27 FLAGG ST
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
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: Berlin-Boylston School District
Neighborhood · ZIP 01505These 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
27 Flagg 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 94% of homes in Boylston 01505
- Costs more per square foot than 86% of homes in Worcester County
- Smaller than 97% of homes in Boylston 01505
- Has a bigger lot than 67% of homes in Worcester County
- Older than 98% of homes in Boylston 01505
What homes are worth in Boylston 01505
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 6% of homes in Boylston 01505.
How it measures up in Boylston 01505
The dot is this home. The mark in the middle is the typical home in Boylston 01505.
Pricier than 6% of homes nearby
Pricier than 76% of homes nearby
Bigger than 3% of homes nearby
Bigger than 43% of homes nearby
Newer than 2% of homes nearby
| Measure | This home | Boylston 01505 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $383,219 | 6% of homes | 24% of homes |
| Price per ft²pricier than | $391 | 76% of homes | 86% of homes |
| Living areabigger than | 981 ft² | 3% of homes | 8% of homes |
| Lot sizebigger than | 1 ac | 43% of homes | 67% of homes |
| Year builtnewer than | 1895 | 2% of homes | 8% of homes |
About 27 Flagg St
How much is 27 Flagg St, Boylston, MA worth?
The TopHap Estimate for 27 Flagg St, Boylston, MA is $383,219 as of Sep 24, 2026. The likely range is $345,462 to $420,976. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Flagg St, Boylston, MA last sell?
27 Flagg St, Boylston, MA last sold on Aug 15, 1997 for $100,000, according to the county's recorded deed.
How big is 27 Flagg St, Boylston, MA?
27 Flagg St, Boylston, MA has 4 bedrooms, 1 bathrooms, 981 square feet of living space and a 1.00-acre lot.
When was 27 Flagg St, Boylston, MA built?
27 Flagg St, Boylston, MA was built in 1895, making it 131 years old. It is a conventional home. The building has 2 stories.
What schools serve 27 Flagg St, Boylston, MA?
27 Flagg St, Boylston, MA is assigned to Boylston Elementary School (elementary), rated B-; Tahanto Regional High School (middle), rated A-. All sit in Berlin-Boylston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 27 Flagg St, Boylston, MA compare to other homes in Boylston 01505?
Among the 1,864 homes in Boylston 01505, it is worth more than 6% of them ($383,219 against a typical $648,433), its price per square foot is higher than 76% of them ($391 against a typical $345), it is bigger than 3% of them (981 ft² against a typical 1,904 ft²), its lot is bigger than 43% of them (1 ac against a typical 1.17 ac) and it is newer than 2% of them (1895 against a typical 1976). Measured against all of Worcester County, it is worth more than 24% 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 27 Flagg St, Boylston, MA?
The 2025 property tax bill for 27 Flagg St, Boylston, MA was $4,235. The county assessed it at $306,200.
More homes on Flagg St
- 20 Flagg St$468K3 bd · 2 ba · 1,733 ft² · Sold $450K · Dec 2025
- 22 Flagg St$393K2 bd · 1 ba · 864 ft² · Sold $200K · Nov 2021
- 23 Flagg St$657K4 bd · 3.5 ba · 2,282 ft² · Sold $244K · Aug 2001
- 18 Flagg St$371K4 bd · 1 ba · 1,092 ft² · Sold $43K · Jul 1984
- 29 Flagg St$319K3 bd · 2.5 ba · 2,505 ft² · Sold Jan 1900
- 16 Flagg St$475K3 bd · 1.5 ba · 1,044 ft² · Sold Jan 1900
- 13 Flagg St$372K4 bd · 4 ba · 1,080 ft² · Sold Jan 1900
Closest homes
- 23 Flagg St$657K183 ft · 4 bd · 3.5 ba · 2,282 ft² · Sold $244K · Aug 2001
- 20 Flagg St$468K286 ft · 3 bd · 2 ba · 1,733 ft² · Sold $450K · Dec 2025
- 22 Flagg St$393K317 ft · 2 bd · 1 ba · 864 ft² · Sold $200K · Nov 2021
- 29 Flagg St$319K258 ft · 3 bd · 2.5 ba · 2,505 ft² · Sold Jan 1900
- 6 Heywood St$690K372 ft · 3 bd · 2.5 ba · 1,548 ft² · Sold $615K · Apr 2022
- 18 Flagg St$371K374 ft · 4 bd · 1 ba · 1,092 ft² · Sold $43K · Jul 1984
- 4 Heywood St$776K487 ft · 3 bd · 3 ba · 1,544 ft² · Sold $400K · Nov 2015
- 13 Flagg St$372K412 ft · 4 bd · 4 ba · 1,080 ft² · Sold Jan 1900
More homes in Boylston 01505
- 173 Central St$1.9M3 bd · 3.5 ba · 5,359 ft² · Sold $1.8M · Sep 2026
- 211 Sewall St$625K4 bd · 1.5 ba · 2,359 ft² · Sold $625K · Sep 2026
- 490 Main St$579K4 bd · 1.5 ba · 1,770 ft² · Sold $489K · Aug 2026
- 322 Edgebrook Dr$412K2 bd · 1.5 ba · 1,340 ft² · Sold $347K · Aug 2026
- 904 Edgebrook Dr$373K2 bd · 1.5 ba · 1,260 ft² · Sold $373K · Aug 2026
- 364 Mile Hill Rd$446K3 bd · 1 ba · 1,104 ft² · Sold $9K · Jul 2026
- 4 Ledgewood Dr$504K3 bd · 2 ba · 1,382 ft² · Sold $502K · Jul 2026
- 49 Cook St$627K3 bd · 1.5 ba · 2,230 ft² · Sold $625K · Jul 2026
- 623 Edgebrook Dr$390K2 bd · 1.5 ba · 1,240 ft² · Sold $375K · Jul 2026
- 93 Stiles Rd$954K4 bd · 2.5 ba · 2,346 ft² · Sold $950K · Jul 2026
- 340 Green St$728K3 bd · 2.5 ba · 1,610 ft² · Sold $725K · Jul 2026
- 33 Smallwood Cir$954K4 bd · 2 ba · 2,331 ft² · Sold $950K · Jul 2026
Assigned schools
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