20 CHESTNUT ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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: Boston School District
Neighborhood · ZIP 02129These 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
20 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 more than 80% of homes in Suffolk County
- Costs less per square foot than 95% of homes in Charlestown 02129
- Bigger than 67% of homes in Charlestown 02129
- Has a bigger lot than 76% of homes in Charlestown 02129
- Older than 98% of homes in Suffolk County
What homes are worth in Charlestown 02129
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 53% of homes in Charlestown 02129.
How it measures up in Charlestown 02129
The dot is this home. The mark in the middle is the typical home in Charlestown 02129.
Pricier than 53% of homes nearby
Pricier than 5% of homes nearby
Bigger than 67% of homes nearby
Bigger than 76% of homes nearby
Newer than 10% of homes nearby
| Measure | This home | Charlestown 02129 | Suffolk County |
|---|---|---|---|
| Estimated valuepricier than | $1,062,603 | 53% of homes | 80% of homes |
| Price per ft²pricier than | $686 | 5% of homes | 58% of homes |
| Living areabigger than | 1,550 ft² | 67% of homes | 53% of homes |
| Lot sizebigger than | 1,550 ft² | 76% of homes | 40% of homes |
| Year builtnewer than | 1860 | 10% of homes | 2% of homes |
About 20 Chestnut St
How much is 20 Chestnut St, Charlestown, MA worth?
The TopHap Estimate for 20 Chestnut St, Charlestown, MA is $1,062,603 as of Aug 30, 2026. The likely range is $875,361 to $1,249,845. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 20 Chestnut St, Charlestown, MA last sell?
20 Chestnut St, Charlestown, MA last sold on Apr 29, 2025 for $1,000,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 20 Chestnut St, Charlestown, MA?
20 Chestnut St, Charlestown, MA has 2 bedrooms, 2 bathrooms, 1,550 square feet of living space and a 0.04-acre lot.
When was 20 Chestnut St, Charlestown, MA built?
20 Chestnut St, Charlestown, MA was built in 1860, making it 166 years old. The building has 2 stories.
What schools serve 20 Chestnut St, Charlestown, MA?
20 Chestnut St, Charlestown, MA is assigned to Harvard / Kent Elementary School (elementary), rated C-; Warren / Prescott K-8 School (middle), rated A-; Charlestown High School (high), rated D+. All sit in Boston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 20 Chestnut St, Charlestown, MA compare to other homes in Charlestown 02129?
Among the 5,260 homes in Charlestown 02129, it is worth more than 53% of them ($1,062,603 against a typical $1,019,498), its price per square foot is higher than 5% of them ($686 against a typical $926), it is bigger than 67% of them (1,550 ft² against a typical 1,193 ft²), its lot is bigger than 76% of them (1,550 ft² against a typical 1,103 ft²) and it is newer than 10% of them (1860 against a typical 1899). Measured against all of Suffolk County, it is worth more than 80% 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 20 Chestnut St, Charlestown, MA?
The 2025 property tax bill for 20 Chestnut St, Charlestown, MA was $12,289. The county assessed it at $1,061,200.
More homes on Chestnut St
- 18 Chestnut St3 bd · 2 ba · 2,053 ft² · Sold $1.4M · May 2025
- 27 Chestnut St # 207$1.7M3 bd · 1.5 ba · 1,572 ft² · Sold $1.6M · May 2025
- 27 Chestnut St # 203$1.3M2 bd · 2 ba · 1,123 ft² · Sold $1.2M · Dec 2024
- 27 Chestnut St # 209$1.5M3 bd · 1.5 ba · 1,572 ft² · Sold $1.3M · Oct 2023
- 30 Chestnut St # 3$842K2 bd · 1 ba · 855 ft² · Sold $700K · Nov 2022
- 28 Chestnut St # 1$2M2 bd · 1.5 ba · 1,830 ft² · Sold $1.5M · Aug 2022
- 27 Chestnut St # 110$1.2M2 bd · 1.5 ba · 1,084 ft² · Sold $1.1M · Aug 2022
- 43 Chestnut St5 bd · 3.5 ba · 3,033 ft² · Sold $2.2M · Jul 2022
- 66 Chestnut St # 2$852K2 bd · 1 ba · 850 ft² · Sold $650K · Jun 2022
- 27 Chestnut St # 208$1.6M3 bd · 2.5 ba · 1,577 ft² · Sold $1.2M · Jun 2022
- 20 Chestnut St # 2$809K2 bd · 1 ba · 805 ft² · Sold $745K · Aug 2021
- 27 Chestnut St # 108$1.1M2 bd · 2 ba · 1,057 ft² · Sold $930K · Jun 2021
Closest homes
- 20 Chestnut St$809K0 ft · 2 bd · 1 ba · 805 ft² · Sold $745K · Aug 2021
- 20 Chestnut St$705K0 ft · 1 bd · 1 ba · 695 ft² · Sold $420K · Aug 2015
- 18 Chestnut St22 ft · 3 bd · 2 ba · 2,053 ft² · Sold $1.4M · May 2025
- 20 Adams St$1.3M27 ft · 2 bd · 2 ba · 1,213 ft² · Sold $730K · Jul 2014
- 20 Adams St$1.5M27 ft · 2 bd · 2 ba · 1,339 ft² · Sold $1.2M · Jun 2022
- 20 Adams St Apt 1$1.2M27 ft · 2 bd · 2 ba · 1,227 ft² · Sold $555K · Oct 2002
- 16 Chestnut St$1.5M44 ft · 4 bd · 1.5 ba · 2,090 ft² · Sold Jan 1900
- 14 Chestnut St66 ft · 4 bd · 3 ba · 2,042 ft²
More homes in Charlestown 02129
- 30 Monument Sq$825K1 bd · 1 ba · 885 ft² · Sold $825K · Sep 2026
- 21 Tremont St$635K1 bd · 1 ba · 681 ft² · Sold $575K · Sep 2026
- 92 Green St$550K1 bd · 1 ba · 702 ft² · Sold $550K · Sep 2026
- 30 Sackville St$829K2 bd · 2 ba · 937 ft² · Sold $855K · Sep 2026
- 27 Parker St$815K2 bd · 1.5 ba · 1,029 ft² · Sold $780K · Sep 2026
- 21 Prospect St$1M3 bd · 2 ba · 905 ft² · Sold $1M · Sep 2026
- 45 Baldwin St$656K1 bd · 1 ba · 769 ft² · Sold $550K · Aug 2026
- 5 Wallace Ct$4M4 bd · 5.5 ba · 3,233 ft² · Sold $3.9M · Aug 2026
- 106 13th St$699K2 bd · 2 ba · 978 ft² · Sold $695K · Aug 2026
- 89 School St$675K2 bd · 1 ba · 865 ft² · Sold $675K · Aug 2026
- 19 Salem St$650K1 bd · 1 ba · 745 ft² · Sold $635K · Aug 2026
- 85 School St6 bd · 3 ba · 3,294 ft² · Sold $893K · Aug 2026
Assigned schools
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