66 CHESTNUT ST
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
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
66 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 68% of homes in Suffolk County
- Costs more per square foot than 79% of homes in Suffolk County
- Smaller than 80% of homes in Suffolk County
- Has a smaller lot than 82% of homes in Suffolk County
- Older than 82% 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 37% 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 37% of homes nearby
Pricier than 70% of homes nearby
Bigger than 24% of homes nearby
Bigger than 26% of homes nearby
Newer than 58% of homes nearby
| Measure | This home | Charlestown 02129 | Suffolk County |
|---|---|---|---|
| Estimated valuepricier than | $864,537 | 37% of homes | 68% of homes |
| Price per ft²pricier than | $1017 | 70% of homes | 79% of homes |
| Living areabigger than | 850 ft² | 24% of homes | 20% of homes |
| Lot sizebigger than | 850 ft² | 26% of homes | 18% of homes |
| Year builtnewer than | 1899 | 58% of homes | 18% of homes |
About 66 Chestnut St
How much is 66 Chestnut St, Charlestown, MA worth?
The TopHap Estimate for 66 Chestnut St, Charlestown, MA is $864,537 as of Sep 24, 2026. The likely range is $797,007 to $932,067. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 66 Chestnut St, Charlestown, MA last sell?
66 Chestnut St, Charlestown, MA last sold on Feb 23, 1998 for $188,250, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 66 Chestnut St, Charlestown, MA?
66 Chestnut St, Charlestown, MA has 2 bedrooms, 1 bathrooms, 850 square feet of living space and a 0.02-acre lot.
When was 66 Chestnut St, Charlestown, MA built?
66 Chestnut St, Charlestown, MA was built in 1899, making it 127 years old. The building has 1 story.
What schools serve 66 Chestnut St, Charlestown, MA?
66 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 66 Chestnut St, Charlestown, MA compare to other homes in Charlestown 02129?
Among the 5,261 homes in Charlestown 02129, it is worth more than 37% of them ($864,537 against a typical $1,040,289), its price per square foot is higher than 70% of them ($1017 against a typical $943), it is bigger than 24% of them (850 ft² against a typical 1,204 ft²), its lot is bigger than 26% of them (850 ft² against a typical 1,089 ft²) and it is newer than 58% of them (1899 against a typical 1899). Measured against all of Suffolk County, it is worth more than 68% 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 66 Chestnut St, Charlestown, MA?
The 2025 property tax bill for 66 Chestnut St, Charlestown, MA was $7,728. The county assessed it at $667,400.
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
- 20 Chestnut St # 1$1.1M2 bd · 2 ba · 1,550 ft² · Sold $1M · Apr 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$818K2 bd · 1 ba · 855 ft² · Sold $700K · Nov 2022
- 28 Chestnut St # 1$2.1M2 bd · 1.5 ba · 1,830 ft² · Sold $1.5M · Aug 2022
- 27 Chestnut St # 110$1.3M2 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$817K2 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$794K2 bd · 1 ba · 805 ft² · Sold $745K · Aug 2021
Closest homes
- 64 Chestnut St$971K0 ft · 2 bd · 1 ba · 955 ft² · Sold $700K · May 2018
- 64 Chestnut St$1M0 ft · 2 bd · 1 ba · 955 ft² · Sold $760K · Nov 2020
- 66 Chestnut St$817K0 ft · 2 bd · 1 ba · 850 ft² · Sold $650K · Jun 2022
- 64 Chestnut St$1000K0 ft · 2 bd · 1 ba · 955 ft² · Sold $448K · Sep 2008
- 64 Chestnut St Apt 1$568K0 ft · 1 bd · 1 ba · 550 ft² · Sold $513K · May 2021
- 66 Chestnut St$856K0 ft · 2 bd · 1 ba · 850 ft² · Sold $517K · Jun 2014
- 66 Chestnut St$833K0 ft · 2 bd · 1 ba · 820 ft² · Sold $345K · Dec 2000
- 6 Monument Sq$2.5M58 ft · 3 bd · 2.5 ba · 2,481 ft² · Sold $1.8M · Mar 2021
More homes in Charlestown 02129
- 11 Lawnwood Pl$2.5M4 bd · 4.5 ba · 2,180 ft² · Sold $2.3M · Sep 2026
- 30 Tremont St5 bd · 3 ba · 2,981 ft² · Sold $1.8M · Sep 2026
- 20 Lawrence St$810K2 bd · 2 ba · 1,155 ft² · Sold $810K · Sep 2026
- 16 Trenton St$699K2 bd · 1 ba · 703 ft² · Sold $690K · Sep 2026
- 106 13th St$569K1 bd · 1 ba · 733 ft² · Sold $569K · Sep 2026
- 377 Bunker Hill St$608K1 bd · 1 ba · 717 ft² · Sold $589K · Sep 2026
- 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$855K2 bd · 2 ba · 937 ft² · Sold $855K · Sep 2026
- 27 Parker St$780K2 bd · 1.5 ba · 1,029 ft² · Sold $780K · Sep 2026
- 21 Prospect St$1M3 bd · 2 ba · 905 ft² · Sold $1M · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 66 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