21 CHESTNUT ST
Valuation
Tax & Assessment
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: Milford School District
Neighborhood · ZIP 01757These 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
21 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 79% of homes in Milford 01757
- Costs less per square foot than 94% of homes in Milford 01757
- Has a smaller lot than 94% of homes in Milford 01757
- Older than 95% of homes in Worcester County
What homes are worth in Milford 01757
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 21% of homes in Milford 01757.
How it measures up in Milford 01757
The dot is this home. The mark in the middle is the typical home in Milford 01757.
Pricier than 21% of homes nearby
Pricier than 6% of homes nearby
Bigger than 56% of homes nearby
Bigger than 6% of homes nearby
Newer than 8% of homes nearby
| Measure | This home | Milford 01757 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $442,431 | 21% of homes | 40% of homes |
| Price per ft²pricier than | $227 | 6% of homes | 12% of homes |
| Living areabigger than | 1,950 ft² | 56% of homes | 62% of homes |
| Lot sizebigger than | 0.12 ac | 6% of homes | 6% of homes |
| Year builtnewer than | 1880 | 8% of homes | 5% of homes |
About 21 Chestnut St
How much is 21 Chestnut St, Milford, MA worth?
The TopHap Estimate for 21 Chestnut St, Milford, MA is $442,431 as of Aug 30, 2026. The likely range is $422,237 to $462,625. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Chestnut St, Milford, MA last sell?
21 Chestnut St, Milford, MA last sold on May 30, 1997 for $109,000, according to the county's recorded deed.
How big is 21 Chestnut St, Milford, MA?
21 Chestnut St, Milford, MA has 4 bedrooms, 1 bathrooms, 1,950 square feet of living space and a 0.12-acre lot.
When was 21 Chestnut St, Milford, MA built?
21 Chestnut St, Milford, MA was built in 1880, making it 146 years old. The building has 2 stories.
What schools serve 21 Chestnut St, Milford, MA?
21 Chestnut St, Milford, MA is assigned to Stacy Middle School (middle), rated C-; Memorial (elementary); Milford High School (high), rated C. All sit in Milford School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Chestnut St, Milford, MA compare to other homes in Milford 01757?
Among the 8,863 homes in Milford 01757, it is worth more than 21% of them ($442,431 against a typical $546,994), its price per square foot is higher than 6% of them ($227 against a typical $308), it is bigger than 56% of them (1,950 ft² against a typical 1,871 ft²), its lot is bigger than 6% of them (0.12 ac against a typical 0.31 ac) and it is newer than 8% of them (1880 against a typical 1970). Measured against all of Worcester County, it is worth more than 40% 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 21 Chestnut St, Milford, MA?
The 2025 property tax bill for 21 Chestnut St, Milford, MA was $4,673. The county assessed it at $365,100.
More homes on Chestnut St
- 33 Chestnut St4 bd · 2 ba · 2,392 ft² · Sold $625K · Jul 2026
- 40 Chestnut St$473K3 bd · 2 ba · 1,361 ft² · Sold $470K · Jun 2026
- 34 Chestnut St3 bd · 3 ba · 2,046 ft² · Sold $320K · Dec 2025
- 23 Chestnut St$666K3 bd · 3 ba · 2,248 ft² · Sold $600K · Mar 2023
- 26 Chestnut St7 bd · 4 ba · 3,268 ft² · Sold $695K · Dec 2021
- 30 Chestnut St4 bd · 2 ba · 1,670 ft² · Sold $382K · Aug 2021
- 5 Chestnut St$391K2 bd · 2 ba · 1,178 ft² · Sold $290K · Aug 2021
- 17 Chestnut St3 bd · 2 ba · 2,750 ft² · Sold $470K · Feb 2021
- 9 Chestnut St$426K2 bd · 2 ba · 1,082 ft² · Sold Jun 2020
- 25 Chestnut St$479K3 bd · 2 ba · 1,776 ft² · Sold $295K · Nov 2018
- 12 Chestnut St$568K5 bd · 1.5 ba · 2,441 ft² · Sold $300K · Dec 2016
- 14 Chestnut St$637K4 bd · 3 ba · 3,903 ft² · Sold $320K · Feb 2016
Closest homes
- 23 Chestnut St$666K55 ft · 3 bd · 3 ba · 2,248 ft² · Sold $600K · Mar 2023
- 17 Chestnut St71 ft · 3 bd · 2 ba · 2,750 ft² · Sold $470K · Feb 2021
- 25 Chestnut St$479K123 ft · 3 bd · 2 ba · 1,776 ft² · Sold $295K · Nov 2018
- 15 Chestnut St126 ft · 4 bd · 2 ba · 2,012 ft² · Sold Jan 1989
- 10 Orchard St128 ft · 6 bd · 3 ba · 2,996 ft² · Sold $565K · Dec 2021
- 8 Orchard St$445K155 ft · 3 bd · 2.5 ba · 1,239 ft² · Sold $289K · Dec 2018
- 11 Chestnut St198 ft · 6 bd · 2 ba · 3,679 ft² · Sold $163K · Jan 1987
- 22 Chestnut St197 ft · 10 bd · 5 ba · 4,897 ft²
More homes in Milford 01757
- 38 Pleasant St$440K3 bd · 1 ba · 1,367 ft² · Sold $440K · Aug 2026
- 15 Carp Rd$710K3 bd · 1.5 ba · 1,700 ft² · Sold $710K · Aug 2026
- 16 Jionzo Rd$575K3 bd · 2 ba · 1,724 ft² · Sold $575K · Aug 2026
- 4 Cormier Cir$705K4 bd · 2.5 ba · 2,890 ft² · Sold $705K · Aug 2026
- 6 Bear Hill Rd$650K4 bd · 2.5 ba · 2,180 ft² · Sold $650K · Aug 2026
- 6 Berkley Rd$625K4 bd · 2.5 ba · 1,800 ft² · Sold $625K · Aug 2026
- 37 Mark Dr$615K3 bd · 2.5 ba · 1,700 ft² · Sold $615K · Aug 2026
- 16 Congress Ter$451K3 bd · 1 ba · 1,520 ft² · Sold $530K · Aug 2026
- 44 W Walnut St$345K3 bd · 1.5 ba · 1,200 ft² · Sold $345K · Aug 2026
- 10 Deluca Rd$505K3 bd · 2 ba · 1,430 ft² · Sold $505K · Aug 2026
- 39 Village Cir$525K2 bd · 2.5 ba · 1,602 ft² · Sold $590K · Aug 2026
- 173 Purchase St$417K4 bd · 1 ba · 1,354 ft² · Sold $260K · Aug 2026
Assigned schools
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