44 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 02108These 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
44 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 more per square foot than 91% of homes in Suffolk County
- Smaller than 82% of homes in Suffolk County
- Has a smaller lot than 84% of homes in Suffolk County
- Older than 87% of homes in Suffolk County
What homes are worth in Boston 02108
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 30% of homes in Boston 02108.
How it measures up in Boston 02108
The dot is this home. The mark in the middle is the typical home in Boston 02108.
Pricier than 30% of homes nearby
Pricier than 31% of homes nearby
Bigger than 31% of homes nearby
Bigger than 34% of homes nearby
Newer than 37% of homes nearby
| Measure | This home | Beacon Hill | Boston 02108 | Suffolk County |
|---|---|---|---|---|
| Estimated valuepricier than | $1,066,816 | 48% of homes | 30% of homes | 80% of homes |
| Price per ft²pricier than | $1324 | 36% of homes | 31% of homes | 91% of homes |
| Living areabigger than | 806 ft² | 44% of homes | 31% of homes | 18% of homes |
| Lot sizebigger than | 806 ft² | 51% of homes | 34% of homes | 16% of homes |
| Year builtnewer than | 1890 | 37% of homes | 37% of homes | 13% of homes |
About 44 Chestnut St
How much is 44 Chestnut St, Boston, MA worth?
The TopHap Estimate for 44 Chestnut St, Boston, MA is $1,066,816 as of Aug 30, 2026. The likely range is $1,000,540 to $1,133,092. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 44 Chestnut St, Boston, MA last sell?
44 Chestnut St, Boston, MA last sold on Jul 30, 2021 for $927,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 44 Chestnut St, Boston, MA?
44 Chestnut St, Boston, MA has 1 bedrooms, 1 bathrooms, 806 square feet of living space and a 0.02-acre lot.
When was 44 Chestnut St, Boston, MA built?
44 Chestnut St, Boston, MA was built in 1890, making it 136 years old. The building has 1 story.
What schools serve 44 Chestnut St, Boston, MA?
44 Chestnut St, Boston, MA is assigned to Boston Adult Technical Academy (high); Josiah Quincy Elementary School (elementary), rated B; Quincy Upper School (middle), rated D. All sit in Boston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 44 Chestnut St, Boston, MA compare to other homes in Boston 02108?
Among the 1,489 homes in Boston 02108, it is worth more than 30% of them ($1,066,816 against a typical $1,654,417), its price per square foot is higher than 31% of them ($1324 against a typical $1446), it is bigger than 31% of them (806 ft² against a typical 1,300 ft²), its lot is bigger than 34% of them (806 ft² against a typical 1,133 ft²) and it is newer than 37% of them (1890 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 44 Chestnut St, Boston, MA?
The 2025 property tax bill for 44 Chestnut St, Boston, MA was $8,643. The county assessed it at $746,400.
More homes on Chestnut St
- 33 Chestnut St # 5$1.2M1 bd · 1 ba · 1,440 ft² · Sold $2.8M · Aug 2026
- 107 Chestnut St # 3$4M2 bd · 2.5 ba · 2,180 ft² · Sold $4M · Jul 2026
- 41 Chestnut St$5.6M5 bd · 4 ba · 3,849 ft² · Sold $5.6M · Jul 2026
- 62 Chestnut St$7M5 bd · 6.5 ba · 3,765 ft² · Sold $7M · Jul 2026
- 92 Chestnut St # 92a5,280 ft² · Sold $5.5M · Jun 2026
- 104 Chestnut St4 bd · 3.5 ba · 3,021 ft² · Sold $4.6M · Jun 2026
- 107 Chestnut St # 5$8.6M2 bd · 2.5 ba · 2,928 ft² · Sold $8.6M · Jun 2026
- 109 Chestnut St # 5$2M1 bd · 1 ba · 718 ft² · Sold $2M · Jun 2026
- 27 Chestnut St$2M2 bd · 2 ba · 1,394 ft² · Sold $2M · Jun 2026
- 32 Chestnut St # 1$3.3M2 bd · 2 ba · 2,095 ft² · Sold $3.3M · May 2026
- 32 Chestnut St # 2$2.9M4 bd · 2 ba · 2,244 ft² · Sold $2.9M · May 2026
- 82 Chestnut St # 30$1.8M2 bd · 1 ba · 1,260 ft² · Sold $1.8M · Apr 2026
Closest homes
- 44 Chestnut St$979K0 ft · 1 bd · 1 ba · 387 ft² · Sold $342K · Dec 2007
- 44 Chestnut St$1.6M0 ft · 2 bd · 1 ba · 1,010 ft² · Sold $411K · Oct 1993
- 44 Chestnut St$2.7M0 ft · 1 bd · 1 ba · 467 ft² · Sold Jan 1900
- 44 Chestnut St$2.2M0 ft · 2 bd · 2.5 ba · 1,334 ft² · Sold $1.8M · May 2022
- 44 Chestnut St$1.7M0 ft · 2 bd · 1 ba · 1,000 ft² · Sold $1.1M · Mar 2012
- 44 Chestnut St$1.9M0 ft · 2 bd · 1 ba · 1,324 ft² · Sold $1.5M · Jun 2017
- 42 Chestnut St$7.8M28 ft · 6 bd · 3.5 ba · 4,133 ft² · Sold $4.3M · May 2004
- 46 Chestnut St$10M29 ft · 6 bd · 8.5 ba · 6,682 ft² · Sold $22M · Feb 2026
More homes in Boston 02108
- 22 River St$985K1 bd · 1 ba · 700 ft² · Sold $950K · Aug 2026
- 10 Byron St$4.5M2 bd · 4 ba · 2,436 ft² · Sold $6.5M · Aug 2026
- 101 Mount Vernon St$2.6M2 bd · 2 ba · 1,414 ft² · Sold $2.6M · Aug 2026
- 21 Beacon St$565K1 bd · 1 ba · 588 ft² · Sold $565K · Aug 2026
- 25 Beacon St$8.4M3 bd · 3.5 ba · 3,578 ft² · Sold $8.4M · Aug 2026
- 46 Beacon St39,917 ft² · Sold $13M · Aug 2026
- 48 Beacon St$1.8M2 bd · 1.5 ba · 1,448 ft² · Sold $1.8M · Aug 2026
- 48 Beacon St$1.1M1 bd · 1 ba · 779 ft² · Sold $1.1M · Jul 2026
- 63 Mount Vernon St$4M2 bd · 2.5 ba · 2,317 ft² · Sold $4M · Jul 2026
- 97 Mount Vernon St$974K1 bd · 1 ba · 748 ft² · Sold $975K · Jul 2026
- 21 Beacon St$523K1 bd · 1 ba · 409 ft² · Sold $525K · Jul 2026
- 45 Province St$1.2M2 bd · 2 ba · 1,117 ft² · Sold $1.2M · Jul 2026
Assigned schools
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