106 CHESTNUT ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(12)
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: North Middlesex School District
Neighborhood · ZIP 01463These 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
106 Chestnut 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 85% of homes in Middlesex County
- Among the lowest price per square foot in Middlesex County
- Has a bigger lot than 88% of homes in Middlesex County
- Newer than 70% of homes in Middlesex County
What homes are worth in Pepperell 01463
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 39% of homes in Pepperell 01463.
How it measures up in Pepperell 01463
The dot is this home. The mark in the middle is the typical home in Pepperell 01463.
Pricier than 39% of homes nearby
Pricier than 20% of homes nearby
Bigger than 57% of homes nearby
Bigger than 57% of homes nearby
Newer than 40% of homes nearby
| Measure | This home | Pepperell 01463 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $497,726 | 39% of homes | 15% of homes |
| Price per ft²pricier than | $227 | 20% of homes | almost no homes |
| Living areabigger than | 2,196 ft² | 57% of homes | 64% of homes |
| Lot sizebigger than | 1.84 ac | 57% of homes | 88% of homes |
| Year builtnewer than | 1976 | 40% of homes | 70% of homes |
About 106 Chestnut St
How much is 106 Chestnut St, Pepperell, MA worth?
The TopHap Estimate for 106 Chestnut St, Pepperell, MA is $497,726 as of Aug 30, 2026. The likely range is $458,613 to $536,839. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 106 Chestnut St, Pepperell, MA last sell?
106 Chestnut St, Pepperell, MA last sold on Oct 4, 1993 for $120,000, according to the county's recorded deed.
How big is 106 Chestnut St, Pepperell, MA?
106 Chestnut St, Pepperell, MA has 3 bedrooms, 2.5 bathrooms, 2,196 square feet of living space and a 1.84-acre lot.
When was 106 Chestnut St, Pepperell, MA built?
106 Chestnut St, Pepperell, MA was built in 1976, making it 50 years old. It is a colonial home. The building has 2 stories.
What schools serve 106 Chestnut St, Pepperell, MA?
106 Chestnut St, Pepperell, MA is assigned to North Middlesex Regional High School (high), rated B-; Nissitissit Middle School (middle), rated B-; Varnum Brook Elementary School (elementary), rated C+. All sit in North Middlesex School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 106 Chestnut St, Pepperell, MA compare to other homes in Pepperell 01463?
Among the 3,872 homes in Pepperell 01463, it is worth more than 39% of them ($497,726 against a typical $533,771), its price per square foot is higher than 20% of them ($227 against a typical $268), it is bigger than 57% of them (2,196 ft² against a typical 2,049 ft²), its lot is bigger than 57% of them (1.84 ac against a typical 1.53 ac) and it is newer than 40% of them (1976 against a typical 1982). Measured against all of Middlesex County, it is worth more than 15% 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 106 Chestnut St, Pepperell, MA?
The 2025 property tax bill for 106 Chestnut St, Pepperell, MA was $6,541. The county assessed it at $447,100.
More homes on Chestnut St
- 75 Chestnut St$502K3 bd · 1.5 ba · 1,644 ft² · Sold $590K · Oct 2025
- 101 Chestnut St$725K3 bd · 3 ba · 3,185 ft² · Sold $685K · Jun 2025
- 9 Chestnut St # 153 bd · 1 ba · 1,200 ft² · Sold $215K · Aug 2023
- 127 Chestnut St5 bd · 5 ba · 3,954 ft² · Sold $600K · Jan 2023
- 97 Chestnut St$496K3 bd · 1.5 ba · 1,378 ft² · Sold $475K · Oct 2022
- 116 Chestnut St$602K3 bd · 2 ba · 2,487 ft² · Sold $449K · Oct 2021
- 110 Chestnut St$713K5 bd · 3 ba · 3,774 ft² · Sold $565K · Sep 2021
- 108 Chestnut St$793K4 bd · 2.5 ba · 3,692 ft² · Sold $630K · Nov 2020
- 110a Chestnut St$609K3 bd · 3 ba · 1,997 ft² · Sold $475K · Oct 2020
- 103 Chestnut St$529K3 bd · 2.5 ba · 2,172 ft² · Sold $430K · Aug 2020
- 7 Chestnut St$547K3 bd · 2 ba · 2,039 ft² · Sold $375K · Jul 2020
- 87 Chestnut St$491K4 bd · 1.5 ba · 1,691 ft² · Sold $329K · Dec 2018
Closest homes
- 104 Chestnut St$467K163 ft · 3 bd · 2 ba · 1,684 ft² · Sold $120K · Jul 1994
- 108 Chestnut St$793K193 ft · 4 bd · 2.5 ba · 3,692 ft² · Sold $630K · Nov 2020
- 110 Chestnut St$713K362 ft · 5 bd · 3 ba · 3,774 ft² · Sold $565K · Sep 2021
- 105 Chestnut St$401K468 ft · 3 bd · 1 ba · 994 ft² · Sold Jan 1900
- 109 Chestnut St$656K459 ft · 4 bd · 2.5 ba · 2,204 ft² · Sold $199K · Feb 1991
- 111 Chestnut St$663K520 ft · 4 bd · 2.5 ba · 2,364 ft² · Sold $400K · Dec 2004
- 110a Chestnut St$609K0.1 mi · 3 bd · 3 ba · 1,997 ft² · Sold $475K · Oct 2020
- 56 Bayberry St$427K512 ft · 3 bd · 1 ba · 1,234 ft² · Sold $290K · Jul 2020
More homes in Pepperell 01463
- 5 Wheeler St$535K3 bd · 1.5 ba · 1,599 ft² · Sold $535K · Aug 2026
- 21a Heald St$650K3 bd · 2.5 ba · 2,247 ft² · Sold $650K · Aug 2026
- 82 Wheeler St$609K3 bd · 2 ba · 1,724 ft² · Sold $609K · Aug 2026
- 18 Plainfield Rd$464K2 bd · 1 ba · 954 ft² · Sold $464K · Aug 2026
- 23 Bacon St$799K4 bd · 2.5 ba · 2,753 ft² · Sold $1000K · Jul 2026
- 6 Bacon St$514K3 bd · 1 ba · 1,460 ft² · Sold $320K · Jul 2026
- 11 Province St$552K3 bd · 1.5 ba · 1,617 ft² · Sold $550K · Jul 2026
- 13 Deerfield Dr$783K3 bd · 2.5 ba · 2,592 ft² · Sold $780K · Jul 2026
- 99 Brookline St$507K4 bd · 1.5 ba · 1,482 ft² · Sold $505K · Jul 2026
- 30 Mason St$361K3 bd · 1 ba · 1,348 ft² · Sold $360K · Jul 2026
- 9 Celestial Way$851K3 bd · 2.5 ba · 3,044 ft² · Sold $847K · Jul 2026
- 39 Hog Hill Rd$572K4 bd · 2 ba · 1,740 ft² · Sold $570K · Jul 2026
Assigned schools
Explore the area
See this home in context
Open 106 Chestnut St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map