$1.1M2 bd · 2 ba · 2,312 ft² · Sold $725K · Aug 2026
- 39 Joseph Smith Way$1.3M4 bd · 2.5 ba · 2,840 ft² · Sold $1.3M · Aug 2026
- 10 Highland Rd$550K2 bd · 1.5 ba · 1,229 ft² · Sold $550K · Aug 2026
- 9 Towne Rd$1.1M4 bd · 3.5 ba · 2,918 ft² · Sold $1.1M · Aug 2026
- 12 W Parish Ln$1.2M3 bd · 2.5 ba · 2,840 ft² · Sold $1.2M · Aug 2026
- 261 Ipswich Rd$1.2M4 bd · 2.5 ba · 3,216 ft² · Sold $1.2M · Aug 2026
- 11 Hemlock Rd$788K2 bd · 2 ba · 1,739 ft² · Sold $785K · Jul 2026
- 82 Spofford Rd$1M4 bd · 2.5 ba · 2,150 ft² · Sold $1M · Jul 2026
- 123 Washington St$894K4 bd · 4.5 ba · 2,645 ft² · Sold $890K · Jul 2026
- 2 Gina Way$1.6M4 bd · 2.5 ba · 3,767 ft² · Sold $1.6M · Jul 2026
Assigned schools
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